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Showing 377 cruise vacations that match your search
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Riviera Maya

  • Miami, Florida
  • Cozumel, Mexico
  • The Beach Club at Bimini, Bahamas
  • Miami, Florida
Insider cabins from
£536£783
per Sailor
5 nights
Scarlet Lady, Resilient Lady & Valiant Lady
BOOK NOW
Up to $100 in drinks
Getaways for 80% off 2nd Sailor
Insider cabins from
£536£783
per Sailor
Departing on:
2026Best Rate
Sun, Apr 05 - Fri, Apr 10
from £536
2026
Sun, Feb 22 - Fri, Feb 27
from £907
2026
Sun, Mar 08 - Fri, Mar 13
from £797

Eastern Caribbean & Bimini Beach Club

  • Miami, Florida
  • San Juan, Puerto Rico
  • Puerto Plata, Dominican Republic
  • The Beach Club at Bimini, Bahamas
  • Miami, Florida
Insider cabins from
£697£1,015
per Sailor
7 nights
Resilient Lady & Scarlet Lady
BOOK NOW
Up to $250 in drinks
Getaways for 80% off 2nd Sailor
Insider cabins from
£697£1,015
per Sailor
Departing on:
2027Best Rate
Sun, Jan 03 - Sun, Jan 10
from £697
2026
Sat, Feb 28 - Sat, Mar 07
from £5,560
Only suites remaining
2026
Sat, Mar 28 - Sat, Apr 04
from £1,087
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OUR MOST INCLUSIVE OFFER
Up to $300 credit on Caribbean routes
Plus 80% off 2nd Sailor + up to $350 in free drinks. Ends February 26!
SCORE THE SAVINGS

Fire & Sunset Soirées

  • Miami, Florida
  • Key West, Florida
  • The Beach Club at Bimini, Bahamas
  • Miami, Florida
Sea View cabins from
£523£765
per Sailor
4 nights
Scarlet Lady
BOOK NOW
Up to $100 in drinks
Getaways for 80% off 2nd Sailor
Sea View cabins from
£523£765
per Sailor
Departing on:
2026Best Rate
Wed, Apr 15 - Sun, Apr 19
from £523
2026
Wed, Mar 04 - Sun, Mar 08
from £741
2026
Wed, Mar 18 - Sun, Mar 22
from £830

Southern Caribbean Cruise

  • San Juan, Puerto Rico
  • Basseterre, St. Kitts and Nevis
  • Castries, St. Lucia
  • Fort-de-France, Martinique
  • St. John's, Antigua
  • Tortola, British Virgin Islands
  • San Juan, Puerto Rico
Sea Terrace cabins from
£1,289£2,070
per Sailor
7 nights
Valiant Lady
BOOK NOW
Up to $250 in drinks
Getaways for 80% off 2nd Sailor
Sea Terrace cabins from
£1,289£2,070
per Sailor
Departing on:
2026
Sat, Mar 07 - Sat, Mar 14
from £1,289

Western Caribbean & Bimini Beach Club

  • Miami, Florida
  • Ocho Rios, Jamaica
  • George Town, Grand Cayman
  • The Beach Club at Bimini, Bahamas
  • Miami, Florida
Insider cabins from
£589£859
per Sailor
7 nights
Resilient Lady & Valiant Lady
BOOK NOW
Up to $250 in drinks
Getaways for 80% off 2nd Sailor
Insider cabins from
£589£859
per Sailor
Departing on:
2026Best Rate
Sat, Apr 04 - Sat, Apr 11
from £589
2026
Sat, Mar 07 - Sat, Mar 14
from £907
2026
Sat, Apr 11 - Sat, Apr 18
from £643

Red Hot Sailing Club Voyage

  • Miami, Florida
  • Puerto Plata, Dominican Republic
  • St. John's, Antigua
  • Basseterre, St. Kitts and Nevis
  • The Beach Club at Bimini, Bahamas
  • Miami, Florida
Sea View cabins from
£1,196£1,877
per Sailor
9 nights
Brilliant Lady
Brilliant Lady's Inaugural Season
BOOK NOW
Up to $250 in drinks
Getaways for 80% off 2nd Sailor
Sea View cabins from
£1,196£1,877
per Sailor
Departing on:
2026
Thu, Mar 12 - Sat, Mar 21
from £1,196Brilliant Lady's Inaugural Season

Dominican Daze

  • Miami, Florida
  • Puerto Plata, Dominican Republic
  • The Beach Club at Bimini, Bahamas
  • Miami, Florida
Insider cabins from
£537£767
per Sailor
5 nights
Scarlet Lady, Resilient Lady & Valiant Lady
BOOK NOW
Up to $100 in drinks
Getaways for 80% off 2nd Sailor
Insider cabins from
£537£767
per Sailor
Departing on:
2027Best Rate
Mon, Oct 11 - Sat, Oct 16
from £537
2026
Fri, Mar 13 - Wed, Mar 18
from £924
2026
Fri, Apr 10 - Wed, Apr 15
from £653

Southern Caribbean & Aruban Nights

  • San Juan, Puerto Rico
  • Oranjestad, Aruba
  • Willemstad, Curaçao
  • Fort-de-France, Martinique
  • Basseterre, St. Kitts and Nevis
  • San Juan, Puerto Rico
Insider cabins from
£643£999
per Sailor
7 nights
Valiant Lady
BOOK NOW
Up to $250 in drinks
Getaways for 80% off 2nd Sailor
Insider cabins from
£643£999
per Sailor
Departing on:
2026Best Rate
Sat, Dec 05 - Sat, Dec 12
from £643
2026
Sat, Mar 14 - Sat, Mar 21
from £1,288
2027
Sat, Jan 09 - Sat, Jan 16
from £751

Western Caribbean Cruise

  • Miami, Florida
  • Roatán, Honduras
  • Costa Maya, Mexico
  • Cozumel, Mexico
  • Miami, Florida
Insider cabins from
£644£962
per Sailor
6 nights
Resilient Lady
BOOK NOW
Up to $250 in drinks
Getaways for 80% off 2nd Sailor
Insider cabins from
£644£962
per Sailor
Departing on:
2026
Sat, Mar 14 - Fri, Mar 20
from £644

Eastern Caribbean & Bimini Beach Club

  • Miami, Florida
  • St. Croix, U.S. Virgin Islands
  • San Juan, Puerto Rico
  • Puerto Plata, Dominican Republic
  • The Beach Club at Bimini, Bahamas
  • Miami, Florida
Insider cabins from
£801£1,217
per Sailor
8 nights
Resilient Lady
BOOK NOW
Up to $250 in drinks
Getaways for 80% off 2nd Sailor
Insider cabins from
£801£1,217
per Sailor
Departing on:
2026Best Rate
Sat, Dec 05 - Sun, Dec 13
from £801
2026
Fri, Mar 20 - Sat, Mar 28
from £1,182
2027
Sat, Mar 27 - Sun, Apr 04
from £860

Panama Canal & Pacific Wonders

  • Miami, Florida
  • Cartagena, Colombia
  • Colón, Panama
  • Panama Canal (Cruising), Panama
  • Puntarenas, Costa Rica
  • Puerto Quetzal, Guatemala
  • Cabo San Lucas, Mexico
  • Los Angeles, California
Insider cabins from
£1,222£1,711
per Sailor
16 nights
Brilliant Lady
Brilliant Lady's Inaugural Season
BOOK NOW
Up to $350 in drinks
Getaways for 80% off 2nd Sailor
Insider cabins from
£1,222£1,711
per Sailor
Departing on:
2026Best Rate
Sat, Mar 21 - Mon, Apr 06
from £1,222Brilliant Lady's Inaugural Season
2027
Fri, Mar 26 - Sun, Apr 11
from £1,470

Southern Caribbean Cruise

  • San Juan, Puerto Rico
  • Tortola, British Virgin Islands
  • Bridgetown, Barbados
  • Castries, St. Lucia
  • St. John's, Antigua
  • Philipsburg, St. Maarten
  • San Juan, Puerto Rico
Insider cabins from
£751£1,127
per Sailor
7 nights
Valiant Lady
BOOK NOW
Up to $250 in drinks
Getaways for 80% off 2nd Sailor
Insider cabins from
£751£1,127
per Sailor
Departing on:
2027Best Rate
Sat, Jan 02 - Sat, Jan 09
from £751
2026
Sat, Mar 21 - Sat, Mar 28
from £1,289
2027
Sat, Mar 06 - Sat, Mar 13
from £805

Grand Turk & Bimini Beach Club

  • Miami, Florida
  • Grand Turk, Turks and Caicos
  • The Beach Club at Bimini, Bahamas
  • Miami, Florida
Insider cabins from
£497£675
per Sailor
5 nights
Scarlet Lady, Resilient Lady, Brilliant Lady & Valiant Lady
BOOK NOW
Up to $100 in drinks
Getaways for 80% off 2nd Sailor
Insider cabins from
£497£675
per Sailor
Departing on:
2027Best Rate
Sat, Feb 06 - Thu, Feb 11
from £497
2026
Fri, Mar 27 - Wed, Apr 01
from £806
2026
Sat, May 02 - Thu, May 07
from £807

Tortola, Charleston, Newport & More

  • San Juan, Puerto Rico
  • Tortola, British Virgin Islands
  • Puerto Plata, Dominican Republic
  • Charleston, South Carolina
  • Newport, Rhode Island
  • New York City, New York
Insider cabins from
£670£998
per Sailor
9 nights
Valiant Lady
BOOK NOW
Up to $250 in drinks
Getaways for 80% off 2nd Sailor
Insider cabins from
£670£998
per Sailor
Departing on:
2026
Sat, Mar 28 - Mon, Apr 06
from £670

The Big Apple to Bermuda

  • New York City, New York
  • Royal Naval Dockyard, Bermuda
  • New York City, New York
Insider cabins from
£459£614
per Sailor
5 nights
Valiant Lady
BOOK NOW
Up to $100 in drinks
Getaways for 80% off 2nd Sailor
Insider cabins from
£459£614
per Sailor
Departing on:
2026Best Rate
Sun, Sep 27 - Fri, Oct 02
from £459
2026
Mon, Apr 06 - Sat, Apr 11
from £690
2026
Fri, Oct 02 - Wed, Oct 07
from £459

Brilliant Lady LA MerMaiden

  • Los Angeles, California
  • Santa Barbara, California
  • San Diego, California
  • Ensenada, Mexico
  • Los Angeles, California
Insider cabins from
£616£889
per Sailor
5 nights
Brilliant Lady
Brilliant Lady's Inaugural Season
BOOK NOW
Up to $100 in drinks
Getaways for 80% off 2nd Sailor
Insider cabins from
£616£889
per Sailor
Departing on:
2026
Tue, Apr 07 - Sun, Apr 12
from £616Brilliant Lady's Inaugural Season

Virgin Voyages Comedy Fest New York

  • New York City, New York
  • Royal Naval Dockyard, Bermuda
  • New York City, New York
Insider cabins from
£635£904
per Sailor
5 nights
Valiant Lady
BOOK NOW
Up to $100 in drinks
Getaways for 80% off 2nd Sailor
Insider cabins from
£635£904
per Sailor
Departing on:
2026
Sat, Apr 11 - Thu, Apr 16
from £635

California (and Mexico) Dreamin'

  • Los Angeles, California
  • Cabo San Lucas, Mexico
  • Mazatlán, Mexico
  • Los Angeles, California
Insider cabins from
£644£968
per Sailor
6 nights
Brilliant Lady
Brilliant Lady's Inaugural Season
BOOK NOW
Up to $250 in drinks
Getaways for 80% off 2nd Sailor
Insider cabins from
£644£968
per Sailor
Departing on:
2026
Sun, Apr 12 - Sat, Apr 18
from £644Brilliant Lady's Inaugural Season

Bermuda Beauty to East Coast Elegance

  • New York City, New York
  • Royal Naval Dockyard, Bermuda
  • Nassau, Bahamas
  • Charleston, South Carolina
  • New York City, New York
Insider cabins from
£688£938
per Sailor
9 nights
Valiant Lady
BOOK NOW
Up to $250 in drinks
Getaways for 80% off 2nd Sailor
Insider cabins from
£688£938
per Sailor
Departing on:
2026
Thu, Apr 16 - Sat, Apr 25
from £688

New York Transatlantic to Spain

  • New York City, New York
  • Ponta Delgada, Azores
  • Funchal, Madeira, Portugal
  • Tangier, Morocco
  • Málaga, Spain
  • Palma de Mallorca, Spain
  • Barcelona
Sea Terrace cabins from
£1,409£2,194
per Sailor
14 nights
Valiant Lady
BOOK NOW
Up to $350 in drinks
Getaways for 80% off 2nd Sailor
Sea Terrace cabins from
£1,409£2,194
per Sailor
Departing on:
2026
Sat, Apr 25 - Sat, May 09
from £1,409

Hollywood Sunsets & Mexican Horizons

  • Los Angeles, California
  • Cabo San Lucas, Mexico
  • Mazatlán, Mexico
  • Puerto Vallarta, Mexico
  • Los Angeles, California
Insider cabins from
£589£868
per Sailor
7 nights
Brilliant Lady
Brilliant Lady's Inaugural Season
BOOK NOW
Up to $250 in drinks
Getaways for 80% off 2nd Sailor
Insider cabins from
£589£868
per Sailor
Departing on:
2026Best Rate
Sat, Oct 03 - Sat, Oct 10
from £589
2026
Sun, Apr 26 - Sun, May 03
from £1,076Brilliant Lady's Inaugural Season
2026
Sat, Sep 19 - Sat, Sep 26
from £644

Transatlantic to Spain & Morocco

  • Miami, Florida
  • Las Palmas de Gran Canaria, Spain
  • Casablanca, Morocco
  • Alicante, Spain
  • Barcelona
Insider cabins from
£980£1,540
per Sailor
14 nights
Scarlet Lady
BOOK NOW
Up to $350 in drinks
Getaways for 80% off 2nd Sailor
Insider cabins from
£980£1,540
per Sailor
Departing on:
2026
Sun, Apr 26 - Sun, May 10
from £980

LA Lights & Vancouver Vistas

  • Los Angeles, California
  • Catalina Island, California
  • San Francisco, California
  • Astoria, Oregon
  • Victoria, British Columbia
  • Vancouver, British Columbia
Insider cabins from
£611£830
per Sailor
8 nights
Brilliant Lady
Brilliant Lady's Inaugural Season
BOOK NOW
Up to $250 in drinks
Getaways for 80% off 2nd Sailor
Insider cabins from
£611£830
per Sailor
Departing on:
2026
Sun, May 03 - Mon, May 11
from £611Brilliant Lady's Inaugural Season

Fire & Sunset Soirées

  • Miami, Florida
  • Key West, Florida
  • The Beach Club at Bimini, Bahamas
  • Miami, Florida
Insider cabins from
£399£539
per Sailor
4 nights
Resilient Lady, Scarlet Lady, Brilliant Lady & Valiant Lady
BOOK NOW
Up to $100 in drinks
Getaways for 80% off 2nd Sailor
Insider cabins from
£399£539
per Sailor
Departing on:
2027Best Rate
Thu, Jan 07 - Mon, Jan 11
from £399
2026
Thu, May 07 - Mon, May 11
from £492
2026
Thu, May 21 - Mon, May 25
from £553

Rome, Mykonos & the Amalfi Coast

  • Barcelona
  • Rome (Civitavecchia), Italy
  • Amalfi Coast (Salerno), Italy
  • Catania, Sicily, Italy
  • Mykonos, Greece
  • Athens (Piraeus)
Sea Terrace cabins from
£1,576£2,500
per Sailor
7 nights
Scarlet Lady
BOOK NOW
Up to $250 in drinks
Getaways for 80% off 2nd Sailor
Sea Terrace cabins from
£1,576£2,500
per Sailor
Departing on:
2026
Sun, May 10 - Sun, May 17
from £1,576

Alaska Awe from Vancouver to Seattle

  • Vancouver, British Columbia
  • Inside Passage (Cruising), Alaska
  • Ketchikan, Alaska
  • Sitka, Alaska
  • Hubbard Glacier (Cruising), Alaska
  • Skagway, Alaska
  • Juneau, Alaska
  • Icy Strait Point, Alaska
  • Seattle, Washington
Insider cabins from
£765£1,133
per Sailor
10 nights
Brilliant Lady
Brilliant Lady's Inaugural Season
BOOK NOW
Up to $350 in drinks
Getaways for 80% off 2nd Sailor
Insider cabins from
£765£1,133
per Sailor
Departing on:
2026
Mon, May 11 - Thu, May 21
from £765Brilliant Lady's Inaugural Season

Greek Island Glow

  • Athens (Piraeus)
  • Santorini, Greece
  • Rhodes, Greece
  • Bodrum, Turkey
  • Mykonos, Greece
  • Athens (Piraeus)
Insider cabins from
£1,050£1,581
per Sailor
7 nights
Scarlet Lady
BOOK NOW
Up to $250 in drinks
Getaways for 80% off 2nd Sailor
Insider cabins from
£1,050£1,581
per Sailor
Departing on:
2027Best Rate
Sun, Aug 01 - Sun, Aug 08
from £1,050
2026
Sun, May 17 - Sun, May 24
from £1,331
2026
Sun, May 31 - Sun, Jun 07
from £1,145

Brilliant Lady Seattle MerMaiden

  • Seattle, Washington
  • Inside Passage (Cruising), Alaska
  • Ketchikan, Alaska
  • Sitka, Alaska
  • Tracy Arm Fjord (Cruising), Alaska
  • Prince Rupert, British Columbia
  • Seattle, Washington
Insider cabins from
£752£1,096
per Sailor
7 nights
Brilliant Lady
Brilliant Lady's Inaugural Season
BOOK NOW
Up to $250 in drinks
Getaways for 80% off 2nd Sailor
Insider cabins from
£752£1,096
per Sailor
Departing on:
2026
Thu, May 21 - Thu, May 28
from £752Brilliant Lady's Inaugural Season

Corfu, Dubrovnik & More

  • Athens (Piraeus)
  • Kotor, Montenegro
  • Dubrovnik, Croatia
  • Corfu, Greece
  • Mykonos, Greece
  • Athens (Piraeus)
Sea View cabins from
£1,156£1,776
per Sailor
7 nights
Scarlet Lady
BOOK NOW
Up to $250 in drinks
Getaways for 80% off 2nd Sailor
Sea View cabins from
£1,156£1,776
per Sailor
Departing on:
2026
Sun, May 24 - Sun, May 31
from £1,156

Amalfi Coast, Cannes & Ibiza

  • Rome (Civitavecchia)
  • Amalfi Coast (Salerno), Italy
  • Cannes, France
  • Ibiza, Spain
  • Barcelona
Sea View cabins from
£1,260£2,012
per Sailor
6 nights
Valiant Lady
BOOK NOW
Up to $250 in drinks
Getaways for 80% off 2nd Sailor
Sea View cabins from
£1,260£2,012
per Sailor
Departing on:
2026
Mon, May 25 - Sun, May 31
from £1,260

Seattle, Juneau & Canadian Coasts

  • Seattle, Washington
  • Inside Passage (Cruising), Alaska
  • Ketchikan, Alaska
  • Juneau, Alaska
  • Tracy Arm Fjord (Cruising), Alaska
  • Prince Rupert, British Columbia
  • Seattle, Washington
Insider cabins from
£698£1,019
per Sailor
7 nights
Brilliant Lady
Brilliant Lady's Inaugural Season
BOOK NOW
Up to $250 in drinks
Getaways for 80% off 2nd Sailor
Insider cabins from
£698£1,019
per Sailor
Departing on:
2027Best Rate
Thu, May 20 - Thu, May 27
from £698
2026
Thu, May 28 - Thu, Jun 04
from £752Brilliant Lady's Inaugural Season
2026
Thu, Aug 20 - Thu, Aug 27
from £1,022Brilliant Lady's Inaugural Season

Spanish Isles, Rome & Cannes

  • Barcelona
  • Palma de Mallorca, Spain
  • Rome (Civitavecchia), Italy
  • Cannes, France
  • Ibiza, Spain
  • Barcelona
Sea View cabins from
£1,121£1,757
per Sailor
7 nights
Valiant Lady
BOOK NOW
Up to $250 in drinks
Getaways for 80% off 2nd Sailor
Sea View cabins from
£1,121£1,757
per Sailor
Departing on:
2026
Sun, May 31 - Sun, Jun 07
from £1,121

Alaskan Glacier Blues & Coastal Views

  • Seattle, Washington
  • Inside Passage (Cruising), Alaska
  • Ketchikan, Alaska
  • Sitka, Alaska
  • Tracy Arm Fjord (Cruising), Alaska
  • Prince Rupert, British Columbia
  • Seattle, Washington
Insider cabins from
£697£991
per Sailor
7 nights
Brilliant Lady
Brilliant Lady's Inaugural Season
BOOK NOW
Up to $250 in drinks
Getaways for 80% off 2nd Sailor
Insider cabins from
£697£991
per Sailor
Departing on:
2027Best Rate
Thu, May 27 - Thu, Jun 03
from £697
2026
Thu, Jun 04 - Thu, Jun 11
from £859Brilliant Lady's Inaugural Season
2026
Thu, Jul 02 - Thu, Jul 09
from £914Brilliant Lady's Inaugural Season

Coastal Gems: Italy, France & Spain

  • Barcelona
  • Provence (Toulon), France
  • Tuscany/Cinque Terre (Marina di Carrara), Italy
  • Ajaccio, Corsica, France
  • Ibiza, Spain
  • Barcelona
Sea View cabins from
£1,140£1,791
per Sailor
7 nights
Valiant Lady
BOOK NOW
Up to $250 in drinks
Getaways for 80% off 2nd Sailor
Sea View cabins from
£1,140£1,791
per Sailor
Departing on:
2026
Sun, Jun 07 - Sun, Jun 14
from £1,140

Cayman Isles & Bimini Beach Miles

  • Miami, Florida
  • George Town, Grand Cayman
  • The Beach Club at Bimini, Bahamas
  • Miami, Florida
Insider cabins from
£575£825
per Sailor
5 nights
Resilient Lady, Scarlet Lady & Valiant Lady
BOOK NOW
Up to $100 in drinks
Getaways for 80% off 2nd Sailor
Insider cabins from
£575£825
per Sailor
Departing on:
2027Best Rate
Sat, Sep 18 - Thu, Sep 23
from £575
2026
Mon, Jun 08 - Sat, Jun 13
from £575
2026
Sat, Jun 13 - Thu, Jun 18
from £769

Inside Passage Alaska & Canadian Coasts

  • Seattle, Washington
  • Inside Passage (Cruising), Alaska
  • Ketchikan, Alaska
  • Sitka, Alaska
  • Hubbard Glacier (Cruising), Alaska
  • Skagway, Alaska
  • Icy Strait Point, Alaska
  • Haines, Alaska
  • Prince Rupert, British Columbia
  • Victoria, British Columbia
  • Seattle, Washington
Insider cabins from
£1,195£1,776
per Sailor
12 nights
Brilliant Lady
Brilliant Lady's Inaugural Season
BOOK NOW
Up to $350 in drinks
Getaways for 80% off 2nd Sailor
Insider cabins from
£1,195£1,776
per Sailor
Departing on:
2026
Thu, Jun 11 - Tue, Jun 23
from £1,195Brilliant Lady's Inaugural Season

Spanish Serenity to French Daydreams

  • Barcelona
  • Palma de Mallorca, Spain
  • Valencia, Spain
  • Cannes, France
  • Ibiza, Spain
  • Barcelona
Sea View cabins from
£1,050£1,645
per Sailor
7 nights
Valiant Lady
BOOK NOW
Up to $250 in drinks
Getaways for 80% off 2nd Sailor
Sea View cabins from
£1,050£1,645
per Sailor
Departing on:
2026
Sun, Jun 14 - Sun, Jun 21
from £1,050

Starry Nights in Greece & Croatia

  • Athens (Piraeus)
  • Mykonos, Greece
  • Bodrum, Turkey
  • Santorini, Greece
  • Chania (Souda Bay), Crete, Greece
  • Dubrovnik, Croatia
  • Kotor, Montenegro
  • Corfu, Greece
  • Athens (Piraeus)
Sea View cabins from
£2,059£3,224
per Sailor
10 nights
Scarlet Lady
BOOK NOW
Up to $350 in drinks
Getaways for 80% off 2nd Sailor
Sea View cabins from
£2,059£3,224
per Sailor
Departing on:
2026
Sun, Jun 14 - Wed, Jun 24
from £2,059

Italian Vistas to Spanish Sunsets

  • Barcelona
  • Rome (Civitavecchia), Italy
  • Tuscany/Cinque Terre (La Spezia), Italy
  • Cannes, France
  • Ibiza, Spain
  • Barcelona
Sea View cabins from
£1,206£1,909
per Sailor
7 nights
Valiant Lady
BOOK NOW
Up to $250 in drinks
Getaways for 80% off 2nd Sailor
Sea View cabins from
£1,206£1,909
per Sailor
Departing on:
2026
Sun, Jun 21 - Sun, Jun 28
from £1,206

Mayan Sol

  • Miami, Florida
  • Costa Maya, Mexico
  • The Beach Club at Bimini, Bahamas
  • Miami, Florida
Insider cabins from
£460£655
per Sailor
5 nights
Resilient Lady & Scarlet Lady
BOOK NOW
Up to $100 in drinks
Getaways for 80% off 2nd Sailor
Insider cabins from
£460£655
per Sailor
Departing on:
2026Best Rate
Sat, Nov 28 - Thu, Dec 03
from £460
2026
Mon, Jun 22 - Sat, Jun 27
from £614
2027
Mon, Jan 04 - Sat, Jan 09
from £498

Alaskan Inside Passage & Canadian Coasts

  • Seattle, Washington
  • Inside Passage (Cruising), Alaska
  • Ketchikan, Alaska
  • Icy Strait Point, Alaska
  • Hubbard Glacier (Cruising), Alaska
  • Sitka, Alaska
  • Victoria, British Columbia
  • Seattle, Washington
Insider cabins from
£1,035£1,553
per Sailor
9 nights
Brilliant Lady
Brilliant Lady's Inaugural Season
BOOK NOW
Up to $250 in drinks
Getaways for 80% off 2nd Sailor
Insider cabins from
£1,035£1,553
per Sailor
Departing on:
2026
Tue, Jun 23 - Thu, Jul 02
from £1,035Brilliant Lady's Inaugural Season

Istanbul Delights & Santorini Dreams

  • Athens (Piraeus)
  • Istanbul, Turkey
  • Ephesus (Kuşadasi), Turkey
  • Mykonos, Greece
  • Chania (Souda Bay), Crete, Greece
  • Rhodes, Greece
  • Santorini, Greece
  • Athens (Piraeus)
Sea View cabins from
£1,595£2,431
per Sailor
11 nights
Scarlet Lady
BOOK NOW
Up to $350 in drinks
Getaways for 80% off 2nd Sailor
Sea View cabins from
£1,595£2,431
per Sailor
Departing on:
2026
Wed, Jun 24 - Sun, Jul 05
from £1,595

Riviera Charms, Rome & Corsica

  • Barcelona
  • Nice (Villefranche), France
  • Rome (Civitavecchia), Italy
  • Ajaccio, Corsica, France
  • Ibiza, Spain
  • Barcelona
Sea View cabins from
£990£1,546
per Sailor
6 nights
Valiant Lady
BOOK NOW
Up to $250 in drinks
Getaways for 80% off 2nd Sailor
Sea View cabins from
£990£1,546
per Sailor
Departing on:
2026
Sun, Jun 28 - Sat, Jul 04
from £990

French Riviera, Italy, Rome & Ibiza

  • Barcelona
  • Rome (Civitavecchia), Italy
  • Florence/Pisa (Livorno), Italy
  • Cannes, France
  • Ibiza, Spain
  • Barcelona
Sea View cabins from
£1,120£1,760
per Sailor
7 nights
Valiant Lady
BOOK NOW
Up to $250 in drinks
Getaways for 80% off 2nd Sailor
Sea View cabins from
£1,120£1,760
per Sailor
Departing on:
2026
Sat, Jul 04 - Sat, Jul 11
from £1,120

French Riviera, Rome, Amalfi & Sicily

  • Barcelona
  • Provence (Marseille), France
  • Nice (Villefranche), France
  • Rome (Civitavecchia), Italy
  • Amalfi Coast (Salerno), Italy
  • Catania, Sicily, Italy
  • Palermo, Sicily, Italy
  • Barcelona
Sea View cabins from
£1,378£2,179
per Sailor
8 nights
Valiant Lady
BOOK NOW
Up to $250 in drinks
Getaways for 80% off 2nd Sailor
Sea View cabins from
£1,378£2,179
per Sailor
Departing on:
2026
Sat, Jul 11 - Sun, Jul 19
from £1,378

Tuscany, Corsica & Ibiza

  • Barcelona
  • Provence (Toulon), France
  • Florence/Pisa (Livorno), Italy
  • Ajaccio, Corsica, France
  • Ibiza, Spain
  • Barcelona
Sea View cabins from
£1,016£1,590
per Sailor
7 nights
Valiant Lady
BOOK NOW
Up to $250 in drinks
Getaways for 80% off 2nd Sailor
Sea View cabins from
£1,016£1,590
per Sailor
Departing on:
2026
Sun, Jul 19 - Sun, Jul 26
from £1,016

Rome, Florence, Corsica & Ibiza

  • Barcelona
  • Palma de Mallorca, Spain
  • Cannes, France
  • Rome (Civitavecchia), Italy
  • Florence/Pisa (Livorno), Italy
  • Ajaccio, Corsica, France
  • Ibiza, Spain
  • Barcelona
Sea Terrace cabins from
£1,441£2,289
per Sailor
9 nights
Scarlet Lady
BOOK NOW
Up to $250 in drinks
Getaways for 80% off 2nd Sailor
Sea Terrace cabins from
£1,441£2,289
per Sailor
Departing on:
2026
Fri, Jul 24 - Sun, Aug 02
from £1,441

Moroccan Marvels & Mediterranean Wonders

  • Barcelona
  • Tangier, Morocco
  • Lisbon, Portugal
  • La Coruña, Spain
  • Bilbao, Spain
  • Bordeaux (Le Verdon), France
  • Portsmouth
Sea View cabins from
£1,500£2,380
per Sailor
10 nights
Valiant Lady
BOOK NOW
Up to $350 in drinks
Getaways for 80% off 2nd Sailor
Sea View cabins from
£1,500£2,380
per Sailor
Departing on:
2026
Sun, Jul 26 - Wed, Aug 05
from £1,500

Spanish, French & Italian Classics

  • Barcelona
  • Palma de Mallorca, Spain
  • Provence (Marseille), France
  • Cannes, France
  • Ajaccio, Corsica, France
  • Tuscany/Cinque Terre (La Spezia), Italy
  • Barcelona
Sea Terrace cabins from
£1,320£2,088
per Sailor
8 nights
Scarlet Lady
BOOK NOW
Up to $250 in drinks
Getaways for 80% off 2nd Sailor
Sea Terrace cabins from
£1,320£2,088
per Sailor
Departing on:
2026
Sun, Aug 02 - Mon, Aug 10
from £1,320

Eclipse in the Land of Fire and Ice

  • Portsmouth
  • Dublin (Dun Laoghaire), Ireland
  • Glasgow (Greenock), Scotland
  • Liverpool, United Kingdom
  • Belfast, Northern Ireland
  • Siglufjörður, Iceland
  • Ísafjörður, Iceland
  • Reykjavik, Iceland
  • Edinburgh, Scotland
  • Portsmouth
Insider cabins from
£2,700£4,184
per Sailor
15 nights
Valiant Lady
BOOK NOW
Up to $350 in drinks
Getaways for 80% off 2nd Sailor
Insider cabins from
£2,700£4,184
per Sailor
Departing on:
2026
Wed, Aug 05 - Thu, Aug 20
from £2,700

Total Eclipse of the (Med)

  • Barcelona
  • Palma de Mallorca, Spain
  • Ibiza, Spain
  • Cannes, France
  • Ajaccio, Corsica, France
  • Tuscany/Cinque Terre (La Spezia), Italy
  • Amalfi Coast (Salerno), Italy
  • Catania, Sicily, Italy
  • Rome (Civitavecchia)
Insider cabins from
£2,341£3,787
per Sailor
12 nights
Scarlet Lady
BOOK NOW
Up to $350 in drinks
Getaways for 80% off 2nd Sailor
Insider cabins from
£2,341£3,787
per Sailor
Departing on:
2026
Mon, Aug 10 - Sat, Aug 22
from £2,341

Virgin Voyages Comedy Fest from the UK

  • Portsmouth
  • Bruges/Zeebruge (Brussels), Belgium
  • Amsterdam, Netherlands
  • Hamburg, Germany
  • Portsmouth
Sea View cabins from
£1,211£1,855
per Sailor
7 nights
Valiant Lady
BOOK NOW
Up to $250 in drinks
Getaways for 80% off 2nd Sailor
Sea View cabins from
£1,211£1,855
per Sailor
Departing on:
2026
Thu, Aug 20 - Thu, Aug 27
from £1,211

Sicily, Naples, Cannes & More

  • Rome (Civitavecchia)
  • Catania, Sicily, Italy
  • Pompeii/Capri (Naples), Italy
  • Ajaccio, Corsica, France
  • Cannes, France
  • Florence/Pisa (Livorno), Italy
  • Rome (Civitavecchia)
Sea View cabins from
£1,305£2,092
per Sailor
9 nights
Scarlet Lady
BOOK NOW
Up to $250 in drinks
Getaways for 80% off 2nd Sailor
Sea View cabins from
£1,305£2,092
per Sailor
Departing on:
2026
Sat, Aug 22 - Mon, Aug 31
from £1,305

English Elegance to Idyllic Iceland

  • Portsmouth
  • Amsterdam, Netherlands
  • Edinburgh, Scotland
  • Invergordon, Scotland
  • Akureyri, Iceland
  • Ísafjörður, Iceland
  • Reykjavik
Sea View cabins from
£1,750£2,691
per Sailor
10 nights
Valiant Lady
BOOK NOW
Up to $350 in drinks
Getaways for 80% off 2nd Sailor
Sea View cabins from
£1,750£2,691
per Sailor
Departing on:
2026
Thu, Aug 27 - Sun, Sep 06
from £1,750

Rome, Florence, Mykonos & More

  • Rome (Civitavecchia)
  • Florence/Pisa (Livorno), Italy
  • Amalfi Coast (Salerno), Italy
  • Catania, Sicily, Italy
  • Chania (Souda Bay), Crete, Greece
  • Santorini, Greece
  • Mykonos, Greece
  • Athens (Piraeus)
Insider cabins from
£1,925£2,965
per Sailor
10 nights
Scarlet Lady
BOOK NOW
Up to $350 in drinks
Getaways for 80% off 2nd Sailor
Insider cabins from
£1,925£2,965
per Sailor
Departing on:
2026
Mon, Aug 31 - Thu, Sep 10
from £1,925

Seattle to Alaska & British Columbia

  • Seattle, Washington
  • Sitka, Alaska
  • Icy Strait Point, Alaska
  • Skagway, Alaska
  • Tracy Arm Fjord (Cruising), Alaska
  • Ketchikan, Alaska
  • Vancouver, British Columbia
Insider cabins from
£982£1,484
per Sailor
8 nights
Brilliant Lady
Brilliant Lady's Inaugural Season
BOOK NOW
Up to $250 in drinks
Getaways for 80% off 2nd Sailor
Insider cabins from
£982£1,484
per Sailor
Departing on:
2026
Thu, Sep 03 - Fri, Sep 11
from £982Brilliant Lady's Inaugural Season

Iceland, Greenland, Canada & NYC

  • Reykjavik
  • Ísafjörður, Iceland
  • Prince Christian Sound (Cruising), Greenland
  • Qaqortoq, Greenland
  • Nuuk, Greenland
  • St. John's, Newfoundland
  • Halifax, Nova Scotia
  • New York City, New York
Sea View cabins from
£2,244£3,474
per Sailor
13 nights
Valiant Lady
BOOK NOW
Up to $350 in drinks
Getaways for 80% off 2nd Sailor
Sea View cabins from
£2,244£3,474
per Sailor
Departing on:
2026
Sun, Sep 06 - Sat, Sep 19
from £2,244

Starry Nights in Greece & Croatia

  • Athens (Piraeus)
  • Kotor, Montenegro
  • Dubrovnik, Croatia
  • Corfu, Greece
  • Bodrum, Turkey
  • Santorini, Greece
  • Mykonos, Greece
  • Athens (Piraeus)
Sea View cabins from
£1,951£3,047
per Sailor
10 nights
Scarlet Lady
BOOK NOW
Up to $350 in drinks
Getaways for 80% off 2nd Sailor
Sea View cabins from
£1,951£3,047
per Sailor
Departing on:
2026
Thu, Sep 10 - Sun, Sep 20
from £1,951

Vancouver Down the Cali Coast

  • Vancouver, British Columbia
  • Astoria, Oregon
  • San Francisco, California
  • Santa Barbara, California
  • Catalina Island, California
  • San Diego, California
  • Los Angeles, California
Insider cabins from
£674£948
per Sailor
8 nights
Brilliant Lady
BOOK NOW
Up to $250 in drinks
Getaways for 80% off 2nd Sailor
Insider cabins from
£674£948
per Sailor
Departing on:
2027Best Rate
Fri, Sep 10 - Sat, Sep 18
from £674
2026
Fri, Sep 11 - Sat, Sep 19
from £735

Fall Foliage in Canada & New England

  • New York City, New York
  • Boston, Massachusetts
  • Portland, Maine
  • Saint John, New Brunswick
  • Halifax, Nova Scotia
  • New York City, New York
Insider cabins from
£981£1,456
per Sailor
8 nights
Valiant Lady
BOOK NOW
Up to $250 in drinks
Getaways for 80% off 2nd Sailor
Insider cabins from
£981£1,456
per Sailor
Departing on:
2026
Sat, Sep 19 - Sun, Sep 27
from £981

Mykonos Moons and Italian Sunrises

  • Athens (Piraeus)
  • Mykonos, Greece
  • Catania, Sicily, Italy
  • Amalfi Coast (Salerno), Italy
  • Rome (Civitavecchia), Italy
  • Barcelona
Insider cabins from
£1,321£2,065
per Sailor
7 nights
Scarlet Lady
BOOK NOW
Up to $250 in drinks
Getaways for 80% off 2nd Sailor
Insider cabins from
£1,321£2,065
per Sailor
Departing on:
2026
Sun, Oct 04 - Sun, Oct 11
from £1,321

New York to Bermuda (& Back)

  • New York City, New York
  • Royal Naval Dockyard, Bermuda
  • New York City, New York
Insider cabins from
£458£612
per Sailor
6 nights
Valiant Lady
BOOK NOW
Up to $250 in drinks
Getaways for 80% off 2nd Sailor
Insider cabins from
£458£612
per Sailor
Departing on:
2026Best Rate
Tue, Oct 13 - Mon, Oct 19
from £458
2026
Wed, Oct 07 - Tue, Oct 13
from £504

Spanish Isles & Transatlantic Miles

  • Barcelona
  • Casablanca, Morocco
  • Las Palmas de Gran Canaria, Spain
  • Santa Cruz de Tenerife, Spain
  • Miami, Florida
Insider cabins from
£1,074£1,712
per Sailor
14 nights
Scarlet Lady
BOOK NOW
Up to $350 in drinks
Getaways for 80% off 2nd Sailor
Insider cabins from
£1,074£1,712
per Sailor
Departing on:
2026
Sun, Oct 11 - Sun, Oct 25
from £1,074

Mexican Riviera Halloween Cruise

  • Los Angeles, California
  • Cabo San Lucas, Mexico
  • Puerto Vallarta, Mexico
  • Mazatlán, Mexico
  • Los Angeles, California
Insider cabins from
£589£868
per Sailor
7 nights
Brilliant Lady
BOOK NOW
Up to $250 in drinks
Getaways for 80% off 2nd Sailor
Insider cabins from
£589£868
per Sailor
Departing on:
2026
Sat, Oct 17 - Sat, Oct 24
from £589

NY to San Juan: Bermuda & Caribbean

  • New York City, New York
  • Royal Naval Dockyard, Bermuda
  • The Beach Club at Bimini, Bahamas
  • St. Croix, U.S. Virgin Islands
  • Philipsburg, St. Maarten
  • Tortola, British Virgin Islands
  • San Juan, Puerto Rico
Insider cabins from
£825£1,181
per Sailor
12 nights
Valiant Lady
BOOK NOW
Up to $350 in drinks
Getaways for 80% off 2nd Sailor
Insider cabins from
£825£1,181
per Sailor
Departing on:
2026
Mon, Oct 19 - Sat, Oct 31
from £825

SoCal & Ensenada: Halloween Edition

  • Los Angeles, California
  • Catalina Island, California
  • San Diego, California
  • Ensenada, Mexico
  • Los Angeles, California
Sea View cabins from
£537£777
per Sailor
5 nights
Brilliant Lady
BOOK NOW
Up to $100 in drinks
Getaways for 80% off 2nd Sailor
Sea View cabins from
£537£777
per Sailor
Departing on:
2026
Sat, Oct 24 - Thu, Oct 29
from £537

Eastern Caribbean & Bimini Halloween

  • Miami, Florida
  • Grand Turk, Turks and Caicos
  • Puerto Plata, Dominican Republic
  • The Beach Club at Bimini, Bahamas
  • Miami, Florida
Sea View cabins from
£1,042£1,623
per Sailor
6 nights
Scarlet Lady
BOOK NOW
Up to $250 in drinks
Getaways for 80% off 2nd Sailor
Sea View cabins from
£1,042£1,623
per Sailor
Departing on:
2026
Sun, Oct 25 - Sat, Oct 31
from £1,042

Picturesque Panama Canal Collective

  • Los Angeles, California
  • Cabo San Lucas, Mexico
  • Puerto Quetzal, Guatemala
  • Puntarenas, Costa Rica
  • Panama City, Panama
  • Panama Canal (Cruising), Panama
  • Cartagena, Colombia
  • Miami, Florida
Insider cabins from
£1,429£2,026
per Sailor
17 nights
Brilliant Lady
BOOK NOW
Up to $350 in drinks
Getaways for 80% off 2nd Sailor
Insider cabins from
£1,429£2,026
per Sailor
Departing on:
2026
Thu, Oct 29 - Sun, Nov 15
from £1,429

Scarlet's Haunted Halloween Soirée

  • Miami, Florida
  • Cozumel, Mexico
  • The Beach Club at Bimini, Bahamas
  • Miami, Florida
Insider cabins from
£614£908
per Sailor
5 nights
Scarlet Lady
BOOK NOW
Up to $100 in drinks
Getaways for 80% off 2nd Sailor
Insider cabins from
£614£908
per Sailor
Departing on:
2026
Sat, Oct 31 - Thu, Nov 05
from £614

Valiant's Haunted Halloween Soirée

  • San Juan, Puerto Rico
  • Willemstad, Curaçao
  • Oranjestad, Aruba
  • Fort-de-France, Martinique
  • Basseterre, St. Kitts and Nevis
  • San Juan, Puerto Rico
Sea View cabins from
£913£1,449
per Sailor
7 nights
Valiant Lady
BOOK NOW
Up to $250 in drinks
Getaways for 80% off 2nd Sailor
Sea View cabins from
£913£1,449
per Sailor
Departing on:
2026
Sat, Oct 31 - Sat, Nov 07
from £913

Fire & Sunset Soirées

  • Miami, Florida
  • Nassau, Bahamas
  • The Beach Club at Bimini, Bahamas
  • Miami, Florida
Insider cabins from
£418£598
per Sailor
4 nights
Scarlet Lady
BOOK NOW
Up to $100 in drinks
Getaways for 80% off 2nd Sailor
Insider cabins from
£418£598
per Sailor
Departing on:
2026Best Rate
Thu, Nov 05 - Mon, Nov 09
from £418
2026
Sat, Dec 26 - Wed, Dec 30
from £584

Southern Caribbean Cruise

  • San Juan, Puerto Rico
  • Philipsburg, St. Maarten
  • Bridgetown, Barbados
  • Castries, St. Lucia
  • Fort-de-France, Martinique
  • Basseterre, St. Kitts and Nevis
  • San Juan, Puerto Rico
Insider cabins from
£751£1,133
per Sailor
7 nights
Valiant Lady
BOOK NOW
Up to $250 in drinks
Getaways for 80% off 2nd Sailor
Insider cabins from
£751£1,133
per Sailor
Departing on:
2027Best Rate
Sat, Jan 16 - Sat, Jan 23
from £751
2026
Sat, Nov 07 - Sat, Nov 14
from £805
2026
Sat, Dec 12 - Sat, Dec 19
from £751

Eastern Caribbean & Bimini Beach Club

  • Miami, Florida
  • Puerto Plata, Dominican Republic
  • San Juan, Puerto Rico
  • Tortola, British Virgin Islands
  • The Beach Club at Bimini, Bahamas
  • Miami, Florida
Insider cabins from
£797£1,205
per Sailor
8 nights
Resilient Lady
BOOK NOW
Up to $250 in drinks
Getaways for 80% off 2nd Sailor
Insider cabins from
£797£1,205
per Sailor
Departing on:
2026
Sun, Nov 08 - Mon, Nov 16
from £797

Southern Caribbean Cruise

  • San Juan, Puerto Rico
  • Tortola, British Virgin Islands
  • Basseterre, St. Kitts and Nevis
  • St. John's, Antigua
  • Castries, St. Lucia
  • San Juan, Puerto Rico
Insider cabins from
£644£921
per Sailor
6 nights
Valiant Lady
BOOK NOW
Up to $250 in drinks
Getaways for 80% off 2nd Sailor
Insider cabins from
£644£921
per Sailor
Departing on:
2027Best Rate
Sat, Jan 23 - Fri, Jan 29
from £644
2026
Sat, Nov 14 - Fri, Nov 20
from £737
2027
Sat, Mar 13 - Fri, Mar 19
from £690

Eastern Caribbean & Bimini Beach Club

  • Miami, Florida
  • Philipsburg, St. Maarten
  • Tortola, British Virgin Islands
  • Basseterre, St. Kitts and Nevis
  • St. John's, Antigua
  • The Beach Club at Bimini, Bahamas
  • Miami, Florida
Insider cabins from
£841£1,273
per Sailor
10 nights
Brilliant Lady
BOOK NOW
Up to $350 in drinks
Getaways for 80% off 2nd Sailor
Insider cabins from
£841£1,273
per Sailor
Departing on:
2026Best Rate
Sun, Nov 15 - Wed, Nov 25
from £841
2027
Mon, Jan 25 - Thu, Feb 04
from £841
2027
Mon, Feb 22 - Thu, Mar 04
from £841

Captivating Costa Maya & Cozumel Charm

  • Miami, Florida
  • Costa Maya, Mexico
  • Cozumel, Mexico
  • The Beach Club at Bimini, Bahamas
  • Miami, Florida
Insider cabins from
£506£715
per Sailor
6 nights
Resilient Lady
BOOK NOW
Up to $250 in drinks
Getaways for 80% off 2nd Sailor
Insider cabins from
£506£715
per Sailor
Departing on:
2026
Mon, Nov 16 - Sun, Nov 22
from £506

Thanksgiving: St. Isles, Aruba & Curaçao

  • San Juan, Puerto Rico
  • Charlotte Amalie, St. Thomas
  • Willemstad, Curaçao
  • Oranjestad, Aruba
  • Basseterre, St. Kitts and Nevis
  • Philipsburg, St. Maarten
  • San Juan, Puerto Rico
Insider cabins from
£734£1,138
per Sailor
8 nights
Valiant Lady
BOOK NOW
Up to $250 in drinks
Getaways for 80% off 2nd Sailor
Insider cabins from
£734£1,138
per Sailor
Departing on:
2026
Fri, Nov 20 - Sat, Nov 28
from £734

Jamaican Waves & Bimini Breeze

  • Miami, Florida
  • Ocho Rios, Jamaica
  • The Beach Club at Bimini, Bahamas
  • Miami, Florida
Insider cabins from
£537£753
per Sailor
5 nights
Scarlet Lady
BOOK NOW
Up to $100 in drinks
Getaways for 80% off 2nd Sailor
Insider cabins from
£537£753
per Sailor
Departing on:
2027Best Rate
Mon, Feb 15 - Sat, Feb 20
from £537
2026
Mon, Nov 23 - Sat, Nov 28
from £631

Southern Caribbean Cruise

  • San Juan, Puerto Rico
  • Charlotte Amalie, St. Thomas
  • Tortola, British Virgin Islands
  • Basseterre, St. Kitts and Nevis
  • St. John's, Antigua
  • Philipsburg, St. Maarten
  • San Juan, Puerto Rico
Insider cabins from
£590£899
per Sailor
7 nights
Valiant Lady
BOOK NOW
Up to $250 in drinks
Getaways for 80% off 2nd Sailor
Insider cabins from
£590£899
per Sailor
Departing on:
2026
Sat, Nov 28 - Sat, Dec 05
from £590

Western Caribbean & Bimini Beach Club

  • Miami, Florida
  • Ocho Rios, Jamaica
  • George Town, Grand Cayman
  • The Beach Club at Bimini, Bahamas
  • Miami, Florida
Insider cabins from
£552£797
per Sailor
6 nights
Resilient Lady
BOOK NOW
Up to $250 in drinks
Getaways for 80% off 2nd Sailor
Insider cabins from
£552£797
per Sailor
Departing on:
2026Best Rate
Sun, Nov 29 - Sat, Dec 05
from £552
2026
Sun, Dec 13 - Sat, Dec 19
from £552
2027
Sun, Jan 10 - Sat, Jan 16
from £598

Eastern Caribbean & Bimini Beach Club

  • Miami, Florida
  • Philipsburg, St. Maarten
  • Tortola, British Virgin Islands
  • St. Croix, U.S. Virgin Islands
  • San Juan, Puerto Rico
  • Puerto Plata, Dominican Republic
  • The Beach Club at Bimini, Bahamas
  • Miami, Florida
Insider cabins from
£841£1,265
per Sailor
10 nights
Brilliant Lady
BOOK NOW
Up to $350 in drinks
Getaways for 80% off 2nd Sailor
Insider cabins from
£841£1,265
per Sailor
Departing on:
2026Best Rate
Mon, Nov 30 - Thu, Dec 10
from £841
2027
Mon, Jan 11 - Thu, Jan 21
from £842
2027
Mon, Feb 08 - Thu, Feb 18
from £842

Eastern Caribbean & Bimini Holiday

  • Miami, Florida
  • Philipsburg, St. Maarten
  • Charlotte Amalie, St. Thomas
  • San Juan, Puerto Rico
  • The Beach Club at Bimini, Bahamas
  • Miami, Florida
Insider cabins from
£757£1,141
per Sailor
9 nights
Brilliant Lady
BOOK NOW
Up to $250 in drinks
Getaways for 80% off 2nd Sailor
Insider cabins from
£757£1,141
per Sailor
Departing on:
2026
Mon, Dec 14 - Wed, Dec 23
from £757

Eastern Caribbean & Bimini Holiday

  • Miami, Florida
  • Puerto Plata, Dominican Republic
  • San Juan, Puerto Rico
  • Philipsburg, St. Maarten
  • The Beach Club at Bimini, Bahamas
  • Miami, Florida
Insider cabins from
£982£1,512
per Sailor
8 nights
Resilient Lady
BOOK NOW
Up to $250 in drinks
Getaways for 80% off 2nd Sailor
Insider cabins from
£982£1,512
per Sailor
Departing on:
2026
Sat, Dec 19 - Sun, Dec 27
from £982

Valiant Caribbean Holidays

  • San Juan, Puerto Rico
  • Basseterre, St. Kitts and Nevis
  • Fort-de-France, Martinique
  • Oranjestad, Aruba
  • Willemstad, Curaçao
  • San Juan, Puerto Rico
Insider cabins from
£859£1,359
per Sailor
7 nights
Valiant Lady
BOOK NOW
Up to $250 in drinks
Getaways for 80% off 2nd Sailor
Insider cabins from
£859£1,359
per Sailor
Departing on:
2026
Sat, Dec 19 - Sat, Dec 26
from £859

Scarlet Caribbean Holidays

  • Miami, Florida
  • Cozumel, Mexico
  • The Beach Club at Bimini, Bahamas
  • Miami, Florida
Insider cabins from
£653£974
per Sailor
5 nights
Scarlet Lady
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Up to $100 in drinks
Getaways for 80% off 2nd Sailor
Insider cabins from
£653£974
per Sailor
Departing on:
2026
Mon, Dec 21 - Sat, Dec 26
from £653

Grand Turk & Bimini Holiday Cruise

  • Miami, Florida
  • The Beach Club at Bimini, Bahamas
  • Grand Turk, Turks and Caicos
  • Miami, Florida
Insider cabins from
£730£1,115
per Sailor
5 nights
Brilliant Lady
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Up to $100 in drinks
Getaways for 80% off 2nd Sailor
Insider cabins from
£730£1,115
per Sailor
Departing on:
2026
Wed, Dec 23 - Mon, Dec 28
from £730

Valiant New Year's Ahoy!

  • San Juan, Puerto Rico
  • Philipsburg, St. Maarten
  • Fort-de-France, Martinique
  • Bridgetown, Barbados
  • Castries, St. Lucia
  • St. John's, Antigua
  • San Juan, Puerto Rico
Insider cabins from
£1,345£2,160
per Sailor
7 nights
Valiant Lady
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Up to $250 in drinks
Getaways for 80% off 2nd Sailor
Insider cabins from
£1,345£2,160
per Sailor
Departing on:
2026
Sat, Dec 26 - Sat, Jan 02
from £1,345

Western Caribbean & Bimini New Year's

  • Miami, Florida
  • George Town, Grand Cayman
  • Ocho Rios, Jamaica
  • The Beach Club at Bimini, Bahamas
  • Miami, Florida
Insider cabins from
£1,453£2,299
per Sailor
7 nights
Resilient Lady
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Up to $250 in drinks
Getaways for 80% off 2nd Sailor
Insider cabins from
£1,453£2,299
per Sailor
Departing on:
2026
Sun, Dec 27 - Sun, Jan 03
from £1,453

Eastern Caribbean & Bimini New Year's

  • Miami, Florida
  • Philipsburg, St. Maarten
  • Basseterre, St. Kitts and Nevis
  • Tortola, British Virgin Islands
  • St. John's, Antigua
  • The Beach Club at Bimini, Bahamas
  • Miami, Florida
Insider cabins from
£1,535£2,430
per Sailor
10 nights
Brilliant Lady
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Up to $350 in drinks
Getaways for 80% off 2nd Sailor
Insider cabins from
£1,535£2,430
per Sailor
Departing on:
2026
Mon, Dec 28 - Thu, Jan 07
from £1,535

Scarlet New Year's Ahoy!

  • Miami, Florida
  • Puerto Plata, Dominican Republic
  • The Beach Club at Bimini, Bahamas
  • Miami, Florida
Insider cabins from
£1,115£1,751
per Sailor
5 nights
Scarlet Lady
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Up to $100 in drinks
Getaways for 80% off 2nd Sailor
Insider cabins from
£1,115£1,751
per Sailor
Departing on:
2026
Wed, Dec 30 - Mon, Jan 04
from £1,115

Western Caribbean & Bimini Beach Club

  • Miami, Florida
  • Costa Maya, Mexico
  • Roatán, Honduras
  • Belize City, Belize
  • Cozumel, Mexico
  • The Beach Club at Bimini, Bahamas
  • Miami, Florida
Insider cabins from
£735£1,069
per Sailor
8 nights
Resilient Lady
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Up to $250 in drinks
Getaways for 80% off 2nd Sailor
Insider cabins from
£735£1,069
per Sailor
Departing on:
2027Best Rate
Sat, Jan 16 - Sun, Jan 24
from £735
2027
Sat, Mar 13 - Sun, Mar 21
from £796

Eastern Caribbean Cruise

  • Miami, Florida
  • Key West, Florida
  • Grand Turk, Turks and Caicos
  • Puerto Plata, Dominican Republic
  • Miami, Florida
Insider cabins from
£597£897
per Sailor
6 nights
Resilient Lady
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Up to $250 in drinks
Getaways for 80% off 2nd Sailor
Insider cabins from
£597£897
per Sailor
Departing on:
2027
Sun, Jan 24 - Sat, Jan 30
from £597

Southern Caribbean & Aruban Nights

  • San Juan, Puerto Rico
  • Oranjestad, Aruba
  • Willemstad, Curaçao
  • Kralendijk, Bonaire
  • Fort-de-France, Martinique
  • Philipsburg, St. Maarten
  • San Juan, Puerto Rico
Insider cabins from
£858£1,302
per Sailor
8 nights
Valiant Lady
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Up to $250 in drinks
Getaways for 80% off 2nd Sailor
Insider cabins from
£858£1,302
per Sailor
Departing on:
2027
Fri, Jan 29 - Sat, Feb 06
from £858

Eastern Caribbean & Bimini Beach Club

  • Miami, Florida
  • Puerto Plata, Dominican Republic
  • San Juan, Puerto Rico
  • Philipsburg, St. Maarten
  • The Beach Club at Bimini, Bahamas
  • Miami, Florida
Insider cabins from
£735£1,098
per Sailor
8 nights
Resilient Lady
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Up to $250 in drinks
Getaways for 80% off 2nd Sailor
Insider cabins from
£735£1,098
per Sailor
Departing on:
2027
Sat, Jan 30 - Sun, Feb 07
from £735

Southern Caribbean & Aruban Nights

  • San Juan, Puerto Rico
  • Oranjestad, Aruba
  • Willemstad, Curaçao
  • St. John's, Antigua
  • Philipsburg, St. Maarten
  • San Juan, Puerto Rico
Insider cabins from
£589£841
per Sailor
7 nights
Valiant Lady & Scarlet Lady
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Up to $250 in drinks
Getaways for 80% off 2nd Sailor
Insider cabins from
£589£841
per Sailor
Departing on:
2028Best Rate
Sat, Jan 08 - Sat, Jan 15
from £589
2027
Sat, Feb 06 - Sat, Feb 13
from £805
2027
Sat, Mar 27 - Sat, Apr 03
from £805

Western Caribbean & Bimini Beach Club

  • Miami, Florida
  • George Town, Grand Cayman
  • Ocho Rios, Jamaica
  • Nassau, Bahamas
  • The Beach Club at Bimini, Bahamas
  • Miami, Florida
Insider cabins from
£697£1,010
per Sailor
7 nights
Resilient Lady
BOOK NOW
Up to $250 in drinks
Getaways for 80% off 2nd Sailor
Insider cabins from
£697£1,010
per Sailor
Departing on:
2027Best Rate
Sun, Feb 28 - Sun, Mar 07
from £697
2027
Sun, Feb 07 - Sun, Feb 14
from £724
2027
Sun, Apr 11 - Sun, Apr 18
from £724

Key West & Bimini: Valentine’s Voyage

  • Miami, Florida
  • Key West, Florida
  • The Beach Club at Bimini, Bahamas
  • Miami, Florida
Insider cabins from
£491£693
per Sailor
4 nights
Scarlet Lady
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Up to $100 in drinks
Getaways for 80% off 2nd Sailor
Insider cabins from
£491£693
per Sailor
Departing on:
2027
Thu, Feb 11 - Mon, Feb 15
from £491

Lesser Antilles: Valentine's Day

  • San Juan, Puerto Rico
  • Oranjestad, Aruba
  • Willemstad, Curaçao
  • Fort-de-France, Martinique
  • Basseterre, St. Kitts and Nevis
  • San Juan, Puerto Rico
Insider cabins from
£805£1,229
per Sailor
7 nights
Valiant Lady
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Up to $250 in drinks
Getaways for 80% off 2nd Sailor
Insider cabins from
£805£1,229
per Sailor
Departing on:
2027
Sat, Feb 13 - Sat, Feb 20
from £805

Saint Isles & The Greater Antilles

  • San Juan, Puerto Rico
  • Tortola, British Virgin Islands
  • Castries, St. Lucia
  • Bridgetown, Barbados
  • Roseau, Dominica
  • Philipsburg, St. Maarten
  • San Juan, Puerto Rico
Insider cabins from
£805£1,222
per Sailor
7 nights
Valiant Lady
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Up to $250 in drinks
Getaways for 80% off 2nd Sailor
Insider cabins from
£805£1,222
per Sailor
Departing on:
2027
Sat, Feb 20 - Sat, Feb 27
from £805

Barbados, Dominica & St. Isle Spring

  • San Juan, Puerto Rico
  • Charlotte Amalie, St. Thomas
  • Bridgetown, Barbados
  • Kingstown, St. Vincent
  • Roseau, Dominica
  • Philipsburg, St. Maarten
  • San Juan, Puerto Rico
Insider cabins from
£920£1,413
per Sailor
8 nights
Valiant Lady
BOOK NOW
Up to $250 in drinks
Getaways for 80% off 2nd Sailor
Insider cabins from
£920£1,413
per Sailor
Departing on:
2027
Fri, Mar 19 - Sat, Mar 27
from £920

Eastern Caribbean Cruise

  • Miami, Florida
  • Grand Turk, Turks and Caicos
  • Samaná, Dominican Republic
  • Puerto Plata, Dominican Republic
  • Miami, Florida
Insider cabins from
£645£985
per Sailor
6 nights
Resilient Lady
BOOK NOW
Up to $250 in drinks
Getaways for 80% off 2nd Sailor
Insider cabins from
£645£985
per Sailor
Departing on:
2027
Sun, Mar 21 - Sat, Mar 27
from £645

Bahamas & Bimini Beach Club

  • Miami, Florida
  • Freeport, Grand Bahama Island, Bahamas
  • The Beach Club at Bimini, Bahamas
  • Miami, Florida
Insider cabins from
£550£811
per Sailor
4 nights
Brilliant Lady
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Up to $100 in drinks
Getaways for 80% off 2nd Sailor
Insider cabins from
£550£811
per Sailor
Departing on:
2027
Mon, Mar 22 - Fri, Mar 26
from £550

Western Caribbean & Bimini Beach Club

  • Miami, Florida
  • Key West, Florida
  • Ocho Rios, Jamaica
  • George Town, Grand Cayman
  • The Beach Club at Bimini, Bahamas
  • Miami, Florida
Insider cabins from
£724£1,055
per Sailor
7 nights
Resilient Lady
BOOK NOW
Up to $250 in drinks
Getaways for 80% off 2nd Sailor
Insider cabins from
£724£1,055
per Sailor
Departing on:
2027
Sun, Apr 04 - Sun, Apr 11
from £724

Eastern Caribbean: San Juan to Miami

  • San Juan, Puerto Rico
  • Puerto Plata, Dominican Republic
  • The Beach Club at Bimini, Bahamas
  • Miami, Florida
Insider cabins from
£421£586
per Sailor
5 nights
Valiant Lady
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Up to $100 in drinks
Getaways for 80% off 2nd Sailor
Insider cabins from
£421£586
per Sailor
Departing on:
2027
Sat, Apr 10 - Thu, Apr 15
from £421

Grand Cayman & Bimini Beach Club

  • Miami, Florida
  • The Beach Club at Bimini, Bahamas
  • George Town, Grand Cayman
  • Miami, Florida
Insider cabins from
£613£917
per Sailor
5 nights
Resilient Lady
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Up to $100 in drinks
Getaways for 80% off 2nd Sailor
Insider cabins from
£613£917
per Sailor
Departing on:
2027
Fri, Apr 23 - Wed, Apr 28
from £613

Transatlantic Miami to Morocco & Spain

  • Miami, Florida
  • Las Palmas de Gran Canaria, Spain
  • Casablanca, Morocco
  • Valencia, Spain
  • Barcelona
Insider cabins from
£980£1,543
per Sailor
14 nights
Scarlet Lady
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Up to $350 in drinks
Getaways for 80% off 2nd Sailor
Insider cabins from
£980£1,543
per Sailor
Departing on:
2027
Sat, Apr 24 - Sat, May 08
from £980

Coastal Pacific: From LA to Vancouver

  • Los Angeles, California
  • San Diego, California
  • San Francisco, California
  • Astoria, Oregon
  • Victoria, British Columbia
  • Vancouver, British Columbia
Insider cabins from
£687£980
per Sailor
9 nights
Brilliant Lady
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Up to $250 in drinks
Getaways for 80% off 2nd Sailor
Insider cabins from
£687£980
per Sailor
Departing on:
2027
Sun, May 02 - Tue, May 11
from £687

Spain & Morocco Transatlantic

  • Miami, Florida
  • Santa Cruz de Tenerife, Spain
  • Tangier, Morocco
  • Málaga, Spain
  • Barcelona
Insider cabins from
£980£1,502
per Sailor
14 nights
Resilient Lady
BOOK NOW
Up to $350 in drinks
Getaways for 80% off 2nd Sailor
Insider cabins from
£980£1,502
per Sailor
Departing on:
2027
Sun, May 02 - Sun, May 16
from £980

Barcelona to Amalfi, Sicily & Greece

  • Barcelona
  • Ajaccio, Corsica, France
  • Rome (Civitavecchia), Italy
  • Amalfi Coast (Salerno), Italy
  • Catania, Sicily, Italy
  • Mykonos, Greece
  • Athens (Piraeus)
Insider cabins from
£1,452£2,295
per Sailor
8 nights
Scarlet Lady
BOOK NOW
Up to $250 in drinks
Getaways for 80% off 2nd Sailor
Insider cabins from
£1,452£2,295
per Sailor
Departing on:
2027
Sat, May 08 - Sun, May 16
from £1,452

Alaska: Vancouver to Seattle

  • Vancouver, British Columbia
  • Inside Passage (Cruising), Alaska
  • Juneau, Alaska
  • Skagway, Alaska
  • Hubbard Glacier (Cruising), Alaska
  • Icy Strait Point, Alaska
  • Ketchikan, Alaska
  • Seattle, Washington
Insider cabins from
£896£1,331
per Sailor
9 nights
Brilliant Lady
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Up to $250 in drinks
Getaways for 80% off 2nd Sailor
Insider cabins from
£896£1,331
per Sailor
Departing on:
2027
Tue, May 11 - Thu, May 20
from £896

French Riviera, Spain & Ibiza Overnight

  • Barcelona
  • Cannes, France
  • Provence (Toulon), France
  • Valencia, Spain
  • Ibiza, Spain
  • Barcelona
Insider cabins from
£981£1,517
per Sailor
7 nights
Resilient Lady
BOOK NOW
Up to $250 in drinks
Getaways for 80% off 2nd Sailor
Insider cabins from
£981£1,517
per Sailor
Departing on:
2027Best Rate
Sun, May 16 - Sun, May 23
from £981
2027
Sun, May 30 - Sun, Jun 06
from £1,050
2027
Sun, Jul 11 - Sun, Jul 18
from £1,050

Greek Island Hues & Turkish Views

  • Athens (Piraeus)
  • Santorini, Greece
  • Chania (Souda Bay), Crete, Greece
  • Ephesus (Kuşadasi), Turkey
  • Mykonos, Greece
  • Athens (Piraeus)
Insider cabins from
£1,051£1,575
per Sailor
7 nights
Scarlet Lady
BOOK NOW
Up to $250 in drinks
Getaways for 80% off 2nd Sailor
Insider cabins from
£1,051£1,575
per Sailor
Departing on:
2027Best Rate
Sun, Jul 04 - Sun, Jul 11
from £1,051
2027
Sun, May 16 - Sun, May 23
from £1,121
2027
Sun, Aug 22 - Sun, Aug 29
from £1,051

Italy, Spain & French Riviera

  • Barcelona
  • Nice (Villefranche), France
  • Rome (Civitavecchia), Italy
  • Amalfi Coast (Salerno), Italy
  • Catania, Sicily, Italy
  • Palma de Mallorca, Spain
  • Barcelona
Insider cabins from
£1,050£1,627
per Sailor
7 nights
Resilient Lady
BOOK NOW
Up to $250 in drinks
Getaways for 80% off 2nd Sailor
Insider cabins from
£1,050£1,627
per Sailor
Departing on:
2027Best Rate
Sun, May 23 - Sun, May 30
from £1,050
2027
Sun, Sep 12 - Sun, Sep 19
from £1,050

Greek Isles and the Adriatic

  • Athens (Piraeus)
  • Dubrovnik, Croatia
  • Kotor, Montenegro
  • Corfu, Greece
  • Santorini, Greece
  • Bodrum, Turkey
  • Mykonos, Greece
  • Chania (Souda Bay), Crete, Greece
  • Athens (Piraeus)
Sea View cabins from
£1,760£2,745
per Sailor
11 nights
Scarlet Lady
BOOK NOW
Up to $350 in drinks
Getaways for 80% off 2nd Sailor
Sea View cabins from
£1,760£2,745
per Sailor
Departing on:
2027
Sun, May 30 - Thu, Jun 10
from £1,760

Alaska: Fjords & More

  • Seattle, Washington
  • Ketchikan, Alaska
  • Sitka, Alaska
  • Tracy Arm Fjord (Cruising), Alaska
  • Prince Rupert, British Columbia
  • Seattle, Washington
Insider cabins from
£697£991
per Sailor
7 nights
Brilliant Lady
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Up to $250 in drinks
Getaways for 80% off 2nd Sailor
Insider cabins from
£697£991
per Sailor
Departing on:
2027Best Rate
Thu, Jul 15 - Thu, Jul 22
from £697
2027
Thu, Jun 03 - Thu, Jun 10
from £910
2027
Thu, Jun 17 - Thu, Jun 24
from £697

Western Med: Barcelona to Athens

  • Barcelona
  • Cannes, France
  • Rome (Civitavecchia), Italy
  • Amalfi Coast (Salerno), Italy
  • Valletta, Malta
  • Chania (Souda Bay), Crete, Greece
  • Mykonos, Greece
  • Athens (Piraeus)
Insider cabins from
£1,450£2,278
per Sailor
10 nights
Resilient Lady
BOOK NOW
Up to $350 in drinks
Getaways for 80% off 2nd Sailor
Insider cabins from
£1,450£2,278
per Sailor
Departing on:
2027
Sun, Jun 06 - Wed, Jun 16
from £1,450

Greece, Turkey and Cairo Overnight

  • Athens (Piraeus)
  • Santorini, Greece
  • Ephesus (Kuşadasi), Turkey
  • Alexandria (Cairo), Egypt
  • Rhodes, Greece
  • Mykonos, Greece
  • Athens (Piraeus)
Insider cabins from
£1,747£2,740
per Sailor
10 nights
Scarlet Lady
BOOK NOW
Up to $350 in drinks
Getaways for 80% off 2nd Sailor
Insider cabins from
£1,747£2,740
per Sailor
Departing on:
2027
Thu, Jun 10 - Sun, Jun 20
from £1,747

Western Med: Athens to Barcelona

  • Athens (Piraeus)
  • Mykonos, Greece
  • Kotor, Montenegro
  • Catania, Sicily, Italy
  • Amalfi Coast (Salerno), Italy
  • Tuscany/Cinque Terre (La Spezia), Italy
  • Cannes, France
  • Provence (Marseille), France
  • Barcelona
Insider cabins from
£1,595£2,509
per Sailor
11 nights
Resilient Lady
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Up to $350 in drinks
Getaways for 80% off 2nd Sailor
Insider cabins from
£1,595£2,509
per Sailor
Departing on:
2027
Wed, Jun 16 - Sun, Jun 27
from £1,595

Croatia, Montenegro, Greece & Albania

  • Athens (Piraeus)
  • Dubrovnik, Croatia
  • Kotor, Montenegro
  • Sarandë, Albania
  • Mykonos, Greece
  • Athens (Piraeus)
Insider cabins from
£1,050£1,628
per Sailor
7 nights
Scarlet Lady
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Up to $250 in drinks
Getaways for 80% off 2nd Sailor
Insider cabins from
£1,050£1,628
per Sailor
Departing on:
2027Best Rate
Sun, Aug 15 - Sun, Aug 22
from £1,050
2027
Sun, Jun 20 - Sun, Jun 27
from £1,223
2027
Sun, Sep 26 - Sun, Oct 03
from £1,121

French Riviera, Spain & Ibiza Overnight

  • Barcelona
  • Nice (Villefranche), France
  • Provence (Toulon), France
  • Valencia, Spain
  • Ibiza, Spain
  • Barcelona
Insider cabins from
£1,050£1,630
per Sailor
7 nights
Resilient Lady
BOOK NOW
Up to $250 in drinks
Getaways for 80% off 2nd Sailor
Insider cabins from
£1,050£1,630
per Sailor
Departing on:
2027
Sun, Jun 27 - Sun, Jul 04
from £1,050

Italy, Spain & French Riviera

  • Barcelona
  • Tuscany/Cinque Terre (La Spezia), Italy
  • Rome (Civitavecchia), Italy
  • Ajaccio, Corsica, France
  • Provence (Marseille), France
  • Palma de Mallorca, Spain
  • Barcelona
Insider cabins from
£1,051£1,629
per Sailor
7 nights
Resilient Lady
BOOK NOW
Up to $250 in drinks
Getaways for 80% off 2nd Sailor
Insider cabins from
£1,051£1,629
per Sailor
Departing on:
2027
Sun, Jul 04 - Sun, Jul 11
from £1,051

Starry Nights in Greece & Croatia

  • Athens (Piraeus)
  • Santorini, Greece
  • Bodrum, Turkey
  • Mykonos, Greece
  • Dubrovnik, Croatia
  • Kotor, Montenegro
  • Corfu, Greece
  • Athens (Piraeus)
Insider cabins from
£1,783£2,776
per Sailor
10 nights
Scarlet Lady
BOOK NOW
Up to $350 in drinks
Getaways for 80% off 2nd Sailor
Insider cabins from
£1,783£2,776
per Sailor
Departing on:
2027
Sun, Jul 11 - Wed, Jul 21
from £1,783

Italy, Spain, Malta & French Riviera

  • Barcelona
  • Cannes, France
  • Ajaccio, Corsica, France
  • Rome (Civitavecchia), Italy
  • Amalfi Coast (Salerno), Italy
  • Catania, Sicily, Italy
  • Valletta, Malta
  • Palma de Mallorca, Spain
  • Barcelona
Insider cabins from
£1,605£2,539
per Sailor
10 nights
Resilient Lady
BOOK NOW
Up to $350 in drinks
Getaways for 80% off 2nd Sailor
Insider cabins from
£1,605£2,539
per Sailor
Departing on:
2027
Sun, Jul 18 - Wed, Jul 28
from £1,605

Greek Isle Days & Istanbul Nights

  • Athens (Piraeus)
  • Chania (Souda Bay), Crete, Greece
  • Rhodes, Greece
  • Mykonos, Greece
  • Ephesus (Kuşadasi), Turkey
  • Istanbul, Turkey
  • Santorini, Greece
  • Athens (Piraeus)
Insider cabins from
£1,761£2,713
per Sailor
11 nights
Scarlet Lady
BOOK NOW
Up to $350 in drinks
Getaways for 80% off 2nd Sailor
Insider cabins from
£1,761£2,713
per Sailor
Departing on:
2027
Wed, Jul 21 - Sun, Aug 01
from £1,761

Solar Eclipse: Spain, Portugal, Morocco

  • Barcelona
  • Palma de Mallorca, Spain
  • Málaga, Spain
  • Seville (Cádiz), Spain
  • Funchal, Madeira, Portugal
  • Tangier, Morocco
  • Valencia, Spain
  • Barcelona
Sea View cabins from
£2,361£3,806
per Sailor
11 nights
Resilient Lady
BOOK NOW
Up to $350 in drinks
Getaways for 80% off 2nd Sailor
Sea View cabins from
£2,361£3,806
per Sailor
Departing on:
2027
Wed, Jul 28 - Sun, Aug 08
from £2,361

Western Med: Barcelona to Rome

  • Barcelona
  • Cannes, France
  • Tuscany/Cinque Terre (La Spezia), Italy
  • Amalfi Coast (Salerno), Italy
  • Catania, Sicily, Italy
  • Valletta, Malta
  • Rome (Civitavecchia)
Insider cabins from
£1,350£2,129
per Sailor
9 nights
Resilient Lady
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Up to $250 in drinks
Getaways for 80% off 2nd Sailor
Insider cabins from
£1,350£2,129
per Sailor
Departing on:
2027
Sun, Aug 08 - Tue, Aug 17
from £1,350

Alaska: Glaciers & More

  • Seattle, Washington
  • Inside Passage (Cruising), Alaska
  • Ketchikan, Alaska
  • Sitka, Alaska
  • Hubbard Glacier (Cruising), Alaska
  • Skagway, Alaska
  • Haines, Alaska
  • Juneau, Alaska
  • Icy Strait Point, Alaska
  • Victoria, British Columbia
  • Seattle, Washington
Insider cabins from
£1,195£1,765
per Sailor
12 nights
Brilliant Lady
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Up to $350 in drinks
Getaways for 80% off 2nd Sailor
Insider cabins from
£1,195£1,765
per Sailor
Departing on:
2027
Thu, Aug 12 - Tue, Aug 24
from £1,195

Alaska: Glaciers & More

  • Seattle, Washington
  • Ketchikan, Alaska
  • Icy Strait Point, Alaska
  • Hubbard Glacier (Cruising), Alaska
  • Sitka, Alaska
  • Victoria, British Columbia
  • Seattle, Washington
Insider cabins from
£1,070£1,601
per Sailor
9 nights
Brilliant Lady
BOOK NOW
Up to $250 in drinks
Getaways for 80% off 2nd Sailor
Insider cabins from
£1,070£1,601
per Sailor
Departing on:
2027
Tue, Aug 24 - Thu, Sep 02
from £1,070

Mediterranean: Athens to Rome

  • Athens (Piraeus)
  • Bodrum, Turkey
  • Santorini, Greece
  • Mykonos, Greece
  • Valletta, Malta
  • Catania, Sicily, Italy
  • Amalfi Coast (Salerno), Italy
  • Rome (Civitavecchia)
Insider cabins from
£1,511£2,353
per Sailor
9 nights
Scarlet Lady
BOOK NOW
Up to $250 in drinks
Getaways for 80% off 2nd Sailor
Insider cabins from
£1,511£2,353
per Sailor
Departing on:
2027
Sun, Aug 29 - Tue, Sep 07
from £1,511

Alaska: Seattle to Vancouver

  • Seattle, Washington
  • Inside Passage (Cruising), Alaska
  • Ketchikan, Alaska
  • Sitka, Alaska
  • Skagway, Alaska
  • Tracy Arm Fjord (Cruising), Alaska
  • Victoria, British Columbia
  • Vancouver, British Columbia
Insider cabins from
£783£1,137
per Sailor
8 nights
Brilliant Lady
BOOK NOW
Up to $250 in drinks
Getaways for 80% off 2nd Sailor
Insider cabins from
£783£1,137
per Sailor
Departing on:
2027
Thu, Sep 02 - Fri, Sep 10
from £783

Italy, Spain & French Riviera

  • Barcelona
  • Provence (Marseille), France
  • Cannes, France
  • Ajaccio, Corsica, France
  • Rome (Civitavecchia), Italy
  • Amalfi Coast (Salerno), Italy
  • Palermo, Sicily, Italy
  • Cagliari, Sardinia, Italy
  • Barcelona
Insider cabins from
£1,601£2,529
per Sailor
10 nights
Resilient Lady
BOOK NOW
Up to $350 in drinks
Getaways for 80% off 2nd Sailor
Insider cabins from
£1,601£2,529
per Sailor
Departing on:
2027
Thu, Sep 02 - Sun, Sep 12
from £1,601

Mediterranean: Rome to Athens

  • Rome (Civitavecchia)
  • Florence/Pisa (Livorno), Italy
  • Pompeii/Capri (Naples), Italy
  • Palermo, Sicily, Italy
  • Valletta, Malta
  • Chania (Souda Bay), Crete, Greece
  • Mykonos, Greece
  • Santorini, Greece
  • Ephesus (Kuşadasi), Turkey
  • Athens (Piraeus)
Insider cabins from
£1,884£2,982
per Sailor
12 nights
Scarlet Lady
BOOK NOW
Up to $350 in drinks
Getaways for 80% off 2nd Sailor
Insider cabins from
£1,884£2,982
per Sailor
Departing on:
2027
Tue, Sep 07 - Sun, Sep 19
from £1,884

Italy, Spain & French Riviera

  • Barcelona
  • Tuscany/Cinque Terre (La Spezia), Italy
  • Rome (Civitavecchia), Italy
  • Ajaccio, Corsica, France
  • Cannes, France
  • Provence (Marseille), France
  • Barcelona
Insider cabins from
£1,015£1,570
per Sailor
7 nights
Resilient Lady
BOOK NOW
Up to $250 in drinks
Getaways for 80% off 2nd Sailor
Insider cabins from
£1,015£1,570
per Sailor
Departing on:
2027Best Rate
Sun, Sep 26 - Sun, Oct 03
from £1,015
2027
Sun, Oct 17 - Sun, Oct 24
from £1,015

Italy, Spain & French Riviera

  • Barcelona
  • Provence (Marseille), France
  • Cannes, France
  • Florence/Pisa (Livorno), Italy
  • Valencia, Spain
  • Palma de Mallorca, Spain
  • Barcelona
Insider cabins from
£1,015£1,567
per Sailor
7 nights
Resilient Lady
BOOK NOW
Up to $250 in drinks
Getaways for 80% off 2nd Sailor
Insider cabins from
£1,015£1,567
per Sailor
Departing on:
2027
Sun, Oct 10 - Sun, Oct 17
from £1,015

Adriatic, Albania and Mykonos Magic

  • Athens (Piraeus)
  • Dubrovnik, Croatia
  • Sarandë, Albania
  • Corfu, Greece
  • Mykonos, Greece
  • Athens (Piraeus)
Insider cabins from
£1,121£1,739
per Sailor
7 nights
Scarlet Lady
BOOK NOW
Up to $250 in drinks
Getaways for 80% off 2nd Sailor
Insider cabins from
£1,121£1,739
per Sailor
Departing on:
2027
Sun, Oct 17 - Sun, Oct 24
from £1,121

Med Coastal Medley: Athens to Barcelona

  • Athens (Piraeus)
  • Mykonos, Greece
  • Amalfi Coast (Salerno), Italy
  • Cannes, France
  • Barcelona
Insider cabins from
£1,015£1,576
per Sailor
7 nights
Scarlet Lady
BOOK NOW
Up to $250 in drinks
Getaways for 80% off 2nd Sailor
Insider cabins from
£1,015£1,576
per Sailor
Departing on:
2027
Sun, Oct 24 - Sun, Oct 31
from £1,015

Riviera Maya: Halloween Edition

  • Miami, Florida
  • Cozumel, Mexico
  • The Beach Club at Bimini, Bahamas
  • Miami, Florida
Insider cabins from
£614£876
per Sailor
5 nights
Valiant Lady
BOOK NOW
Up to $100 in drinks
Getaways for 80% off 2nd Sailor
Insider cabins from
£614£876
per Sailor
Departing on:
2027
Sat, Oct 30 - Thu, Nov 04
from £614

Halloween Transatlantic from Spain

  • Barcelona
  • Tangier, Morocco
  • Lanzarote, Canary Islands, Spain
  • San Juan, Puerto Rico
Insider cabins from
£884£1,398
per Sailor
12 nights
Scarlet Lady
BOOK NOW
Insider cabins from
£884£1,398
per Sailor
Departing on:
2027
Sun, Oct 31 - Fri, Nov 12
from £884

Southern Caribbean Cruise

  • San Juan, Puerto Rico
  • Tortola, British Virgin Islands
  • Basseterre, St. Kitts and Nevis
  • Bridgetown, Barbados
  • Castries, St. Lucia
  • Roseau, Dominica
  • Philipsburg, St. Maarten
  • San Juan, Puerto Rico
Insider cabins from
£736£1,097
per Sailor
8 nights
Scarlet Lady
BOOK NOW
Insider cabins from
£736£1,097
per Sailor
Departing on:
2027
Fri, Nov 12 - Sat, Nov 20
from £736

Southern Caribbean Cruise

  • San Juan, Puerto Rico
  • Tortola, British Virgin Islands
  • Bridgetown, Barbados
  • Castries, St. Lucia
  • Roseau, Dominica
  • Philipsburg, St. Maarten
  • San Juan, Puerto Rico
Insider cabins from
£589£863
per Sailor
7 nights
Scarlet Lady
BOOK NOW
Insider cabins from
£589£863
per Sailor
Departing on:
2027Best Rate
Sat, Nov 27 - Sat, Dec 04
from £589
2028
Sat, Apr 08 - Sat, Apr 15
from £699

Southern Caribbean & Aruban Nights

  • San Juan, Puerto Rico
  • Oranjestad, Aruba
  • Castries, St. Lucia
  • St. John's, Antigua
  • Philipsburg, St. Maarten
  • San Juan, Puerto Rico
Insider cabins from
£589£844
per Sailor
7 nights
Scarlet Lady
BOOK NOW
Insider cabins from
£589£844
per Sailor
Departing on:
2028Best Rate
Sat, Jan 22 - Sat, Jan 29
from £589
2027
Sat, Dec 11 - Sat, Dec 18
from £642
2028
Sat, Mar 18 - Sat, Mar 25
from £698

Southern Caribbean & Aruban Holidays

  • San Juan, Puerto Rico
  • Philipsburg, St. Maarten
  • St. John's, Antigua
  • Roseau, Dominica
  • Oranjestad, Aruba
  • Willemstad, Curaçao
  • San Juan, Puerto Rico
Insider cabins from
£858£1,306
per Sailor
8 nights
Scarlet Lady
BOOK NOW
Insider cabins from
£858£1,306
per Sailor
Departing on:
2027
Sat, Dec 18 - Sun, Dec 26
from £858

Southern Caribbean Cruise New Year’s

  • San Juan, Puerto Rico
  • Philipsburg, St. Maarten
  • Bridgetown, Barbados
  • Fort-de-France, Martinique
  • St. John's, Antigua
  • Charlotte Amalie, St. Thomas
  • San Juan, Puerto Rico
Insider cabins from
£1,291£2,029
per Sailor
7 nights
Scarlet Lady
BOOK NOW
Insider cabins from
£1,291£2,029
per Sailor
Departing on:
2027
Sun, Dec 26 - Sun, Jan 02
from £1,291

Southern Caribbean Cruise

  • San Juan, Puerto Rico
  • Kingstown, St. Vincent
  • Bridgetown, Barbados
  • Roseau, Dominica
  • Philipsburg, St. Maarten
  • San Juan, Puerto Rico
Insider cabins from
£506£722
per Sailor
6 nights
Scarlet Lady
BOOK NOW
Insider cabins from
£506£722
per Sailor
Departing on:
2028
Sun, Jan 02 - Sat, Jan 08
from £506

Southern Caribbean Cruise

  • San Juan, Puerto Rico
  • Charlotte Amalie, St. Thomas
  • Bridgetown, Barbados
  • Kingstown, St. Vincent
  • St. John's, Antigua
  • Philipsburg, St. Maarten
  • San Juan, Puerto Rico
Insider cabins from
£590£840
per Sailor
7 nights
Scarlet Lady
BOOK NOW
Insider cabins from
£590£840
per Sailor
Departing on:
2028
Sat, Jan 15 - Sat, Jan 22
from £590

Southern Caribbean Cruise

  • San Juan, Puerto Rico
  • Philipsburg, St. Maarten
  • Bridgetown, Barbados
  • Fort-de-France, Martinique
  • Basseterre, St. Kitts and Nevis
  • Charlotte Amalie, St. Thomas
  • San Juan, Puerto Rico
Insider cabins from
£589£839
per Sailor
7 nights
Scarlet Lady
BOOK NOW
Insider cabins from
£589£839
per Sailor
Departing on:
2028Best Rate
Sat, Jan 29 - Sat, Feb 05
from £589
2028
Sat, Feb 26 - Sat, Mar 04
from £643
2028
Sat, Mar 25 - Sat, Apr 01
from £698

Southern Caribbean Cruise

  • San Juan, Puerto Rico
  • Charlotte Amalie, St. Thomas
  • Bridgetown, Barbados
  • Castries, St. Lucia
  • St. John's, Antigua
  • Philipsburg, St. Maarten
  • San Juan, Puerto Rico
Insider cabins from
£644£925
per Sailor
7 nights
Scarlet Lady
BOOK NOW
Insider cabins from
£644£925
per Sailor
Departing on:
2028
Sat, Feb 12 - Sat, Feb 19
from £644

Southern Caribbean Cruise

  • San Juan, Puerto Rico
  • Charlotte Amalie, St. Thomas
  • Bridgetown, Barbados
  • Fort-de-France, Martinique
  • Roseau, Dominica
  • Philipsburg, St. Maarten
  • San Juan, Puerto Rico
Insider cabins from
£698£1,015
per Sailor
7 nights
Scarlet Lady
BOOK NOW
Insider cabins from
£698£1,015
per Sailor
Departing on:
2028
Sat, Mar 11 - Sat, Mar 18
from £698
Average starting price per Sailor (incl. taxes & fees)