Currency, current value
$USD

Explore 403 cruise vacations

Showing Loading cruise vacations: All Destinations, July 2025 - March 2026
Showing 92 cruise vacations that match your search
Showing 92 cruise vacations that match your search
Sort price type, current value Price per cabin
Sort options, current value Sails first
Loading
Loading
DEAL

Starry Nights in Greece & Croatia

  • Athens (Piraeus)
  • Santorini, Greece
  • Bodrum, Turkey
  • Mykonos, Greece
  • Dubrovnik, Croatia
  • Kotor, Montenegro
  • Corfu, Greece
  • Athens (Piraeus)
Sea Terrace cabins from
per Cabin
Loading
10 nights
Resilient Lady
BOOK NOW
+ free drinks
70% off 2nd Sailor + Balcony upgrades
Sea Terrace cabins from
per Cabin
Loading
Departing on:
2025Best Rate
Thu, Oct 02 - Sun, Oct 12
from (US$)
2025
Thu, Jul 10 - Sun, Jul 20
from (US$)

Corfu, Dubrovnik & More

  • Athens (Piraeus)
  • Kotor, Montenegro
  • Dubrovnik, Croatia
  • Corfu, Greece
  • Mykonos, Greece
  • Athens (Piraeus)
Insider cabins from
per Cabin
Loading
7 nights
Resilient Lady
BOOK NOW
+ free drinks
70% off 2nd Sailor + Balcony upgrades
Insider cabins from
per Cabin
Loading
Departing on:
2025Best Rate
Sun, Sep 07 - Sun, Sep 14
from (US$)
2025
Sun, Jul 27 - Sun, Aug 03
from (US$)

Riviera Maya

  • Miami, Florida
  • Cozumel, Mexico
  • The Beach Club at Bimini, Bahamas
  • Miami, Florida
Insider cabins from
per Cabin
Loading
5 nights
Valiant Lady & Scarlet Lady
BOOK NOW
+ free drinks
70% off 2nd Sailor + Balcony upgrades
Insider cabins from
per Cabin
Loading
Departing on:
2025Best Rate
Sun, Dec 14 - Fri, Dec 19
from (US$)
2025
Sun, Jul 27 - Fri, Aug 01
from (US$)
2025
Sun, Aug 24 - Fri, Aug 29
from (US$)

Dominican Daze

  • Miami, Florida
  • Puerto Plata, Dominican Republic
  • The Beach Club at Bimini, Bahamas
  • Miami, Florida
Insider cabins from
per Cabin
Loading
5 nights
Valiant Lady & Scarlet Lady
BOOK NOW
+ free drinks
70% off 2nd Sailor + Balcony upgrades
Insider cabins from
per Cabin
Loading
Departing on:
2026Best Rate
Fri, Jan 02 - Wed, Jan 07
from (US$)
2025
Fri, Aug 01 - Wed, Aug 06
from (US$)
2025
Fri, Aug 15 - Wed, Aug 20
from (US$)

Greek Island Glow

  • Athens (Piraeus)
  • Santorini, Greece
  • Rhodes, Greece
  • Bodrum, Turkey
  • Mykonos, Greece
  • Athens (Piraeus)
Insider cabins from
per Cabin
Loading
7 nights
Resilient Lady
BOOK NOW
+ free drinks
70% off 2nd Sailor + Balcony upgrades
Insider cabins from
per Cabin
Loading
Departing on:
2025Best Rate
Sun, Oct 12 - Sun, Oct 19
from (US$)
2025
Sun, Aug 03 - Sun, Aug 10
from (US$)
2025
Sun, Aug 31 - Sun, Sep 07
from (US$)

Fire & Sunset Soirées

  • Miami, Florida
  • Key West, Florida
  • The Beach Club at Bimini, Bahamas
  • Miami, Florida
Insider cabins from
per Cabin
Loading
4 nights
Valiant Lady & Scarlet Lady
BOOK NOW
+ free drinks
70% off 2nd Sailor + Balcony upgrades
Insider cabins from
per Cabin
Loading
Departing on:
2026Best Rate
Wed, Jan 07 - Sun, Jan 11
from (US$)
2025
Wed, Aug 06 - Sun, Aug 10
from (US$)
2025
Wed, Aug 20 - Sun, Aug 24
from (US$)

Reykjavik to Amsterdam & Portsmouth

  • Reykjavik
  • Reykjavik, Iceland
  • Ísafjörður, Iceland
  • Akureyri, Iceland
  • Lerwick/Shetland, Scotland
  • Amsterdam, Netherlands
  • Portsmouth
Insider cabins from
per Cabin
Loading
11 nights
Scarlet Lady
BOOK NOW
+ free drinks
70% off 2nd Sailor + Balcony upgrades
Insider cabins from
per Cabin
Loading
Departing on:
2025
Wed, Aug 06 - Sun, Aug 17
from (US$)

Istanbul, Santorini & More

  • Athens (Piraeus)
  • Istanbul, Turkey
  • Ephesus (Kuşadasi), Turkey
  • Mykonos, Greece
  • Rhodes, Greece
  • Santorini, Greece
  • Chania (Souda Bay), Crete, Greece
  • Athens (Piraeus)
Sea Terrace cabins from
per Cabin
Loading
11 nights
Resilient Lady
BOOK NOW
+ free drinks
70% off 2nd Sailor + Balcony upgrades
Sea Terrace cabins from
per Cabin
Loading
Departing on:
2025Best Rate
Sun, Aug 10 - Thu, Aug 21
from (US$)
2025
Sun, Sep 21 - Thu, Oct 02
from (US$)

Virgin Voyages Comedy Fest from Miami

  • Miami, Florida
  • Costa Maya, Mexico
  • The Beach Club at Bimini, Bahamas
  • Miami, Florida
Sea View cabins from
per Cabin
Loading
5 nights
Valiant Lady
BOOK NOW
+ free drinks
70% off 2nd Sailor + Balcony upgrades
Sea View cabins from
per Cabin
Loading
Departing on:
2025
Sun, Aug 10 - Fri, Aug 15
from (US$)

Portsmouth to Ireland, Scotland & More

  • Portsmouth
  • Amsterdam, Netherlands
  • Bruges/Zeebruge (Brussels), Belgium
  • Kirkwall, Scotland
  • Stornoway, Isle of Lewis, Scotland
  • Glasgow (Greenock), Scotland
  • Belfast, Northern Ireland
  • Dublin, Ireland
  • Portsmouth
Sea View cabins from
per Cabin
Loading
13 nights
Scarlet Lady
BOOK NOW
+ free drinks
70% off 2nd Sailor + Balcony upgrades
Sea View cabins from
per Cabin
Loading
Departing on:
2025
Sun, Aug 17 - Sat, Aug 30
from (US$)

Virgin Voyages Comedy Fest from the UK

  • Portsmouth
  • La Coruña, Spain
  • Bilbao, Spain
  • Bordeaux (Le Verdon), France
  • Portsmouth
Sea Terrace cabins from
per Cabin
Loading
6 nights
Scarlet Lady
BOOK NOW
+ free drinks
70% off 2nd Sailor + Balcony upgrades
Sea Terrace cabins from
per Cabin
Loading
Departing on:
2025
Sat, Aug 30 - Fri, Sep 05
from (US$)

Brilliant Lady New York MerMaiden

  • New York City, New York
  • Royal Naval Dockyard, Bermuda
  • New York City, New York
Sea View cabins from
per Cabin
Loading
5 nights
Brilliant Lady
Brilliant Lady's Inaugural Season
BOOK NOW
+ free drinks
70% off 2nd Sailor + Balcony upgrades
Sea View cabins from
per Cabin
Loading
Departing on:
2025
Fri, Sep 05 - Wed, Sep 10
from (US$) Brilliant Lady's Inaugural Season

Portsmouth to Amsterdam & Bordeaux

  • Portsmouth
  • Amsterdam, Netherlands
  • Bruges/Zeebruge (Brussels), Belgium
  • Bordeaux (Le Verdon), France
  • Portsmouth
Sea Terrace cabins from
per Cabin
Loading
7 nights
Scarlet Lady
BOOK NOW
+ free drinks
70% off 2nd Sailor + Balcony upgrades
Sea Terrace cabins from
per Cabin
Loading
Departing on:
2025
Fri, Sep 05 - Fri, Sep 12
from (US$)

Mayan Sol

  • Miami, Florida
  • Costa Maya, Mexico
  • The Beach Club at Bimini, Bahamas
  • Miami, Florida
Sea Terrace cabins from
per Cabin
Loading
5 nights
Valiant Lady
BOOK NOW
+ free drinks
70% off 2nd Sailor + Balcony upgrades
Sea Terrace cabins from
per Cabin
Loading
Departing on:
2025Best Rate
Sun, Sep 07 - Fri, Sep 12
from (US$)
2025
Sun, Oct 05 - Fri, Oct 10
from (US$)

The Big Apple to Bermuda

  • New York City, New York
  • Royal Naval Dockyard, Bermuda
  • New York City, New York
Insider cabins from
per Cabin
Loading
5 nights
Brilliant Lady
Brilliant Lady's Inaugural Season
BOOK NOW
+ free drinks
70% off 2nd Sailor + Balcony upgrades
Insider cabins from
per Cabin
Loading
Departing on:
2025
Wed, Sep 10 - Mon, Sep 15
from (US$) Brilliant Lady's Inaugural Season

Portsmouth to Lisbon, Casablanca & Spain

  • Portsmouth
  • La Coruña, Spain
  • Lisbon, Portugal
  • Casablanca, Morocco
  • Málaga, Spain
  • Ibiza, Spain
  • Barcelona
Sea View cabins from
per Cabin
Loading
13 nights
Scarlet Lady
BOOK NOW
+ free drinks
70% off 2nd Sailor + Balcony upgrades
Sea View cabins from
per Cabin
Loading
Departing on:
2025
Fri, Sep 12 - Thu, Sep 25
from (US$)

Fall Colors: Coastal Northeast & Canada

  • New York City, New York
  • Boston, Massachusetts
  • Eastport, Maine
  • Saint John, New Brunswick
  • Halifax, Nova Scotia
  • New York City, New York
Insider cabins from
per Cabin
Loading
8 nights
Brilliant Lady
Brilliant Lady's Inaugural Season
BOOK NOW
+ free drinks
70% off 2nd Sailor + Balcony upgrades
Insider cabins from
per Cabin
Loading
Departing on:
2025
Mon, Sep 15 - Tue, Sep 23
from (US$) Brilliant Lady's Inaugural Season

Autumn Leaves: New York to Quebec

  • New York City, New York
  • Boston, Massachusetts
  • Eastport, Maine
  • Saint John, New Brunswick
  • Halifax, Nova Scotia
  • Quebec City, Quebec
Sea Terrace cabins from
per Cabin
Loading
10 nights
Brilliant Lady
Brilliant Lady's Inaugural Season
BOOK NOW
+ free drinks
70% off 2nd Sailor + Balcony upgrades
Sea Terrace cabins from
per Cabin
Loading
Departing on:
2025
Tue, Sep 23 - Fri, Oct 03
from (US$) Brilliant Lady's Inaugural Season

Barcelona to Cannes, Rome & Tuscany

  • Barcelona
  • Ibiza, Spain
  • Palma de Mallorca, Spain
  • Cannes, France
  • Ajaccio, Corsica, France
  • Cagliari, Sardinia, Italy
  • Florence/Pisa (Livorno), Italy
  • Pompeii/Capri (Naples), Italy
  • Rome (Civitavecchia)
Sea Terrace cabins from
per Cabin
Loading
12 nights
Scarlet Lady
BOOK NOW
+ free drinks
70% off 2nd Sailor + Balcony upgrades
Sea Terrace cabins from
per Cabin
Loading
Departing on:
2025
Thu, Sep 25 - Tue, Oct 07
from (US$)

Fall Leaves to Miami Scenes

  • Quebec City, Quebec
  • Halifax, Nova Scotia
  • Saint John, New Brunswick
  • Eastport, Maine
  • Boston, Massachusetts
  • Charleston, South Carolina
  • Miami, Florida
Insider cabins from
per Cabin
Loading
13 nights
Brilliant Lady
Brilliant Lady's Inaugural Season
BOOK NOW
+ free drinks
70% off 2nd Sailor + Balcony upgrades
Insider cabins from
per Cabin
Loading
Departing on:
2025
Fri, Oct 03 - Thu, Oct 16
from (US$) Brilliant Lady's Inaugural Season

Italy to France & Spain

  • Rome (Civitavecchia)
  • Cagliari, Sardinia, Italy
  • Tuscany/Cinque Terre (Marina di Carrara), Italy
  • Ajaccio, Corsica, France
  • Cannes, France
  • Valencia, Spain
  • Barcelona
Insider cabins from
per Cabin
Loading
9 nights
Scarlet Lady
BOOK NOW
+ free drinks
70% off 2nd Sailor + Balcony upgrades
Insider cabins from
per Cabin
Loading
Departing on:
2025
Tue, Oct 07 - Thu, Oct 16
from (US$)

Scarlet's Haunted Halloween Soirée

  • Barcelona
  • Palma de Mallorca, Spain
  • Casablanca, Morocco
  • Funchal, Madeira, Portugal
  • Santa Cruz de Tenerife, Spain
  • Miami, Florida
Insider cabins from
per Cabin
Loading
15 nights
Scarlet Lady
BOOK NOW
+ free drinks
70% off 2nd Sailor + Balcony upgrades
Insider cabins from
per Cabin
Loading
Departing on:
2025
Thu, Oct 16 - Fri, Oct 31
from (US$)

Brilliant Lady Miami MerMaiden

  • Miami, Florida
  • Philipsburg, St. Maarten
  • Tortola, British Virgin Islands
  • The Beach Club at Bimini, Bahamas
  • Miami, Florida
Insider cabins from
per Cabin
Loading
8 nights
Brilliant Lady
Brilliant Lady's Inaugural Season
BOOK NOW
+ free drinks
70% off 2nd Sailor + Balcony upgrades
Insider cabins from
per Cabin
Loading
Departing on:
2025
Fri, Oct 17 - Sat, Oct 25
from (US$) Brilliant Lady's Inaugural Season

Riviera Maya: Halloween Edition

  • Miami, Florida
  • Cozumel, Mexico
  • The Beach Club at Bimini, Bahamas
  • Miami, Florida
Sea View cabins from
per Cabin
Loading
5 nights
Valiant Lady
BOOK NOW
+ free drinks
70% off 2nd Sailor + Balcony upgrades
Sea View cabins from
per Cabin
Loading
Departing on:
2025
Sun, Oct 19 - Fri, Oct 24
from (US$)

Resilient's Haunted Halloween Soirée

  • Barcelona
  • Valencia, Spain
  • Casablanca, Morocco
  • Las Palmas de Gran Canaria, Spain
  • Miami, Florida
Insider cabins from
per Cabin
Loading
14 nights
Resilient Lady
BOOK NOW
+ free drinks
70% off 2nd Sailor + Balcony upgrades
Insider cabins from
per Cabin
Loading
Departing on:
2025
Sun, Oct 26 - Sun, Nov 09
from (US$)

Honduras, Mexico & Bahamas

  • Miami, Florida
  • Roatán, Honduras
  • Costa Maya, Mexico
  • Cozumel, Mexico
  • The Beach Club at Bimini, Bahamas
  • Miami, Florida
Insider cabins from
per Cabin
Loading
7 nights
Scarlet Lady
BOOK NOW
+ free drinks
70% off 2nd Sailor + Balcony upgrades
Insider cabins from
per Cabin
Loading
Departing on:
2025
Fri, Oct 31 - Fri, Nov 07
from (US$)

One-way to SJ: DR, St. Maarten & BVI

  • Miami, Florida
  • Puerto Plata, Dominican Republic
  • Philipsburg, St. Maarten
  • Tortola, British Virgin Islands
  • San Juan, Puerto Rico
Insider cabins from
per Cabin
Loading
6 nights
Valiant Lady
BOOK NOW
+ free drinks
70% off 2nd Sailor + Balcony upgrades
Insider cabins from
per Cabin
Loading
Departing on:
2025
Sun, Nov 02 - Sat, Nov 08
from (US$)

Colorful Curaçao to the Charming Caymans

  • Miami, Florida
  • Oranjestad, Aruba
  • Willemstad, Curaçao
  • Cartagena, Colombia
  • Ocho Rios, Jamaica
  • George Town, Grand Cayman
  • Miami, Florida
Sea View cabins from
per Cabin
Loading
12 nights
Brilliant Lady
Brilliant Lady's Inaugural Season
BOOK NOW
+ free drinks
70% off 2nd Sailor + Balcony upgrades
Sea View cabins from
per Cabin
Loading
Departing on:
2025
Sat, Nov 08 - Thu, Nov 20
from (US$) Brilliant Lady's Inaugural Season

Western Caribbean Charm

  • Miami, Florida
  • Costa Maya, Mexico
  • Roatán, Honduras
  • The Beach Club at Bimini, Bahamas
  • Miami, Florida
Sea View cabins from
per Cabin
Loading
6 nights
Resilient Lady
BOOK NOW
+ free drinks
70% off 2nd Sailor + Balcony upgrades
Sea View cabins from
per Cabin
Loading
Departing on:
2025
Sun, Nov 09 - Sat, Nov 15
from (US$)

San Juan Sunrises & Dominican Dreams

  • Miami, Florida
  • San Juan, Puerto Rico
  • Puerto Plata, Dominican Republic
  • The Beach Club at Bimini, Bahamas
  • Miami, Florida
Insider cabins from
per Cabin
Loading
7 nights
Resilient Lady
BOOK NOW
+ free drinks
70% off 2nd Sailor + Balcony upgrades
Insider cabins from
per Cabin
Loading
Departing on:
2025Best Rate
Sat, Nov 15 - Sat, Nov 22
from (US$)
2026
Sat, Mar 28 - Sat, Apr 04
from (US$)

Miami, Grand Turk (& back)

  • Miami, Florida
  • Grand Turk, Turks and Caicos
  • The Beach Club at Bimini, Bahamas
  • Miami, Florida
Sea View cabins from
per Cabin
Loading
5 nights
Scarlet Lady
BOOK NOW
+ free drinks
70% off 2nd Sailor + Balcony upgrades
Sea View cabins from
per Cabin
Loading
Departing on:
2025Best Rate
Sun, Nov 30 - Fri, Dec 05
from (US$)
2025
Fri, Nov 21 - Wed, Nov 26
from (US$)
2025
Fri, Dec 19 - Wed, Dec 24
from (US$)

Cayman Coves & Jamaican Waterfalls

  • Miami, Florida
  • Ocho Rios, Jamaica
  • George Town, Grand Cayman
  • The Beach Club at Bimini, Bahamas
  • Miami, Florida
Insider cabins from
per Cabin
Loading
7 nights
Resilient Lady
BOOK NOW
+ free drinks
70% off 2nd Sailor + Balcony upgrades
Insider cabins from
per Cabin
Loading
Departing on:
2026Best Rate
Sat, Jan 24 - Sat, Jan 31
from (US$)
2025
Sat, Nov 22 - Sat, Nov 29
from (US$)
2025
Sat, Dec 06 - Sat, Dec 13
from (US$)

Thanksgiving in the Lesser Antilles

  • San Juan, Puerto Rico
  • Tortola, British Virgin Islands
  • Basseterre, St. Kitts and Nevis
  • St. John's, Antigua
  • Castries, St. Lucia
  • Charlotte Amalie, St. Thomas
  • San Juan, Puerto Rico
Insider cabins from
per Cabin
Loading
7 nights
Valiant Lady
BOOK NOW
+ free drinks
70% off 2nd Sailor + Balcony upgrades
Insider cabins from
per Cabin
Loading
Departing on:
2025
Sat, Nov 22 - Sat, Nov 29
from (US$)

San Juan to Barbados & the St. Isles

  • San Juan, Puerto Rico
  • Philipsburg, St. Maarten
  • Basseterre, St. Kitts and Nevis
  • Roseau, Dominica
  • Bridgetown, Barbados
  • San Juan, Puerto Rico
Insider cabins from
per Cabin
Loading
6 nights
Valiant Lady
BOOK NOW
+ free drinks
70% off 2nd Sailor + Balcony upgrades
Insider cabins from
per Cabin
Loading
Departing on:
2025
Sat, Nov 29 - Fri, Dec 05
from (US$)

San Juan, Samaná & Bimini

  • Miami, Florida
  • San Juan, Puerto Rico
  • Samaná, Dominican Republic
  • The Beach Club at Bimini, Bahamas
  • Miami, Florida
Insider cabins from
per Cabin
Loading
7 nights
Resilient Lady
BOOK NOW
+ free drinks
70% off 2nd Sailor + Balcony upgrades
Insider cabins from
per Cabin
Loading
Departing on:
2026Best Rate
Sat, Jan 17 - Sat, Jan 24
from (US$)
2025
Sat, Nov 29 - Sat, Dec 06
from (US$)

Nicky Jam x Virgin Voyages

  • San Juan, Puerto Rico
  • Willemstad, Curaçao
  • Oranjestad, Aruba
  • Roseau, Dominica
  • St. John's, Antigua
  • Philipsburg, St. Maarten
  • San Juan, Puerto Rico
Sea View cabins from
per Cabin
Loading
8 nights
Valiant Lady
BOOK NOW
+ free drinks
70% off 2nd Sailor + Balcony upgrades
Sea View cabins from
per Cabin
Loading
Departing on:
2025
Fri, Dec 05 - Sat, Dec 13
from (US$)

Aruban Sunsets & Calm Cayman Days

  • Miami, Florida
  • Oranjestad, Aruba
  • Cartagena, Colombia
  • Ocho Rios, Jamaica
  • George Town, Grand Cayman
  • Miami, Florida
Insider cabins from
per Cabin
Loading
11 nights
Brilliant Lady
Brilliant Lady's Inaugural Season
BOOK NOW
+ free drinks
70% off 2nd Sailor + Balcony upgrades
Insider cabins from
per Cabin
Loading
Departing on:
2025
Sun, Dec 07 - Thu, Dec 18
from (US$) Brilliant Lady's Inaugural Season

St. Lucia, St. Maarten, Barbados & More

  • San Juan, Puerto Rico
  • Basseterre, St. Kitts and Nevis
  • Castries, St. Lucia
  • Roseau, Dominica
  • Bridgetown, Barbados
  • Philipsburg, St. Maarten
  • San Juan, Puerto Rico
Sea View cabins from
per Cabin
Loading
7 nights
Valiant Lady
BOOK NOW
+ free drinks
70% off 2nd Sailor + Balcony upgrades
Sea View cabins from
per Cabin
Loading
Departing on:
2025
Sat, Dec 13 - Sat, Dec 20
from (US$)

Brilliant Caribbean Holidays

  • Miami, Florida
  • Grand Turk, Turks and Caicos
  • Puerto Plata, Dominican Republic
  • San Juan, Puerto Rico
  • Samaná, Dominican Republic
  • Miami, Florida
Insider cabins from
per Cabin
Loading
8 nights
Brilliant Lady
Brilliant Lady's Inaugural Season
BOOK NOW
+ free drinks
70% off 2nd Sailor + Balcony upgrades
Insider cabins from
per Cabin
Loading
Departing on:
2025
Thu, Dec 18 - Fri, Dec 26
from (US$) Brilliant Lady's Inaugural Season

Resilient Caribbean Holidays

  • Miami, Florida
  • San Juan, Puerto Rico
  • Puerto Plata, Dominican Republic
  • The Beach Club at Bimini, Bahamas
  • Miami, Florida
Insider cabins from
per Cabin
Loading
7 nights
Resilient Lady
BOOK NOW
+ free drinks
70% off 2nd Sailor + Balcony upgrades
Insider cabins from
per Cabin
Loading
Departing on:
2025
Sat, Dec 20 - Sat, Dec 27
from (US$)

Scarlet Caribbean Holidays

  • Miami, Florida
  • Nassau, Bahamas
  • The Beach Club at Bimini, Bahamas
  • Miami, Florida
Sea View cabins from
per Cabin
Loading
4 nights
Scarlet Lady
BOOK NOW
+ free drinks
70% off 2nd Sailor + Balcony upgrades
Sea View cabins from
per Cabin
Loading
Departing on:
2025
Wed, Dec 24 - Sun, Dec 28
from (US$)

Brilliant New Year's Ahoy!

  • Miami, Florida
  • Grand Turk, Turks and Caicos
  • St. John's, Antigua
  • Basseterre, St. Kitts and Nevis
  • San Juan, Puerto Rico
  • Miami, Florida
Insider cabins from
per Cabin
Loading
9 nights
Brilliant Lady
Brilliant Lady's Inaugural Season
BOOK NOW
+ free drinks
70% off 2nd Sailor + Balcony upgrades
Insider cabins from
per Cabin
Loading
Departing on:
2025
Fri, Dec 26 - Sun, Jan 04
from (US$) Brilliant Lady's Inaugural Season

Aruban Sights & Antiguan Nights

  • San Juan, Puerto Rico
  • Oranjestad, Aruba
  • Willemstad, Curaçao
  • St. John's, Antigua
  • Philipsburg, St. Maarten
  • San Juan, Puerto Rico
Insider cabins from
per Cabin
Loading
7 nights
Valiant Lady
BOOK NOW
+ free drinks
70% off 2nd Sailor + Balcony upgrades
Insider cabins from
per Cabin
Loading
Departing on:
2026
Sat, Jan 03 - Sat, Jan 10
from (US$)

Cozumel, Grand Cayman & Bimini

  • Miami, Florida
  • George Town, Grand Cayman
  • Cozumel, Mexico
  • The Beach Club at Bimini, Bahamas
  • Miami, Florida
Insider cabins from
per Cabin
Loading
7 nights
Resilient Lady
BOOK NOW
+ free drinks
70% off 2nd Sailor + Balcony upgrades
Insider cabins from
per Cabin
Loading
Departing on:
2026
Sat, Jan 03 - Sat, Jan 10
from (US$)

Cayman Isles & Jamaican Miles

  • Miami, Florida
  • George Town, Grand Cayman
  • Ocho Rios, Jamaica
  • The Beach Club at Bimini, Bahamas
  • Miami, Florida
Insider cabins from
per Cabin
Loading
7 nights
Resilient Lady
BOOK NOW
+ free drinks
70% off 2nd Sailor + Balcony upgrades
Insider cabins from
per Cabin
Loading
Departing on:
2026Best Rate
Sat, Jan 10 - Sat, Jan 17
from (US$)
2026
Sat, Mar 07 - Sat, Mar 14
from (US$)

Virgin Island Views & Saint Isle Blues

  • San Juan, Puerto Rico
  • Tortola, British Virgin Islands
  • Bridgetown, Barbados
  • Kingstown, St. Vincent
  • Basseterre, St. Kitts and Nevis
  • St. Croix, U.S. Virgin Islands
  • San Juan, Puerto Rico
Insider cabins from
per Cabin
Loading
7 nights
Valiant Lady
BOOK NOW
+ free drinks
70% off 2nd Sailor + Balcony upgrades
Insider cabins from
per Cabin
Loading
Departing on:
2026
Sat, Jan 10 - Sat, Jan 17
from (US$)

St. Kitts, Barbados, Martinique & More

  • San Juan, Puerto Rico
  • Basseterre, St. Kitts and Nevis
  • Bridgetown, Barbados
  • Fort-de-France, Martinique
  • St. John's, Antigua
  • Philipsburg, St. Maarten
  • San Juan, Puerto Rico
Insider cabins from
per Cabin
Loading
7 nights
Valiant Lady
BOOK NOW
+ free drinks
70% off 2nd Sailor + Balcony upgrades
Insider cabins from
per Cabin
Loading
Departing on:
2026
Sat, Jan 17 - Sat, Jan 24
from (US$)

Antigua & the St. Isles

  • San Juan, Puerto Rico
  • Philipsburg, St. Maarten
  • Basseterre, St. Kitts and Nevis
  • St. John's, Antigua
  • Castries, St. Lucia
  • Charlotte Amalie, St. Thomas
  • San Juan, Puerto Rico
Insider cabins from
per Cabin
Loading
7 nights
Valiant Lady
BOOK NOW
+ free drinks
70% off 2nd Sailor + Balcony upgrades
Insider cabins from
per Cabin
Loading
Departing on:
2026
Sat, Jan 31 - Sat, Feb 07
from (US$)

San Juan Sunrises & Dominican Dreams

  • Miami, Florida
  • Puerto Plata, Dominican Republic
  • San Juan, Puerto Rico
  • The Beach Club at Bimini, Bahamas
  • Miami, Florida
Insider cabins from
per Cabin
Loading
7 nights
Resilient Lady
BOOK NOW
+ free drinks
70% off 2nd Sailor + Balcony upgrades
Insider cabins from
per Cabin
Loading
Departing on:
2026Best Rate
Sat, Jan 31 - Sat, Feb 07
from (US$)
2026
Sat, Feb 28 - Sat, Mar 07
from (US$)

Cayman Coves & Jamaican Waterfalls

  • Miami, Florida
  • Ocho Rios, Jamaica
  • George Town, Grand Cayman
  • The Beach Club at Bimini, Bahamas
  • Miami, Florida
Insider cabins from
per Cabin
Loading
7 nights
Resilient Lady
BOOK NOW
+ free drinks
70% off 2nd Sailor + Balcony upgrades
Insider cabins from
per Cabin
Loading
Departing on:
2026
Sat, Feb 07 - Sat, Feb 14
from (US$)

St. Lucia, Barbados & More

  • San Juan, Puerto Rico
  • Philipsburg, St. Maarten
  • Basseterre, St. Kitts and Nevis
  • Castries, St. Lucia
  • Bridgetown, Barbados
  • Charlotte Amalie, St. Thomas
  • San Juan, Puerto Rico
Insider cabins from
per Cabin
Loading
7 nights
Valiant Lady
BOOK NOW
+ free drinks
70% off 2nd Sailor + Balcony upgrades
Insider cabins from
per Cabin
Loading
Departing on:
2026
Sat, Feb 07 - Sat, Feb 14
from (US$)

Resilient Valentine's Voyage

  • Miami, Florida
  • Ocho Rios, Jamaica
  • George Town, Grand Cayman
  • The Beach Club at Bimini, Bahamas
  • Miami, Florida
Insider cabins from
per Cabin
Loading
7 nights
Resilient Lady
BOOK NOW
+ free drinks
70% off 2nd Sailor + Balcony upgrades
Insider cabins from
per Cabin
Loading
Departing on:
2026
Sat, Feb 14 - Sat, Feb 21
from (US$)

Valiant Valentine's Voyage

  • San Juan, Puerto Rico
  • Oranjestad, Aruba
  • Willemstad, Curaçao
  • St. Croix, U.S. Virgin Islands
  • Philipsburg, St. Maarten
  • San Juan, Puerto Rico
Insider cabins from
per Cabin
Loading
7 nights
Valiant Lady
BOOK NOW
+ free drinks
70% off 2nd Sailor + Balcony upgrades
Insider cabins from
per Cabin
Loading
Departing on:
2026
Sat, Feb 14 - Sat, Feb 21
from (US$)

Sunny Miles of Tropical Isles

  • 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
per Cabin
Loading
7 nights
Valiant Lady
BOOK NOW
+ free drinks
70% off 2nd Sailor + Balcony upgrades
Insider cabins from
per Cabin
Loading
Departing on:
2026
Sat, Feb 28 - Sat, Mar 07
from (US$)

Puerto Rican Nights & St. Croix Delights

  • Miami, Florida
  • Puerto Plata, Dominican Republic
  • San Juan, Puerto Rico
  • St. Croix, U.S. Virgin Islands
  • The Beach Club at Bimini, Bahamas
  • Miami, Florida
Insider cabins from
per Cabin
Loading
8 nights
Resilient Lady
BOOK NOW
+ free drinks
70% off 2nd Sailor + Balcony upgrades
Insider cabins from
per Cabin
Loading
Departing on:
2026
Fri, Mar 20 - Sat, Mar 28
from (US$)

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
per Cabin
Loading
9 nights
Valiant Lady
BOOK NOW
+ free drinks
70% off 2nd Sailor + Balcony upgrades
Insider cabins from
per Cabin
Loading
Departing on:
2026
Sat, Mar 28 - Mon, Apr 06
from (US$)
Average starting price per cabin (incl. taxes & fees)