Explore 396 cruise vacations

+ up to $300 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$3,682

per Cabin

‌

Departing on:

Mon, May 11 - Thu, May 21

from (US$)$3,682

Greek Island Glow

Piraeus (Athens) • Santorini • Rhodes • Bodrum • Mykonos • Piraeus (Athens)

Insider cabins from

$3,348

per Cabin

‌

7 nights

Scarlet Lady

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$3,348

per Cabin

‌

Departing on:

Sun, Sep 20 - Sun, Sep 27

from (US$)$3,348

Sun, May 17 - Sun, May 24

from (US$)$3,712

Sun, May 31 - Sun, Jun 07

from (US$)$3,712

Brilliant Lady Seattle MerMaiden

Seattle, Washington • Inside Passage (Cruising), Alaska • Ketchikan, Alaska • Sitka, Alaska • Tracy Arm Fjord (Cruising), Alaska • Prince Rupert • Seattle, Washington

Insider cabins from

$3,766

per Cabin

‌

7 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$3,766

per Cabin

‌

Departing on:

Thu, May 21 - Thu, May 28

from (US$)$3,766

Corfu, Dubrovnik & More

Piraeus (Athens) • Kotor • Dubrovnik • Corfu • Mykonos • Piraeus (Athens)

Insider cabins from

$3,082

per Cabin

‌

7 nights

Scarlet Lady

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$3,082

per Cabin

‌

Departing on:

Sun, May 24 - Sun, May 31

from (US$)$3,082

Amalfi Coast, Cannes & Ibiza

Civitavecchia (Rome) • Amalfi Coast (Salerno) • Cannes • Ibiza • Barcelona

Insider cabins from

$2,028

per Cabin

‌

6 nights

Valiant Lady

+ up to $100 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,028

per Cabin

‌

Departing on:

Mon, May 25 - Sun, May 31

from (US$)$2,028

Seattle, Juneau & Canadian Coasts

Seattle, Washington • Inside Passage (Cruising), Alaska • Ketchikan, Alaska • Juneau, Alaska • Tracy Arm Fjord (Cruising), Alaska • Prince Rupert • Seattle, Washington

Insider cabins from

$2,786

per Cabin

‌

7 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,786

per Cabin

‌

Departing on:

Thu, Aug 20 - Thu, Aug 27

Thu, May 28 - Thu, Jun 04

from (US$)$3,206

Spanish Isles, Rome & Cannes

Barcelona • Palma de Mallorca • Civitavecchia (Rome) • Cannes • Ibiza • Barcelona

Sea View cabins from

$2,506

per Cabin

‌

7 nights

Valiant Lady

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Sea View cabins from

$2,506

per Cabin

‌

Departing on:

Sun, May 31 - Sun, Jun 07

from (US$)$2,506

Alaskan Glacier Blues & Coastal Views

Seattle, Washington • Inside Passage (Cruising), Alaska • Ketchikan, Alaska • Sitka, Alaska • Tracy Arm Fjord (Cruising), Alaska • Prince Rupert • Seattle, Washington

Insider cabins from

$2,786

per Cabin

‌

7 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,786

per Cabin

‌

Departing on:

Thu, Aug 27 - Thu, Sep 03

Thu, Jun 04 - Thu, Jun 11

from (US$)$3,068

Thu, Jul 30 - Thu, Aug 06

Coastal Gems: Italy, France & Spain

Barcelona • Toulon • Marina di Carrara • Ajaccio, Corsica • Ibiza • Barcelona

Sea View cabins from

$2,506

per Cabin

‌

7 nights

Valiant Lady

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Sea View cabins from

$2,506

per Cabin

‌

Departing on:

Sun, Jun 07 - Sun, Jun 14

from (US$)$2,506

Cayman Isles & Bimini Beach Miles

Miami, Florida • George Town • Beach Club at Bimini • Miami, Florida

Insider cabins from

$1,590

per Cabin

‌

5 nights

Resilient Lady & Scarlet Lady

+ up to $100 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$1,590

per Cabin

‌

Departing on:

Mon, Nov 09 - Sat, Nov 14

from (US$)$1,590

Mon, Jun 08 - Sat, Jun 13

from (US$)$1,986

Sat, Jan 23 - Thu, Jan 28

from (US$)$1,590

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 • Victoria • Seattle, Washington

Insider cabins from

$5,496

per Cabin

‌

12 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

+ up to $300 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$5,496

per Cabin

‌

Departing on:

Thu, Jun 11 - Tue, Jun 23

from (US$)$5,496

RED HOT

Spanish Serenity to French Daydreams

Barcelona • Valencia • Palma de Mallorca • Cannes • Ibiza • Barcelona

Insider cabins from

$2,648

per Cabin

‌

7 nights

Valiant Lady

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,648

per Cabin

‌

Departing on:

Sun, Jun 14 - Sun, Jun 21

from (US$)$2,648

Starry Nights in Greece & Croatia

Piraeus (Athens) • Kotor • Dubrovnik • Corfu • Santorini • Bodrum • Mykonos • Piraeus (Athens)

Insider cabins from

$3,582

per Cabin

‌

10 nights

Scarlet Lady

+ up to $300 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$3,582

per Cabin

‌

Departing on:

Thu, Sep 10 - Sun, Sep 20

from (US$)$3,582

Sun, Jun 14 - Wed, Jun 24

from (US$)$4,002

RED HOT

Italian Vistas to Spanish Sunsets

Barcelona • Civitavecchia (Rome) • La Spezia • Cannes • Ibiza • Barcelona

Insider cabins from

$2,786

per Cabin

‌

7 nights

Valiant Lady

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,786

per Cabin

‌

Departing on:

Sun, Jun 21 - Sun, Jun 28

Mayan Sol

Miami, Florida • Costa Maya • Beach Club at Bimini • Miami, Florida

Insider cabins from

$1,590

per Cabin

‌

5 nights

Resilient Lady & Scarlet Lady

+ up to $100 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$1,590

per Cabin

‌

Departing on:

Mon, Jan 04 - Sat, Jan 09

from (US$)$1,590

Mon, Jun 22 - Sat, Jun 27

from (US$)$1,986

Sat, Nov 28 - Thu, Dec 03

from (US$)$1,690

Alaskan Inside Passage & Canadian Coasts

Seattle, Washington • Inside Passage (Cruising), Alaska • Ketchikan, Alaska • Icy Strait Point, Alaska • Hubbard Glacier (Cruising), Alaska • Sitka, Alaska • Victoria • Seattle, Washington

Insider cabins from

$4,122

per Cabin

‌

9 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

+ up to $300 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$4,122

per Cabin

‌

Departing on:

Tue, Jun 23 - Thu, Jul 02

from (US$)$4,122

RED HOT

Istanbul Delights & Santorini Dreams

Piraeus (Athens) • Istanbul • Kusadasi (Ephesus) • Mykonos • Rhodes • Santorini • Chania, Crete • Piraeus (Athens)

Insider cabins from

$3,960

per Cabin

‌

11 nights

Scarlet Lady

+ up to $300 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$3,960

per Cabin

‌

Departing on:

Wed, Jun 24 - Sun, Jul 05

from (US$)$3,960

RED HOT

Moroccan Marvels & Mediterranean Wonders

Barcelona • Tangier • Lisbon • La Coruña • Bilbao • Le Verdon (Bordeaux) • Portsmouth

Insider cabins from

$4,000

per Cabin

‌

10 nights

Valiant Lady

+ up to $300 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$4,000

per Cabin

‌

Departing on:

Sun, Jun 28 - Wed, Jul 08

from (US$)$4,000

Inside Passage: Eat & Drink Edition

Seattle, Washington • Inside Passage (Cruising), Alaska • Ketchikan, Alaska • Sitka, Alaska • Tracy Arm Fjord (Cruising), Alaska • Prince Rupert • Seattle, Washington

Insider cabins from

$3,346

per Cabin

‌

7 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$3,346

per Cabin

‌

Departing on:

Thu, Jul 02 - Thu, Jul 09

Thu, Jul 09 - Thu, Jul 16

Thu, Jul 16 - Thu, Jul 23

RED HOT

Emerald Isles & Highland Wonders

Portsmouth • Cork (Cobh) • Belfast • Dublin • Liverpool • Greenock (Glasgow) • Stornoway, Isle of Lewis • Kirkwall • Invergordon • Edinburgh • Zeebrugge (Bruges) • Portsmouth

Insider cabins from

$5,882

per Cabin

‌

14 nights

Valiant Lady

+ up to $300 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$5,882

per Cabin

‌

Departing on:

Wed, Jul 08 - Wed, Jul 22

from (US$)$5,882

RED HOT

Baltic Wonders & Nordic Nights

Portsmouth • Hamburg • Copenhagen • Stockholm • Tallinn • Oslo • Portsmouth

Insider cabins from

$5,880

per Cabin

‌

14 nights

Valiant Lady

+ up to $300 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$5,880

per Cabin

‌

Departing on:

Wed, Jul 22 - Wed, Aug 05

from (US$)$5,880

RED HOT

Spanish, French & Italian Classics

Barcelona • Palma de Mallorca • Marseille (Provence) • Cannes • Ajaccio, Corsica • La Spezia • Barcelona

Insider cabins from

$3,024

per Cabin

‌

8 nights

Scarlet Lady

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$3,024

per Cabin

‌

Departing on:

Sun, Aug 02 - Mon, Aug 10

from (US$)$3,024

RED HOT

Eclipse in the Land of Fire and Ice

Portsmouth • Dublin • Greenock (Glasgow) • Stornoway, Isle of Lewis • Akureyri • Siglufjörður • Ísafjörður • Reykjavik • Edinburgh • Portsmouth

Insider cabins from

$9,152

per Cabin

‌

15 nights

Valiant Lady

+ up to $300 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$9,152

per Cabin

‌

Departing on:

Wed, Aug 05 - Thu, Aug 20

from (US$)$9,152

RED HOT

Total Eclipse of the (Med)

Barcelona • Palma de Mallorca • Ibiza • Cannes • Ajaccio, Corsica • La Spezia • Amalfi Coast (Salerno) • Catania, Sicily • Civitavecchia (Rome)

Insider cabins from

$7,800

per Cabin

‌

12 nights

Scarlet Lady

+ up to $300 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$7,800

per Cabin

‌

Departing on:

Mon, Aug 10 - Sat, Aug 22

from (US$)$7,800

RED HOT

Bruges, Amsterdam, Hamburg & More

Portsmouth • Zeebrugge (Bruges) • Amsterdam • Hamburg • Portsmouth

Insider cabins from

$2,662

per Cabin

‌

7 nights

Valiant Lady

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,662

per Cabin

‌

Departing on:

Thu, Aug 20 - Thu, Aug 27

from (US$)$2,662

RED HOT

Sicily, Naples, Cannes & More

Civitavecchia (Rome) • Catania, Sicily • Naples • Ajaccio, Corsica • Cannes • Livorno (Florence/Pisa) • Civitavecchia (Rome)

Insider cabins from

$3,224

per Cabin

‌

9 nights

Scarlet Lady

+ up to $300 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$3,224

per Cabin

‌

Departing on:

Sat, Aug 22 - Mon, Aug 31

from (US$)$3,224

RED HOT

English Elegance to Idyllic Iceland

Portsmouth • Amsterdam • Edinburgh • Invergordon • Akureyri • Ísafjörður • Reykjavik

Insider cabins from

$3,782

per Cabin

‌

10 nights

Valiant Lady

+ up to $300 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$3,782

per Cabin

‌

Departing on:

Thu, Aug 27 - Sun, Sep 06

from (US$)$3,782

RED HOT

Rome, Florence, Mykonos & More

Civitavecchia (Rome) • Livorno (Florence/Pisa) • Naples • Catania, Sicily • Chania, Crete • Santorini • Mykonos • Piraeus (Athens)

Insider cabins from

$3,582

per Cabin

‌

10 nights

Scarlet Lady

+ up to $300 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$3,582

per Cabin

‌

Departing on:

Mon, Aug 31 - Thu, Sep 10

from (US$)$3,582

Seattle to Alaska & British Columbia

Seattle, Washington • Sitka, Alaska • Icy Strait Point, Alaska • Skagway, Alaska • Tracy Arm Fjord (Cruising), Alaska • Ketchikan, Alaska • Vancouver

Insider cabins from

$2,866

per Cabin

‌

8 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,866

per Cabin

‌

Departing on:

Thu, Sep 03 - Fri, Sep 11

from (US$)$2,866

RED HOT

Iceland, Greenland, Canada & NYC

Reykjavik • Ísafjörður • Prince Christian Sound (Cruising) • Qaqortoq • Nuuk • St. John's, Newfoundland • Halifax, Nova Scotia • New York City, New York

Insider cabins from

$4,396

per Cabin

‌

13 nights

Valiant Lady

+ up to $300 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$4,396

per Cabin

‌

Departing on:

Sun, Sep 06 - Sat, Sep 19

from (US$)$4,396

Vancouver Down the Cali Coast

Vancouver • Astoria, Oregon • San Francisco, California • Santa Barbara, California • Catalina Island, California • San Diego, California • Los Angeles, California

Insider cabins from

$2,384

per Cabin

‌

8 nights

Brilliant Lady

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,384

per Cabin

‌

Departing on:

Fri, Sep 11 - Sat, Sep 19

from (US$)$2,384

RED HOT

Mykonos Moons to Spanish Sunrises

Piraeus (Athens) • Mykonos • Catania, Sicily • Palma de Mallorca • Valencia • Barcelona

Insider cabins from

$2,368

per Cabin

‌

7 nights

Scarlet Lady

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,368

per Cabin

‌

Departing on:

Sun, Oct 04 - Sun, Oct 11

from (US$)$2,368

Spanish Isles & Transatlantic Miles

Barcelona • Casablanca • Gran Canaria • Santa Cruz de Tenerife • Miami, Florida

Sea View cabins from

$2,212

per Cabin

‌

14 nights

Scarlet Lady

+ up to $300 in drinks — on us

Getaways for 80% off 2nd Sailor

Sea View cabins from

$2,212

per Cabin

‌

Departing on:

Sun, Oct 11 - Sun, Oct 25

from (US$)$2,212

Miami to Grand Turk: Halloween Edition

Miami, Florida • Grand Turk • Puerto Plata • Beach Club at Bimini • Miami, Florida

Insider cabins from

$1,846

per Cabin

‌

6 nights

Scarlet Lady

+ up to $100 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$1,846

per Cabin

‌

Departing on:

Sun, Oct 25 - Sat, Oct 31

from (US$)$1,846

Mexico & Bimini: Halloween Edition

Miami, Florida • Cozumel (Playa del Carmen) • Costa Maya • Beach Club at Bimini • Miami, Florida

Insider cabins from

$1,968

per Cabin

‌

6 nights

Resilient Lady

+ up to $100 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$1,968

per Cabin

‌

Departing on:

Mon, Oct 26 - Sun, Nov 01

from (US$)$1,968

Picturesque Panama Canal Collective

Los Angeles, California • Cabo San Lucas • Puerto Quetzal • Puntarenas • Panama City • Panama Canal (Cruising) • Cartagena • Miami, Florida

Insider cabins from

$6,292

per Cabin

‌

17 nights

Brilliant Lady

+ up to $300 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$6,292

per Cabin

‌

Departing on:

Thu, Oct 29 - Sun, Nov 15

from (US$)$6,292

Scarlet's Haunted Halloween Soirée

Miami, Florida • Cozumel (Playa del Carmen) • Beach Club at Bimini • Miami, Florida

Insider cabins from

$1,688

per Cabin

‌

5 nights

Scarlet Lady

+ up to $100 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$1,688

per Cabin

‌

Departing on:

Sat, Oct 31 - Thu, Nov 05

from (US$)$1,688

Valiant's Haunted Halloween Soirée

San Juan • Willemstad • Oranjestad • Fort-de-France • Basseterre • San Juan

Insider cabins from

$2,366

per Cabin

‌

7 nights

Valiant Lady

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,366

per Cabin

‌

Departing on:

Sat, Oct 31 - Sat, Nov 07

from (US$)$2,366

Cayman Isles & Jamaican Miles

Miami, Florida • George Town • Ocho Rios • Beach Club at Bimini • Miami, Florida

Insider cabins from

$2,088

per Cabin

‌

7 nights

Resilient Lady

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,088

per Cabin

‌

Departing on:

Sun, Dec 13 - Sun, Dec 20

from (US$)$2,088

Sun, Nov 01 - Sun, Nov 08

from (US$)$2,298

Sun, Jan 17 - Sun, Jan 24

from (US$)$2,156

Sunny Miles of Tropical Isles

San Juan • Philipsburg, St. Maarten • Bridgetown • Castries • Fort-de-France • Basseterre • San Juan

Insider cabins from

$2,156

per Cabin

‌

7 nights

Valiant Lady

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,156

per Cabin

‌

Departing on:

Sat, Jan 16 - Sat, Jan 23

from (US$)$2,156

Sat, Nov 07 - Sat, Nov 14

from (US$)$2,368

Sat, Dec 12 - Sat, Dec 19

November Nights in the Eastern Caribbean

Miami, Florida • Puerto Plata • San Juan • Tortola • Beach Club at Bimini • Miami, Florida

Insider cabins from

$2,544

per Cabin

‌

8 nights

Resilient Lady

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,544

per Cabin

‌

Departing on:

Sun, Nov 08 - Mon, Nov 16

from (US$)$2,544

Caribbean East: Virgin & Saint Isles

San Juan • Tortola • Basseterre • St. John's • Castries • San Juan

Insider cabins from

$1,850

per Cabin

‌

6 nights

Valiant Lady

+ up to $100 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$1,850

per Cabin

‌

Departing on:

Sat, Jan 23 - Fri, Jan 29

from (US$)$1,850

Sat, Nov 14 - Fri, Nov 20

from (US$)$1,968

Sat, Mar 13 - Fri, Mar 19

from (US$)$2,090

St. Isles & Sun-soaked Seas

Miami, Florida • Philipsburg, St. Maarten • Tortola • Basseterre • St. John's • Beach Club at Bimini • Miami, Florida

Insider cabins from

$2,682

per Cabin

‌

10 nights

Brilliant Lady

+ up to $300 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,682

per Cabin

‌

Departing on:

Mon, Jan 25 - Thu, Feb 04

from (US$)$2,682

Sun, Nov 15 - Wed, Nov 25

from (US$)$2,780

Mon, Feb 22 - Thu, Mar 04

from (US$)$2,982

Captivating Costa Maya & Cozumel Charm

Miami, Florida • Costa Maya • Cozumel (Playa del Carmen) • Beach Club at Bimini • Miami, Florida

Insider cabins from

$1,908

per Cabin

‌

6 nights

Resilient Lady

+ up to $100 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$1,908

per Cabin

‌

Departing on:

Mon, Nov 16 - Sun, Nov 22

from (US$)$1,908

Thanksgiving: St. Isles, Aruba & Curaçao

San Juan • St. Thomas • Willemstad • Oranjestad • Basseterre • Philipsburg, St. Maarten • San Juan

Insider cabins from

$2,866

per Cabin

‌

8 nights

Valiant Lady

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,866

per Cabin

‌

Departing on:

Fri, Nov 20 - Sat, Nov 28

from (US$)$2,866

Jamaican Waves & Bimini Breeze

Miami, Florida • Ocho Rios • Beach Club at Bimini • Miami, Florida

Insider cabins from

$1,690

per Cabin

‌

5 nights

Scarlet Lady

+ up to $100 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$1,690

per Cabin

‌

Departing on:

Mon, Feb 15 - Sat, Feb 20

from (US$)$1,690

Mon, Nov 23 - Sat, Nov 28

from (US$)$1,890

Antiguan Elegance & Sunny St. Isles

San Juan • St. Thomas • Tortola • Basseterre • St. John's • Philipsburg, St. Maarten • San Juan

Insider cabins from

$2,296

per Cabin

‌

7 nights

Valiant Lady

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,296

per Cabin

‌

Departing on:

Sat, Nov 28 - Sat, Dec 05

St. Maarten, Tortola, San Juan & more

Miami, Florida • Philipsburg, St. Maarten • Tortola • St. Croix • San Juan • Puerto Plata • Beach Club at Bimini • Miami, Florida

Insider cabins from

$2,680

per Cabin

‌

10 nights

Brilliant Lady

+ up to $300 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,680

per Cabin

‌

Departing on:

Mon, Jan 11 - Thu, Jan 21

from (US$)$2,680

Mon, Nov 30 - Thu, Dec 10

from (US$)$2,780

Mon, Mar 08 - Thu, Mar 18

from (US$)$3,082

Sunsets in the Lesser Antilles

San Juan • Oranjestad • Willemstad • Fort-de-France • Basseterre • San Juan

Insider cabins from

$2,156

per Cabin

‌

7 nights

Valiant Lady

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,156

per Cabin

‌

Departing on:

Sat, Jan 09 - Sat, Jan 16

from (US$)$2,156

Sat, Dec 05 - Sat, Dec 12

from (US$)$2,226

Sat, Feb 27 - Sat, Mar 06

Pre-Holiday Caribbean Getaway

Miami, Florida • Philipsburg, St. Maarten • Tortola • San Juan • Beach Club at Bimini • Miami, Florida

Insider cabins from

$2,322

per Cabin

‌

9 nights

Brilliant Lady

+ up to $300 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,322

per Cabin

‌

Departing on:

Mon, Dec 14 - Wed, Dec 23

from (US$)$2,322

Valiant Caribbean Holidays

San Juan • Basseterre • Fort-de-France • Oranjestad • Willemstad • San Juan

Insider cabins from

$2,786

per Cabin

‌

7 nights

Valiant Lady

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,786

per Cabin

‌

Departing on:

Sat, Dec 19 - Sat, Dec 26

Resilient Caribbean Holidays

Miami, Florida • Puerto Plata • San Juan • Beach Club at Bimini • Miami, Florida

Insider cabins from

$2,788

per Cabin

‌

7 nights

Resilient Lady

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,788

per Cabin

‌

Departing on:

Sun, Dec 20 - Sun, Dec 27

from (US$)$2,788

Scarlet Caribbean Holidays

Miami, Florida • Cozumel (Playa del Carmen) • Beach Club at Bimini • Miami, Florida

Insider cabins from

$1,990

per Cabin

‌

5 nights

Scarlet Lady

+ up to $100 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$1,990

per Cabin

‌

Departing on:

Mon, Dec 21 - Sat, Dec 26

from (US$)$1,990

Brilliant Caribbean Holidays

Miami, Florida • Beach Club at Bimini • Puerto Plata • Miami, Florida

Insider cabins from

$2,192

per Cabin

‌

5 nights

Brilliant Lady

+ up to $100 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,192

per Cabin

‌

Departing on:

Wed, Dec 23 - Mon, Dec 28

from (US$)$2,192

Valiant New Year's Ahoy!

San Juan • Philipsburg, St. Maarten • Fort-de-France • Bridgetown • Castries • St. John's • San Juan

Insider cabins from

$4,186

per Cabin

‌

7 nights

Valiant Lady

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$4,186

per Cabin

‌

Departing on:

Sat, Dec 26 - Sat, Jan 02

from (US$)$4,186

Resilient New Year's Ahoy!

Miami, Florida • George Town • Ocho Rios • Beach Club at Bimini • Miami, Florida

Insider cabins from

$3,906

per Cabin

‌

7 nights

Resilient Lady

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$3,906

per Cabin

‌

Departing on:

Sun, Dec 27 - Sun, Jan 03

from (US$)$3,906

Brilliant New Year's Ahoy!

Miami, Florida • Philipsburg, St. Maarten • Basseterre • Tortola • St. John's • Beach Club at Bimini • Miami, Florida

Insider cabins from

$5,380

per Cabin

‌

10 nights

Brilliant Lady

+ up to $300 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$5,380

per Cabin

‌

Departing on:

Mon, Dec 28 - Thu, Jan 07

from (US$)$5,380

Scarlet New Year's Ahoy!

Miami, Florida • Puerto Plata • Beach Club at Bimini • Miami, Florida

Insider cabins from

$3,088

per Cabin

‌

5 nights

Scarlet Lady

+ up to $100 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$3,088

per Cabin

‌

Departing on:

Wed, Dec 30 - Mon, Jan 04

from (US$)$3,088

Puerto Rico to Aruba, Bonaire & More

San Juan • Oranjestad • Willemstad • Kralendijk • Fort-de-France • Philipsburg, St. Maarten • San Juan

Insider cabins from

$2,624

per Cabin

‌

8 nights

Valiant Lady

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,624

per Cabin

‌

Departing on:

Fri, Jan 29 - Sat, Feb 06

from (US$)$2,624

Aruban Sights & Antiguan Nights

San Juan • Oranjestad • Willemstad • St. John's • Philipsburg, St. Maarten • San Juan

Insider cabins from

$2,298

per Cabin

‌

7 nights

Valiant Lady

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,298

per Cabin

‌

Departing on:

Sat, Feb 06 - Sat, Feb 13

from (US$)$2,298

San Juan & St. Isles: Valentine’s Voyage

Miami, Florida • Philipsburg, St. Maarten • Tortola • St. Croix • San Juan • Puerto Plata • Beach Club at Bimini • Miami, Florida

Insider cabins from

$2,980

per Cabin

‌

10 nights

Brilliant Lady

+ up to $300 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,980

per Cabin

‌

Departing on:

Mon, Feb 08 - Thu, Feb 18

from (US$)$2,980

Key West & Bimini: Valentine’s Voyage

Miami, Florida • Key West, Florida • Beach Club at Bimini • Miami, Florida

Insider cabins from

$1,432

per Cabin

‌

4 nights

Scarlet Lady

+ up to $50 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$1,432

per Cabin

‌

Departing on:

Thu, Feb 11 - Mon, Feb 15

from (US$)$1,432

Lesser Antilles: Valentine's Day

San Juan • Oranjestad • Willemstad • Fort-de-France • Basseterre • San Juan

Insider cabins from

$2,438

per Cabin

‌

7 nights

Valiant Lady

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,438

per Cabin

‌

Departing on:

Sat, Feb 13 - Sat, Feb 20

from (US$)$2,438

PR, DR & Bimini: Valentine’s Voyage

Miami, Florida • San Juan • Puerto Plata • Beach Club at Bimini • Miami, Florida

Insider cabins from

$2,660

per Cabin

‌

7 nights

Resilient Lady

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,660

per Cabin

‌

Departing on:

Sun, Feb 14 - Sun, Feb 21

from (US$)$2,660

Saint Isles & The Greater Antilles

San Juan • Tortola • Castries • Bridgetown • Roseau • Philipsburg, St. Maarten • San Juan

Insider cabins from

$2,296

per Cabin

‌

7 nights

Valiant Lady

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,296

per Cabin

‌

Departing on:

Sat, Feb 20 - Sat, Feb 27

Barbados, Dominica & St. Isle Spring

San Juan • St. Thomas • Bridgetown • Kingstown • Roseau • Philipsburg, St. Maarten • San Juan

Insider cabins from

$2,786

per Cabin

‌

8 nights

Valiant Lady

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,786

per Cabin

‌

Departing on:

Fri, Mar 19 - Sat, Mar 27

Colorful Curaçao, Aruba & Antigua

San Juan • Willemstad • Oranjestad • St. John's • Philipsburg, St. Maarten • San Juan

Insider cabins from

$2,436

per Cabin

‌

7 nights

Valiant Lady

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,436

per Cabin

‌

Departing on: