Explore cruise vacations

Up to $400 in drinks

Getaways for 80% off 2nd Sailor

Insider cabins from

£77~~£113~~

per Sailor per night

Departing on:

Mon, Oct 19 - Sat, Oct 31

from £77

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

£77~~£116~~

per Sailor per night

9 nights

Valiant Lady

Up to $300 in drinks

Getaways for 80% off 2nd Sailor

Insider cabins from

£77~~£116~~

per Sailor per night

Departing on:

Sat, Mar 28 - Mon, Apr 06

from £77

Cayman Coves & Jamaican Waterfalls

Miami, Florida
Ocho Rios, Jamaica
George Town, Grand Cayman
The Beach Club at Bimini, Bahamas
Miami, Florida

Insider cabins from

£82~~£120~~

per Sailor per night

7 nights

Resilient Lady

Up to $300 in drinks

Getaways for 80% off 2nd Sailor

Insider cabins from

£82~~£120~~

per Sailor per night

Departing on:

Sat, Jan 24 - Sat, Jan 31

from £82

Sat, Feb 21 - Sat, Feb 28

Sun, Feb 21 - Sun, Feb 28

Eastern Caribbean & Bimini Beach Club

Miami, Florida
San Juan, Puerto Rico
Samaná, Dominican Republic
The Beach Club at Bimini, Bahamas
Miami, Florida

Insider cabins from

£84~~£125~~

per Sailor per night

7 nights

Resilient Lady

Up to $300 in drinks

Getaways for 80% off 2nd Sailor

Insider cabins from

£84~~£125~~

per Sailor per night

Departing on:

Sat, Jan 17 - Sat, Jan 24

from £84

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

£84~~£125~~

per Sailor per night

7 nights

Resilient Lady

Up to $300 in drinks

Getaways for 80% off 2nd Sailor

Insider cabins from

£84~~£125~~

per Sailor per night

Departing on:

Sat, Jan 31 - Sat, Feb 07

from £84

Sat, Feb 28 - Sat, Mar 07

Quaint Castries to Elegant Antigua

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

Insider cabins from

£85~~£131~~

per Sailor per night

7 nights

Valiant Lady

Up to $300 in drinks

Getaways for 80% off 2nd Sailor

Insider cabins from

£85~~£131~~

per Sailor per night

Departing on:

Sat, Mar 07 - Sat, Mar 14

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

£85~~£122~~

per Sailor per night

9 nights

Valiant Lady

Up to $300 in drinks

Getaways for 80% off 2nd Sailor

Insider cabins from

£85~~£122~~

per Sailor per night

Departing on:

Thu, Apr 16 - Sat, Apr 25

Cozumel, Grand Cayman & Bimini

Miami, Florida
George Town, Grand Cayman
Cozumel, Mexico
The Beach Club at Bimini, Bahamas
Miami, Florida

Insider cabins from

£85~~£120~~

per Sailor per night

7 nights

Resilient Lady

Up to $300 in drinks

Getaways for 80% off 2nd Sailor

Insider cabins from

£85~~£120~~

per Sailor per night

Departing on:

Sat, Jan 03 - Sat, Jan 10

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

£85~~£123~~

per Sailor per night

7 nights

Resilient Lady

Sat, Dec 13 - Sat, Dec 20

Up to $300 in drinks

Getaways for 80% off 2nd Sailor

Insider cabins from

£85~~£123~~

per Sailor per night

Departing on:

2025Best Rate

Sat, Feb 07 - Sat, Feb 14

Sat, Feb 14 - Sat, Feb 21

Cayman Isles & Jamaican Miles

Miami, Florida
George Town, Grand Cayman
Ocho Rios, Jamaica
The Beach Club at Bimini, Bahamas
Miami, Florida

Insider cabins from

£85~~£124~~

per Sailor per night

7 nights

Resilient Lady

Up to $300 in drinks

Getaways for 80% off 2nd Sailor

Insider cabins from

£85~~£124~~

per Sailor per night

Departing on:

Sat, Jan 10 - Sat, Jan 17

Sat, Mar 07 - Sat, Mar 14

Sun, Nov 01 - Sun, Nov 08

Magnetic Miami to Gorgeous George Town

Miami, Florida
Willemstad, Curaçao
Oranjestad, Aruba
Cartagena, Colombia
Ocho Rios, Jamaica
George Town, Grand Cayman
Miami, Florida

Insider cabins from

£92~~£142~~

per Sailor per night

11 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

Up to $400 in drinks

Getaways for 80% off 2nd Sailor

Insider cabins from

£92~~£142~~

per Sailor per night

Departing on:

Sun, Feb 01 - Thu, Feb 12

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

£92~~£138~~

per Sailor per night

8 nights

Resilient Lady

Up to $300 in drinks

Getaways for 80% off 2nd Sailor

Insider cabins from

£92~~£138~~

per Sailor per night

Departing on:

Sat, Jan 30 - Sun, Feb 07

Aruban Sunsets & Calm Cayman Days

Miami, Florida
Oranjestad, Aruba
Cartagena, Colombia
Ocho Rios, Jamaica
George Town, Grand Cayman
Miami, Florida

Insider cabins from

£92~~£143~~

per Sailor per night

11 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

Up to $400 in drinks

Getaways for 80% off 2nd Sailor

Insider cabins from

£92~~£143~~

per Sailor per night

Departing on:

Sun, Mar 01 - Thu, Mar 12

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

£92~~£134~~

per Sailor per night

8 nights

Resilient Lady

Up to $300 in drinks

Getaways for 80% off 2nd Sailor

Insider cabins from

£92~~£134~~

per Sailor per night

Departing on:

Sat, Jan 16 - Sun, Jan 24

Sat, Mar 13 - Sun, Mar 21

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

£92~~£138~~

per Sailor per night

7 nights

Resilient Lady

Up to $300 in drinks

Getaways for 80% off 2nd Sailor

Insider cabins from

£92~~£138~~

per Sailor per night

Departing on:

Sat, Mar 28 - Sat, Apr 04

Sun, Jan 03 - Sun, Jan 10

Sat, Apr 18 - Sat, Apr 25

Eastern Caribbean Antilles

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

£92~~£139~~

per Sailor per night

8 nights

Resilient Lady

Up to $300 in drinks

Getaways for 80% off 2nd Sailor

Insider cabins from

£92~~£139~~

per Sailor per night

Departing on:

Sat, Dec 05 - Sun, Dec 13

Barbados, Antigua, BVI & More

San Juan, Puerto Rico
Tortola, British Virgin Islands
Bridgetown, Barbados
Fort-de-France, Martinique
St. John's, Antigua
Philipsburg, St. Maarten
San Juan, Puerto Rico

Insider cabins from

£92~~£143~~

per Sailor per night

7 nights

Valiant Lady

Up to $300 in drinks

Getaways for 80% off 2nd Sailor

Insider cabins from

£92~~£143~~

per Sailor per night

Departing on:

Sat, Jan 24 - Sat, Jan 31

Riviera Maya

Miami, Florida
Cozumel, Mexico
The Beach Club at Bimini, Bahamas
Miami, Florida

Insider cabins from

£92~~£128~~

per Sailor per night

5 nights

Scarlet Lady

Up to $100 in drinks

Getaways for 80% off 2nd Sailor

Insider cabins from

£92~~£128~~

per Sailor per night

Departing on:

Sun, Jan 11 - Fri, Jan 16

Sun, Jan 25 - Fri, Jan 30

Sun, Feb 08 - Fri, Feb 13

Spanish Isles & Transatlantic Miles

Barcelona
Casablanca, Morocco
Las Palmas de Gran Canaria, Spain
Santa Cruz de Tenerife, Spain
Miami, Florida

Insider cabins from

£95~~£153~~

per Sailor per night

14 nights

Scarlet Lady

Up to $400 in drinks

Getaways for 80% off 2nd Sailor

Insider cabins from

£95~~£153~~

per Sailor per night

Departing on:

Sun, Oct 11 - Sun, Oct 25

from £95

Antigua, Martinique, & Barbados & More

San Juan, Puerto Rico
Philipsburg, St. Maarten
Bridgetown, Barbados
Fort-de-France, Martinique
St. John's, Antigua
Tortola, British Virgin Islands
San Juan, Puerto Rico

Insider cabins from

£100~~£156~~

per Sailor per night

7 nights

Valiant Lady

Up to $300 in drinks

Getaways for 80% off 2nd Sailor

Insider cabins from

£100~~£156~~

per Sailor per night

Departing on:

Sat, Feb 21 - Sat, Feb 28

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

£100~~£155~~

per Sailor per night

7 nights

Valiant Lady

Up to $300 in drinks

Getaways for 80% off 2nd Sailor

Insider cabins from

£100~~£155~~

per Sailor per night

Departing on:

Sat, Nov 07 - Sat, Nov 14

Sat, Feb 28 - Sat, Mar 07

Sat, Jan 16 - Sat, Jan 23

St. Isles & Sun-soaked Seas

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

£100~~£149~~

per Sailor per night

10 nights

Brilliant Lady

Up to $400 in drinks

Getaways for 80% off 2nd Sailor

Insider cabins from

£100~~£149~~

per Sailor per night

Departing on:

Mon, Jan 25 - Thu, Feb 04

Mon, Feb 22 - Thu, Mar 04

Sun, Nov 15 - Wed, Nov 25

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

£100~~£145~~

per Sailor per night

7 nights

Resilient Lady

Up to $300 in drinks

Getaways for 80% off 2nd Sailor

Insider cabins from

£100~~£145~~

per Sailor per night

Departing on:

Sun, Feb 28 - Sun, Mar 07

Sun, Feb 07 - Sun, Feb 14

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

£100~~£146~~

per Sailor per night

6 nights

Resilient Lady

Up to $300 in drinks

Getaways for 80% off 2nd Sailor

Insider cabins from

£100~~£146~~

per Sailor per night

Departing on:

Sun, Nov 29 - Sat, Dec 05

Sun, Dec 13 - Sat, Dec 19

Sun, Jan 10 - Sat, Jan 16

Caribbean East: Virgin & Saint Isles

San Juan, Puerto Rico
Tortola, British Virgin Islands
St. John's, Antigua
Castries, St. Lucia
Basseterre, St. Kitts and Nevis
San Juan, Puerto Rico

Insider cabins from

£100~~£150~~

per Sailor per night

6 nights

Valiant Lady

Up to $300 in drinks

Getaways for 80% off 2nd Sailor

Insider cabins from

£100~~£150~~

per Sailor per night

Departing on:

Sat, Nov 14 - Fri, Nov 20

Sat, Jan 23 - Fri, Jan 29

Sat, Mar 13 - Fri, Mar 19

Sunsets in the Lesser Antilles

San Juan, Puerto Rico
Oranjestad, Aruba
Willemstad, Curaçao
Fort-de-France, Martinique
Basseterre, St. Kitts and Nevis
San Juan, Puerto Rico

Insider cabins from

£100~~£157~~

per Sailor per night

7 nights

Valiant Lady

Up to $300 in drinks

Getaways for 80% off 2nd Sailor

Insider cabins from

£100~~£157~~

per Sailor per night

Departing on:

Sat, Mar 14 - Sat, Mar 21

Sat, Dec 05 - Sat, Dec 12

Sat, Jan 09 - Sat, Jan 16

Captivating Costa Maya & Cozumel Charm

Miami, Florida
Costa Maya, Mexico
Cozumel, Mexico
The Beach Club at Bimini, Bahamas
Miami, Florida

Insider cabins from

£100~~£144~~

per Sailor per night

6 nights

Resilient Lady

Up to $300 in drinks

Getaways for 80% off 2nd Sailor

Insider cabins from

£100~~£144~~

per Sailor per night

Departing on:

Mon, Nov 16 - Sun, Nov 22

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

£104~~£163~~

per Sailor per night

7 nights

Valiant Lady

Up to $300 in drinks

Getaways for 80% off 2nd Sailor

Insider cabins from

£104~~£163~~

per Sailor per night

Departing on:

Sat, Feb 14 - Sat, Feb 21

November Nights in the Eastern Caribbean

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

£104~~£157~~

per Sailor per night

8 nights

Resilient Lady

Up to $300 in drinks

Getaways for 80% off 2nd Sailor

Insider cabins from

£104~~£157~~

per Sailor per night

Departing on:

Sun, Nov 08 - Mon, Nov 16

Dominican Daze

Miami, Florida
Puerto Plata, Dominican Republic
The Beach Club at Bimini, Bahamas
Miami, Florida

Insider cabins from

£108~~£159~~

per Sailor per night

5 nights

Resilient Lady

Up to $100 in drinks

Getaways for 80% off 2nd Sailor

Insider cabins from

£108~~£159~~

per Sailor per night

Departing on:

Mon, Sep 28 - Sat, Oct 03

Mon, Oct 12 - Sat, Oct 17

Mon, Aug 31 - Sat, Sep 05

Antiguan Elegance & Sunny St. Isles

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

£108~~£164~~

per Sailor per night

7 nights

Valiant Lady

Up to $300 in drinks

Getaways for 80% off 2nd Sailor

Insider cabins from

£108~~£164~~

per Sailor per night

Departing on:

Sat, Nov 28 - Sat, Dec 05

Hollywood Sunsets & Mexican Horizons

Los Angeles, California
Cabo San Lucas, Mexico
Mazatlán, Mexico
Puerto Vallarta, Mexico
Los Angeles, California

Insider cabins from

£108~~£161~~

per Sailor per night

7 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

Up to $300 in drinks

Getaways for 80% off 2nd Sailor

Insider cabins from

£108~~£161~~

per Sailor per night

Departing on:

Sat, Sep 26 - Sat, Oct 03

Sat, Oct 03 - Sat, Oct 10

Sat, Oct 10 - Sat, Oct 17

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

£108~~£168~~

per Sailor per night

8 nights

Valiant Lady

Up to $300 in drinks

Getaways for 80% off 2nd Sailor

Insider cabins from

£108~~£168~~

per Sailor per night

Departing on:

Fri, Nov 20 - Sat, Nov 28

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

£108~~£156~~

per Sailor per night

17 nights

Brilliant Lady

Up to $400 in drinks

Getaways for 80% off 2nd Sailor

Insider cabins from

£108~~£156~~

per Sailor per night

Departing on:

Thu, Oct 29 - Sun, Nov 15

Puerto Rico to Aruba, Bonaire & More

San Juan, Puerto Rico
Oranjestad, Aruba
Willemstad, Curaçao
Kralendijk, Bonaire
Fort-de-France, Martinique
Philipsburg, St. Maarten
San Juan, Puerto Rico

Insider cabins from

£108~~£163~~

per Sailor per night

8 nights

Valiant Lady

Up to $300 in drinks

Getaways for 80% off 2nd Sailor

Insider cabins from

£108~~£163~~

per Sailor per night

Departing on:

Fri, Jan 29 - Sat, Feb 06

Mexican Riviera Halloween Cruise

Los Angeles, California
Cabo San Lucas, Mexico
Puerto Vallarta, Mexico
Mazatlán, Mexico
Los Angeles, California

Insider cabins from

£108~~£164~~

per Sailor per night

7 nights

Brilliant Lady

Up to $300 in drinks

Getaways for 80% off 2nd Sailor

Insider cabins from

£108~~£164~~

per Sailor per night

Departing on:

Sat, Oct 17 - Sat, Oct 24

Aruba, Bonaire, Colombia, Jamaica & More

Miami, Florida
Oranjestad, Aruba
Kralendijk, Bonaire
Cartagena, Colombia
Ocho Rios, Jamaica
George Town, Grand Cayman
Miami, Florida

Sea View cabins from

£108~~£168~~

per Sailor per night

11 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

Up to $400 in drinks

Getaways for 80% off 2nd Sailor

Sea View cabins from

£108~~£168~~

per Sailor per night

Departing on:

Sun, Jan 04 - Thu, Jan 15

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

Insider cabins from

£108~~£167~~

per Sailor per night

9 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

Up to $300 in drinks

Getaways for 80% off 2nd Sailor

Insider cabins from

£108~~£167~~

per Sailor per night

Departing on:

Thu, Mar 12 - Sat, Mar 21

Pre-Holiday Caribbean Getaway

Miami, Florida
Philipsburg, St. Maarten
Tortola, British Virgin Islands
San Juan, Puerto Rico
The Beach Club at Bimini, Bahamas
Miami, Florida

Insider cabins from

£108~~£166~~

per Sailor per night

9 nights

Brilliant Lady

Up to $300 in drinks

Getaways for 80% off 2nd Sailor

Insider cabins from

£108~~£166~~

per Sailor per night

Departing on:

Mon, Dec 14 - Wed, Dec 23

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

Insider cabins from

£108~~£169~~

per Sailor per night

7 nights

Valiant Lady

Up to $300 in drinks

Getaways for 80% off 2nd Sailor

Insider cabins from

£108~~£169~~

per Sailor per night

Departing on:

Sat, Oct 31 - Sat, Nov 07

LA Lights & Vancouver Vistas

Los Angeles, California
Catalina Island, California
San Francisco, California
Astoria, Oregon
Victoria, British Columbia
Vancouver, British Columbia

Insider cabins from

£108~~£162~~

per Sailor per night

8 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

Up to $300 in drinks

Getaways for 80% off 2nd Sailor

Insider cabins from

£108~~£162~~

per Sailor per night

Departing on:

Sun, May 03 - Mon, May 11

San Juan & St. Isles: Valentine’s Voyage

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

£108~~£161~~

per Sailor per night

10 nights

Brilliant Lady

Up to $400 in drinks

Getaways for 80% off 2nd Sailor

Insider cabins from

£108~~£161~~

per Sailor per night

Departing on:

Mon, Feb 08 - Thu, Feb 18

Eastern Caribbean & Bimini Beach Club

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

£108~~£164~~

per Sailor per night

8 nights

Resilient Lady

Up to $300 in drinks

Getaways for 80% off 2nd Sailor

Insider cabins from

£108~~£164~~

per Sailor per night

Departing on:

Sat, Mar 27 - Sun, Apr 04

Eastern Caribbean Cruise

Miami, Florida
Grand Turk, Turks and Caicos
Samaná, Dominican Republic
Puerto Plata, Dominican Republic
Miami, Florida

Insider cabins from

£108~~£165~~

per Sailor per night

6 nights

Resilient Lady

Up to $300 in drinks

Getaways for 80% off 2nd Sailor

Insider cabins from

£108~~£165~~

per Sailor per night

Departing on:

Sun, Mar 21 - Sat, Mar 27

Western Caribbean Cruise

Miami, Florida
Roatán, Honduras
Costa Maya, Mexico
Cozumel, Mexico
Miami, Florida

Insider cabins from

£115~~£171~~

per Sailor per night

6 nights

Resilient Lady

Up to $300 in drinks

Getaways for 80% off 2nd Sailor

Insider cabins from

£115~~£171~~

per Sailor per night

Departing on:

Sat, Mar 14 - Fri, Mar 20

St. Maarten, Tortola, San Juan & more

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

£115~~£174~~

per Sailor per night

10 nights

Brilliant Lady

Up to $400 in drinks

Getaways for 80% off 2nd Sailor

Insider cabins from

£115~~£174~~

per Sailor per night

Departing on:

Mon, Mar 08 - Thu, Mar 18

Mon, Jan 11 - Thu, Jan 21

Mon, Nov 30 - Thu, Dec 10

Mayan Sol

Miami, Florida
Costa Maya, Mexico
The Beach Club at Bimini, Bahamas
Miami, Florida

Insider cabins from

£115~~£169~~

per Sailor per night

5 nights

Scarlet Lady

Up to $100 in drinks

Getaways for 80% off 2nd Sailor

Insider cabins from

£115~~£169~~

per Sailor per night

Departing on:

Sat, Dec 12 - Thu, Dec 17

Mon, Jan 04 - Sat, Jan 09

Mexico & Bimini: Halloween Edition

Miami, Florida
Cozumel, Mexico
Costa Maya, Mexico
The Beach Club at Bimini, Bahamas
Miami, Florida

Insider cabins from

£115~~£170~~

per Sailor per night

6 nights

Resilient Lady

Up to $300 in drinks

Getaways for 80% off 2nd Sailor

Insider cabins from

£115~~£170~~

per Sailor per night

Departing on:

Mon, Oct 26 - Sun, Nov 01

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

£115~~£175~~

per Sailor per night

7 nights

Valiant Lady

Up to $300 in drinks

Getaways for 80% off 2nd Sailor

Insider cabins from

£115~~£175~~

per Sailor per night

Departing on:

Sat, Feb 06 - Sat, Feb 13

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

£115~~£175~~

per Sailor per night

7 nights

Valiant Lady

Up to $300 in drinks

Getaways for 80% off 2nd Sailor

Insider cabins from

£115~~£175~~

per Sailor per night

Departing on:

Sat, Feb 20 - Sat, Feb 27

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

£115~~£177~~

per Sailor per night

8 nights

Valiant Lady

Up to $300 in drinks

Getaways for 80% off 2nd Sailor

Insider cabins from

£115~~£177~~

per Sailor per night

Departing on:

Fri, Mar 19 - Sat, Mar 27

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

£115~~£176~~

per Sailor per night

7 nights

Valiant Lady

Up to $300 in drinks

Getaways for 80% off 2nd Sailor

Insider cabins from

£115~~£176~~

per Sailor per night

Departing on:

Sat, Feb 13 - Sat, Feb 20

★

From $99 per Sailor per night

Saint (Isles) & Seas of the Caribbean

San Juan, Puerto Rico
Philipsburg, St. Maarten
Bridgetown, Barbados
Castries, St. Lucia
St. John's, Antigua
Tortola, British Virgin Islands
San Juan, Puerto Rico

Insider cabins from

£115~~£174~~

per Sailor per night

7 nights

Valiant Lady

Up to $300 in drinks

Getaways for 80% off 2nd Sailor

Insider cabins from

£115~~£174~~

per Sailor per night

Departing on:

Sat, Mar 06 - Sat, Mar 13

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

£115~~£178~~

per Sailor per night

8 nights

Resilient Lady

Up to $300 in drinks

Getaways for 80% off 2nd Sailor

Insider cabins from

£115~~£178~~

per Sailor per night

Departing on:

Fri, Mar 20 - Sat, Mar 28

Cayman Isles & Bimini Beach Miles

Miami, Florida
George Town, Grand Cayman
The Beach Club at Bimini, Bahamas
Miami, Florida

Insider cabins from

£115~~£161~~

per Sailor per night

5 nights

Scarlet Lady

Up to $100 in drinks

Getaways for 80% off 2nd Sailor

Insider cabins from

£115~~£161~~

per Sailor per night

Departing on:

Sat, Jan 23 - Thu, Jan 28

Saint (Isles) & Seas of the Caribbean

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

£116~~£182~~

per Sailor per night

7 nights

Valiant Lady

Up to $300 in drinks

Getaways for 80% off 2nd Sailor

Insider cabins from

£116~~£182~~

per Sailor per night

Departing on:

Sat, Mar 21 - Sat, Mar 28

Sat, Jan 02 - Sat, Jan 09

Fire & Sunset Soirées

Miami, Florida
Key West, Florida
The Beach Club at Bimini, Bahamas
Miami, Florida

Insider cabins from

£116~~£161~~

per Sailor per night

4 nights

Brilliant Lady

Up to $100 in drinks

Getaways for 80% off 2nd Sailor

Insider cabins from

£116~~£161~~

per Sailor per night

Departing on:

Thu, Jan 07 - Mon, Jan 11

Thu, Feb 04 - Mon, Feb 08

SoCal & Ensenada: Halloween Edition

Los Angeles, California
Catalina Island, California
San Diego, California
Ensenada, Mexico
Los Angeles, California

Insider cabins from

£116~~£169~~

per Sailor per night

5 nights

Brilliant Lady

Up to $100 in drinks

Getaways for 80% off 2nd Sailor

Insider cabins from

£116~~£169~~

per Sailor per night

Departing on:

Sat, Oct 24 - Thu, Oct 29