Explore 390 cruise vacations

Showing cruise vacations: Caribbean, October 2025 - April 2027

Quick find:

Dominican Daze

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

Insider cabins from

$1,390~~$2,062~~

per Cabin

5 nights

Scarlet Lady, Resilient Lady, Brilliant Lady & Valiant Lady

BOOK NOW

+ up to $100 free drinks

80% off second Sailor

Insider cabins from

$1,390~~$2,062~~

per Cabin

Departing on:

2026Best Rate

Mon, Aug 31 - Sat, Sep 05

from (US$)$1,390

2025

Fri, Nov 07 - Wed, Nov 12

from (US$)$1,490

2025

Fri, Dec 05 - Wed, Dec 10

from (US$)$1,490

Colorful Curaçao to the Charming Caymans

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

Insider cabins from

$2,856~~$4,432~~

per Cabin

12 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

BOOK NOW

+ up to $400 free drinks

80% off second Sailor

Insider cabins from

$2,856~~$4,432~~

per Cabin

Departing on:

2025

Sat, Nov 08 - Thu, Nov 20

from (US$)$2,856

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

$1,386~~$2,112~~

per Cabin

7 nights

Valiant Lady

BOOK NOW

+ up to $300 free drinks

80% off second Sailor

Insider cabins from

$1,386~~$2,112~~

per Cabin

Departing on:

2025Best Rate

Sat, Nov 08 - Sat, Nov 15

from (US$)$1,386

2026

Sat, Mar 21 - Sat, Mar 28

from (US$)$2,410

2027

Sat, Jan 02 - Sat, Jan 09

from (US$)$1,946

Western Caribbean & Bimini Beach Club

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

Insider cabins from

$1,456~~$2,046~~

per Cabin

6 nights

Resilient Lady

BOOK NOW

+ up to $300 free drinks

80% off second Sailor

Insider cabins from

$1,456~~$2,046~~

per Cabin

Departing on:

2025

Sun, Nov 09 - Sat, Nov 15

from (US$)$1,456

Fire & Sunset Soirées

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

Sea View cabins from

$1,192~~$1,728~~

per Cabin

4 nights

Scarlet Lady, Resilient Lady, Brilliant Lady & Valiant Lady

BOOK NOW

+ up to $100 free drinks

80% off second Sailor

Sea View cabins from

$1,192~~$1,728~~

per Cabin

Departing on:

2026Best Rate

Wed, Jan 07 - Sun, Jan 11

from (US$)$1,192

2025

Wed, Nov 12 - Sun, Nov 16

from (US$)$1,432

2025

Wed, Nov 26 - Sun, Nov 30

from (US$)$3,992

Only suites remaining

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

$1,386~~$2,008~~

per Cabin

7 nights

Resilient Lady & Scarlet Lady

BOOK NOW

+ up to $300 free drinks

80% off second Sailor

Insider cabins from

$1,386~~$2,008~~

per Cabin

Departing on:

2025Best Rate

Sat, Nov 15 - Sat, Nov 22

from (US$)$1,386

2026

Sat, Mar 28 - Sat, Apr 04

from (US$)$2,366

2026

Sat, Apr 18 - Sat, Apr 25

from (US$)$2,506

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

$1,806~~$2,838~~

per Cabin

7 nights

Valiant Lady

BOOK NOW

+ up to $300 free drinks

80% off second Sailor

Insider cabins from

$1,806~~$2,838~~

per Cabin

Departing on:

2026Best Rate

Sat, Feb 28 - Sat, Mar 07

from (US$)$1,806

2025

Sat, Nov 15 - Sat, Nov 22

from (US$)$2,876

2026

Sat, Nov 07 - Sat, Nov 14

from (US$)$1,806

Riviera Maya

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

Insider cabins from

$1,090~~$1,470~~

per Cabin

5 nights

Scarlet Lady & Resilient Lady

BOOK NOW

+ up to $100 free drinks

80% off second Sailor

Insider cabins from

$1,090~~$1,470~~

per Cabin

Departing on:

2025Best Rate

Sun, Nov 16 - Fri, Nov 21

from (US$)$1,090

2025

Sun, Dec 14 - Fri, Dec 19

from (US$)$1,390

2026

Sun, Jan 11 - Fri, Jan 16

from (US$)$1,190

Sunny San Juan & Isles of Beach Miles

Miami, Florida
Puerto Plata, Dominican Republic
San Juan, Puerto Rico
Philipsburg, St. Maarten
St. Croix, U.S. Virgin Islands
Miami, Florida

Insider cabins from

$2,064~~$3,188~~

per Cabin

8 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

BOOK NOW

+ up to $300 free drinks

80% off second Sailor

Insider cabins from

$2,064~~$3,188~~

per Cabin

Departing on:

2025

Thu, Nov 20 - Fri, Nov 28

from (US$)$2,064

Miami, Grand Turk (& back)

Miami, Florida
Grand Turk, Turks and Caicos
The Beach Club at Bimini, Bahamas
Miami, Florida

Insider cabins from

$1,490~~$2,232~~

per Cabin

5 nights

Scarlet Lady & Resilient Lady

BOOK NOW

+ up to $100 free drinks

80% off second Sailor

Insider cabins from

$1,490~~$2,232~~

per Cabin

Departing on:

2026Best Rate

Sat, Oct 03 - Thu, Oct 08

from (US$)$1,490

2025

Fri, Nov 21 - Wed, Nov 26

from (US$)$2,110

2025

Sun, Nov 30 - Fri, Dec 05

from (US$)$1,590

Cayman Coves & Jamaican Waterfalls

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

Insider cabins from

$1,386~~$1,998~~

per Cabin

7 nights

Resilient Lady

BOOK NOW

+ up to $300 free drinks

80% off second Sailor

Insider cabins from

$1,386~~$1,998~~

per Cabin

Departing on:

2025Best Rate

Sat, Nov 22 - Sat, Nov 29

from (US$)$1,386

2025

Sat, Dec 06 - Sat, Dec 13

from (US$)$1,386

2026

Sat, Jan 24 - Sat, Jan 31

from (US$)$1,666

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

$1,414~~$2,154~~

per Cabin

7 nights

Valiant Lady

BOOK NOW

+ up to $300 free drinks

80% off second Sailor

Insider cabins from

$1,414~~$2,154~~

per Cabin

Departing on:

2025

Sat, Nov 22 - Sat, Nov 29

from (US$)$1,414

Antigua Waves & Grand Turk Caves

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

$1,962~~$3,000~~

per Cabin

9 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

BOOK NOW

+ up to $300 free drinks

80% off second Sailor

Insider cabins from

$1,962~~$3,000~~

per Cabin

Departing on:

2025Best Rate

Fri, Nov 28 - Sun, Dec 07

from (US$)$1,962

2026

Fri, Feb 20 - Sun, Mar 01

from (US$)$3,042

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

$1,386~~$2,022~~

per Cabin

7 nights

Resilient Lady

BOOK NOW

+ up to $300 free drinks

80% off second Sailor

Insider cabins from

$1,386~~$2,022~~

per Cabin

Departing on:

2025Best Rate

Sat, Nov 29 - Sat, Dec 06

from (US$)$1,386

2026

Sat, Jan 17 - Sat, Jan 24

from (US$)$1,386

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

RockStar Quarters suites from

$4,440

per Cabin

6 nights

Valiant Lady

BOOK NOW

+ up to $300 free drinks

80% off second Sailor

RockStar Quarters suites from

$4,440

per Cabin

Departing on:

2025

Sat, Nov 29 - Fri, Dec 05

from (US$)$4,440

Only suites remaining

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

Insider cabins from

$1,584~~$2,440~~

per Cabin

8 nights

Valiant Lady

BOOK NOW

+ up to $300 free drinks

80% off second Sailor

Insider cabins from

$1,584~~$2,440~~

per Cabin

Departing on:

2025

Fri, Dec 05 - Sat, Dec 13

from (US$)$1,584

Aruban Sunsets & Calm Cayman Days

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

Insider cabins from

$2,532~~$3,918~~

per Cabin

11 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

BOOK NOW

+ up to $400 free drinks

80% off second Sailor

Insider cabins from

$2,532~~$3,918~~

per Cabin

Departing on:

2025Best Rate

Sun, Dec 07 - Thu, Dec 18

from (US$)$2,532

2026

Sun, Mar 01 - Thu, Mar 12

from (US$)$2,618

Cayman Coves & Jamaican Waterfalls

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

Insider cabins from

$1,386~~$1,998~~

per Cabin

7 nights

Resilient Lady

BOOK NOW

+ up to $300 free drinks

80% off second Sailor

Insider cabins from

$1,386~~$1,998~~

per Cabin

Departing on:

2025Best Rate

Sat, Dec 13 - Sat, Dec 20

from (US$)$1,386

2026

Sat, Feb 07 - Sat, Feb 14

from (US$)$1,806

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

Insider cabins from

$1,412~~$2,170~~

per Cabin

7 nights

Valiant Lady

BOOK NOW

+ up to $300 free drinks

80% off second Sailor

Insider cabins from

$1,412~~$2,170~~

per Cabin

Departing on:

2025

Sat, Dec 13 - Sat, Dec 20

from (US$)$1,412

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

$2,064~~$3,192~~

per Cabin

8 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

BOOK NOW

+ up to $300 free drinks

80% off second Sailor

Insider cabins from

$2,064~~$3,192~~

per Cabin

Departing on:

2025

Thu, Dec 18 - Fri, Dec 26

from (US$)$2,064

Resilient Caribbean Holidays

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

Insider cabins from

$1,946~~$2,942~~

per Cabin

7 nights

Resilient Lady

BOOK NOW

+ up to $300 free drinks

80% off second Sailor

Insider cabins from

$1,946~~$2,942~~

per Cabin

Departing on:

2025

Sat, Dec 20 - Sat, Dec 27

from (US$)$1,946

Valiant Caribbean Holidays

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

Insider cabins from

$1,946~~$3,046~~

per Cabin

7 nights

Valiant Lady

BOOK NOW

+ up to $300 free drinks

80% off second Sailor

Insider cabins from

$1,946~~$3,046~~

per Cabin

Departing on:

2025

Sat, Dec 20 - Sat, Dec 27

from (US$)$1,946

Scarlet Caribbean Holidays

Miami, Florida
Nassau, Bahamas
The Beach Club at Bimini, Bahamas
Miami, Florida

Sea Terrace cabins from

$2,186~~$3,386~~

per Cabin

4 nights

Scarlet Lady

BOOK NOW

+ up to $100 free drinks

80% off second Sailor

Sea Terrace cabins from

$2,186~~$3,386~~

per Cabin

Departing on:

2025

Wed, Dec 24 - Sun, Dec 28

from (US$)$2,186

Brilliant New Year's Ahoy!

Miami, Florida
Grand Turk, Turks and Caicos
Philipsburg, St. Maarten
Basseterre, St. Kitts and Nevis
San Juan, Puerto Rico
Miami, Florida

Insider cabins from

$3,942~~$6,340~~

per Cabin

9 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

BOOK NOW

+ up to $300 free drinks

80% off second Sailor

Insider cabins from

$3,942~~$6,340~~

per Cabin

Departing on:

2025

Fri, Dec 26 - Sun, Jan 04

from (US$)$3,942

Resilient New Year's Ahoy!

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

Insider cabins from

$3,616~~$5,712~~

per Cabin

7 nights

Resilient Lady

BOOK NOW

+ up to $300 free drinks

80% off second Sailor

Insider cabins from

$3,616~~$5,712~~

per Cabin

Departing on:

2025

Sat, Dec 27 - Sat, Jan 03

from (US$)$3,616

Valiant New Year’s Ahoy!

San Juan, Puerto Rico
Philipsburg, St. Maarten
Basseterre, St. Kitts and Nevis
Castries, St. Lucia
Bridgetown, Barbados
St. Croix, U.S. Virgin Islands
San Juan, Puerto Rico

Insider cabins from

$3,346~~$5,406~~

per Cabin

7 nights

Valiant Lady

BOOK NOW

+ up to $300 free drinks

80% off second Sailor

Insider cabins from

$3,346~~$5,406~~

per Cabin

Departing on:

2025

Sat, Dec 27 - Sat, Jan 03

from (US$)$3,346

Scarlet New Year's Ahoy!

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

Sea View cabins from

$3,290~~$5,136~~

per Cabin

5 nights

Scarlet Lady

BOOK NOW

+ up to $100 free drinks

80% off second Sailor

Sea View cabins from

$3,290~~$5,136~~

per Cabin

Departing on:

2025

Sun, Dec 28 - Fri, Jan 02

from (US$)$3,290

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

$1,806~~$2,834~~

per Cabin

7 nights

Valiant Lady

BOOK NOW

+ up to $300 free drinks

80% off second Sailor

Insider cabins from

$1,806~~$2,834~~

per Cabin

Departing on:

2026Best Rate

Sat, Jan 03 - Sat, Jan 10

from (US$)$1,806

2027

Sat, Feb 06 - Sat, Feb 13

from (US$)$2,086

Cozumel, Grand Cayman & Bimini

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

Insider cabins from

$1,386~~$1,930~~

per Cabin

7 nights

Resilient Lady

BOOK NOW

+ up to $300 free drinks

80% off second Sailor

Insider cabins from

$1,386~~$1,930~~

per Cabin

Departing on:

2026

Sat, Jan 03 - Sat, Jan 10

from (US$)$1,386

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

$3,996~~$6,348~~

per Cabin

11 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

BOOK NOW

+ up to $400 free drinks

80% off second Sailor

Sea View cabins from

$3,996~~$6,348~~

per Cabin

Departing on:

2026

Sun, Jan 04 - Thu, Jan 15

from (US$)$3,996

Cayman Isles & Jamaican Miles

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

Insider cabins from

$1,386~~$2,006~~

per Cabin

7 nights

Resilient Lady & Valiant Lady

BOOK NOW

+ up to $300 free drinks

80% off second Sailor

Insider cabins from

$1,386~~$2,006~~

per Cabin

Departing on:

2026Best Rate

Sat, Jan 10 - Sat, Jan 17

from (US$)$1,386

2026

Sat, Mar 07 - Sat, Mar 14

from (US$)$2,086

2026

Sun, Nov 01 - Sun, Nov 08

from (US$)$2,486

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

$1,526~~$2,382~~

per Cabin

7 nights

Valiant Lady

BOOK NOW

+ up to $300 free drinks

80% off second Sailor

Insider cabins from

$1,526~~$2,382~~

per Cabin

Departing on:

2026

Sat, Jan 10 - Sat, Jan 17

from (US$)$1,526

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

$1,526~~$2,366~~

per Cabin

7 nights

Valiant Lady

BOOK NOW

+ up to $300 free drinks

80% off second Sailor

Insider cabins from

$1,526~~$2,366~~

per Cabin

Departing on:

2026

Sat, Jan 17 - Sat, Jan 24

from (US$)$1,526

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

$1,666~~$2,594~~

per Cabin

7 nights

Valiant Lady

BOOK NOW

+ up to $300 free drinks

80% off second Sailor

Insider cabins from

$1,666~~$2,594~~

per Cabin

Departing on:

2026

Sat, Jan 24 - Sat, Jan 31

from (US$)$1,666

Grand Turk, Puerto Plata & Bimini

Miami, Florida
The Beach Club at Bimini, Bahamas
Puerto Plata, Dominican Republic
Grand Turk, Turks and Caicos
Miami, Florida

Sea Terrace cabins from

$2,628~~$4,100~~

per Cabin

6 nights

Brilliant Lady

BOOK NOW

+ up to $300 free drinks

80% off second Sailor

Sea Terrace cabins from

$2,628~~$4,100~~

per Cabin

Departing on:

2026

Mon, Jan 26 - Sun, Feb 01

from (US$)$2,628

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

$1,526~~$2,340~~

per Cabin

7 nights

Valiant Lady

BOOK NOW

+ up to $300 free drinks

80% off second Sailor

Insider cabins from

$1,526~~$2,340~~

per Cabin

Departing on:

2026

Sat, Jan 31 - Sat, Feb 07

from (US$)$1,526

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

$1,386~~$2,026~~

per Cabin

7 nights

Resilient Lady

BOOK NOW

+ up to $300 free drinks

80% off second Sailor

Insider cabins from

$1,386~~$2,026~~

per Cabin

Departing on:

2026Best Rate

Sat, Jan 31 - Sat, Feb 07

from (US$)$1,386

2026

Sat, Feb 28 - Sat, Mar 07

from (US$)$1,806

Magnetic Miami to Gorgeous George Town

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

Sea View cabins from

$3,278~~$5,148~~

per Cabin

11 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

BOOK NOW

+ up to $400 free drinks

80% off second Sailor

Sea View cabins from

$3,278~~$5,148~~

per Cabin

Departing on:

2026

Sun, Feb 01 - Thu, Feb 12

from (US$)$3,278

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

$1,666~~$2,576~~

per Cabin

7 nights

Valiant Lady

BOOK NOW

+ up to $300 free drinks

80% off second Sailor

Insider cabins from

$1,666~~$2,576~~

per Cabin

Departing on:

2026

Sat, Feb 07 - Sat, Feb 14

from (US$)$1,666

Brilliant Valentine's Voyage

Miami, Florida
Puerto Plata, Dominican Republic
San Juan, Puerto Rico
Philipsburg, St. Maarten
St. Croix, U.S. Virgin Islands
Miami, Florida

Insider cabins from

$2,704~~$4,264~~

per Cabin

8 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

BOOK NOW

+ up to $300 free drinks

80% off second Sailor

Insider cabins from

$2,704~~$4,264~~

per Cabin

Departing on:

2026

Thu, Feb 12 - Fri, Feb 20

from (US$)$2,704

Scarlet Valentine's Voyage

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

Insider cabins from

$1,690~~$2,562~~

per Cabin

5 nights

Scarlet Lady

BOOK NOW

+ up to $100 free drinks

80% off second Sailor

Insider cabins from

$1,690~~$2,562~~

per Cabin

Departing on:

2026

Fri, Feb 13 - Wed, Feb 18

from (US$)$1,690

Resilient Valentine's Voyage

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

Insider cabins from

$1,946~~$2,938~~

per Cabin

7 nights

Resilient Lady

BOOK NOW

+ up to $300 free drinks

80% off second Sailor

Insider cabins from

$1,946~~$2,938~~

per Cabin

Departing on:

2026

Sat, Feb 14 - Sat, Feb 21

from (US$)$1,946

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

$1,666~~$2,602~~

per Cabin

7 nights

Valiant Lady

BOOK NOW

+ up to $300 free drinks

80% off second Sailor

Insider cabins from

$1,666~~$2,602~~

per Cabin

Departing on:

2026

Sat, Feb 14 - Sat, Feb 21

from (US$)$1,666

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

$1,806~~$2,826~~

per Cabin

7 nights

Valiant Lady

BOOK NOW

+ up to $300 free drinks

80% off second Sailor

Insider cabins from

$1,806~~$2,826~~

per Cabin

Departing on:

2026

Sat, Feb 21 - Sat, Feb 28

from (US$)$1,806

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

$1,944~~$3,066~~

per Cabin

7 nights

Valiant Lady

BOOK NOW

+ up to $300 free drinks

80% off second Sailor

Insider cabins from

$1,944~~$3,066~~

per Cabin

Departing on:

2026

Sat, Mar 07 - Sat, Mar 14

from (US$)$1,944

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

$3,042~~$4,776~~

per Cabin

9 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

BOOK NOW

+ up to $300 free drinks

80% off second Sailor

Sea View cabins from

$3,042~~$4,776~~

per Cabin

Departing on:

2026

Thu, Mar 12 - Sat, Mar 21

from (US$)$3,042

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

$1,806~~$2,824~~

per Cabin

7 nights

Valiant Lady

BOOK NOW

+ up to $300 free drinks

80% off second Sailor

Insider cabins from

$1,806~~$2,824~~

per Cabin

Departing on:

2026Best Rate

Sat, Dec 05 - Sat, Dec 12

from (US$)$1,806

2026

Sat, Mar 14 - Sat, Mar 21

from (US$)$2,340

2027

Sat, Jan 09 - Sat, Jan 16

from (US$)$1,946

Western Caribbean Cruise

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

Insider cabins from

$2,192~~$3,324~~

per Cabin

6 nights

Resilient Lady

BOOK NOW

+ up to $300 free drinks

80% off second Sailor

Insider cabins from

$2,192~~$3,324~~

per Cabin

Departing on:

2026

Sat, Mar 14 - Fri, Mar 20

from (US$)$2,192

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

Sea View cabins from

$3,024~~$4,748~~

per Cabin

8 nights

Resilient Lady

BOOK NOW

+ up to $300 free drinks

80% off second Sailor

Sea View cabins from

$3,024~~$4,748~~

per Cabin

Departing on:

2026

Fri, Mar 20 - Sat, Mar 28

from (US$)$3,024

Cayman Isles & Bimini Beach Miles

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

Insider cabins from

$1,490~~$2,182~~

per Cabin

5 nights

Resilient Lady & Scarlet Lady

BOOK NOW

+ up to $100 free drinks

80% off second Sailor

Insider cabins from

$1,490~~$2,182~~

per Cabin

Departing on:

2026Best Rate

Mon, Nov 09 - Sat, Nov 14

from (US$)$1,490

2026

Mon, Jun 08 - Sat, Jun 13

from (US$)$2,090

2026

Sat, Jun 13 - Thu, Jun 18

from (US$)$2,348

Mayan Sol

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

Insider cabins from

$1,490~~$2,180~~

per Cabin

5 nights

Resilient Lady & Scarlet Lady

BOOK NOW

+ up to $100 free drinks

80% off second Sailor

Insider cabins from

$1,490~~$2,180~~

per Cabin

Departing on:

2026Best Rate

Sat, Dec 12 - Thu, Dec 17

from (US$)$1,490

2026

Mon, Jun 22 - Sat, Jun 27

from (US$)$2,090

2026

Sat, Nov 28 - Thu, Dec 03

from (US$)$1,590

Miami to Grand Turk: Halloween Edition

Miami, Florida
Grand Turk, Turks and Caicos
Puerto Plata, Dominican Republic
The Beach Club at Bimini, Bahamas
Miami, Florida

Insider cabins from

$1,960~~$2,978~~

per Cabin

6 nights

Scarlet Lady

BOOK NOW

+ up to $300 free drinks

80% off second Sailor

Insider cabins from

$1,960~~$2,978~~

per Cabin

Departing on:

2026

Sun, Oct 25 - Sat, Oct 31

from (US$)$1,960

Mexico & Bimini: Halloween Edition

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

Insider cabins from

$1,908~~$2,840~~

per Cabin

6 nights

Resilient Lady

BOOK NOW

+ up to $300 free drinks

80% off second Sailor

Insider cabins from

$1,908~~$2,840~~

per Cabin

Departing on:

2026

Mon, Oct 26 - Sun, Nov 01

from (US$)$1,908

Scarlet's Haunted Halloween Soirée

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

Insider cabins from

$1,590~~$2,316~~

per Cabin

5 nights

Scarlet Lady

BOOK NOW

+ up to $100 free drinks

80% off second Sailor

Insider cabins from

$1,590~~$2,316~~

per Cabin

Departing on:

2026

Sat, Oct 31 - Thu, Nov 05

from (US$)$1,590

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 Terrace cabins from

$2,876~~$4,604~~

per Cabin

7 nights

Valiant Lady

BOOK NOW

+ up to $300 free drinks

80% off second Sailor

Sea Terrace cabins from

$2,876~~$4,604~~

per Cabin

Departing on:

2026

Sat, Oct 31 - Sat, Nov 07

from (US$)$2,876

Fire & Sunset Soirées

Miami, Florida
Nassau, Bahamas
The Beach Club at Bimini, Bahamas
Miami, Florida

Insider cabins from

$1,352~~$1,998~~

per Cabin

4 nights

Scarlet Lady

BOOK NOW

+ up to $100 free drinks

80% off second Sailor

Insider cabins from

$1,352~~$1,998~~

per Cabin

Departing on:

2026Best Rate

Thu, Nov 05 - Mon, Nov 09

from (US$)$1,352

2026

Sat, Dec 26 - Wed, Dec 30

from (US$)$1,672

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

$2,384~~$3,656~~

per Cabin

8 nights

Resilient Lady

BOOK NOW

+ up to $300 free drinks

80% off second Sailor

Insider cabins from

$2,384~~$3,656~~

per Cabin

Departing on:

2026

Sun, Nov 08 - Mon, Nov 16

from (US$)$2,384

Caribbean East: Virgin & Saint Isles

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

$1,668~~$2,388~~

per Cabin

6 nights

Valiant Lady

BOOK NOW

+ up to $300 free drinks

80% off second Sailor

Insider cabins from

$1,668~~$2,388~~

per Cabin

Departing on:

2027Best Rate

Sat, Jan 23 - Fri, Jan 29

from (US$)$1,668

2026

Sat, Nov 14 - Fri, Nov 20

from (US$)$1,730

2027

Sat, Mar 13 - Fri, Mar 19

from (US$)$1,788

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

$2,580~~$3,846~~

per Cabin

10 nights

Brilliant Lady

BOOK NOW

+ up to $400 free drinks

80% off second Sailor

Insider cabins from

$2,580~~$3,846~~

per Cabin

Departing on:

2027Best Rate

Mon, Jan 25 - Thu, Feb 04

from (US$)$2,580

2026

Sun, Nov 15 - Wed, Nov 25

from (US$)$3,066

2027

Mon, Feb 22 - Thu, Mar 04

from (US$)$2,780

Captivating Costa Maya & Cozumel Charm

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

Insider cabins from

$1,788~~$2,640~~

per Cabin

6 nights

Resilient Lady

BOOK NOW

+ up to $300 free drinks

80% off second Sailor

Insider cabins from

$1,788~~$2,640~~

per Cabin

Departing on:

2026

Mon, Nov 16 - Sun, Nov 22

from (US$)$1,788

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

$2,224~~$3,484~~

per Cabin

8 nights

Valiant Lady

BOOK NOW

+ up to $300 free drinks

80% off second Sailor

Insider cabins from

$2,224~~$3,484~~

per Cabin

Departing on:

2026

Fri, Nov 20 - Sat, Nov 28

from (US$)$2,224

Jamaican Waves & Bimini Breeze

Miami, Florida
Ocho Rios, Jamaica
The Beach Club at Bimini, Bahamas
Miami, Florida

Insider cabins from

$1,590~~$2,286~~

per Cabin

5 nights

Scarlet Lady

BOOK NOW

+ up to $100 free drinks

80% off second Sailor

Insider cabins from

$1,590~~$2,286~~

per Cabin

Departing on:

2027Best Rate

Mon, Feb 15 - Sat, Feb 20

from (US$)$1,590

2026

Mon, Nov 23 - Sat, Nov 28

from (US$)$1,790

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

$1,946~~$2,974~~

per Cabin

7 nights

Valiant Lady

BOOK NOW

+ up to $300 free drinks

80% off second Sailor

Insider cabins from

$1,946~~$2,974~~

per Cabin

Departing on:

2026

Sat, Nov 28 - Sat, Dec 05

from (US$)$1,946

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

$2,980~~$4,490~~

per Cabin

10 nights

Brilliant Lady

BOOK NOW

+ up to $400 free drinks

80% off second Sailor

Insider cabins from

$2,980~~$4,490~~

per Cabin

Departing on:

2027Best Rate

Mon, Mar 08 - Thu, Mar 18

from (US$)$2,980

2026

Mon, Nov 30 - Thu, Dec 10

from (US$)$3,068

2027

Mon, Jan 11 - Thu, Jan 21

from (US$)$2,982

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

$2,142~~$3,254~~

per Cabin

9 nights

Brilliant Lady

BOOK NOW

+ up to $300 free drinks

80% off second Sailor

Insider cabins from

$2,142~~$3,254~~

per Cabin

Departing on:

2026

Mon, Dec 14 - Wed, Dec 23

from (US$)$2,142

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

$2,646~~$4,224~~

per Cabin

7 nights

Valiant Lady

BOOK NOW

+ up to $300 free drinks

80% off second Sailor

Insider cabins from

$2,646~~$4,224~~

per Cabin

Departing on:

2026

Sat, Dec 19 - Sat, Dec 26

from (US$)$2,646

Scarlet Caribbean Holidays

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

Insider cabins from

$1,890~~$2,818~~

per Cabin

5 nights

Scarlet Lady

BOOK NOW

+ up to $100 free drinks

80% off second Sailor

Insider cabins from

$1,890~~$2,818~~

per Cabin

Departing on:

2026

Mon, Dec 21 - Sat, Dec 26

from (US$)$1,890

Brilliant Caribbean Holidays

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

Insider cabins from

$2,090~~$3,220~~

per Cabin

5 nights

Brilliant Lady

BOOK NOW

+ up to $100 free drinks

80% off second Sailor

Insider cabins from

$2,090~~$3,220~~

per Cabin

Departing on:

2026

Wed, Dec 23 - Mon, Dec 28

from (US$)$2,090

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

$3,486~~$5,604~~

per Cabin

7 nights

Valiant Lady

BOOK NOW

+ up to $300 free drinks

80% off second Sailor

Insider cabins from

$3,486~~$5,604~~

per Cabin

Departing on:

2026

Sat, Dec 26 - Sat, Jan 02

from (US$)$3,486

Resilient New Year's Ahoy!

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

Insider cabins from

$3,766~~$5,970~~

per Cabin

7 nights

Resilient Lady

BOOK NOW

+ up to $300 free drinks

80% off second Sailor

Insider cabins from

$3,766~~$5,970~~

per Cabin

Departing on:

2026

Sun, Dec 27 - Sun, Jan 03

from (US$)$3,766

Brilliant New Year's Ahoy!

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

$4,980~~$7,968~~

per Cabin

10 nights

Brilliant Lady

BOOK NOW

+ up to $400 free drinks

80% off second Sailor

Insider cabins from

$4,980~~$7,968~~

per Cabin

Departing on:

2026

Mon, Dec 28 - Thu, Jan 07

from (US$)$4,980

Scarlet New Year's Ahoy!

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

Insider cabins from

$2,990~~$4,706~~

per Cabin

5 nights

Scarlet Lady

BOOK NOW

+ up to $100 free drinks

80% off second Sailor

Insider cabins from

$2,990~~$4,706~~

per Cabin

Departing on:

2026

Wed, Dec 30 - Mon, Jan 04

from (US$)$2,990

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

$2,224~~$3,376~~

per Cabin

8 nights

Valiant Lady

BOOK NOW

+ up to $300 free drinks

80% off second Sailor

Insider cabins from

$2,224~~$3,376~~

per Cabin

Departing on:

2027

Fri, Jan 29 - Sat, Feb 06

from (US$)$2,224

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

$2,780~~$4,156~~

per Cabin

10 nights

Brilliant Lady

BOOK NOW

+ up to $400 free drinks

80% off second Sailor

Insider cabins from

$2,780~~$4,156~~

per Cabin

Departing on:

2027

Mon, Feb 08 - Thu, Feb 18

from (US$)$2,780

Key West & Bimini: Valentine’s Voyage

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

Insider cabins from

$1,352~~$1,930~~

per Cabin

4 nights

Scarlet Lady

BOOK NOW

+ up to $100 free drinks

80% off second Sailor

Insider cabins from

$1,352~~$1,930~~

per Cabin

Departing on:

2027

Thu, Feb 11 - Mon, Feb 15

from (US$)$1,352

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

$2,086~~$3,186~~

per Cabin

7 nights

Valiant Lady

BOOK NOW

+ up to $300 free drinks

80% off second Sailor

Insider cabins from

$2,086~~$3,186~~

per Cabin

Departing on:

2027

Sat, Feb 13 - Sat, Feb 20

from (US$)$2,086

PR, DR & Bimini: Valentine’s Voyage

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

Insider cabins from

$2,490~~$3,770~~

per Cabin

7 nights

Resilient Lady

BOOK NOW

+ up to $300 free drinks

80% off second Sailor

Insider cabins from

$2,490~~$3,770~~

per Cabin

Departing on:

2027

Sun, Feb 14 - Sun, Feb 21

from (US$)$2,490

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

$2,086~~$3,170~~

per Cabin

7 nights

Valiant Lady

BOOK NOW

+ up to $300 free drinks

80% off second Sailor

Insider cabins from

$2,086~~$3,170~~

per Cabin

Departing on:

2027

Sat, Feb 20 - Sat, Feb 27

from (US$)$2,086

★

UP TO $700 OFF

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

$2,086~~$3,156~~

per Cabin

7 nights

Valiant Lady

BOOK NOW

+ up to $300 free drinks

80% off second Sailor

Insider cabins from

$2,086~~$3,156~~

per Cabin

Departing on:

2027

Sat, Mar 06 - Sat, Mar 13

from (US$)$2,086

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

$2,384~~$3,664~~

per Cabin

8 nights

Valiant Lady

BOOK NOW

+ up to $300 free drinks

80% off second Sailor

Insider cabins from

$2,384~~$3,664~~

per Cabin

Departing on:

2027

Fri, Mar 19 - Sat, Mar 27

from (US$)$2,384

Bahamas & Bimini Beach Club

Miami, Florida
Freeport, Grand Bahama Island, Bahamas
The Beach Club at Bimini, Bahamas
Miami, Florida

Insider cabins from

$1,580~~$2,358~~

per Cabin

4 nights

Brilliant Lady

BOOK NOW

+ up to $100 free drinks

80% off second Sailor

Insider cabins from

$1,580~~$2,358~~

per Cabin

Departing on:

2027

Mon, Mar 22 - Fri, Mar 26

from (US$)$1,580

Colorful Curaçao, Aruba & Antigua

San Juan, Puerto Rico
Willemstad, Curaçao
Oranjestad, Aruba
St. John's, Antigua
Philipsburg, St. Maarten
San Juan, Puerto Rico

Sea Terrace cabins from

$3,016~~$4,718~~

per Cabin

7 nights

Valiant Lady

BOOK NOW

+ up to $300 free drinks

80% off second Sailor

Sea Terrace cabins from

$3,016~~$4,718~~

per Cabin

Departing on:

2027

Sat, Mar 27 - Sat, Apr 03

from (US$)$3,016

San Juan to Miami: Dominican Daze

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

Insider cabins from

$1,490~~$2,186~~

per Cabin

5 nights

Valiant Lady

BOOK NOW

+ up to $100 free drinks

80% off second Sailor

Insider cabins from

$1,490~~$2,186~~

per Cabin

Departing on:

2027

Sat, Apr 10 - Thu, Apr 15

from (US$)$1,490

Grand Cayman & Bimini Beach Club

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

Insider cabins from

$1,590~~$2,378~~

per Cabin

5 nights

Resilient Lady

BOOK NOW

+ up to $100 free drinks

80% off second Sailor

Insider cabins from

$1,590~~$2,378~~

per Cabin

Departing on:

2027

Fri, Apr 23 - Wed, Apr 28

from (US$)$1,590