Explore cruise vacations

Up to $300 in drinks

Getaways for 80% off 2nd Sailor

Sea Terrace cabins from

$1,323~~$2,101~~

per Sailor

Departing on:

Sat, Jan 24 - Sat, Jan 31

from (US$)$1,323

Western Caribbean & Bimini Beach Club

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

Insider cabins from

$763~~$1,115~~

per Sailor

7 nights

Resilient Lady & Valiant Lady

Up to $300 in drinks

Getaways for 80% off 2nd Sailor

Insider cabins from

$763~~$1,115~~

per Sailor

Departing on:

Sat, Mar 07 - Sat, Mar 14

from (US$)$763

Sat, Jan 24 - Sat, Jan 31

from (US$)$1,210

Sat, Feb 07 - Sat, Feb 14

from (US$)$1,409

OUR MOST INCLUSIVE OFFER

Extra onboard credit on Caribbean sailings

Score up to a $300 bonus when you book select Caribbean sailings in 2026-27!

BOOK YOUR GETAWAY

Dominican Daze

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

Insider cabins from

$695~~$1,029~~

per Sailor

5 nights

Scarlet Lady, Resilient Lady, Brilliant Lady & Valiant Lady

Up to $100 in drinks

Getaways for 80% off 2nd Sailor

Insider cabins from

$695~~$1,029~~

per Sailor

Departing on:

Mon, Sep 14 - Sat, Sep 19

from (US$)$695

Fri, Jan 30 - Wed, Feb 04

from (US$)$795

Fri, Mar 13 - Wed, Mar 18

from (US$)$745

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

Sea Terrace cabins from

$1,438~~$2,291~~

per Sailor

7 nights

Valiant Lady

Up to $300 in drinks

Getaways for 80% off 2nd Sailor

Sea Terrace cabins from

$1,438~~$2,291~~

per Sailor

Departing on:

Sat, Jan 31 - Sat, Feb 07

from (US$)$1,438

Eastern Caribbean & Bimini Beach Club

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

Sea Terrace cabins from

$903~~$1,359~~

per Sailor

7 nights

Resilient Lady & Scarlet Lady

Up to $300 in drinks

Getaways for 80% off 2nd Sailor

Sea Terrace cabins from

$903~~$1,359~~

per Sailor

Departing on:

Sat, Jan 31 - Sat, Feb 07

from (US$)$903

Sat, Feb 28 - Sat, Mar 07

from (US$)$1,242

Sat, Mar 28 - Sat, Apr 04

from (US$)$910

Southern Caribbean & Aruban Nights

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

Sea View cabins from

$2,051~~$3,249~~

per Sailor

11 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

Up to $400 in drinks

Getaways for 80% off 2nd Sailor

Sea View cabins from

$2,051~~$3,249~~

per Sailor

Departing on:

Sun, Feb 01 - Thu, Feb 12

from (US$)$2,051

Fire & Sunset Soirées

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

Insider cabins from

$636~~$923~~

per Sailor

4 nights

Scarlet Lady

Up to $100 in drinks

Getaways for 80% off 2nd Sailor

Insider cabins from

$636~~$923~~

per Sailor

Departing on:

Wed, Feb 04 - Sun, Feb 08

from (US$)$636

Wed, Feb 18 - Sun, Feb 22

from (US$)$676

Wed, Mar 04 - Sun, Mar 08

from (US$)$636

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

Sea Terrace cabins from

$1,393~~$2,217~~

per Sailor

7 nights

Valiant Lady

Up to $300 in drinks

Getaways for 80% off 2nd Sailor

Sea Terrace cabins from

$1,393~~$2,217~~

per Sailor

Departing on:

Sat, Feb 07 - Sat, Feb 14

from (US$)$1,393

Riviera Maya

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

Insider cabins from

$595~~$849~~

per Sailor

5 nights

Scarlet Lady, Resilient Lady & Valiant Lady

Up to $100 in drinks

Getaways for 80% off 2nd Sailor

Insider cabins from

$595~~$849~~

per Sailor

Departing on:

Sun, Mar 08 - Fri, Mar 13

from (US$)$595

Sun, Feb 08 - Fri, Feb 13

from (US$)$845

Sun, Feb 22 - Fri, Feb 27

from (US$)$995

Eastern Caribbean Cruise

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

Insider cabins from

$1,192~~$1,862~~

per Sailor

8 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

Up to $300 in drinks

Getaways for 80% off 2nd Sailor

Insider cabins from

$1,192~~$1,862~~

per Sailor

Departing on:

Thu, Feb 12 - Fri, Feb 20

from (US$)$1,192

Scarlet Valentine's Voyage

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

Sea View cabins from

$845~~$1,279~~

per Sailor

5 nights

Scarlet Lady

Up to $100 in drinks

Getaways for 80% off 2nd Sailor

Sea View cabins from

$845~~$1,279~~

per Sailor

Departing on:

Fri, Feb 13 - Wed, Feb 18

from (US$)$845

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

Sea Terrace cabins from

$1,537~~$2,466~~

per Sailor

7 nights

Valiant Lady

Up to $300 in drinks

Getaways for 80% off 2nd Sailor

Sea Terrace cabins from

$1,537~~$2,466~~

per Sailor

Departing on:

Sat, Feb 14 - Sat, Feb 21

from (US$)$1,537

Eastern Caribbean Cruise

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

$1,341~~$2,113~~

per Sailor

9 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

Up to $300 in drinks

Getaways for 80% off 2nd Sailor

Insider cabins from

$1,341~~$2,113~~

per Sailor

Departing on:

Fri, Feb 20 - Sun, Mar 01

from (US$)$1,341

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

Sea Terrace cabins from

$1,372~~$2,181~~

per Sailor

7 nights

Valiant Lady

Up to $300 in drinks

Getaways for 80% off 2nd Sailor

Sea Terrace cabins from

$1,372~~$2,181~~

per Sailor

Departing on:

Sat, Feb 21 - Sat, Feb 28

from (US$)$1,372

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

$973~~$1,520~~

per Sailor

7 nights

Valiant Lady

Up to $300 in drinks

Getaways for 80% off 2nd Sailor

Insider cabins from

$973~~$1,520~~

per Sailor

Departing on:

Sat, Dec 12 - Sat, Dec 19

from (US$)$973

Sat, Feb 28 - Sat, Mar 07

from (US$)$1,073

Sat, Nov 07 - Sat, Nov 14

Southern Caribbean & Aruban Nights

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

Insider cabins from

$1,309~~$2,026~~

per Sailor

11 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

Up to $400 in drinks

Getaways for 80% off 2nd Sailor

Insider cabins from

$1,309~~$2,026~~

per Sailor

Departing on:

Sun, Mar 01 - Thu, Mar 12

from (US$)$1,309

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

Sea View cabins from

$1,305~~$2,074~~

per Sailor

7 nights

Valiant Lady

Up to $300 in drinks

Getaways for 80% off 2nd Sailor

Sea View cabins from

$1,305~~$2,074~~

per Sailor

Departing on:

Sat, Mar 07 - Sat, Mar 14

from (US$)$1,305

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

$1,251~~$1,935~~

per Sailor

9 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

Up to $300 in drinks

Getaways for 80% off 2nd Sailor

Insider cabins from

$1,251~~$1,935~~

per Sailor

Departing on:

Thu, Mar 12 - Sat, Mar 21

from (US$)$1,251

Southern Caribbean & Aruban Nights

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

Insider cabins from

$833~~$1,295~~

per Sailor

7 nights

Valiant Lady

Up to $300 in drinks

Getaways for 80% off 2nd Sailor

Insider cabins from

$833~~$1,295~~

per Sailor

Departing on:

Sat, Mar 14 - Sat, Mar 21

from (US$)$833

Sat, Dec 05 - Sat, Dec 12

from (US$)$833

Sat, Jan 09 - Sat, Jan 16

from (US$)$973

Western Caribbean Cruise

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

Sea View cabins from

$834~~$1,247~~

per Sailor

6 nights

Resilient Lady

Up to $300 in drinks

Getaways for 80% off 2nd Sailor

Sea View cabins from

$834~~$1,247~~

per Sailor

Departing on:

Sat, Mar 14 - Fri, Mar 20

from (US$)$834

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

$792~~$1,171~~

per Sailor

8 nights

Resilient Lady

Up to $300 in drinks

Getaways for 80% off 2nd Sailor

Insider cabins from

$792~~$1,171~~

per Sailor

Departing on:

Fri, Mar 20 - Sat, Mar 28

from (US$)$792

Sat, Dec 05 - Sun, Dec 13

from (US$)$1,038

Sat, Mar 27 - Sun, Apr 04

from (US$)$1,112

Southern Caribbean Cruise

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

Insider cabins from

$973~~$1,461~~

per Sailor

7 nights

Valiant Lady

Up to $300 in drinks

Getaways for 80% off 2nd Sailor

Insider cabins from

$973~~$1,461~~

per Sailor

Departing on:

Sat, Jan 02 - Sat, Jan 09

from (US$)$973

Sat, Mar 21 - Sat, Mar 28

from (US$)$1,106

Fire & Sunset Soirées

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

Insider cabins from

$556~~$764~~

per Sailor

4 nights

Resilient Lady, Scarlet Lady, Brilliant Lady & Valiant Lady

Up to $100 in drinks

Getaways for 80% off 2nd Sailor

Insider cabins from

$556~~$764~~

per Sailor

Departing on:

Thu, Sep 09 - Mon, Sep 13

from (US$)$556

Thu, May 07 - Mon, May 11

from (US$)$1,018

Thu, May 21 - Mon, May 25

from (US$)$1,056

Cayman Isles & Bimini Beach Miles

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

Insider cabins from

$745~~$1,043~~

per Sailor

5 nights

Resilient Lady, Scarlet Lady & Valiant Lady

Up to $100 in drinks

Getaways for 80% off 2nd Sailor

Insider cabins from

$745~~$1,043~~

per Sailor

Departing on:

Sat, Jan 23 - Thu, Jan 28

from (US$)$745

Mon, Jun 08 - Sat, Jun 13

Sat, Jun 13 - Thu, Jun 18

from (US$)$1,413

Mayan Sol

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

Insider cabins from

$645~~$932~~

per Sailor

5 nights

Resilient Lady & Scarlet Lady

Up to $100 in drinks

Getaways for 80% off 2nd Sailor

Insider cabins from

$645~~$932~~

per Sailor

Departing on:

Sat, Dec 12 - Thu, Dec 17

from (US$)$645

Mon, Jun 22 - Sat, Jun 27

Sat, Nov 28 - Thu, Dec 03

from (US$)$695

Miami, Grand Turk (& back)

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

Insider cabins from

$745~~$1,078~~

per Sailor

5 nights

Resilient Lady & Valiant Lady

Up to $100 in drinks

Getaways for 80% off 2nd Sailor

Insider cabins from

$745~~$1,078~~

per Sailor

Departing on:

Sat, Aug 21 - Thu, Aug 26

from (US$)$745

Sat, Oct 03 - Thu, Oct 08

from (US$)$818

Sat, Oct 17 - Thu, Oct 22

from (US$)$866

Eastern Caribbean & Bimini Halloween

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

Sea View cabins from

$1,351~~$2,105~~

per Sailor

6 nights

Scarlet Lady

Up to $300 in drinks

Getaways for 80% off 2nd Sailor

Sea View cabins from

$1,351~~$2,105~~

per Sailor

Departing on:

Sun, Oct 25 - Sat, Oct 31

from (US$)$1,351

Mexico & Bimini: Halloween Edition

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

Sea Terrace cabins from

$1,352~~$2,089~~

per Sailor

6 nights

Resilient Lady

Up to $300 in drinks

Getaways for 80% off 2nd Sailor

Sea Terrace cabins from

$1,352~~$2,089~~

per Sailor

Departing on:

Mon, Oct 26 - Sun, Nov 01

from (US$)$1,352

Scarlet's Haunted Halloween Soirée

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

Insider cabins from

$867~~$1,296~~

per Sailor

5 nights

Scarlet Lady

Up to $100 in drinks

Getaways for 80% off 2nd Sailor

Insider cabins from

$867~~$1,296~~

per Sailor

Departing on:

Sat, Oct 31 - Thu, Nov 05

from (US$)$867

Valiant's Haunted Halloween Soirée

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

Sea View cabins from

$1,183~~$1,878~~

per Sailor

7 nights

Valiant Lady

Up to $300 in drinks

Getaways for 80% off 2nd Sailor

Sea View cabins from

$1,183~~$1,878~~

per Sailor

Departing on:

Sat, Oct 31 - Sat, Nov 07

from (US$)$1,183

Fire & Sunset Soirées

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

Insider cabins from

$618~~$902~~

per Sailor

4 nights

Scarlet Lady

Up to $100 in drinks

Getaways for 80% off 2nd Sailor

Insider cabins from

$618~~$902~~

per Sailor

Departing on:

Thu, Nov 05 - Mon, Nov 09

from (US$)$618

Sat, Dec 26 - Wed, Dec 30

from (US$)$796

Eastern Caribbean & Bimini Beach Club

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

Insider cabins from

$1,032~~$1,562~~

per Sailor

8 nights

Resilient Lady

Up to $300 in drinks

Getaways for 80% off 2nd Sailor

Insider cabins from

$1,032~~$1,562~~

per Sailor

Departing on:

Sun, Nov 08 - Mon, Nov 16

Southern Caribbean Cruise

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

Insider cabins from

$834~~$1,194~~

per Sailor

6 nights

Valiant Lady

Up to $300 in drinks

Getaways for 80% off 2nd Sailor

Insider cabins from

$834~~$1,194~~

per Sailor

Departing on:

Sat, Jan 23 - Fri, Jan 29

from (US$)$834

Sat, Nov 14 - Fri, Nov 20

from (US$)$894

Sat, Mar 13 - Fri, Mar 19

from (US$)$894

Eastern Caribbean & Bimini Beach Club

Miami, Florida
Philipsburg, St. Maarten
Tortola, British Virgin Islands
Basseterre, St. Kitts and Nevis
St. John's, Antigua
The Beach Club at Bimini, Bahamas
Miami, Florida

Insider cabins from

$1,443~~$2,177~~

per Sailor

10 nights

Brilliant Lady

Up to $400 in drinks

Getaways for 80% off 2nd Sailor

Insider cabins from

$1,443~~$2,177~~

per Sailor

Departing on:

Mon, Jan 25 - Thu, Feb 04

from (US$)$1,443

Sun, Nov 15 - Wed, Nov 25

from (US$)$1,533

Mon, Feb 22 - Thu, Mar 04

from (US$)$1,537

Captivating Costa Maya & Cozumel Charm

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

Insider cabins from

$714~~$1,026~~

per Sailor

6 nights

Resilient Lady

Up to $300 in drinks

Getaways for 80% off 2nd Sailor

Insider cabins from

$714~~$1,026~~

per Sailor

Departing on:

Mon, Nov 16 - Sun, Nov 22

from (US$)$714

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

$1,032~~$1,610~~

per Sailor

8 nights

Valiant Lady

Up to $300 in drinks

Getaways for 80% off 2nd Sailor

Insider cabins from

$1,032~~$1,610~~

per Sailor

Departing on:

Fri, Nov 20 - Sat, Nov 28

Jamaican Waves & Bimini Breeze

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

Insider cabins from

$795~~$1,143~~

per Sailor

5 nights

Scarlet Lady

Up to $100 in drinks

Getaways for 80% off 2nd Sailor

Insider cabins from

$795~~$1,143~~

per Sailor

Departing on:

Mon, Feb 15 - Sat, Feb 20

from (US$)$795

Mon, Nov 23 - Sat, Nov 28

from (US$)$913

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

$833~~$1,281~~

per Sailor

7 nights

Valiant Lady

Up to $300 in drinks

Getaways for 80% off 2nd Sailor

Insider cabins from

$833~~$1,281~~

per Sailor

Departing on:

Sat, Nov 28 - Sat, Dec 05

from (US$)$833

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

$714~~$1,032~~

per Sailor

6 nights

Resilient Lady

Up to $300 in drinks

Getaways for 80% off 2nd Sailor

Insider cabins from

$714~~$1,032~~

per Sailor

Departing on:

Sun, Nov 29 - Sat, Dec 05

from (US$)$714

Sun, Dec 13 - Sat, Dec 19

from (US$)$714

Sun, Jan 10 - Sat, Jan 16

from (US$)$774

Eastern Caribbean & Bimini Beach Club

Miami, Florida
Philipsburg, St. Maarten
Tortola, British Virgin Islands
St. Croix, U.S. Virgin Islands
San Juan, Puerto Rico
Puerto Plata, Dominican Republic
The Beach Club at Bimini, Bahamas
Miami, Florida

Insider cabins from

$1,190~~$1,745~~

per Sailor

10 nights

Brilliant Lady

Up to $400 in drinks

Getaways for 80% off 2nd Sailor

Insider cabins from

$1,190~~$1,745~~

per Sailor

Departing on:

Mon, Jan 11 - Thu, Jan 21

from (US$)$1,190

Mon, Nov 30 - Thu, Dec 10

from (US$)$1,534

Mon, Feb 08 - Thu, Feb 18

from (US$)$1,539

Eastern Caribbean & Bimini Holiday

Miami, Florida
Philipsburg, St. Maarten
Charlotte Amalie, St. Thomas
San Juan, Puerto Rico
The Beach Club at Bimini, Bahamas
Miami, Florida

Insider cabins from

$1,252~~$1,930~~

per Sailor

9 nights

Brilliant Lady

Up to $300 in drinks

Getaways for 80% off 2nd Sailor

Insider cabins from

$1,252~~$1,930~~

per Sailor

Departing on:

Mon, Dec 14 - Wed, Dec 23

from (US$)$1,252

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

$952~~$1,386~~

per Sailor

8 nights

Resilient Lady

Up to $300 in drinks

Getaways for 80% off 2nd Sailor

Insider cabins from

$952~~$1,386~~

per Sailor

Departing on:

Sat, Jan 16 - Sun, Jan 24

from (US$)$952

Sat, Mar 13 - Sun, Mar 21

Southern Caribbean & Aruban Nights

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

Insider cabins from

$1,112~~$1,688~~

per Sailor

8 nights

Valiant Lady

Up to $300 in drinks

Getaways for 80% off 2nd Sailor

Insider cabins from

$1,112~~$1,688~~

per Sailor

Departing on:

Fri, Jan 29 - Sat, Feb 06

from (US$)$1,112

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

$952~~$1,424~~

per Sailor

8 nights

Resilient Lady

Up to $300 in drinks

Getaways for 80% off 2nd Sailor

Insider cabins from

$952~~$1,424~~

per Sailor

Departing on:

Sat, Jan 30 - Sun, Feb 07

from (US$)$952

Southern Caribbean & Aruban Nights

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

Insider cabins from

$1,043~~$1,585~~

per Sailor

7 nights

Valiant Lady

Up to $300 in drinks

Getaways for 80% off 2nd Sailor

Insider cabins from

$1,043~~$1,585~~

per Sailor

Departing on:

Sat, Feb 06 - Sat, Feb 13

Sat, Mar 27 - Sat, Apr 03

from (US$)$1,508

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

$903~~$1,309~~

per Sailor

7 nights

Resilient Lady

Up to $300 in drinks

Getaways for 80% off 2nd Sailor

Insider cabins from

$903~~$1,309~~

per Sailor

Departing on:

Sun, Feb 28 - Sun, Mar 07

from (US$)$903

Sun, Feb 07 - Sun, Feb 14

from (US$)$938

Sun, Apr 11 - Sun, Apr 18

from (US$)$938

Key West & Bimini: Valentine’s Voyage

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

Insider cabins from

$676~~$965~~

per Sailor

4 nights

Scarlet Lady

Up to $100 in drinks

Getaways for 80% off 2nd Sailor

Insider cabins from

$676~~$965~~

per Sailor

Departing on:

Thu, Feb 11 - Mon, Feb 15

from (US$)$676

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

$1,043~~$1,593~~

per Sailor

7 nights

Valiant Lady

Up to $300 in drinks

Getaways for 80% off 2nd Sailor

Insider cabins from

$1,043~~$1,593~~

per Sailor

Departing on:

Sat, Feb 13 - Sat, Feb 20

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

$1,043~~$1,585~~

per Sailor

7 nights

Valiant Lady

Up to $300 in drinks

Getaways for 80% off 2nd Sailor

Insider cabins from

$1,043~~$1,585~~

per Sailor

Departing on:

Sat, Feb 20 - Sat, Feb 27

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

$1,043~~$1,578~~

per Sailor

7 nights

Valiant Lady

Up to $300 in drinks

Getaways for 80% off 2nd Sailor

Insider cabins from

$1,043~~$1,578~~

per Sailor

Departing on:

Sat, Mar 06 - Sat, Mar 13

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

$1,192~~$1,832~~

per Sailor

8 nights

Valiant Lady

Up to $300 in drinks

Getaways for 80% off 2nd Sailor

Insider cabins from

$1,192~~$1,832~~

per Sailor

Departing on:

Fri, Mar 19 - Sat, Mar 27

from (US$)$1,192

Eastern Caribbean Cruise

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

Insider cabins from

$834~~$1,276~~

per Sailor

6 nights

Resilient Lady

Up to $300 in drinks

Getaways for 80% off 2nd Sailor

Insider cabins from

$834~~$1,276~~

per Sailor

Departing on:

Sun, Mar 21 - Sat, Mar 27

from (US$)$834

Bahamas & Bimini Beach Club

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

Insider cabins from

$790~~$1,179~~

per Sailor

4 nights

Brilliant Lady

Up to $100 in drinks

Getaways for 80% off 2nd Sailor

Insider cabins from

$790~~$1,179~~

per Sailor

Departing on:

Mon, Mar 22 - Fri, Mar 26

from (US$)$790

Western Caribbean & Bimini Beach Club

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

Insider cabins from

$938~~$1,368~~

per Sailor

7 nights

Resilient Lady

Up to $300 in drinks

Getaways for 80% off 2nd Sailor

Insider cabins from

$938~~$1,368~~

per Sailor

Departing on:

Sun, Apr 04 - Sun, Apr 11

from (US$)$938

Eastern Caribbean: San Juan to Miami

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

Insider cabins from

$545~~$760~~

per Sailor

5 nights

Valiant Lady

Up to $100 in drinks

Getaways for 80% off 2nd Sailor

Insider cabins from

$545~~$760~~

per Sailor

Departing on:

Sat, Apr 10 - Thu, Apr 15

from (US$)$545

Grand Cayman & Bimini Beach Club

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

Insider cabins from

$795~~$1,189~~

per Sailor

5 nights

Resilient Lady

Up to $100 in drinks

Getaways for 80% off 2nd Sailor

Insider cabins from

$795~~$1,189~~

per Sailor

Departing on: