Showing cruise vacations: All Destinations, December 2026 - March 2027

Quick find:

Black Friday Preview Sale

Showing 79 cruise vacations that match your search

Mexico & Bimini Beach Club

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

Insider cabins from

$545~~$765~~

per Sailor

5 nights

Scarlet Lady

+ free drinks

Black Friday Preview: 80% off 2nd Sailor

Insider cabins from

$545~~$765~~

per Sailor

Departing on:

Sat, Nov 28 - Thu, Dec 03

Mon, Jan 04 - Sat, Jan 09

Southern Caribbean Cruise

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

$763~~$1,165~~

per Sailor

7 nights

Valiant Lady

+ free drinks

Black Friday Preview: 80% off 2nd Sailor

Insider cabins from

$763~~$1,165~~

per Sailor

Departing on:

Sat, Nov 28 - Sat, Dec 05

BLACK FRIDAY PREVIEW

UP TO $300 IN ONBOARD CREDIT + UP TO $600 IN FREE DRINKS

Book this limited-time offer on most Mediterranean 2027 sailings & stack your perks!

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~~$1,035~~

per Sailor

6 nights

Resilient Lady

+ free drinks

Black Friday Preview: 80% off 2nd Sailor

Insider cabins from

$714~~$1,035~~

per Sailor

Departing on:

Sun, Nov 29 - Sat, Dec 05

Sun, Dec 13 - Sat, Dec 19

Sun, Jan 10 - Sat, Jan 16

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

$990~~$1,474~~

per Sailor

10 nights

Brilliant Lady

+ free drinks

Black Friday Preview: 80% off 2nd Sailor

Insider cabins from

$990~~$1,474~~

per Sailor

Departing on:

Mon, Nov 30 - Thu, Dec 10

Mon, Jan 11 - Thu, Jan 21

from (US$)$1,390

Mon, Mar 08 - Thu, Mar 18

from (US$)$1,190

Key West & Bimini Beach Club

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

Insider cabins from

$556~~$788~~

per Sailor

4 nights

Scarlet Lady & Brilliant Lady

+ free drinks

Black Friday Preview: 80% off 2nd Sailor

Insider cabins from

$556~~$788~~

per Sailor

Departing on:

Thu, Dec 10 - Mon, Dec 14

Thu, Dec 03 - Mon, Dec 07

Thu, Dec 17 - Mon, Dec 21

Eastern Caribbean & Bimini Beach Club

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

$792~~$1,165~~

per Sailor

8 nights

Resilient Lady

+ free drinks

Black Friday Preview: 80% off 2nd Sailor

Insider cabins from

$792~~$1,165~~

per Sailor

Departing on:

Sat, Dec 05 - Sun, Dec 13

Sat, Mar 27 - Sun, Apr 04

from (US$)$1,272

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

$763~~$1,178~~

per Sailor

7 nights

Valiant Lady

+ free drinks

Black Friday Preview: 80% off 2nd Sailor

Insider cabins from

$763~~$1,178~~

per Sailor

Departing on:

Sat, Dec 05 - Sat, Dec 12

Sat, Jan 09 - Sat, Jan 16

Sat, Feb 27 - Sat, Mar 06

from (US$)$1,043

Grand Turk & Bimini Beach Club

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

Insider cabins from

$695~~$1,028~~

per Sailor

5 nights

Scarlet Lady

+ free drinks

Black Friday Preview: 80% off 2nd Sailor

Insider cabins from

$695~~$1,028~~

per Sailor

Departing on:

Mon, Dec 07 - Sat, Dec 12

Sat, Dec 12 - Thu, Dec 17

Sat, Jan 09 - Thu, Jan 14

Southern Caribbean Cruise

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

$903~~$1,403~~

per Sailor

7 nights

Valiant Lady

+ free drinks

Black Friday Preview: 80% off 2nd Sailor

Insider cabins from

$903~~$1,403~~

per Sailor

Departing on:

Sat, Dec 12 - Sat, Dec 19

Sat, Jan 16 - Sat, Jan 23

Eastern Caribbean & Bimini Holiday

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

Insider cabins from

$801~~$1,174~~

per Sailor

9 nights

Brilliant Lady

+ free drinks

Black Friday Preview: 80% off 2nd Sailor

Insider cabins from

$801~~$1,174~~

per Sailor

Departing on:

Mon, Dec 14 - Wed, Dec 23

Eastern Caribbean & Bimini Holiday

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

Insider cabins from

$1,272~~$1,956~~

per Sailor

8 nights

Resilient Lady

+ free drinks

Black Friday Preview: 80% off 2nd Sailor

Insider cabins from

$1,272~~$1,956~~

per Sailor

Departing on:

Sat, Dec 19 - Sun, Dec 27

from (US$)$1,272

Southern Caribbean Holiday Cruise

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

Insider cabins from

$903~~$1,411~~

per Sailor

7 nights

Valiant Lady

+ free drinks

Black Friday Preview: 80% off 2nd Sailor

Insider cabins from

$903~~$1,411~~

per Sailor

Departing on:

Sat, Dec 19 - Sat, Dec 26

Mexico & Bimini Beach Club Holiday

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

Insider cabins from

$845~~$1,262~~

per Sailor

5 nights

Scarlet Lady

+ free drinks

Black Friday Preview: 80% off 2nd Sailor

Insider cabins from

$845~~$1,262~~

per Sailor

Departing on:

Mon, Dec 21 - Sat, Dec 26

Grand Turk & Bimini Holiday Cruise

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

Sea Terrace cabins from

$1,345~~$2,111~~

per Sailor

5 nights

Brilliant Lady

+ free drinks

Black Friday Preview: 80% off 2nd Sailor

Sea Terrace cabins from

$1,345~~$2,111~~

per Sailor

Departing on:

Wed, Dec 23 - Mon, Dec 28

from (US$)$1,345

Bahamas & Bimini Beach Club

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

Insider cabins from

$956~~$1,465~~

per Sailor

4 nights

Scarlet Lady

+ free drinks

Black Friday Preview: 80% off 2nd Sailor

Insider cabins from

$956~~$1,465~~

per Sailor

Departing on:

Sat, Dec 26 - Wed, Dec 30

Southern Caribbean New Year's Cruise

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

$1,533~~$2,451~~

per Sailor

7 nights

Valiant Lady

+ free drinks

Black Friday Preview: 80% off 2nd Sailor

Insider cabins from

$1,533~~$2,451~~

per Sailor

Departing on:

Sat, Dec 26 - Sat, Jan 02

from (US$)$1,533

Western Caribbean & Bimini New Year's

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

Insider cabins from

$1,673~~$2,633~~

per Sailor

7 nights

Resilient Lady

+ free drinks

Black Friday Preview: 80% off 2nd Sailor

Insider cabins from

$1,673~~$2,633~~

per Sailor

Departing on:

Sun, Dec 27 - Sun, Jan 03

from (US$)$1,673

Eastern Caribbean & Bimini New Year's

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

$1,390~~$2,151~~

per Sailor

10 nights

Brilliant Lady

+ free drinks

Black Friday Preview: 80% off 2nd Sailor

Insider cabins from

$1,390~~$2,151~~

per Sailor

Departing on:

Mon, Dec 28 - Thu, Jan 07

from (US$)$1,390

Dominican Republic & Bimini New Year's

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

Insider cabins from

$1,460~~$2,294~~

per Sailor

5 nights

Scarlet Lady

+ free drinks

Black Friday Preview: 80% off 2nd Sailor

Insider cabins from

$1,460~~$2,294~~

per Sailor

Departing on:

Wed, Dec 30 - Mon, Jan 04

from (US$)$1,460

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

$1,043~~$1,633~~

per Sailor

7 nights

Valiant Lady

+ free drinks

Black Friday Preview: 80% off 2nd Sailor

Insider cabins from

$1,043~~$1,633~~

per Sailor

Departing on:

Sat, Jan 02 - Sat, Jan 09

from (US$)$1,043

Sat, Mar 06 - Sat, Mar 13

from (US$)$1,113

Eastern Caribbean & Bimini Beach Club

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

Insider cabins from

$763~~$1,122~~

per Sailor

7 nights

Resilient Lady

+ free drinks

Black Friday Preview: 80% off 2nd Sailor

Insider cabins from

$763~~$1,122~~

per Sailor

Departing on:

Sun, Jan 03 - Sun, Jan 10

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

$1,032~~$1,519~~

per Sailor

8 nights

Resilient Lady

+ free drinks

Black Friday Preview: 80% off 2nd Sailor

Insider cabins from

$1,032~~$1,519~~

per Sailor

Departing on:

Sat, Jan 16 - Sun, Jan 24

from (US$)$1,032

Sat, Mar 13 - Sun, Mar 21

from (US$)$1,192

Dominican Republic & Bimini Beach Club

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

Insider cabins from

$645~~$945~~

per Sailor

5 nights

Scarlet Lady

+ free drinks

Black Friday Preview: 80% off 2nd Sailor

Insider cabins from

$645~~$945~~

per Sailor

Departing on:

Mon, Jan 18 - Sat, Jan 23

Mon, Mar 01 - Sat, Mar 06

Mon, Mar 15 - Sat, Mar 20

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~~$1,300~~

per Sailor

6 nights

Valiant Lady

+ free drinks

Black Friday Preview: 80% off 2nd Sailor

Insider cabins from

$834~~$1,300~~

per Sailor

Departing on:

Sat, Jan 23 - Fri, Jan 29

Sat, Mar 13 - Fri, Mar 19

Eastern Caribbean Cruise

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

Insider cabins from

$834~~$1,270~~

per Sailor

6 nights

Resilient Lady

+ free drinks

Black Friday Preview: 80% off 2nd Sailor

Insider cabins from

$834~~$1,270~~

per Sailor

Departing on:

Sun, Jan 24 - Sat, Jan 30

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

Sea View cabins from

$1,190~~$1,820~~

per Sailor

10 nights

Brilliant Lady

+ free drinks

Black Friday Preview: 80% off 2nd Sailor

Sea View cabins from

$1,190~~$1,820~~

per Sailor

Departing on:

Mon, Jan 25 - Thu, Feb 04

from (US$)$1,190

Mon, Feb 22 - Thu, Mar 04

from (US$)$1,190

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

$1,352~~$2,149~~

per Sailor

8 nights

Valiant Lady

+ free drinks

Black Friday Preview: 80% off 2nd Sailor

Insider cabins from

$1,352~~$2,149~~

per Sailor

Departing on:

Fri, Jan 29 - Sat, Feb 06

from (US$)$1,352

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

+ free drinks

Black Friday Preview: 80% off 2nd Sailor

Insider cabins from

$952~~$1,424~~

per Sailor

Departing on:

Sat, Jan 30 - Sun, Feb 07

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~~$1,639~~

per Sailor

7 nights

Valiant Lady

+ free drinks

Black Friday Preview: 80% off 2nd Sailor

Insider cabins from

$1,043~~$1,639~~

per Sailor

Departing on:

Sat, Feb 06 - Sat, Feb 13

from (US$)$1,043

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~~$1,335~~

per Sailor

7 nights

Resilient Lady

+ free drinks

Black Friday Preview: 80% off 2nd Sailor

Insider cabins from

$903~~$1,335~~

per Sailor

Departing on:

Sun, Feb 07 - Sun, Feb 14

Sun, Feb 28 - Sun, Mar 07

Sisters at Sea: Brilliant Lady

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

Sea View cabins from

$1,790~~$2,805~~

per Sailor

10 nights

Brilliant Lady

+ free drinks

Black Friday Preview: 80% off 2nd Sailor

Sea View cabins from

$1,790~~$2,805~~

per Sailor

Departing on:

Mon, Feb 08 - Thu, Feb 18

from (US$)$1,790

Sisters at Sea: Valiant Lady

San Juan, Puerto Rico
Samaná, Dominican Republic
Grand Turk, Turks and Caicos
Cabo Rojo, Dominican Republic
San Juan, Puerto Rico

Insider cabins from

$1,323~~$2,115~~

per Sailor

7 nights

Valiant Lady

+ free drinks

Black Friday Preview: 80% off 2nd Sailor

Insider cabins from

$1,323~~$2,115~~

per Sailor

Departing on:

Sat, Feb 13 - Sat, Feb 20

from (US$)$1,323

Sisters at Sea: Resilient Lady

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

Insider cabins from

$1,043~~$1,579~~

per Sailor

7 nights

Resilient Lady

+ free drinks

Black Friday Preview: 80% off 2nd Sailor

Insider cabins from

$1,043~~$1,579~~

per Sailor

Departing on:

Sun, Feb 14 - Sun, Feb 21

from (US$)$1,043

Sisters at Sea: Scarlet Lady

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

Sea Terrace cabins from

$1,145~~$1,766~~

per Sailor

5 nights

Scarlet Lady

+ free drinks

Black Friday Preview: 80% off 2nd Sailor

Sea Terrace cabins from

$1,145~~$1,766~~

per Sailor

Departing on:

Mon, Feb 15 - Sat, Feb 20

from (US$)$1,145

Southern Caribbean Cruise

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~~$1,639~~

per Sailor

7 nights

Valiant Lady

+ free drinks

Black Friday Preview: 80% off 2nd Sailor

Insider cabins from

$1,043~~$1,639~~

per Sailor

Departing on:

Sat, Feb 20 - Sat, Feb 27

from (US$)$1,043

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

$833~~$1,231~~

per Sailor

7 nights

Resilient Lady

+ free drinks

Black Friday Preview: 80% off 2nd Sailor

Insider cabins from

$833~~$1,231~~

per Sailor

Departing on:

Sun, Feb 21 - Sun, Feb 28

Southern Caribbean Cruise

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

$952~~$1,492~~

per Sailor

8 nights

Valiant Lady

+ free drinks

Black Friday Preview: 80% off 2nd Sailor

Insider cabins from

$952~~$1,492~~

per Sailor

Departing on:

Fri, Mar 19 - Sat, Mar 27

True Crime Voyage

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

Insider cabins from

$945~~$1,444~~

per Sailor

5 nights

Scarlet Lady

+ free drinks

Black Friday Preview: 80% off 2nd Sailor

Insider cabins from

$945~~$1,444~~

per Sailor

Departing on:

Sat, Mar 20 - Thu, Mar 25

Eastern Caribbean Cruise

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

Insider cabins from

$1,014~~$1,570~~

per Sailor

6 nights

Resilient Lady

+ free drinks

Black Friday Preview: 80% off 2nd Sailor

Insider cabins from

$1,014~~$1,570~~

per Sailor

Departing on:

Sun, Mar 21 - Sat, Mar 27

from (US$)$1,014

Bahamas & Bimini Beach Club

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

Insider cabins from

$556~~$782~~

per Sailor

4 nights

Brilliant Lady

+ free drinks

Black Friday Preview: 80% off 2nd Sailor

Insider cabins from

$556~~$782~~

per Sailor

Departing on:

Mon, Mar 22 - Fri, Mar 26

Panama Canal: Miami to Los Angeles

Miami, Florida
Cartagena, Colombia
Colón, Panama
Panama Canal (Cruising), Panama
Puntarenas, Costa Rica
Puerto Quetzal, Guatemala
Cabo San Lucas, Mexico
Los Angeles, California

Sea View cabins from

$2,064~~$2,970~~

per Sailor

16 nights

Brilliant Lady

+ free drinks

Black Friday Preview: 80% off 2nd Sailor

Sea View cabins from

$2,064~~$2,970~~

per Sailor

Departing on:

Fri, Mar 26 - Sun, Apr 11

from (US$)$2,064

Grand Cayman & Bimini Beach Club

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

Insider cabins from

$845~~$1,273~~

per Sailor

5 nights

Scarlet Lady

+ free drinks

Black Friday Preview: 80% off 2nd Sailor

Insider cabins from

$845~~$1,273~~

per Sailor

Departing on:

Mon, Mar 29 - Sat, Apr 03

Average starting price per Sailor (incl. taxes & fees)