Showing cruise vacations: All Destinations, November 2026 - January 2027

Quick find:

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Showing 35 cruise vacations that match your search

Grand Turk & Bimini Beach Club

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

Insider cabins from

$695~~$1,015~~

per Sailor

5 nights

Scarlet Lady & Brilliant Lady

+ free drinks

Black Friday Preview: 80% off 2nd Sailor

Insider cabins from

$695~~$1,015~~

per Sailor

Departing on:

Sat, Dec 12 - Thu, Dec 17

Sat, Nov 14 - Thu, Nov 19

Wed, Nov 25 - Mon, Nov 30

from (US$)$1,221

Southern Caribbean Cruise

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

Sea View cabins from

$834~~$1,297~~

per Sailor

6 nights

Valiant Lady

+ free drinks

Black Friday Preview: 80% off 2nd Sailor

Sea View cabins from

$834~~$1,297~~

per Sailor

Departing on:

Sat, Nov 14 - Fri, Nov 20

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!

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

$1,390~~$2,150~~

per Sailor

10 nights

Brilliant Lady

+ free drinks

Black Friday Preview: 80% off 2nd Sailor

Sea View cabins from

$1,390~~$2,150~~

per Sailor

Departing on:

Sun, Nov 15 - Wed, Nov 25

from (US$)$1,390

Mexico & Bimini Beach Club

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

Insider cabins from

$654~~$926~~

per Sailor

6 nights

Resilient Lady

+ free drinks

Black Friday Preview: 80% off 2nd Sailor

Insider cabins from

$654~~$926~~

per Sailor

Departing on:

Mon, Nov 16 - Sun, Nov 22

Key West & Bimini Beach Club

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

Insider cabins from

$516~~$726~~

per Sailor

4 nights

Scarlet Lady & Brilliant Lady

+ free drinks

Black Friday Preview: 80% off 2nd Sailor

Insider cabins from

$516~~$726~~

per Sailor

Departing on:

Thu, Jan 07 - Mon, Jan 11

Thu, Nov 19 - Mon, Nov 23

Thu, Dec 03 - Mon, Dec 07

Southern Caribbean Cruise

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

$872~~$1,343~~

per Sailor

8 nights

Valiant Lady

+ free drinks

Black Friday Preview: 80% off 2nd Sailor

Insider cabins from

$872~~$1,343~~

per Sailor

Departing on:

Fri, Nov 20 - Sat, Nov 28

Jamaica & Bimini Beach Club

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

Insider cabins from

$945~~$1,443~~

per Sailor

5 nights

Scarlet Lady

+ free drinks

Black Friday Preview: 80% off 2nd Sailor

Insider cabins from

$945~~$1,443~~

per Sailor

Departing on:

Mon, Nov 23 - Sat, Nov 28

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

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

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

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

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

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

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

$895~~$1,345~~

per Sailor

5 nights

Scarlet Lady

+ free drinks

Black Friday Preview: 80% off 2nd Sailor

Insider cabins from

$895~~$1,345~~

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

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

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