Showing cruise vacations: Caribbean, October 2026 - April 2027

Quick find:

Summer 2027: Up to $400 onboard credit ends in

Showing 20 cruise vacations that match your search

Dominican Republic & Bimini Beach Club

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

Insider cabins from

€633~~€877~~

per Sailor

5 nights

Resilient Lady & Scarlet Lady

70% off 2nd Sailor

Up to $1,000 Instant Savings

Insider cabins from

€633~~€877~~

per Sailor

Departing on:

Mon, Jan 18 - Sat, Jan 23

Mon, Oct 12 - Sat, Oct 17

Mon, Mar 01 - Sat, Mar 06

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

€1,302~~€1,896~~

per Sailor

6 nights

Scarlet Lady

70% off 2nd Sailor

Up to $1,000 Instant Savings

Sea View cabins from

€1,302~~€1,896~~

per Sailor

Departing on:

Sun, Oct 25 - Sat, Oct 31

ALASKA OR EUROPE? YES.

UP TO $1,000 SAVINGS + $400 ONBOARD CREDIT

Book select Summer 2027 sailings early.

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

€938~~€1,326~~

per Sailor

8 nights

Resilient Lady

70% off 2nd Sailor

Up to $1,000 Instant Savings

Insider cabins from

€938~~€1,326~~

per Sailor

Departing on:

Sun, Nov 08 - Mon, Nov 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

Sea View cabins from

€990~~€1,393~~

per Sailor

10 nights

Brilliant Lady

70% off 2nd Sailor

Up to $1,000 Instant Savings

Sea View cabins from

€990~~€1,393~~

per Sailor

Departing on:

Mon, Nov 30 - Thu, Dec 10

Mon, Jan 11 - Thu, Jan 21

Mon, Mar 08 - Thu, Mar 18

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

€720~~€993~~

per Sailor

8 nights

Resilient Lady

70% off 2nd Sailor

Up to $1,000 Instant Savings

Insider cabins from

€720~~€993~~

per Sailor

Departing on:

Sat, Dec 05 - Sun, Dec 13

Sat, Mar 27 - Sun, Apr 04

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

€1,083~~€1,545~~

per Sailor

8 nights

Resilient Lady

70% off 2nd Sailor

Up to $1,000 Instant Savings

Insider cabins from

€1,083~~€1,545~~

per Sailor

Departing on:

Sat, Dec 19 - Sun, Dec 27

Dominican Republic & Bimini New Year's

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

Insider cabins from

€1,411~~€2,068~~

per Sailor

5 nights

Scarlet Lady

70% off 2nd Sailor

Up to $1,000 Instant Savings

Insider cabins from

€1,411~~€2,068~~

per Sailor

Departing on:

Wed, Dec 30 - Mon, Jan 04

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

€756~~€1,053~~

per Sailor

7 nights

Resilient Lady & Scarlet Lady

70% off 2nd Sailor

Up to $1,000 Instant Savings

Insider cabins from

€756~~€1,053~~

per Sailor

Departing on:

Sun, Jan 03 - Sun, Jan 10

Sat, Apr 17 - Sat, Apr 24

Eastern Caribbean Cruise

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

Insider cabins from

€759~~€1,078~~

per Sailor

6 nights

Resilient Lady

70% off 2nd Sailor

Up to $1,000 Instant Savings

Insider cabins from

€759~~€1,078~~

per Sailor

Departing on:

Sun, Jan 24 - Sat, Jan 30

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

€864~~€1,210~~

per Sailor

8 nights

Resilient Lady

70% off 2nd Sailor

Up to $1,000 Instant Savings

Insider cabins from

€864~~€1,210~~

per Sailor

Departing on:

Sat, Jan 30 - Sun, Feb 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

Insider cabins from

€1,693~~€2,473~~

per Sailor

10 nights

Brilliant Lady

70% off 2nd Sailor

Up to $1,000 Instant Savings

Insider cabins from

€1,693~~€2,473~~

per Sailor

Departing on:

Mon, Feb 08 - Thu, Feb 18

Eastern Caribbean Cruise

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

Insider cabins from

€867~~€1,245~~

per Sailor

6 nights

Resilient Lady

70% off 2nd Sailor

Up to $1,000 Instant Savings

Insider cabins from

€867~~€1,245~~

per Sailor

Departing on:

Sun, Mar 21 - Sat, Mar 27

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