Caribbean Cruises

Cruise around the idyllic islands and turquoise waters of the Caribbean by cruise ship or sailing yacht, uncovering the diverse treasures of Jamaica, Cuba, Puerto Rico, Barbados, the British Virgin Islands and more. Choose from 416 cruises to the Caribbean. Compare cruises, read past passenger reviews and enjoy exclusive savings on every departure.

  416 Cruises Found
 (1 Reviews)

West Indies Explorer

11 Days San Juan to San Juan
Operated By: Viking (Cruise)
“As a first experience of ocean cruising, Viking has probably spoilt us for a number of other lines. While not a small ship...”
Departures: Jan 2020 to Feb 2021 (10 Departures)
Regions: Caribbean
Save
$1,073
From
$4,166

Caribbean Delights

12 Days Nassau to Cartagena
Operated By: Scenic (Discovery Voyage)
Visit 5 different countries on this 11 night discovery voyage with Scenic, beginning your journey in Nassau and travelling through to Cartagena.
Departs: 05 October 2021
Regions: Caribbean
Save
$1,564
From
$11,101

Eastern Caribbean - Miami

8 Days Miami to Miami
Operated By: Norwegian Cruise Line (Cruise)
Visit 4 different countries on this 7 night cruise with Norwegian Cruise Line, beginning and ending your journey in Miami.
Departures: Nov 2020 to Aug 2021 (25 Departures)
Regions: Caribbean
 
From
$1,390

Atlantic & Amber Gems

11 Days Miami to Miami
Operated By: Oceania (Cruise)
Visit 7 different countries on this 10 night cruise with Oceania, beginning and ending your journey in Miami.
Departures: Nov 2020 to Feb 2021 (5 Departures)
Regions: Caribbean
Save
$3,612
From
$3,078

Caribbean Delights

17 Days New York to Miami
Operated By: Regent Seven Seas (Cruise)
Visit 10 different countries on this 16 night cruise with Regent Seven Seas, beginning your journey in New York and travelling through to Miami.
Departs: 30 October 2020
Regions: Bermuda, Caribbean
Save
$4,632
From
$7,468

Eastern Caribbean & Perfect Day

8 Days Miami to Miami
Operated By: Royal Caribbean (Cruise)
Visit 5 different countries on this 7 night cruise with Royal Caribbean, beginning and ending your journey in Miami.
Departures: May 2020 to Apr 2022 (30 Departures)
Regions: Bahamas, Caribbean
 
From
$1,435

Puerto Rico, St. Thomas & St. Kitts

8 Days Fort Lauderdale to Fort Lauderdale
Operated By: Celebrity Cruises (Cruise)
Visit 4 different countries on this 7 night cruise with Celebrity Cruises, beginning and ending your journey in Fort Lauderdale.
Departures: Nov 2020 to Apr 2022 (19 Departures)
Regions: Caribbean
 
From
$1,516

San Juan to St. John's

6 Days San Juan to Saint John's
Operated By: Silversea (Cruise)
Visit 6 different countries on this 5 night cruise with Silversea, beginning your journey in San Juan and travelling through to Saint John's.
Departs: 10 December 2019
Regions: Caribbean
 
From
$2,720

Western Caribbean Cruise

8 Days Miami to Miami
Operated By: Royal Caribbean (Cruise)
Visit 4 different countries on this 7 night cruise with Royal Caribbean, beginning and ending your journey in Miami.
Departures: Dec 2019 to Apr 2021 (23 Departures)
Regions: Caribbean
 
From
$1,152

Western Caribbean - New Orleans

8 Days New Orleans to New Orleans
Operated By: Norwegian Cruise Line (Cruise)
Visit 4 different countries on this 7 night cruise with Norwegian Cruise Line, beginning and ending your journey in New Orleans.
Departures: Jan 2020 to Jan 2020 (2 Departures)
Regions: Caribbean
 
From
$965

Western Caribbean Cruise

7 Days Miami to Miami
Operated By: Royal Caribbean (Cruise)
Embark on a 6 night cruise with Royal Caribbean visiting USA, Mexico & Honduras, beginning and ending your journey in Miami.
Departs: 03 January 2021
Regions: Caribbean, Mexico
 
From
$806

Western Caribbean Cruise

7 Days Miami to Miami
Operated By: Royal Caribbean (Cruise)
Embark on a 6 night cruise with Royal Caribbean visiting USA & Mexico, beginning and ending your journey in Miami.
Departures: Feb 2020 to Dec 2020 (4 Departures)
Regions: Caribbean, Mexico
 
From
$801

Exotic Islands & Luxe Seascapes

11 Days Miami to Miami
Operated By: Regent Seven Seas (Cruise)
Visit 6 different countries on this 10 night cruise with Regent Seven Seas, beginning and ending your journey in Miami.
Departs: 08 January 2020
Regions: Caribbean
Save
$5,618
From
$75,792

Ultimate America Discovery

20 Days Boston to Cartagena
Operated By: Scenic (Discovery Voyage)
Visit 6 different countries on this 19 night discovery voyage with Scenic, beginning your journey in Boston and travelling through to Cartagena.
Departs: 27 September 2021
Regions: Caribbean, Central America, USA
Save
$2,571
From
$19,089

The Caribbean: East To West

22 Days Miami to Miami
Operated By: Regent Seven Seas (Cruise)
Visit 13 different countries on this 21 night cruise with Regent Seven Seas, beginning and ending your journey in Miami.
Departs: 13 January 2022
Regions: Caribbean
Save
$8,153
From
$15,317

Western Caribbean Cruise

8 Days Miami to Miami
Operated By: Royal Caribbean (Cruise)
Embark on a 7 night cruise with Royal Caribbean visiting USA, Belize & Mexico, beginning and ending your journey in Miami.
Departs: 23 February 2020
Regions: Caribbean, Mexico
 
From
$984

Southern Caribbean Cruise

12 Days New York to Galveston
Operated By: Royal Caribbean (Cruise)
Visit 5 different countries on this 11 night cruise with Royal Caribbean, beginning your journey in New York and travelling through to Galveston.
Departs: 05 November 2020
Regions: Caribbean
 
From
$1,206

Southern Caribbean Cruise

13 Days Baltimore to Baltimore
Operated By: Royal Caribbean (Cruise)
Visit 6 different countries on this 12 night cruise with Royal Caribbean, beginning and ending your journey in Baltimore.
Departures: Nov 2020 to Apr 2022 (8 Departures)
Regions: Caribbean
 
From
$1,452

Southern Caribbean Cruise

11 Days Fort Lauderdale to Fort Lauderdale
Operated By: Celebrity Cruises (Cruise)
Visit 5 different countries on this 10 night cruise with Celebrity Cruises, beginning and ending your journey in Fort Lauderdale.
Departs: 13 May 2020
Regions: Caribbean
 
From
$2,090

Southern Caribbean Cruise

12 Days Fort Lauderdale to Fort Lauderdale
Operated By: Royal Caribbean (Cruise)
Visit 5 different countries on this 11 night cruise with Royal Caribbean, beginning and ending your journey in Fort Lauderdale.
Departs: 22 November 2021
Regions: Caribbean
 
From
$1,579

Western Caribbean Cruise

7 Days Miami to Miami
Operated By: Royal Caribbean (Cruise)
Embark on a 6 night cruise with Royal Caribbean visiting USA & Mexico, beginning and ending your journey in Miami.
Departures: Mar 2020 to Mar 2021 (4 Departures)
Regions: Caribbean, Mexico
 
From
$841

Fort Lauderdale to San Juan

10 Days Fort Lauderdale to San Juan
Operated By: Silversea (Cruise)
Visit 8 different countries on this 9 night cruise with Silversea, beginning your journey in Fort Lauderdale and travelling through to San Juan.
Departs: 25 November 2020
Regions: Caribbean
 
From
$3,780

Eastern Caribbean & Perfect Day

8 Days Fort Lauderdale to Fort Lauderdale
Operated By: Royal Caribbean (Cruise)
Visit 5 different countries on this 7 night cruise with Royal Caribbean, beginning and ending your journey in Fort Lauderdale.
Departs: 16 January 2021
Regions: Bahamas, Caribbean
 
From
$1,530

Western Caribbean Cruise

7 Days Miami to Miami
Operated By: Royal Caribbean (Cruise)
Embark on a 6 night cruise with Royal Caribbean visiting USA & Mexico, beginning and ending your journey in Miami.
Departs: 14 March 2021
Regions: Caribbean, Mexico
 
From
$869

Southern Caribbean Cruise

8 Days San Juan to San Juan
Operated By: Celebrity Cruises (Cruise)
Visit 5 different countries on this 7 night cruise with Celebrity Cruises, beginning and ending your journey in San Juan.
Departs: 02 January 2021
Regions: Caribbean
 
From
$1,466

Western Caribbean Cruise

6 Days Galveston to Galveston
Operated By: Royal Caribbean (Cruise)
Embark on a 5 night cruise with Royal Caribbean visiting USA & Mexico, beginning and ending your journey in Galveston.
Departures: Dec 2019 to Apr 2021 (22 Departures)
Regions: Caribbean, Mexico
 
From
$539

Western Caribbean Cruise

8 Days Tampa to Tampa
Operated By: Royal Caribbean (Cruise)
Visit 4 different countries on this 7 night cruise with Royal Caribbean, beginning and ending your journey in Tampa.
Departures: Dec 2020 to Mar 2021 (2 Departures)
Regions: Caribbean, Central America, Mexico
 
From
$1,091

Carnival Across The Caribbean

11 Days Miami to Miami
Operated By: Regent Seven Seas (Cruise)
Visit 7 different countries on this 10 night cruise with Regent Seven Seas, beginning and ending your journey in Miami.
Departs: 05 February 2021
Regions: Bahamas, Caribbean
Save
$3,962
From
$7,788

Eastern Caribbean - Port Canaveral

6 Days Orlando to Orlando
Operated By: Norwegian Cruise Line (Cruise)
Embark on a 5 night cruise with Norwegian Cruise Line visiting USA, Bahamas & Dominican Republic, beginning and ending your journey in Orlando.
Departures: Nov 2020 to Mar 2021 (4 Departures)
Regions: Caribbean
 
From
$838

Southern Caribbean Cruise

9 Days Fort Lauderdale to Fort Lauderdale
Operated By: Royal Caribbean (Cruise)
Visit 4 different countries on this 8 night cruise with Royal Caribbean, beginning and ending your journey in Fort Lauderdale.
Departs: 12 March 2021
Regions: Caribbean
 
From
$1,966

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