The Caribbean has been a haven for seafarers for centuries and is now considered heaven for modern-day travelers. With hundreds of unique islands and thousands of miles of unspoiled beaches dotted with secret bays, hidden coves and incredible ports of call, the Caribbean is widely considered among the world’s best vacation destinations.
Whether you enjoy the hustle and bustle of busy island ports, the sanctitude and solitude of hidden beaches, or fishing, diving and other aquatic adventures, there is something for every age and activity level in the breathtaking Caribbean islands of the Bahamas, Barbados, Virgin Islands, Cuba, Jamaica, Martinique, Puerto Rico, Trinidad and Tobago, Turks and Caicos, West Indies and more.
There are dozens of Caribbean cruise options to choose from, so speak to a CruiseInsider today at 1 (877) 734-6858 to start planning your island adventure or choose from one of the many Caribbean voyages offered below.
6,764 cruises cruises
Includes free extras and bonus savings available only from CruiseInsider.
| Itinerary | Cruise Line | Cruise Ship | Departing | From Price |
|---|---|---|---|---|
|
11-night Eastern Caribbean Cruise
Roundtrip Ft. Lauderdale |
Cruise Line
Silversea Cruises
|
Cruise Ship
Silver Ray
|
Departs
2/6/26
|
From
$7,450
|
|
3-night Bahamian Cruise From Fort Lauderdale
Roundtrip Ft. Lauderdale |
Cruise Line
Disney Cruise Line
|
Cruise Ship
Disney Dream
|
Departs
2/6/26
|
From
$702
|
|
5-night Bahamian Cruise From Port Canaveral
Roundtrip Port Canaveral |
Cruise Line
Disney Cruise Line
|
Cruise Ship
Disney Fantasy
|
Departs
2/6/26
|
From
$1,495
|
|
7-night San Juan & The Virgin Islands Cruise
Roundtrip San Juan |
Cruise Line
Windstar Cruises
|
Cruise Ship
Star Seeker
|
Departs
2/6/26
|
From
$4,062
|
|
14-night Star Collector: Lovely Leewards Cruise
Roundtrip San Juan |
Cruise Line
Windstar Cruises
|
Cruise Ship
Star Seeker
|
Departs
2/6/26
|
From
$6,790
|
|
7-night British Islands Discovery Cruise
St. Thomas (Charlotte Amalie) to San Juan |
Cruise Line
SeaDream Yacht Club
|
Cruise Ship
SeaDream I
|
Departs
2/7/26
|
From
$5,419
|
|
7-night Classic Caribbean Cruise
Roundtrip St. Maarten |
Cruise Line
Windstar Cruises
|
Cruise Ship
Wind Spirit
|
Departs
2/7/26
|
From
$2,917
|
|
14-night Star Collector: Caribbean Explorations Cruise
Roundtrip St. Maarten |
Cruise Line
Windstar Cruises
|
Cruise Ship
Wind Spirit
|
Departs
2/7/26
|
From
$4,878
|
|
7-Night Western Caribbean & Perfect Day Cruise
Roundtrip Miami |
Cruise Line
Royal Caribbean International
|
Cruise Ship
Icon of the Seas
|
Departs
2/7/26
|
From
$1,759
|
|
8-night Southern Caribbean & Perfect Day Cruise
Roundtrip Ft. Lauderdale |
Cruise Line
Royal Caribbean International
|
Cruise Ship
Oasis of the Seas
|
Departs
2/7/26
|
From
$1,029
|
|
8-night Western Caribbean Cruise
Roundtrip Tampa |
Cruise Line
Royal Caribbean International
|
Cruise Ship
Rhapsody of the Seas
|
Departs
2/7/26
|
From
$684
|
|
7-night Key West, Bahamas & Labadee Cruise
Roundtrip Port Canaveral |
Cruise Line
Celebrity Cruises
|
Cruise Ship
Celebrity Apex
|
Departs
2/7/26
|
From
$1,016
|
|
7-night Western Caribbean With Mexico Cruise
Roundtrip Ft. Lauderdale |
Cruise Line
Princess Cruises
|
Cruise Ship
Star Princess
|
Departs
2/7/26
|
From
$1,059
|
|
8-night Perfect Day Bahamas Cruise
Roundtrip Cape Liberty Cruise Port (Bayonne, NJ) |
Cruise Line
Royal Caribbean International
|
Cruise Ship
Odyssey of the Seas
|
Departs
2/7/26
|
From
$1,059
|
|
5-night Western Caribbean Cruise
Roundtrip Port Canaveral |
Cruise Line
Royal Caribbean International
|
Cruise Ship
Explorer of the Seas
|
Departs
2/7/26
|
From
$466
|
|
7-night Leeward Islands Cruise
Roundtrip St. Maarten (Philipsburg) |
Cruise Line
Star Clippers
|
Cruise Ship
Star Flyer
|
Departs
2/7/26
|
Call For Pricing
|
|
7-night Windward Islands Cruise
Roundtrip Bridgetown (Barbados) |
Cruise Line
Star Clippers
|
Cruise Ship
Royal Clipper
|
Departs
2/7/26
|
Call For Pricing
|
|
7-night Eastern Caribbean: Amber Cove & Bahamas Cruise
Roundtrip Ft. Lauderdale |
Cruise Line
Holland America Line
|
Cruise Ship
Nieuw Statendam
|
Departs
2/7/26
|
From
$1,081
|
|
14-night Eastern Caribbean: Bahamas & San Juan Cruise
Roundtrip Ft. Lauderdale |
Cruise Line
Holland America Line
|
Cruise Ship
Nieuw Statendam
|
Departs
2/7/26
|
Call For Pricing
|
|
14-night Yachtsman's Island Jewels Cruise
Bridgetown (Barbados) to St.Maarten (Philipsburg) |
Cruise Line
Seabourn
|
Cruise Ship
Seabourn Ovation
|
Departs
2/7/26
|
From
$9,099
|
|
7-night Western Caribbean Cruise From Port Canaveral
Roundtrip Port Canaveral |
Cruise Line
Disney Cruise Line
|
Cruise Ship
Disney Treasure
|
Departs
2/7/26
|
Call For Pricing
|
|
7-night Southern Caribbean Cruise
Colon (Panama) to Colon (Panama) |
Cruise Line
Royal Caribbean International
|
Cruise Ship
Serenade of the Seas
|
Departs
2/7/26
|
From
$1,076
|
|
9-night Western Caribbean Cruise
Roundtrip Galveston |
Cruise Line
Royal Caribbean International
|
Cruise Ship
Mariner of the Seas
|
Departs
2/7/26
|
From
$883
|
|
10-night West Indies Explorer Cruise
Roundtrip San Juan |
Cruise Line
Viking Cruises
|
Cruise Ship
Viking Sea (Ocean)
|
Departs
2/7/26
|
From
$4,899
|