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.
6,801 cruises cruises
Includes free extras and bonus savings available only from CruiseInsider.
| Itinerary | Cruise Line | Cruise Ship | Departing | From Price |
|---|---|---|---|---|
|
6-night Eastern Caribbean With Turks & Caicos Cruise
Roundtrip Port Canaveral |
Cruise Line
Princess Cruises
|
Cruise Ship
Sky Princess
|
Departs
2/16/26
|
From
$589
|
|
4-night Bahamas & Perfect Day Cruise
Roundtrip Port Canaveral |
Cruise Line
Royal Caribbean International
|
Cruise Ship
Utopia of the Seas
|
Departs
2/16/26
|
From
$1,021
|
|
24-night The Colors of Carnival Cruise
Buenos Aires to Miami |
Cruise Line
Regent Seven Seas Cruises
|
Cruise Ship
Seven Seas Splendor
|
Departs
2/17/26
|
From
$14,599
|
|
11-night Stars of the Greater Antilles
Cozumel to St. Maarten |
Cruise Line
Windstar Cruises
|
Cruise Ship
Wind Surf
|
Departs
2/17/26
|
From
$4,063
|
|
18-night Star Collector: Deep Dive Into the Blue: Underwater Worlds of the Caribbean
Cozumel to St. Maarten |
Cruise Line
Windstar Cruises
|
Cruise Ship
Wind Surf
|
Departs
2/17/26
|
From
$5,715
|
|
11-night Caribbean Cruise: Dominican Republic & Antigua
Roundtrip Jacksonville |
Cruise Line
Norwegian Cruise Line
|
Cruise Ship
Norwegian Gem
|
Departs
2/17/26
|
From
$983
|
|
4-night Key West & Bahamas Cruise
Roundtrip Ft. Lauderdale |
Cruise Line
Celebrity Cruises
|
Cruise Ship
Celebrity Summit
|
Departs
2/17/26
|
From
$519
|
|
10-night West Indies Explorer Cruise
Roundtrip San Juan |
Cruise Line
Viking Cruises
|
Cruise Ship
Viking Sea (Ocean)
|
Departs
2/17/26
|
From
$4,799
|
|
10-night Southern Caribbean Cruise
Roundtrip St. George's, Grenada |
Cruise Line
Star Clippers
|
Cruise Ship
Star Clipper
|
Departs
2/18/26
|
Call For Pricing
|
|
12-night Eastern Caribbean Cruise
Roundtrip Miami |
Cruise Line
Cunard Line
|
Cruise Ship
Queen Elizabeth
|
Departs
2/19/26
|
From
$1,249
|
|
21-night Caribbean Cruise
Roundtrip Miami |
Cruise Line
Cunard Line
|
Cruise Ship
Queen Elizabeth
|
Departs
2/19/26
|
From
$2,318
|
|
4-night Western Caribbean Cruise
Roundtrip Tampa |
Cruise Line
Royal Caribbean International
|
Cruise Ship
Enchantment of the Seas
|
Departs
2/19/26
|
From
$410
|
|
7-night Eastern and Southern Caribbean Cruise
Roundtrip St. Maarten(Philipsburg) |
Cruise Line
Silversea Cruises
|
Cruise Ship
Silver Shadow
|
Departs
2/19/26
|
From
$4,850
|
|
7-night Tropical Retreats Voyage
Roundtrip Miami |
Cruise Line
Oceania Cruises
|
Cruise Ship
Allura
|
Departs
2/19/26
|
From
$2,799
|
|
14-night Eastern and Southern Caribbean Cruise
St. Maarten (Philipsburg) to Bridgetown (Barbados) |
Cruise Line
Silversea Cruises
|
Cruise Ship
Silver Shadow
|
Departs
2/19/26
|
Call For Pricing
|
|
4-night Bahamian Cruise From Fort Lauderdale
Roundtrip Ft. Lauderdale |
Cruise Line
Disney Cruise Line
|
Cruise Ship
Disney Destiny
|
Departs
2/19/26
|
Call For Pricing
|
|
9-night Southern Caribbean Cruise
Roundtrip San Juan |
Cruise Line
Royal Caribbean International
|
Cruise Ship
Brilliance of the Seas
|
Departs
2/20/26
|
From
$905
|
|
3-night Bahamas & Perfect Day Cruise
Roundtrip Miami |
Cruise Line
Royal Caribbean International
|
Cruise Ship
Wonder of the Seas
|
Departs
2/20/26
|
From
$534
|
|
3-night Bahamas & Perfect Day Cruise
Roundtrip Port Canaveral |
Cruise Line
Royal Caribbean International
|
Cruise Ship
Utopia of the Seas
|
Departs
2/20/26
|
From
$599
|
|
9-night Southern Caribbean: Abc Islands Cruise
Roundtrip Ft. Lauderdale |
Cruise Line
Holland America Line
|
Cruise Ship
Rotterdam
|
Departs
2/20/26
|
From
$1,326
|
|
3-night Bahamian Cruise From Fort Lauderdale
Roundtrip Ft. Lauderdale |
Cruise Line
Disney Cruise Line
|
Cruise Ship
Disney Dream
|
Departs
2/20/26
|
From
$702
|
|
3-night Bahamian Cruise From Port Canaveral
Roundtrip Port Canaveral |
Cruise Line
Disney Cruise Line
|
Cruise Ship
Disney Wish
|
Departs
2/20/26
|
From
$927
|
|
7-night Antigua To The British Virgin Islands Cruise: Hidden Cays And Azure Seas Aboard Sea Cloud II
Roundtrip St. Maarten (Philipsburg) |
Cruise Line
Lindblad Expeditions
|
Cruise Ship
Sea Cloud II
|
Departs
2/20/26
|
From
$9,735
|
|
7-night Caribbean Cruise: Great Stirrup Cay & Dominican Republic
Roundtrip Port Canaveral |
Cruise Line
Norwegian Cruise Line
|
Cruise Ship
Norwegian Joy
|
Departs
2/20/26
|
From
$988
|