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 |
|---|---|---|---|---|
|
10-night Southern Caribbean With Martinique Cruise
Roundtrip Ft. Lauderdale |
Cruise Line
Princess Cruises
|
Cruise Ship
Enchanted Princess
|
Departs
2/25/26
|
From
$1,785
|
|
10-night Western Caribbean: Greater Antilles, Belize & Mexico Cruise
Roundtrip Ft. Lauderdale |
Cruise Line
Holland America Line
|
Cruise Ship
Koningsdam
|
Departs
2/25/26
|
From
$2,049
|
|
7-night Caribbean Cruise
Philipsburg to Bridgetown |
Cruise Line
Silversea Cruises
|
Cruise Ship
Silver Shadow
|
Departs
2/26/26
|
From
$4,250
|
|
4-night Eastern Caribbean Cruise
Roundtrip Miami |
Cruise Line
Royal Caribbean International
|
Cruise Ship
Freedom of the Seas
|
Departs
2/26/26
|
From
$389
|
|
4-night Bahamas & Perfect Day Cruise
Roundtrip Port Canaveral |
Cruise Line
Royal Caribbean International
|
Cruise Ship
Explorer of the Seas
|
Departs
2/26/26
|
From
$459
|
|
4-night Key West & Bahamas Cruise
Roundtrip Ft. Lauderdale |
Cruise Line
Celebrity Cruises
|
Cruise Ship
Celebrity Summit
|
Departs
2/26/26
|
From
$588
|
|
11-night Azure Antilles Voyage
Roundtrip Miami |
Cruise Line
Oceania Cruises
|
Cruise Ship
Allura
|
Departs
2/26/26
|
From
$4,399
|
|
4-night Bahamas Cruise: Great Stirrup Cay
Roundtrip Tampa |
Cruise Line
Norwegian Cruise Line
|
Cruise Ship
Norwegian Star
|
Departs
2/26/26
|
From
$524
|
|
12-night Tropical Island Rhythms Voyage
Roundtrip Miami |
Cruise Line
Oceania Cruises
|
Cruise Ship
Nautica
|
Departs
2/26/26
|
From
$3,599
|
|
3-night Bahamas & Perfect Day Cruise
Roundtrip Ft. Lauderdale |
Cruise Line
Royal Caribbean International
|
Cruise Ship
Liberty of the Seas
|
Departs
2/27/26
|
From
$423
|
|
3-night Bahamas & Perfect Day Cruise
Roundtrip Port Canaveral |
Cruise Line
Royal Caribbean International
|
Cruise Ship
Utopia of the Seas
|
Departs
2/27/26
|
From
$616
|
|
3-night Bahamas & Perfect Day Cruise
Roundtrip Miami |
Cruise Line
Royal Caribbean International
|
Cruise Ship
Wonder of the Seas
|
Departs
2/27/26
|
From
$543
|
|
15-night Panama Canal Cruise
San Diego to Miami |
Cruise Line
Holland America Line
|
Cruise Ship
Zuiderdam
|
Departs
2/27/26
|
From
$2,844
|
|
3-night Bahamas Getaway Cruise
Roundtrip Ft. Lauderdale |
Cruise Line
Royal Caribbean International
|
Cruise Ship
Radiance of the Seas
|
Departs
2/27/26
|
From
$424
|
|
3-night Bahamian Cruise From Fort Lauderdale
Roundtrip Ft. Lauderdale |
Cruise Line
Disney Cruise Line
|
Cruise Ship
Disney Dream
|
Departs
2/27/26
|
From
$753
|
|
3-night Bahamian Cruise From Port Canaveral
Roundtrip Port Canaveral |
Cruise Line
Disney Cruise Line
|
Cruise Ship
Disney Wish
|
Departs
2/27/26
|
From
$942
|
|
7-night Windward Islands Surf & Sunsets Cruise
Roundtrip San Juan |
Cruise Line
Windstar Cruises
|
Cruise Ship
Star Seeker
|
Departs
2/27/26
|
Call For Pricing
|
|
14-night Star Collector: Lovely Leewards Cruise
Roundtrip San Juan |
Cruise Line
Windstar Cruises
|
Cruise Ship
Star Seeker
|
Departs
2/27/26
|
From
$14,999
|
|
10-night West Indies Explorer Cruise
Roundtrip San Juan |
Cruise Line
Viking Cruises
|
Cruise Ship
Viking Sea (Ocean)
|
Departs
2/27/26
|
From
$4,399
|
|
63-night 2026 World Voyage Segment: Hong Kong To Southampton
Hong Kong to Southampton |
Cruise Line
Cunard Line
|
Cruise Ship
Queen Anne
|
Departs
2/27/26
|
From
$9,589
|
|
52-night 2026 World Voyage Segment: Hong Kong To Miami
Hong Kong to Miami |
Cruise Line
Cunard Line
|
Cruise Ship
Queen Anne
|
Departs
2/27/26
|
From
$9,599
|
|
26-night Panama Canal & Eastern Caribbean Cruise
San Diego to Miami |
Cruise Line
Holland America Line
|
Cruise Ship
Zuiderdam
|
Departs
2/27/26
|
From
$4,674
|
|
7-night Caribbean Cruise: Great Stirrup Cay & Dominican Republic
Roundtrip Port Canaveral |
Cruise Line
Norwegian Cruise Line
|
Cruise Ship
Norwegian Joy
|
Departs
2/27/26
|
From
$920
|
|
7-night Caribbean Cruise: Harvest Caye, Cozumel & Roatan
Roundtrip Galveston |
Cruise Line
Norwegian Cruise Line
|
Cruise Ship
Norwegian Viva
|
Departs
2/28/26
|
From
$967
|