Caribbean

Destinations / Caribbean

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.

Caribbean Cruises

6,801 cruises cruises

Includes free extras and bonus savings available only from CruiseInsider.

3-night Bahamas & Perfect Day Cruise

Roundtrip Port Canaveral

Cruise Line
Royal Caribbean International
Cruise Ship
Utopia of the Seas
Departs
2/20/26
3-night Key West & Bahamas Cruise

Roundtrip Ft. Lauderdale

Cruise Line
Celebrity Cruises
Cruise Ship
Celebrity Reflection
Departs
2/20/26
21-night Southern Caribbean & Panama Canal: Abc Islands Cruise

Roundtrip Ft. Lauderdale

Cruise Line
Holland America Line
Cruise Ship
Rotterdam
Departs
2/20/26
From
$4,064
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 Bahamas Getaway Cruise

Roundtrip Ft. Lauderdale

Cruise Line
Royal Caribbean International
Cruise Ship
Radiance of the Seas
Departs
2/20/26
3-night Bahamian Cruise From Fort Lauderdale

Roundtrip Ft. Lauderdale

Cruise Line
Disney Cruise Line
Cruise Ship
Disney Dream
Departs
2/20/26
5-night Bahamian Cruise From Port Canaveral

Roundtrip Port Canaveral

Cruise Line
Disney Cruise Line
Cruise Ship
Disney Fantasy
Departs
2/20/26
From
$1,490
5-night Western Caribbean Cruise From Galveston

Roundtrip Galveston

Cruise Line
Disney Cruise Line
Cruise Ship
Disney Magic
Departs
2/20/26
From
$1,045
14-night Star Collector: Lovely Leewards Cruise

Roundtrip San Juan

Cruise Line
Windstar Cruises
Cruise Ship
Star Seeker
Departs
2/20/26
From
$5,799
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
7-night Secret Shores and Cultural Gems Cruise

Roundtrip Miami

Cruise Line
Regent Seven Seas Cruises
Cruise Ship
Seven Seas Grandeur
Departs
2/21/26
From
$6,299
7-night Key West, Bahamas & Labadee Cruise

Roundtrip Port Canaveral

Cruise Line
Celebrity Cruises
Cruise Ship
Celebrity Apex
Departs
2/21/26
From
$1,200
7-night Caribbean Cruise: Harvest Caye, Cozumel & Roatan

Roundtrip Miami

Cruise Line
Norwegian Cruise Line
Cruise Ship
Norwegian Encore
Departs
2/21/26
12- night Southern Caribbean with Panama

Roundtrip Ft. Lauderdale

Cruise Line
Princess Cruises
Cruise Ship
Caribbean Princess
Departs
2/21/26
From
$1,544
14-night Eastern/Western Caribbean Adventurer Cruise

Roundtrip Ft. Lauderdale

Cruise Line
Princess Cruises
Cruise Ship
Star Princess
Departs
2/21/26
From
$2,309
7-night Southern Caribbean Cruise

Roundtrip San Juan

Cruise Line
Royal Caribbean International
Cruise Ship
Jewel of the Seas
Departs
2/21/26
12-night Southern Caribbean Cruise

Roundtrip Baltimore

Cruise Line
Royal Caribbean International
Cruise Ship
Vision of the Seas
Departs
2/21/26
From
$1,136
5-night Eastern Caribbean Cruise

Roundtrip Miami

Cruise Line
Royal Caribbean International
Cruise Ship
Freedom of the Seas
Departs
2/21/26
5-night Western Caribbean Cruise

Roundtrip Port Canaveral

Cruise Line
Royal Caribbean International
Cruise Ship
Explorer of the Seas
Departs
2/21/26
62-night Longitudinal World Cruise VII

Buenos Aires to Milwaukee

Cruise Line
Viking Cruises
Cruise Ship
Viking Polaris
Departs
2/21/26
From
$49,995
7-night Windward Islands Cruise

Roundtrip Bridgetown (Barbados)

Cruise Line
Star Clippers
Cruise Ship
Royal Clipper
Departs
2/21/26
 
Call For Pricing
14-night Gems Of The Caribbean Cruise

Roundtrip St.Maarten (Philipsburg)

Cruise Line
Seabourn
Cruise Ship
Seabourn Ovation
Departs
2/21/26
From
$9,094
28-night Star Collector: Grand Caribbean & Panamanian Adventure Cruise

St. Maarten (Philipsburg) to Bridgetown (Barbados)

Cruise Line
Windstar Cruises
Cruise Ship
Wind Spirit
Departs
2/21/26
From
$8,415
22-night Star Collector: A Lesser Antilles Odyssey Cruise

St. Maarten (Philipsburg) to Bridgetown (Barbados)

Cruise Line
Windstar Cruises
Cruise Ship
Wind Spirit
Departs
2/21/26
From
$6,298