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

6,815 cruises cruises

Includes free extras and bonus savings available only from CruiseInsider.

3-night Bahamas & Perfect Day Cruise

Roundtrip Ft. Lauderdale

Cruise Line
Royal Caribbean International
Cruise Ship
Liberty of the Seas
Departs
2/27/26
3-night Bahamas & Perfect Day Cruise

Roundtrip Port Canaveral

Cruise Line
Royal Caribbean International
Cruise Ship
Utopia of the Seas
Departs
2/27/26
3-night Bahamas & Perfect Day Cruise

Roundtrip Miami

Cruise Line
Royal Caribbean International
Cruise Ship
Wonder of the Seas
Departs
2/27/26
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
3-night Bahamian Cruise From Fort Lauderdale

Roundtrip Ft. Lauderdale

Cruise Line
Disney Cruise Line
Cruise Ship
Disney Dream
Departs
2/27/26
3-night Bahamian Cruise From Port Canaveral

Roundtrip Port Canaveral

Cruise Line
Disney Cruise Line
Cruise Ship
Disney Wish
Departs
2/27/26
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
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
14-night A Blissful Escape Cruise

Roundtrip Miami

Cruise Line
Regent Seven Seas Cruises
Cruise Ship
Seven Seas Grandeur
Departs
2/28/26
From
$10,299
15-night Star Collector: Antilles Adventure

St. Maarten to Barbados

Cruise Line
Windstar Cruises
Cruise Ship
Wind Spirit
Departs
2/28/26
From
$4,037
7-night Classic Caribbean

Roundtrip St. Maarten

Cruise Line
Windstar Cruises
Cruise Ship
Wind Surf
Departs
2/28/26
From
$2,651
7-Night Eastern Caribbean & Perfect Day Cruise

Roundtrip Miami

Cruise Line
Royal Caribbean International
Cruise Ship
Icon of the Seas
Departs
2/28/26
From
$1,804
7-night Western Caribbean Cruise

Roundtrip Tampa

Cruise Line
Royal Caribbean International
Cruise Ship
Rhapsody of the Seas
Departs
2/28/26
7-night St. Kitts, San Juan & Puerto Plata Cruise

Roundtrip Port Canaveral

Cruise Line
Celebrity Cruises
Cruise Ship
Celebrity Apex
Departs
2/28/26
From
$1,164
7-night Caribbean Cruise: Harvest Caye, Cozumel & Roatan

Roundtrip Galveston

Cruise Line
Norwegian Cruise Line
Cruise Ship
Norwegian Viva
Departs
2/28/26
7-night Southern Caribbean Cruise

Roundtrip San Juan

Cruise Line
Royal Caribbean International
Cruise Ship
Jewel of the Seas
Departs
2/28/26
14-night Exotic Caribbean Isles Cruise

Roundtrip Barbados (Bridgetown)

Cruise Line
Seabourn
Cruise Ship
Seabourn Ovation
Departs
2/28/26
From
$9,099
7-night Eastern Caribbean Cruise From Port Canaveral

Roundtrip Port Canaveral

Cruise Line
Disney Cruise Line
Cruise Ship
Disney Treasure
Departs
2/28/26
 
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7-night Gliding The Waters Of The Windward Islands Cruise

Roundtrip Pointe A Pitre

Cruise Line
Ponant Cruises
Cruise Ship
Le Ponant
Departs
2/28/26
From
$8,890