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

6,798 cruises cruises

Includes free extras and bonus savings available only from CruiseInsider.

11-night Eastern Caribbean: Windward & Leeward Islands Cruise

Roundtrip Ft. Lauderdale

Cruise Line
Holland America Line
Cruise Ship
Koningsdam
Departs
2/14/26
From
$1,572
14-night Exotic Caribbean Isles Cruise

Roundtrip Bridgetown (Barbados)

Cruise Line
Seabourn
Cruise Ship
Seabourn Ovation
Departs
2/14/26
From
$9,684
5-night Western Caribbean Cruise From Fort Lauderdale

Roundtrip Ft. Lauderdale

Cruise Line
Disney Cruise Line
Cruise Ship
Disney Destiny
Departs
2/14/26
From
$1,780
17-night An Extended Journey Through Timeless Mysteries And Modern Marvels

Miami to San Juan

Cruise Line
Explora Journeys
Cruise Ship
EXPLORA II
Departs
2/14/26
From
$10,165
7-night Bahamas, Mexico & Cayman Cruise

Roundtrip Ft. Lauderdale

Cruise Line
Celebrity Cruises
Cruise Ship
Celebrity Xcel
Departs
2/15/26
From
$1,219
6-night Western Caribbean Cruise

Roundtrip Ft. Lauderdale

Cruise Line
Royal Caribbean International
Cruise Ship
Oasis of the Seas
Departs
2/15/26
7-night Western Caribbean Cruise

Roundtrip Galveston

Cruise Line
Royal Caribbean International
Cruise Ship
Harmony of the Seas
Departs
2/15/26
From
$1,019
6-night Western Caribbean Cruise

Roundtrip Tampa

Cruise Line
Royal Caribbean International
Cruise Ship
Rhapsody of the Seas
Departs
2/15/26
7-night Western Caribbean & Perfect Day Cruise

Roundtrip Port Canaveral

Cruise Line
Royal Caribbean International
Cruise Ship
Star of the Seas
Departs
2/15/26
From
$2,010
7-night St. Thomas, St. Kitts & Puerto Plata Cruise

Roundtrip Miami

Cruise Line
Celebrity Cruises
Cruise Ship
Celebrity Beyond
Departs
2/15/26
From
$1,108
7-night Caribbean Cruise: Harvest Caye, Cozumel & Roatan

Roundtrip New Orleans

Cruise Line
Norwegian Cruise Line
Cruise Ship
Norwegian Escape
Departs
2/15/26
7-night Western Caribbean With Mexico Cruise

Roundtrip Galveston

Cruise Line
Princess Cruises
Cruise Ship
Regal Princess
Departs
2/15/26
10-night Eastern Caribbean With Tortola Cruise

Roundtrip Ft. Lauderdale

Cruise Line
Princess Cruises
Cruise Ship
Enchanted Princess
Departs
2/15/26
From
$1,069
14-night Caribbean East/West Adventurer Cruise

Roundtrip Ft. Lauderdale

Cruise Line
Princess Cruises
Cruise Ship
Sun Princess
Departs
2/15/26
From
$2,219
7-night Eastern Caribbean Cruise

Roundtrip Miami

Cruise Line
Royal Caribbean International
Cruise Ship
Symphony of the Seas
Departs
2/15/26
7-night Eastern Caribbean: Amber Cove & Bahamas Cruise

Roundtrip Ft. Lauderdale

Cruise Line
Holland America Line
Cruise Ship
Eurodam
Departs
2/15/26
From
$1,404
14-night Eastern Caribbean: Bahamas & San Juan Cruise

Roundtrip Ft. Lauderdale

Cruise Line
Holland America Line
Cruise Ship
Eurodam
Departs
2/15/26
From
$2,599
5-night Bahamian Cruise From Port Canaveral

Roundtrip Port Canaveral

Cruise Line
Disney Cruise Line
Cruise Ship
Disney Fantasy
Departs
2/15/26
From
$1,705
5-night Western Caribbean Cruise From Galveston

Roundtrip Galveston

Cruise Line
Disney Cruise Line
Cruise Ship
Disney Magic
Departs
2/15/26
From
$1,105
14-night Southern Caribbean Adventurer Cruise

Roundtrip San Juan

Cruise Line
Princess Cruises
Cruise Ship
Grand Princess
Departs
2/15/26
From
$2,255
7-night Southern Caribbean with Barbados Cruise

Roundtrip San Juan

Cruise Line
Princess Cruises
Cruise Ship
Grand Princess
Departs
2/15/26
From
$1,239
7-night Caribbean Voyage

Roundtrip San Juan

Cruise Line
Ritz-Carlton Yacht Collection
Cruise Ship
Ilma
Departs
2/15/26
 
Call For Pricing
27-night Historic Sea Of Cortez & Panama Canal Cruise

San Diego to Miami

Cruise Line
Holland America Line
Cruise Ship
Zuiderdam
Departs
2/15/26
From
$4,939
10-night Caribbean Cruise: Curacao, Aruba & Dominican Republic

Roundtrip Tampa

Cruise Line
Norwegian Cruise Line
Cruise Ship
Norwegian Dawn
Departs
2/15/26
From
$1,010