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.
5,331 cruises cruises
Includes free extras and bonus savings available only from CruiseInsider.
| Itinerary | Cruise Line | Cruise Ship | Departing | From Price |
|---|---|---|---|---|
|
10-night Eastern Caribbean With Tortola Cruise
Roundtrip Ft. Lauderdale |
Cruise Line
Princess Cruises
|
Cruise Ship
Emerald Princess
|
Departs
5/20/24
|
Call For Pricing
|
|
12-night Unforgettable Seascapes Cruise
Lisbon to New York City |
Cruise Line
Regent Seven Seas Cruises
|
Cruise Ship
Seven Seas Mariner
|
Departs
5/21/24
|
From
$4,699
|
|
5-night Western Caribbean: Great Stirrup Cay & Cozumel Cruise
Roundtrip Miami |
Cruise Line
Norwegian Cruise Line
|
Cruise Ship
Norwegian Sky
|
Departs
5/23/24
|
From
$768
|
|
23-night The Norwegian Fjords Cruise
Roundtrip New York City |
Cruise Line
Cunard Line
|
Cruise Ship
Queen Mary 2
|
Departs
5/23/24
|
Call For Pricing
|
|
7-night Bermuda & Maine Cruise
Roundtrip Boston |
Cruise Line
Norwegian Cruise Line
|
Cruise Ship
Norwegian Gem
|
Departs
5/24/24
|
From
$549
|
|
4-night Bahamas: Great Stirrup Cay & Nassau Cruise
Roundtrip Port Canaveral |
Cruise Line
Norwegian Cruise Line
|
Cruise Ship
Norwegian Jade
|
Departs
5/24/24
|
From
$869
|
|
3-night Bahamas Cruise
Roundtrip Port Canaveral |
Cruise Line
Disney Cruise Line
|
Cruise Ship
Disney Wish
|
Departs
5/24/24
|
From
$1,650
|
|
3-night Bahamian Cruise
Roundtrip Ft. Lauderdale |
Cruise Line
Disney Cruise Line
|
Cruise Ship
Disney Magic
|
Departs
5/24/24
|
From
$1,350
|
|
11-night Caribbean Islander Cruise
Ft. Lauderdale to New York City |
Cruise Line
Princess Cruises
|
Cruise Ship
Island Princess
|
Departs
5/24/24
|
Call For Pricing
|
|
7-night Eastern Caribbean Cruise
Roundtrip Port Canaveral |
Cruise Line
Disney Cruise Line
|
Cruise Ship
Disney Fantasy
|
Departs
5/25/24
|
From
$3,178
|
|
14-night Caribbean East/West Adventurer Cruise
Roundtrip Ft. Lauderdale |
Cruise Line
Princess Cruises
|
Cruise Ship
Enchanted Princess
|
Departs
5/25/24
|
Call For Pricing
|
|
7-night Bermuda Cruise
Roundtrip New York City |
Cruise Line
Norwegian Cruise Line
|
Cruise Ship
Norwegian Joy
|
Departs
5/26/24
|
From
$949
|
|
7-night Eastern Caribbean: Great Stirrup Cay & Dominican Republic Cruise
Roundtrip Miami |
Cruise Line
Norwegian Cruise Line
|
Cruise Ship
Norwegian Breakaway
|
Departs
5/26/24
|
From
$1,339
|
|
23-night Eastbound Panama Canal Cruise
San Francisco to New York City |
Cruise Line
Silversea Cruises
|
Cruise Ship
Silver Shadow
|
Departs
5/26/24
|
Call For Pricing
|
|
4-night Bahamas Cruise
Roundtrip Port Canaveral |
Cruise Line
Disney Cruise Line
|
Cruise Ship
Disney Wish
|
Departs
5/27/24
|
From
$1,860
|
|
12-night Transatlantic Cruise
Las Palmas (Gran Canaria) to Miami |
Cruise Line
Crystal Cruises
|
Cruise Ship
Crystal Serenity
|
Departs
5/27/24
|
From
$5,900
|
|
5-night Western Caribbean Cruise
Roundtrip Ft. Lauderdale |
Cruise Line
Disney Cruise Line
|
Cruise Ship
Disney Magic
|
Departs
5/27/24
|
From
$1,690
|
|
9-night Eastern Caribbean: Dominican Republic & St. Thomas Cruise
Roundtrip Miami |
Cruise Line
Norwegian Cruise Line
|
Cruise Ship
Norwegian Sky
|
Departs
5/28/24
|
From
$999
|
|
11-night Caribbean Cruise
Roundtrip Port Canaveral |
Cruise Line
Norwegian Cruise Line
|
Cruise Ship
Norwegian Jade
|
Departs
5/28/24
|
From
$1,409
|
|
10-night Eastern Caribbean With Martinique Cruise
Roundtrip Ft. Lauderdale |
Cruise Line
Princess Cruises
|
Cruise Ship
Emerald Princess
|
Departs
5/30/24
|
Call For Pricing
|
|
7-night Bermuda & Maine Cruise
Roundtrip Boston |
Cruise Line
Norwegian Cruise Line
|
Cruise Ship
Norwegian Gem
|
Departs
5/31/24
|
From
$599
|
|
3-night Bahamas Cruise
Roundtrip Port Canaveral |
Cruise Line
Disney Cruise Line
|
Cruise Ship
Disney Wish
|
Departs
5/31/24
|
From
$1,200
|
|
19-night A Transatlantic Journey from Miami to Moroccan Fantasies Cruise
Miami to Barcelona |
Cruise Line
Explora Journeys
|
Cruise Ship
Explora I
|
Departs
5/31/24
|
From
$10,650
|
|
14-night Miami to Casablanca Cruise
Miami to Casablanca |
Cruise Line
Explora Journeys
|
Cruise Ship
Explora I
|
Departs
5/31/24
|
From
$7,100
|