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

5,340 cruises cruises

Includes free extras and bonus savings available only from CruiseInsider.

7-night Bermuda Cruise

Roundtrip New York City

Cruise Line
Norwegian Cruise Line
Cruise Ship
Norwegian Joy
Departs
5/19/24
7-night Eastern Caribbean: Great Stirrup Cay & Dominican Republic Cruise

Roundtrip Miami

Cruise Line
Norwegian Cruise Line
Cruise Ship
Norwegian Breakaway
Departs
5/19/24
From
$1,209
4-night Bahamas Cruise

Roundtrip Port Canaveral

Cruise Line
Disney Cruise Line
Cruise Ship
Disney Wish
Departs
5/20/24
From
$1,540
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
20-night Caribbean Explorer Cruise

Roundtrip Ft. Lauderdale

Cruise Line
Princess Cruises
Cruise Ship
Emerald Princess
Departs
5/20/24
 
Call For Pricing
4-night Bahamian Cruise

Roundtrip Ft. Lauderdale

Cruise Line
Disney Cruise Line
Cruise Ship
Disney Magic
Departs
5/20/24
From
$1,524
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
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
4-night Bahamas: Great Stirrup Cay & Nassau Cruise

Roundtrip Port Canaveral

Cruise Line
Norwegian Cruise Line
Cruise Ship
Norwegian Jade
Departs
5/24/24
3-night Bahamas Cruise

Roundtrip Port Canaveral

Cruise Line
Disney Cruise Line
Cruise Ship
Disney Wish
Departs
5/24/24
From
$1,572
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
 
Call For Pricing
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
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
$1,279
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
$2,335
9-night Eastern Caribbean: Dominican Republic & St. Thomas Cruise

Roundtrip Miami

Cruise Line
Norwegian Cruise Line
Cruise Ship
Norwegian Sky
Departs
5/28/24
11-night Caribbean Cruise

Roundtrip Port Canaveral

Cruise Line
Norwegian Cruise Line
Cruise Ship
Norwegian Jade
Departs
5/28/24
From
$1,409