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.
6,815 cruises cruises
Includes free extras and bonus savings available only from CruiseInsider.
| Itinerary | Cruise Line | Cruise Ship | Departing | From Price |
|---|---|---|---|---|
|
9-night Bermuda & Perfect Day Cruise
Roundtrip Baltimore |
Cruise Line
Royal Caribbean International
|
Cruise Ship
Vision of the Seas
|
Departs
5/8/25
|
Call For Pricing
|
|
33-night Panama Canal, Caribbean and Bermuda Cruise
San Diego to New York City |
Cruise Line
Silversea Cruises
|
Cruise Ship
Silver Shadow
|
Departs
5/9/25
|
Call For Pricing
|
|
7-night Bermuda Cruise
Roundtrip Boston |
Cruise Line
Norwegian Cruise Line
|
Cruise Ship
Norwegian Jewel
|
Departs
5/9/25
|
From
$756
|
|
3-night Bahamian Cruise From Port Canaveral
Roundtrip Port Canaveral |
Cruise Line
Disney Cruise Line
|
Cruise Ship
Disney Wish
|
Departs
5/9/25
|
From
$1,395
|
|
3-night Bahamian Cruise From Fort Lauderdale
Roundtrip Ft. Lauderdale |
Cruise Line
Disney Cruise Line
|
Cruise Ship
Disney Dream
|
Departs
5/9/25
|
From
$741
|
|
7-night Bahamas & Perfect Day Cruise
Roundtrip Cape Liberty Cruise Port (Bayonne, NJ) |
Cruise Line
Royal Caribbean International
|
Cruise Ship
Symphony of the Seas
|
Departs
5/9/25
|
From
$1,797
|
|
3-night Key West & Bahamas Cruise
Roundtrip Ft. Lauderdale |
Cruise Line
Royal Caribbean International
|
Cruise Ship
Jewel of the Seas
|
Departs
5/9/25
|
From
$923
|
|
3-night Bahamas & Perfect Day Cruise
Roundtrip Miami |
Cruise Line
Royal Caribbean International
|
Cruise Ship
Freedom of the Seas
|
Departs
5/9/25
|
From
$1,108
|
|
3-night Bahamas & Perfect Day Cruise
Roundtrip Port Canaveral |
Cruise Line
Royal Caribbean International
|
Cruise Ship
Utopia of the Seas
|
Departs
5/9/25
|
From
$1,339
|
|
7-night Western Caribbean With Mexico Cruise
Roundtrip Ft. Lauderdale |
Cruise Line
Princess Cruises
|
Cruise Ship
Enchanted Princess
|
Departs
5/10/25
|
Call For Pricing
|
|
14-night Caribbean East/West Adventurer Cruise
Roundtrip Ft. Lauderdale |
Cruise Line
Princess Cruises
|
Cruise Ship
Enchanted Princess
|
Departs
5/10/25
|
Call For Pricing
|
|
7-Night Western Caribbean & Perfect Day Cruise
Roundtrip Miami |
Cruise Line
Royal Caribbean International
|
Cruise Ship
Icon of the Seas
|
Departs
5/10/25
|
From
$2,279
|
|
7-night Eastern Caribbean Cruise from Port Canaveral
Roundtrip Port Canaveral |
Cruise Line
Disney Cruise Line
|
Cruise Ship
Disney Treasure
|
Departs
5/10/25
|
Call For Pricing
|
|
7-night Eastern Caribbean: Great Stirrup Cay & Dominican Republic Cruise
Roundtrip Port Canaveral |
Cruise Line
Norwegian Cruise Line
|
Cruise Ship
Norwegian New Build
|
Departs
5/10/25
|
From
$1,979
|
|
6-night Western Caribbean & Perfect Day Cruise
Roundtrip Port Canaveral |
Cruise Line
Royal Caribbean International
|
Cruise Ship
Adventure of the Seas
|
Departs
5/10/25
|
From
$1,163
|
|
7-night Western Caribbean Cruise
Roundtrip Tampa |
Cruise Line
Royal Caribbean International
|
Cruise Ship
Grandeur of the Seas
|
Departs
5/10/25
|
Call For Pricing
|
|
5-night Bermuda Cruise
Roundtrip Cape Liberty Cruise Port (Bayonne, NJ) |
Cruise Line
Royal Caribbean International
|
Cruise Ship
Liberty of the Seas
|
Departs
5/10/25
|
From
$1,126
|
|
5-night Western Caribbean Cruise
Roundtrip Tampa |
Cruise Line
Royal Caribbean International
|
Cruise Ship
Enchantment of the Seas
|
Departs
5/10/25
|
From
$763
|
|
8-night Aruba, Bonaire & Curacao Cruise
Roundtrip Ft. Lauderdale |
Cruise Line
Celebrity Cruises
|
Cruise Ship
Celebrity Reflection
|
Departs
5/10/25
|
Call For Pricing
|
|
7-night Caribbean Cruise: Great Stirrup Cay & Harvest Caye
Roundtrip Miami |
Cruise Line
Norwegian Cruise Line
|
Cruise Ship
Norwegian Escape
|
Departs
5/11/25
|
From
$1,235
|
|
7-night Bermuda Cruise
Roundtrip New York City |
Cruise Line
Norwegian Cruise Line
|
Cruise Ship
Norwegian Getaway
|
Departs
5/11/25
|
From
$1,073
|
|
6-night Western Caribbean & Perfect Day Cruise
Roundtrip Ft. Lauderdale |
Cruise Line
Royal Caribbean International
|
Cruise Ship
Oasis of the Seas
|
Departs
5/11/25
|
Call For Pricing
|
|
7-night Western Caribbean Cruise
Roundtrip Galveston |
Cruise Line
Royal Caribbean International
|
Cruise Ship
Harmony of the Seas
|
Departs
5/11/25
|
From
$3,512
|
|
7-night St. Maarten, St. Thomas, Perfect Day Cruise
Roundtrip Miami |
Cruise Line
Celebrity Cruises
|
Cruise Ship
Celebrity Beyond
|
Departs
5/11/25
|
From
$1,397
|