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.
6,763 cruises cruises
Includes free extras and bonus savings available only from CruiseInsider.
| Itinerary | Cruise Line | Cruise Ship | Departing | From Price |
|---|---|---|---|---|
|
7-night Caribbean Island Adventure Cruise
San Juan to St. Thomas (Charlotte Amalie) |
Cruise Line
SeaDream Yacht Club
|
Cruise Ship
SeaDream I
|
Departs
1/31/26
|
From
$5,019
|
|
6-night Beach Fun & Sun: A Remote Caribbean Getaway Cruise
Roundtrip St. Maarten |
Cruise Line
Windstar Cruises
|
Cruise Ship
Wind Spirit
|
Departs
1/31/26
|
From
$2,560
|
|
14-night Star Collector: Caribbean Explorations Cruise
Roundtrip St. Maarten |
Cruise Line
Windstar Cruises
|
Cruise Ship
Wind Spirit
|
Departs
1/31/26
|
From
$4,778
|
|
7-Night Eastern Caribbean & Perfect Day Cruise
Roundtrip Miami |
Cruise Line
Royal Caribbean International
|
Cruise Ship
Icon of the Seas
|
Departs
1/31/26
|
From
$1,769
|
|
7-night Western Caribbean Cruise
Roundtrip Tampa |
Cruise Line
Royal Caribbean International
|
Cruise Ship
Grandeur of the Seas
|
Departs
1/31/26
|
From
$621
|
|
7-night Western Caribbean Cruise
Roundtrip Tampa |
Cruise Line
Royal Caribbean International
|
Cruise Ship
Rhapsody of the Seas
|
Departs
1/31/26
|
From
$541
|
|
8-night St. Maarten, Antigua & San Juan Cruise
Roundtrip Ft. Lauderdale |
Cruise Line
Celebrity Cruises
|
Cruise Ship
Celebrity Eclipse
|
Departs
1/31/26
|
From
$1,004
|
|
7-night St. Kitts, San Juan & Puerto Plata Cruise
Roundtrip Port Canaveral |
Cruise Line
Celebrity Cruises
|
Cruise Ship
Celebrity Apex
|
Departs
1/31/26
|
From
$1,183
|
|
14-night Circle Caribbean Cruise
Roundtrip Ft. Lauderdale |
Cruise Line
Princess Cruises
|
Cruise Ship
Majestic Princess
|
Departs
1/31/26
|
From
$2,460
|
|
7-night Eastern Caribbean With Bahamas Cruise
Roundtrip Ft. Lauderdale |
Cruise Line
Princess Cruises
|
Cruise Ship
Star Princess
|
Departs
1/31/26
|
From
$1,069
|
|
8-night Eastern Caribbean & Perfect Day Cruise
Roundtrip Ft. Lauderdale |
Cruise Line
Royal Caribbean International
|
Cruise Ship
Allure of the Seas
|
Departs
1/31/26
|
From
$1,258
|
|
7-night Southern Caribbean Cruise
Roundtrip San Juan |
Cruise Line
Royal Caribbean International
|
Cruise Ship
Jewel of the Seas
|
Departs
1/31/26
|
From
$668
|
|
5-night Western Caribbean Cruise
Roundtrip Tampa |
Cruise Line
Royal Caribbean International
|
Cruise Ship
Enchantment of the Seas
|
Departs
1/31/26
|
From
$446
|
|
7-night Treasure Islands Cruise
Roundtrip St. Maarten (Philipsburg) |
Cruise Line
Star Clippers
|
Cruise Ship
Star Flyer
|
Departs
1/31/26
|
Call For Pricing
|
|
14-night Western & Eastern Caribbean: Mexico & Bahamas Cruise
Roundtrip Ft. Lauderdale |
Cruise Line
Holland America Line
|
Cruise Ship
Nieuw Statendam
|
Departs
1/31/26
|
From
$2,519
|
|
7-night Yachtsman's Caribbean Cruise
St.Maarten (Philipsburg) to Bridgetown (Barbados) |
Cruise Line
Seabourn
|
Cruise Ship
Seabourn Ovation
|
Departs
1/31/26
|
From
$5,044
|
|
14-night Yachtsman's Island Jewels Cruise
St.Maarten (Philipsburg) to Bridgetown (Barbados) |
Cruise Line
Seabourn
|
Cruise Ship
Seabourn Ovation
|
Departs
1/31/26
|
From
$9,084
|
|
7-night Eastern Caribbean Cruise From Port Canaveral
Roundtrip Port Canaveral |
Cruise Line
Disney Cruise Line
|
Cruise Ship
Disney Treasure
|
Departs
1/31/26
|
Call For Pricing
|
|
7-night Southern Caribbean Cruise
Colon (Panama) to Colon (Panama) |
Cruise Line
Royal Caribbean International
|
Cruise Ship
Serenade of the Seas
|
Departs
1/31/26
|
From
$1,196
|
|
7-night Gliding The Waters Of The Windward Islands Cruise
Roundtrip Pointe A Pitre |
Cruise Line
Ponant Cruises
|
Cruise Ship
Le Ponant
|
Departs
1/31/26
|
From
$9,930
|
|
5-night Western Caribbean Cruise From Fort Lauderdale
Roundtrip Ft. Lauderdale |
Cruise Line
Disney Cruise Line
|
Cruise Ship
Disney Destiny
|
Departs
1/31/26
|
From
$1,375
|
|
7-night Caribbean Cruise: Harvest Caye, Cozumel & Roatan
Roundtrip Miami |
Cruise Line
Norwegian Cruise Line
|
Cruise Ship
Norwegian Encore
|
Departs
1/31/26
|
From
$799
|
|
7-night Treasure Islands Cruise
Roundtrip St. Maarten (Philipsburg) |
Cruise Line
Star Clippers
|
Cruise Ship
Star Flyer
|
Departs
1/31/26
|
Call For Pricing
|
|
7-night Southern Caribbean Voyage
Oranjestad, Aruba to Bridgetown (Barbados) |
Cruise Line
Ritz-Carlton Yacht Collection
|
Cruise Ship
Evrima
|
Departs
2/1/26
|
Call For Pricing
|