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.
6,801 cruises cruises
Includes free extras and bonus savings available only from CruiseInsider.
| Itinerary | Cruise Line | Cruise Ship | Departing | From Price |
|---|---|---|---|---|
|
7-night Secret Shores and Cultural Gems Cruise
Roundtrip Miami |
Cruise Line
Regent Seven Seas Cruises
|
Cruise Ship
Seven Seas Grandeur
|
Departs
2/21/26
|
From
$6,299
|
|
7-night Key West, Bahamas & Labadee Cruise
Roundtrip Port Canaveral |
Cruise Line
Celebrity Cruises
|
Cruise Ship
Celebrity Apex
|
Departs
2/21/26
|
From
$1,200
|
|
7-night Caribbean Cruise: Harvest Caye, Cozumel & Roatan
Roundtrip Miami |
Cruise Line
Norwegian Cruise Line
|
Cruise Ship
Norwegian Encore
|
Departs
2/21/26
|
From
$929
|
|
12- night Southern Caribbean with Panama
Roundtrip Ft. Lauderdale |
Cruise Line
Princess Cruises
|
Cruise Ship
Caribbean Princess
|
Departs
2/21/26
|
From
$1,544
|
|
7-night Western Caribbean With Mexico Cruise
Roundtrip Ft. Lauderdale |
Cruise Line
Princess Cruises
|
Cruise Ship
Star Princess
|
Departs
2/21/26
|
From
$1,079
|
|
14-night Eastern/Western Caribbean Adventurer Cruise
Roundtrip Ft. Lauderdale |
Cruise Line
Princess Cruises
|
Cruise Ship
Star Princess
|
Departs
2/21/26
|
From
$2,309
|
|
7-night Southern Caribbean Cruise
Roundtrip San Juan |
Cruise Line
Royal Caribbean International
|
Cruise Ship
Jewel of the Seas
|
Departs
2/21/26
|
From
$667
|
|
12-night Southern Caribbean Cruise
Roundtrip Baltimore |
Cruise Line
Royal Caribbean International
|
Cruise Ship
Vision of the Seas
|
Departs
2/21/26
|
From
$1,136
|
|
5-night Eastern Caribbean Cruise
Roundtrip Miami |
Cruise Line
Royal Caribbean International
|
Cruise Ship
Freedom of the Seas
|
Departs
2/21/26
|
From
$467
|
|
5-night Western Caribbean Cruise
Roundtrip Port Canaveral |
Cruise Line
Royal Caribbean International
|
Cruise Ship
Explorer of the Seas
|
Departs
2/21/26
|
From
$547
|
|
62-night Longitudinal World Cruise VII
Buenos Aires to Milwaukee |
Cruise Line
Viking Cruises
|
Cruise Ship
Viking Polaris
|
Departs
2/21/26
|
From
$49,995
|
|
7-night Windward Islands Cruise
Roundtrip Bridgetown (Barbados) |
Cruise Line
Star Clippers
|
Cruise Ship
Royal Clipper
|
Departs
2/21/26
|
Call For Pricing
|
|
14-night Western & Eastern Caribbean: Mexico & Bahamas Cruise
Roundtrip Ft. Lauderdale |
Cruise Line
Holland America Line
|
Cruise Ship
Nieuw Statendam
|
Departs
2/21/26
|
From
$2,429
|
|
7-night Yachtsman's Caribbean Cruise
St.Maarten (Philipsburg) to Bridgetown (Barbados) |
Cruise Line
Seabourn
|
Cruise Ship
Seabourn Ovation
|
Departs
2/21/26
|
From
$5,044
|
|
14-night Gems Of The Caribbean Cruise
Roundtrip St.Maarten (Philipsburg) |
Cruise Line
Seabourn
|
Cruise Ship
Seabourn Ovation
|
Departs
2/21/26
|
From
$9,094
|
|
7-night History And Culture Visiting Caribbean Jewels Cruise
St. Maarten (Philipsburg) to Pointe A Pitre |
Cruise Line
Ponant Cruises
|
Cruise Ship
Le Ponant
|
Departs
2/21/26
|
From
$8,370
|
|
28-night Star Collector: Grand Caribbean & Panamanian Adventure Cruise
St. Maarten (Philipsburg) to Bridgetown (Barbados) |
Cruise Line
Windstar Cruises
|
Cruise Ship
Wind Spirit
|
Departs
2/21/26
|
From
$8,415
|
|
22-night Star Collector: A Lesser Antilles Odyssey Cruise
St. Maarten (Philipsburg) to Bridgetown (Barbados) |
Cruise Line
Windstar Cruises
|
Cruise Ship
Wind Spirit
|
Departs
2/21/26
|
From
$6,298
|
|
7-night Virgin Islands & Puerto Plata Cruise
Roundtrip Ft. Lauderdale |
Cruise Line
Celebrity Cruises
|
Cruise Ship
Celebrity Xcel
|
Departs
2/22/26
|
From
$1,296
|
|
7-night Eastern Caribbean & Perfect Day Cruise
Roundtrip Port Canaveral |
Cruise Line
Royal Caribbean International
|
Cruise Ship
Star of the Seas
|
Departs
2/22/26
|
From
$1,820
|
|
12-night Caribbean Cruise: Barbados & Antigua
Roundtrip New York City |
Cruise Line
Norwegian Cruise Line
|
Cruise Ship
Norwegian Breakaway
|
Departs
2/22/26
|
From
$1,506
|
|
7-night Western Caribbean With Mexico Cruise
Roundtrip Galveston |
Cruise Line
Princess Cruises
|
Cruise Ship
Regal Princess
|
Departs
2/22/26
|
From
$749
|
|
14-night Southern Caribbean Adventurer Cruise
Roundtrip San Juan |
Cruise Line
Princess Cruises
|
Cruise Ship
Grand Princess
|
Departs
2/22/26
|
From
$2,151
|
|
7-night Southern Caribbean with Barbados Cruise
Roundtrip San Juan |
Cruise Line
Princess Cruises
|
Cruise Ship
Grand Princess
|
Departs
2/22/26
|
From
$1,045
|