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.
6,826 cruises cruises
Includes free extras and bonus savings available only from CruiseInsider.
| Itinerary | Cruise Line | Cruise Ship | Departing | From Price |
|---|---|---|---|---|
|
14-night A Blissful Escape Cruise
Roundtrip Miami |
Cruise Line
Regent Seven Seas Cruises
|
Cruise Ship
Seven Seas Grandeur
|
Departs
2/28/26
|
From
$10,299
|
|
7-night Lush & Lovely Islands of the Lesser Antilles
St. Maarten to Barbados |
Cruise Line
Windstar Cruises
|
Cruise Ship
Wind Spirit
|
Departs
2/28/26
|
From
$2,520
|
|
14-night Star Collector: Caribbean Explorations
Roundtrip St. Maarten |
Cruise Line
Windstar Cruises
|
Cruise Ship
Wind Surf
|
Departs
2/28/26
|
From
$4,619
|
|
7-night Western Caribbean Cruise
Roundtrip Tampa |
Cruise Line
Royal Caribbean International
|
Cruise Ship
Grandeur of the Seas
|
Departs
2/28/26
|
From
$563
|
|
7-night Western Caribbean Cruise
Roundtrip Tampa |
Cruise Line
Royal Caribbean International
|
Cruise Ship
Rhapsody of the Seas
|
Departs
2/28/26
|
From
$480
|
|
8-night Antigua, St. Maarten, & San Juan Cruise
Roundtrip Ft. Lauderdale |
Cruise Line
Celebrity Cruises
|
Cruise Ship
Celebrity Eclipse
|
Departs
2/28/26
|
From
$1,184
|
|
7-night St. Kitts, San Juan & Puerto Plata Cruise
Roundtrip Port Canaveral |
Cruise Line
Celebrity Cruises
|
Cruise Ship
Celebrity Apex
|
Departs
2/28/26
|
From
$1,164
|
|
7-night Caribbean Cruise: Harvest Caye, Cozumel & Roatan
Roundtrip Miami |
Cruise Line
Norwegian Cruise Line
|
Cruise Ship
Norwegian Encore
|
Departs
2/28/26
|
From
$859
|
|
7-night Caribbean Cruise: Harvest Caye, Cozumel & Roatan
Roundtrip Galveston |
Cruise Line
Norwegian Cruise Line
|
Cruise Ship
Norwegian Viva
|
Departs
2/28/26
|
From
$967
|
|
14-night Eastern/Western Caribbean Adventurer Cruise
Roundtrip Ft. Lauderdale |
Cruise Line
Princess Cruises
|
Cruise Ship
Star Princess
|
Departs
2/28/26
|
From
$8,719
|
|
7-night Eastern Caribbean With Bahamas Cruise
Roundtrip Ft. Lauderdale |
Cruise Line
Princess Cruises
|
Cruise Ship
Star Princess
|
Departs
2/28/26
|
From
$3,089
|
|
8-night Eastern Caribbean & Perfect Day Cruise
Roundtrip Ft. Lauderdale |
Cruise Line
Royal Caribbean International
|
Cruise Ship
Allure of the Seas
|
Departs
2/28/26
|
From
$1,069
|
|
5-night Western Caribbean Cruise
Roundtrip Tampa |
Cruise Line
Royal Caribbean International
|
Cruise Ship
Enchantment of the Seas
|
Departs
2/28/26
|
From
$455
|
|
7-night Treasure Islands Cruise
Roundtrip St. Maarten (Philipsburg) |
Cruise Line
Star Clippers
|
Cruise Ship
Star Flyer
|
Departs
2/28/26
|
Call For Pricing
|
|
7-night Grenadine Islands Cruise
Roundtrip Bridgetown (Barbados) |
Cruise Line
Star Clippers
|
Cruise Ship
Royal Clipper
|
Departs
2/28/26
|
Call For Pricing
|
|
11-night Southern Caribbean Cruise
Roundtrip St. George's, Grenada |
Cruise Line
Star Clippers
|
Cruise Ship
Star Clipper
|
Departs
2/28/26
|
Call For Pricing
|
|
14-night Eastern Caribbean: Bahamas & San Juan Cruise
Roundtrip Ft. Lauderdale |
Cruise Line
Holland America Line
|
Cruise Ship
Nieuw Statendam
|
Departs
2/28/26
|
From
$2,614
|
|
14-night Exotic Caribbean Isles Cruise
Roundtrip Barbados (Bridgetown) |
Cruise Line
Seabourn
|
Cruise Ship
Seabourn Ovation
|
Departs
2/28/26
|
From
$9,099
|
|
7-night Classic Caribbean Yacht Harbors Cruise
Bridgetown (Barbados) to St.Maarten (Philipsburg) |
Cruise Line
Seabourn
|
Cruise Ship
Seabourn Ovation
|
Departs
2/28/26
|
From
$5,059
|
|
7-night Eastern Caribbean Cruise From Port Canaveral
Roundtrip Port Canaveral |
Cruise Line
Disney Cruise Line
|
Cruise Ship
Disney Treasure
|
Departs
2/28/26
|
Call For Pricing
|
|
7-night Southern Caribbean Cruise
Roundtrip Colon (Panama) |
Cruise Line
Royal Caribbean International
|
Cruise Ship
Serenade of the Seas
|
Departs
2/28/26
|
From
$1,106
|
|
7-night Gliding The Waters Of The Windward Islands Cruise
Roundtrip Pointe A Pitre |
Cruise Line
Ponant Cruises
|
Cruise Ship
Le Ponant
|
Departs
2/28/26
|
From
$8,890
|
|
7-night British Islands Discovery Cruise
Roundtrip St. Thomas (Charlotte Amalie) |
Cruise Line
SeaDream Yacht Club
|
Cruise Ship
SeaDream I
|
Departs
2/28/26
|
From
$5,019
|
|
7-night Treasure Islands Cruise
Roundtrip St. Maarten (Philipsburg) |
Cruise Line
Star Clippers
|
Cruise Ship
Star Flyer
|
Departs
2/28/26
|
Call For Pricing
|