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.
2,948 cruises cruises
Includes free extras and bonus savings available only from CruiseInsider.
| Itinerary | Cruise Line | Cruise Ship | Departing | From Price |
|---|---|---|---|---|
|
22-night Charismatic Crossing Voyage
Rome to Miami |
Cruise Line
Oceania Cruises
|
Cruise Ship
Sirena
|
Departs
10/30/19
|
From
$3,349
|
|
10-night Seaside Symphony Voyage
Roundtrip Miami |
Cruise Line
Oceania Cruises
|
Cruise Ship
Insignia
|
Departs
10/30/19
|
From
$1,349
|
|
14-night Eastern Caribbean / Western Caribbean Cruise
Roundtrip Ft. Lauderdale |
Cruise Line
Holland America Line
|
Cruise Ship
ms Veendam
|
Departs
10/30/19
|
From
$834
|
|
24-night Passage to America & Southern Caribbean Wayfarer Cruise
Rome (Civitavecchia) to Ft. Lauderdale |
Cruise Line
Holland America Line
|
Cruise Ship
ms Koningsdam
|
Departs
10/31/19
|
From
$2,049
|
|
4-night Bahamas & Florida Cruise
Roundtrip Port Canaveral |
Cruise Line
Norwegian Cruise Line
|
Cruise Ship
Norwegian Sun
|
Departs
10/31/19
|
From
$149
|
|
8-night Caribbean Flavors Getaway Cruise
Willemstad, Curacao to Miami |
Cruise Line
Crystal Cruises
|
Cruise Ship
Crystal Symphony
|
Departs
10/31/19
|
From
$2,780
|
|
15-night Paradise to Peru Cruise
Miami to Callao |
Cruise Line
Regent Seven Seas Cruises
|
Cruise Ship
Seven Seas Mariner
|
Departs
11/1/19
|
From
$9,099
|
|
36-night South American Symphony Cruise
Miami to Buenos Aires |
Cruise Line
Regent Seven Seas Cruises
|
Cruise Ship
Seven Seas Mariner
|
Departs
11/1/19
|
From
$22,949
|
|
66-night Circle South America Cruise
Roundtrip Miami |
Cruise Line
Regent Seven Seas Cruises
|
Cruise Ship
Seven Seas Mariner
|
Departs
11/1/19
|
From
$42,799
|
|
10-night West Indies Explorer Cruise
Roundtrip San Juan |
Cruise Line
Viking Cruises
|
Cruise Ship
Viking Sea (Ocean)
|
Departs
11/1/19
|
From
$2,999
|
|
10-night Caribbean Cruise
New York City to San Juan |
Cruise Line
Silversea Cruises
|
Cruise Ship
Silver Whisper
|
Departs
11/1/19
|
From
$4,900
|
|
3-night Bahamas Cruise
Roundtrip Port Canaveral |
Cruise Line
Disney Cruise Line
|
Cruise Ship
Disney Dream
|
Departs
11/1/19
|
From
$723
|
|
7-night Western Caribbean Cruise
Roundtrip Ft. Lauderdale |
Cruise Line
Celebrity Cruises
|
Cruise Ship
Equinox
|
Departs
11/2/19
|
Call For Pricing
|
|
7-night Southern Caribbean Cruise
Roundtrip San Juan |
Cruise Line
Celebrity Cruises
|
Cruise Ship
Summit
|
Departs
11/2/19
|
From
$529
|
|
7-night Bermuda Cruise
Roundtrip New York City |
Cruise Line
Norwegian Cruise Line
|
Cruise Ship
Norwegian Dawn
|
Departs
11/2/19
|
From
$349
|
|
14-night Atlantic Idyll Cruise
Lisbon to St. Maarten |
Cruise Line
Seabourn
|
Cruise Ship
Seabourn Odyssey
|
Departs
11/2/19
|
From
$3,999
|
|
7-night Western Caribbean Cruise
Roundtrip Ft. Lauderdale |
Cruise Line
Holland America Line
|
Cruise Ship
ms Nieuw Amsterdam
|
Departs
11/2/19
|
Call For Pricing
|
|
14-night Western/Tropical Caribbean Cruise
Roundtrip Ft. Lauderdale |
Cruise Line
Holland America Line
|
Cruise Ship
ms Nieuw Amsterdam
|
Departs
11/2/19
|
Call For Pricing
|
|
7-night Eastern Caribbean Cruise
Marigot to St. Thomas |
Cruise Line
SeaDream Yacht Club
|
Cruise Ship
SeaDream I
|
Departs
11/2/19
|
From
$2,999
|
|
7-night Eastern Caribbean Cruise
Roundtrip Port Canaveral |
Cruise Line
Disney Cruise Line
|
Cruise Ship
Disney Fantasy
|
Departs
11/2/19
|
From
$1,295
|
|
7-night San Juan and the Virgin Islands Cruise
Roundtrip San Juan |
Cruise Line
Windstar Cruises
|
Cruise Ship
Star Legend
|
Departs
11/2/19
|
From
$1,099
|
|
14-night Star Collector – Lovely Leewards Cruise
Roundtrip San Juan |
Cruise Line
Windstar Cruises
|
Cruise Ship
Star Legend
|
Departs
11/2/19
|
From
$1,799
|
|
21-night Atlantic & Caribbean Idyll Cruise
Lisbon to Bridgetown (Barbados) |
Cruise Line
Seabourn
|
Cruise Ship
Seabourn Odyssey
|
Departs
11/2/19
|
Call For Pricing
|
|
5-night Bahamas & Florida Cruise
Roundtrip Miami |
Cruise Line
Norwegian Cruise Line
|
Cruise Ship
Norwegian Sky
|
Departs
11/2/19
|
From
$129
|