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.
5,318 cruises cruises
Includes free extras and bonus savings available only from CruiseInsider.
| Itinerary | Cruise Line | Cruise Ship | Departing | From Price |
|---|---|---|---|---|
|
28-night New England Discovery & Perfect Caribbean Escape Cruise
Quebec City to Boston |
Cruise Line
Holland America Line
|
Cruise Ship
Zuiderdam
|
Departs
10/12/24
|
From
$3,549
|
|
21-night Perfect Caribbean Escape Cruise
Roundtrip Boston |
Cruise Line
Holland America Line
|
Cruise Ship
Zuiderdam
|
Departs
10/19/24
|
From
$2,559
|
|
35-night Perfect Caribbean Escape & Southern Caribbean Cruise
Boston to Ft. Lauderdale |
Cruise Line
Holland America Line
|
Cruise Ship
Zuiderdam
|
Departs
10/19/24
|
From
$4,019
|
|
14-night Southern Caribbean Cruise
Boston to Ft. Lauderdale |
Cruise Line
Holland America Line
|
Cruise Ship
Zuiderdam
|
Departs
11/9/24
|
From
$1,789
|
|
25-night Southern Caribbean / Eastern Caribbean Wayfarer Cruise
Boston to Ft. Lauderdale |
Cruise Line
Holland America Line
|
Cruise Ship
Zuiderdam
|
Departs
11/9/24
|
From
$3,119
|
|
11-night Eastern Caribbean Wayfarer Cruise
Roundtrip Ft. Lauderdale |
Cruise Line
Holland America Line
|
Cruise Ship
Zuiderdam
|
Departs
11/23/24
|
From
$1,299
|
|
21-night Eastern Caribbean Wayfarer / Southern Seafarer Cruise
Roundtrip Ft. Lauderdale |
Cruise Line
Holland America Line
|
Cruise Ship
Zuiderdam
|
Departs
11/23/24
|
From
$2,709
|
|
10-night Southern Caribbean Seafarer Cruise
Roundtrip Ft. Lauderdale |
Cruise Line
Holland America Line
|
Cruise Ship
Zuiderdam
|
Departs
12/4/24
|
From
$1,349
|
|
17-night Southern Caribbean Seafarer / Eastern Caribbean Cruise
Roundtrip Ft. Lauderdale |
Cruise Line
Holland America Line
|
Cruise Ship
Zuiderdam
|
Departs
12/4/24
|
From
$2,089
|
|
7-night Eastern Caribbean Cruise
Roundtrip Ft. Lauderdale |
Cruise Line
Holland America Line
|
Cruise Ship
Zuiderdam
|
Departs
12/14/24
|
From
$919
|
|
14-night Eastern / Tropical Caribbean Cruise
Roundtrip Ft. Lauderdale |
Cruise Line
Holland America Line
|
Cruise Ship
Zuiderdam
|
Departs
12/14/24
|
From
$2,009
|
|
7-night Tropical Caribbean Holiday Cruise
Roundtrip Ft. Lauderdale |
Cruise Line
Holland America Line
|
Cruise Ship
Zuiderdam
|
Departs
12/21/24
|
From
$1,219
|
|
14-night Tropical / Eastern Caribbean Cruise
Roundtrip Ft. Lauderdale |
Cruise Line
Holland America Line
|
Cruise Ship
Zuiderdam
|
Departs
12/21/24
|
From
$1,934
|
|
7-night Eastern Caribbean Holiday Cruise
Roundtrip Ft. Lauderdale |
Cruise Line
Holland America Line
|
Cruise Ship
Zuiderdam
|
Departs
12/28/24
|
From
$1,084
|
|
37-night Grand World Voyage
Ft. Lauderdale to Sydney |
Cruise Line
Holland America Line
|
Cruise Ship
Zuiderdam
|
Departs
1/4/25
|
From
$7,449
|
|
55-night Grand World Voyage
Ft. Lauderdale to Singapore |
Cruise Line
Holland America Line
|
Cruise Ship
Zuiderdam
|
Departs
1/4/25
|
From
$12,199
|
|
124-night Grand World Voyage
Roundtrip Ft. Lauderdale |
Cruise Line
Holland America Line
|
Cruise Ship
Zuiderdam
|
Departs
1/4/25
|
From
$24,999
|
|
45-night Grand World Voyage
Cape Town to Ft. Lauderdale |
Cruise Line
Holland America Line
|
Cruise Ship
Zuiderdam
|
Departs
3/25/25
|
From
$9,999
|
|
20-night Grand World Voyage
Athens (Pireaus) to Ft. Lauderdale |
Cruise Line
Holland America Line
|
Cruise Ship
Zuiderdam
|
Departs
4/19/25
|
From
$4,249
|
|
14-night Eastern Caribbean: San Juan & Antilles Cruise
Boston to Miami |
Cruise Line
Holland America Line
|
Cruise Ship
Zuiderdam
|
Departs
10/18/25
|
From
$2,199
|
|
21-night Eastern Caribbean: San Juan & Antilles Cruise
Boston to Miami |
Cruise Line
Holland America Line
|
Cruise Ship
Zuiderdam
|
Departs
10/18/25
|
From
$3,204
|
|
7-night Eastern Caribbean: San Juan & St. Thomas Cruise
Roundtrip Miami |
Cruise Line
Holland America Line
|
Cruise Ship
Zuiderdam
|
Departs
11/1/25
|
From
$1,099
|
|
14-night Eastern & Western Caribbean: San Juan & Mexico Cruise
Roundtrip Miami |
Cruise Line
Holland America Line
|
Cruise Ship
Zuiderdam
|
Departs
11/1/25
|
From
$2,119
|
|
14-night Western & Eastern Caribbean: Mexico & Bahamas Crruise
Roundtrip Miami |
Cruise Line
Holland America Line
|
Cruise Ship
Zuiderdam
|
Departs
11/8/25
|
From
$2,119
|