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.
5,312 cruises cruises
Includes free extras and bonus savings available only from CruiseInsider.
Itinerary | Cruise Line | Cruise Ship | Departing | From Price |
---|---|---|---|---|
7-night Western Caribbean: Greater Antilles & Mexico Cruise
Roundtrip Miami |
Cruise Line
Holland America Line
|
Cruise Ship
Zuiderdam
|
Departs
11/8/25
|
From
$1,099
|
7-night Eastern Caribbean: Amber Cove & Bahamas Cruise
Roundtrip Miami |
Cruise Line
Holland America Line
|
Cruise Ship
Zuiderdam
|
Departs
11/15/25
|
From
$661
|
7-night Eastern Caribbean: San Juan & St. Thomas Cruise
Roundtrip Miami |
Cruise Line
Holland America Line
|
Cruise Ship
Zuiderdam
|
Departs
12/6/25
|
From
$999
|
17-night Eastern & Southern Caribbean: San Juan & Abc Islands Cruise
Roundtrip Miami |
Cruise Line
Holland America Line
|
Cruise Ship
Zuiderdam
|
Departs
12/6/25
|
From
$2,534
|
10-night Southern Caribbean: Amber Cove & Abc Islands Cruise
Roundtrip Miami |
Cruise Line
Holland America Line
|
Cruise Ship
Zuiderdam
|
Departs
12/13/25
|
From
$1,599
|
21-night Southern & Eastern Caribbean: Abc & Leeward Holiday Cruise
Roundtrip Miami |
Cruise Line
Holland America Line
|
Cruise Ship
Zuiderdam
|
Departs
12/13/25
|
From
$3,904
|
11-night Eastern Caribbean: Windward & Leeward Islands Holiday Cruise
Roundtrip Miami |
Cruise Line
Holland America Line
|
Cruise Ship
Zuiderdam
|
Departs
12/23/25
|
From
$2,449
|
18-night Eastern & Western Caribbean: Leeward Islands & Mexico Cruise
Roundtrip Miami |
Cruise Line
Holland America Line
|
Cruise Ship
Zuiderdam
|
Departs
12/23/25
|
From
$2,276
|
14-night Western & Eastern Caribbean: Mexico & Bahamas Cruise
Roundtrip Miami |
Cruise Line
Holland America Line
|
Cruise Ship
Zuiderdam
|
Departs
1/3/26
|
From
$2,219
|
7-night Western Caribbean: Greater Antilles & Mexico Cruise
Roundtrip Miami |
Cruise Line
Holland America Line
|
Cruise Ship
Zuiderdam
|
Departs
1/3/26
|
From
$1,149
|
7-night Eastern Caribbean: Amber Cove & Bahamas Cruise
Roundtrip Miami |
Cruise Line
Holland America Line
|
Cruise Ship
Zuiderdam
|
Departs
1/10/26
|
From
$706
|
14-night Eastern Caribbean: Bahamas & San Juan Cruise
Roundtrip Miami |
Cruise Line
Holland America Line
|
Cruise Ship
Zuiderdam
|
Departs
1/10/26
|
From
$2,269
|
7-night Eastern Caribbean: San Juan & St. Thomas Cruise
Roundtrip Miami |
Cruise Line
Holland America Line
|
Cruise Ship
Zuiderdam
|
Departs
1/17/26
|
From
$1,199
|
14-night Eastern Caribbean: San Juan & Bahamas Cruise
Roundtrip Miami |
Cruise Line
Holland America Line
|
Cruise Ship
Zuiderdam
|
Departs
1/17/26
|
From
$2,319
|
7-night Eastern Caribbean: Amber Cove & Bahamas Cruise
Roundtrip Miami |
Cruise Line
Holland America Line
|
Cruise Ship
Zuiderdam
|
Departs
1/24/26
|
From
$751
|
15-night Panama Canal Cruise
San Diego to Miami |
Cruise Line
Holland America Line
|
Cruise Ship
Zuiderdam
|
Departs
2/27/26
|
From
$2,899
|
11-night Eastern Caribbean: Windward & Leeward Islands Cruise
Roundtrip Miami |
Cruise Line
Holland America Line
|
Cruise Ship
Zuiderdam
|
Departs
3/14/26
|
From
$1,849
|
21-night Eastern & Southern Caribbean: Leeward & Abc Islands Cruise
Roundtrip Miami |
Cruise Line
Holland America Line
|
Cruise Ship
Zuiderdam
|
Departs
3/14/26
|
From
$3,454
|
10-night Southern Caribbean: Amber Cove & Abc Islands Cruise
Roundtrip Miami |
Cruise Line
Holland America Line
|
Cruise Ship
Zuiderdam
|
Departs
3/25/26
|
From
$1,106
|
17-night Southern & Eastern Caribbean: Abc Islands & Bahamas Cruise
Roundtrip Miami |
Cruise Line
Holland America Line
|
Cruise Ship
Zuiderdam
|
Departs
3/25/26
|
From
$2,934
|
7-night Eastern Caribbean: Amber Cove & Bahamas Cruise
Roundtrip Miami |
Cruise Line
Holland America Line
|
Cruise Ship
Zuiderdam
|
Departs
4/4/26
|
From
$1,299
|
14-night Eastern Caribbean: Bahamas & San Juan Cruise
Roundtrip Miami |
Cruise Line
Holland America Line
|
Cruise Ship
Zuiderdam
|
Departs
4/4/26
|
From
$1,592
|
7-night Eastern Caribbean: San Juan & St. Thomas Cruise
Roundtrip Miami |
Cruise Line
Holland America Line
|
Cruise Ship
Zuiderdam
|
Departs
4/11/26
|
From
$1,299
|
31-night Circle Hawaii & Panama Canal Holiday Cruise
San Diego to Ft. Lauderdale |
Cruise Line
Holland America Line
|
Cruise Ship
Zaandam
|
Departs
12/18/24
|
From
$4,934
|