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.
5,297 cruises cruises
Includes free extras and bonus savings available only from CruiseInsider.
Itinerary | Cruise Line | Cruise Ship | Departing | From Price |
---|---|---|---|---|
14-night Eastern Caribbean Voyage
Roundtrip Bridgetown (Barbados) |
Cruise Line
Azamara
|
Cruise Ship
Azamara Quest
|
Departs
11/29/25
|
From
$2,320
|
12-night Eastern Caribbean Voyage
Roundtrip Miami |
Cruise Line
Azamara
|
Cruise Ship
Azamara Onward
|
Departs
11/30/25
|
From
$2,160
|
7-night Southern Caribbean Voyage
San Juan to Bridgetown (Barbados) |
Cruise Line
Azamara
|
Cruise Ship
Azamara Quest
|
Departs
12/6/25
|
From
$1,280
|
13-night Eastern Caribbean Voyage
Roundtrip San Juan |
Cruise Line
Azamara
|
Cruise Ship
Azamara Quest
|
Departs
12/6/25
|
From
$2,320
|
11-night Eastern Caribbean Voyage
Roundtrip Miami |
Cruise Line
Azamara
|
Cruise Ship
Azamara Onward
|
Departs
12/12/25
|
From
$2,000
|
6-night Eastern Caribbean Voyage
Bridgetown (Barbados) to San Juan |
Cruise Line
Azamara
|
Cruise Ship
Azamara Quest
|
Departs
12/13/25
|
From
$1,200
|
14-night Eastern Caribbean Voyage
Roundtrip Bridgetown (Barbados) |
Cruise Line
Azamara
|
Cruise Ship
Azamara Quest
|
Departs
12/13/25
|
From
$2,480
|
8-night Southern Caribbean Voyage
San Juan to Bridgetown (Barbados) |
Cruise Line
Azamara
|
Cruise Ship
Azamara Quest
|
Departs
12/19/25
|
From
$1,521
|
18-night Eastern Caribbean Voyage
San Juan to Miami |
Cruise Line
Azamara
|
Cruise Ship
Azamara Quest
|
Departs
12/19/25
|
From
$3,120
|
14-night Eastern Caribbean Voyage
Roundtrip Miami |
Cruise Line
Azamara
|
Cruise Ship
Azamara Onward
|
Departs
12/23/25
|
From
$2,560
|
10-night Eastern Caribbean Voyage
Bridgetown (Barbados) to Miami |
Cruise Line
Azamara
|
Cruise Ship
Azamara Quest
|
Departs
12/27/25
|
From
$1,840
|
15-night Central America Tapestry Voyage
Miami to Lima (Callao) |
Cruise Line
Azamara
|
Cruise Ship
Azamara Onward
|
Departs
1/6/26
|
From
$3,200
|
79-night Circle South America Grand Voyage
Roundtrip Miami |
Cruise Line
Azamara
|
Cruise Ship
Azamara Quest
|
Departs
1/6/26
|
From
$18,389
|
11-night Eastern Caribbean Voyage
Miami to Bridgetown (Barbados) |
Cruise Line
Azamara
|
Cruise Ship
Azamara Quest
|
Departs
1/6/26
|
From
$2,000
|
22-night Barbados To Brazil & Buenos Aires Voyage
Bridgetown (Barbados) to Buenos Aires |
Cruise Line
Azamara
|
Cruise Ship
Azamara Quest
|
Departs
1/17/26
|
From
$5,680
|
11-night Caribbean Quest Voyage
Fuerte Amador (Panama City) to Miami |
Cruise Line
Azamara
|
Cruise Ship
Azamara Quest
|
Departs
3/15/26
|
From
$2,640
|
6-night Bahamas, Mexico & Cayman Cruise
Roundtrip Ft. Lauderdale |
Cruise Line
Celebrity Cruises
|
Cruise Ship
Celebrity Beyond
|
Departs
9/15/24
|
From
$1,059
|
4-night Bahamas & Perfect Day Cruise
Roundtrip Ft. Lauderdale |
Cruise Line
Celebrity Cruises
|
Cruise Ship
Celebrity Reflection
|
Departs
9/16/24
|
From
$658
|
3-night Bahamas & Perfect Day Cruise
Roundtrip Ft. Lauderdale |
Cruise Line
Celebrity Cruises
|
Cruise Ship
Celebrity Reflection
|
Departs
9/20/24
|
From
$491
|
8-night Aruba, Bonaire & Curacao Cruise
Roundtrip Ft. Lauderdale |
Cruise Line
Celebrity Cruises
|
Cruise Ship
Celebrity Beyond
|
Departs
9/21/24
|
From
$1,593
|
4-night Key West & Perfect Day Cruise
Roundtrip Ft. Lauderdale |
Cruise Line
Celebrity Cruises
|
Cruise Ship
Celebrity Reflection
|
Departs
9/23/24
|
From
$609
|
3-night Bahamas & Perfect Day Cruise
Roundtrip Ft. Lauderdale |
Cruise Line
Celebrity Cruises
|
Cruise Ship
Celebrity Reflection
|
Departs
9/27/24
|
From
$536
|
6-night Bahamas, Mexico & Cayman Cruise
Roundtrip Ft. Lauderdale |
Cruise Line
Celebrity Cruises
|
Cruise Ship
Celebrity Beyond
|
Departs
9/29/24
|
From
$1,067
|
4-night Key West & Bahamas Cruise
Roundtrip Ft. Lauderdale |
Cruise Line
Celebrity Cruises
|
Cruise Ship
Celebrity Reflection
|
Departs
9/30/24
|
From
$608
|