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.
6,371 cruises cruises
Includes free extras and bonus savings available only from CruiseInsider.
| Itinerary | Cruise Line | Cruise Ship | Departing | From Price |
|---|---|---|---|---|
|
25-night Carnival Rio & Amazon Voyage
Buenos Aires to Bridgetown (Barbados) |
Cruise Line
Azamara Cruises
|
Cruise Ship
Azamara Journey
|
Departs
2/25/25
|
From
$4,619
|
|
9-night Caribbean Journey Voyage
Bridgetown (Barbados) to Miami |
Cruise Line
Azamara Cruises
|
Cruise Ship
Azamara Journey
|
Departs
3/22/25
|
Call For Pricing
|
|
12-night Atlantic Journey Voyage
Miami to Lisbon |
Cruise Line
Azamara Cruises
|
Cruise Ship
Azamara Journey
|
Departs
3/31/25
|
From
$1,589
|
|
7-night Greece Intensive Voyage
Roundtrip Athens (Piraeus) |
Cruise Line
Azamara Cruises
|
Cruise Ship
Azamara Pursuit
|
Departs
9/7/25
|
From
$2,479
|
|
15-night Eastern Caribbean Voyage
Miami to Bridgetown (Barbados) |
Cruise Line
Azamara Cruises
|
Cruise Ship
Azamara Quest
|
Departs
10/31/25
|
From
$3,549
|
|
8-night Eastern Caribbean Voyage
Miami to San Juan |
Cruise Line
Azamara Cruises
|
Cruise Ship
Azamara Quest
|
Departs
10/31/25
|
From
$1,959
|
|
7-night Southern Caribbean Voyage
San Juan to Bridgetown (Barbados) |
Cruise Line
Azamara Cruises
|
Cruise Ship
Azamara Quest
|
Departs
11/8/25
|
From
$1,809
|
|
14-night Eastern Caribbean Voyage
Roundtrip San Juan |
Cruise Line
Azamara Cruises
|
Cruise Ship
Azamara Quest
|
Departs
11/8/25
|
From
$3,809
|
|
14-night Eastern Caribbean Voyage
Roundtrip Bridgetown (Barbados) |
Cruise Line
Azamara Cruises
|
Cruise Ship
Azamara Quest
|
Departs
11/15/25
|
From
$3,629
|
|
7-night Eastern Caribbean Voyage
Bridgetown (Barbados) to San Juan |
Cruise Line
Azamara Cruises
|
Cruise Ship
Azamara Quest
|
Departs
11/15/25
|
From
$2,179
|
|
14-night Eastern Caribbean Voyage
Roundtrip San Juan |
Cruise Line
Azamara Cruises
|
Cruise Ship
Azamara Quest
|
Departs
11/22/25
|
From
$3,449
|
|
7-night Southern Caribbean Voyage
San Juan to Bridgetown (Barbados) |
Cruise Line
Azamara Cruises
|
Cruise Ship
Azamara Quest
|
Departs
11/22/25
|
From
$1,879
|
|
7-night Eastern Caribbean Voyage
Bridgetown (Barbados) to San Juan |
Cruise Line
Azamara Cruises
|
Cruise Ship
Azamara Quest
|
Departs
11/29/25
|
From
$1,729
|
|
14-night Eastern Caribbean Voyage
Roundtrip Bridgetown (Barbados) |
Cruise Line
Azamara Cruises
|
Cruise Ship
Azamara Quest
|
Departs
11/29/25
|
From
$3,469
|
|
12-night Eastern Caribbean Voyage
Roundtrip Miami |
Cruise Line
Azamara Cruises
|
Cruise Ship
Azamara Onward
|
Departs
11/30/25
|
From
$3,119
|
|
7-night Southern Caribbean Voyage
San Juan to Bridgetown (Barbados) |
Cruise Line
Azamara Cruises
|
Cruise Ship
Azamara Quest
|
Departs
12/6/25
|
From
$1,739
|
|
13-night Eastern Caribbean Voyage
Roundtrip San Juan |
Cruise Line
Azamara Cruises
|
Cruise Ship
Azamara Quest
|
Departs
12/6/25
|
From
$3,019
|
|
11-night Eastern Caribbean Voyage
Roundtrip Miami |
Cruise Line
Azamara Cruises
|
Cruise Ship
Azamara Onward
|
Departs
12/12/25
|
From
$2,659
|
|
6-night Eastern Caribbean Voyage
Bridgetown (Barbados) to San Juan |
Cruise Line
Azamara Cruises
|
Cruise Ship
Azamara Quest
|
Departs
12/13/25
|
From
$1,549
|
|
14-night Eastern Caribbean Voyage
Roundtrip Bridgetown (Barbados) |
Cruise Line
Azamara Cruises
|
Cruise Ship
Azamara Quest
|
Departs
12/13/25
|
From
$3,559
|
|
8-night Southern Caribbean Voyage
San Juan to Bridgetown (Barbados) |
Cruise Line
Azamara Cruises
|
Cruise Ship
Azamara Quest
|
Departs
12/19/25
|
From
$2,169
|
|
18-night Eastern Caribbean Voyage
San Juan to Miami |
Cruise Line
Azamara Cruises
|
Cruise Ship
Azamara Quest
|
Departs
12/19/25
|
From
$4,939
|
|
14-night Eastern Caribbean Voyage
Roundtrip Miami |
Cruise Line
Azamara Cruises
|
Cruise Ship
Azamara Onward
|
Departs
12/23/25
|
From
$3,539
|
|
10-night Eastern Caribbean Voyage
Bridgetown (Barbados) to Miami |
Cruise Line
Azamara Cruises
|
Cruise Ship
Azamara Quest
|
Departs
12/27/25
|
From
$3,119
|