Caribbean

Destinations / Caribbean

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.

Caribbean Cruises

6,130 cruises cruises

Includes free extras and bonus savings available only from CruiseInsider.

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
$1,409
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
$3,069
8-night Eastern Caribbean Voyage

Miami to San Juan

Cruise Line
Azamara Cruises
Cruise Ship
Azamara Quest
Departs
10/31/25
From
$1,869
7-night Southern Caribbean Voyage

San Juan to Bridgetown (Barbados)

Cruise Line
Azamara Cruises
Cruise Ship
Azamara Quest
Departs
11/8/25
From
$1,879
14-night Eastern Caribbean Voyage

Roundtrip San Juan

Cruise Line
Azamara Cruises
Cruise Ship
Azamara Quest
Departs
11/8/25
From
$3,299
14-night Eastern Caribbean Voyage

Roundtrip Bridgetown (Barbados)

Cruise Line
Azamara Cruises
Cruise Ship
Azamara Quest
Departs
11/15/25
From
$3,709
7-night Eastern Caribbean Voyage

Bridgetown (Barbados) to San Juan

Cruise Line
Azamara Cruises
Cruise Ship
Azamara Quest
Departs
11/15/25
From
$2,599
14-night Eastern Caribbean Voyage

Roundtrip San Juan

Cruise Line
Azamara Cruises
Cruise Ship
Azamara Quest
Departs
11/22/25
From
$2,989
7-night Southern Caribbean Voyage

San Juan to Bridgetown (Barbados)

Cruise Line
Azamara Cruises
Cruise Ship
Azamara Quest
Departs
11/22/25
From
$1,859
7-night Eastern Caribbean Voyage

Bridgetown (Barbados) to San Juan

Cruise Line
Azamara Cruises
Cruise Ship
Azamara Quest
Departs
11/29/25
From
$1,709
14-night Eastern Caribbean Voyage

Roundtrip Bridgetown (Barbados)

Cruise Line
Azamara Cruises
Cruise Ship
Azamara Quest
Departs
11/29/25
From
$2,999
12-night Eastern Caribbean Voyage

Roundtrip Miami

Cruise Line
Azamara Cruises
Cruise Ship
Azamara Onward
Departs
11/30/25
From
$2,979
7-night Southern Caribbean Voyage

San Juan to Bridgetown (Barbados)

Cruise Line
Azamara Cruises
Cruise Ship
Azamara Quest
Departs
12/6/25
From
$1,659
13-night Eastern Caribbean Voyage

Roundtrip San Juan

Cruise Line
Azamara Cruises
Cruise Ship
Azamara Quest
Departs
12/6/25
From
$2,729
11-night Eastern Caribbean Voyage

Roundtrip Miami

Cruise Line
Azamara Cruises
Cruise Ship
Azamara Onward
Departs
12/12/25
From
$2,539
6-night Eastern Caribbean Voyage

Bridgetown (Barbados) to San Juan

Cruise Line
Azamara Cruises
Cruise Ship
Azamara Quest
Departs
12/13/25
From
$1,539
14-night Eastern Caribbean Voyage

Roundtrip Bridgetown (Barbados)

Cruise Line
Azamara Cruises
Cruise Ship
Azamara Quest
Departs
12/13/25
From
$3,079
8-night Southern Caribbean Voyage

San Juan to Bridgetown (Barbados)

Cruise Line
Azamara Cruises
Cruise Ship
Azamara Quest
Departs
12/19/25
From
$2,069
18-night Eastern Caribbean Voyage

San Juan to Miami

Cruise Line
Azamara Cruises
Cruise Ship
Azamara Quest
Departs
12/19/25
From
$4,259
14-night Eastern Caribbean Voyage

Roundtrip Miami

Cruise Line
Azamara Cruises
Cruise Ship
Azamara Onward
Departs
12/23/25
From
$3,599
10-night Eastern Caribbean Voyage

Bridgetown (Barbados) to Miami

Cruise Line
Azamara Cruises
Cruise Ship
Azamara Quest
Departs
12/27/25
From
$2,969
15-night Central America Tapestry Voyage

Miami to Lima (Callao)

Cruise Line
Azamara Cruises
Cruise Ship
Azamara Onward
Departs
1/6/26
From
$5,949
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