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.
6,130 cruises cruises
Includes free extras and bonus savings available only from CruiseInsider.
Itinerary | Cruise Line | Cruise Ship | Departing | From Price |
---|---|---|---|---|
79-night Circle South America Grand Voyage
Roundtrip Miami |
Cruise Line
Azamara Cruises
|
Cruise Ship
Azamara Quest
|
Departs
1/6/26
|
From
$26,759
|
11-night Eastern Caribbean Voyage
Miami to Bridgetown (Barbados) |
Cruise Line
Azamara Cruises
|
Cruise Ship
Azamara Quest
|
Departs
1/6/26
|
From
$3,039
|
22-night Barbados To Brazil & Buenos Aires Voyage
Bridgetown (Barbados) to Buenos Aires |
Cruise Line
Azamara Cruises
|
Cruise Ship
Azamara Quest
|
Departs
1/17/26
|
From
$8,109
|
11-night Caribbean Quest Voyage
Fuerte Amador (Panama City) to Miami |
Cruise Line
Azamara Cruises
|
Cruise Ship
Azamara Quest
|
Departs
3/15/26
|
From
$3,799
|
12-night Transatlantic Voyage: Florida, Bermuda & Portugal
Miami to Lisbon |
Cruise Line
Azamara Cruises
|
Cruise Ship
Azamara Quest
|
Departs
3/26/26
|
From
$2,229
|
56-night Grand Voyage: Venice to Miami
Venice to Miami |
Cruise Line
Azamara Cruises
|
Cruise Ship
Azamara Onward
|
Departs
10/6/26
|
Call For Pricing
|
26-night Canada & Caribbean Voyage: Montreal, Quebec & Barbados
Montreal to Bridgetown (Barbados) |
Cruise Line
Azamara Cruises
|
Cruise Ship
Azamara Journey
|
Departs
10/19/26
|
From
$6,279
|
9-night Bermuda & Caribbean Voyage: New York, Bermuda & St. Maarten
New York City to San Juan |
Cruise Line
Azamara Cruises
|
Cruise Ship
Azamara Journey
|
Departs
10/29/26
|
From
$1,449
|
16-night Caribbean Voyage: New York, Bermuda & Barbados
New York City to Bridgetown (Barbados) |
Cruise Line
Azamara Cruises
|
Cruise Ship
Azamara Journey
|
Departs
10/29/26
|
From
$2,669
|
38-night Athens To Miami Grand Voyage
Athens (Piraeus) to Miami |
Cruise Line
Azamara Cruises
|
Cruise Ship
Azamara Quest
|
Departs
10/31/26
|
From
$10,859
|
14-night Caribbean Voyage: San Juan, St. Lucia & St. Kitts
Roundtrip San Juan |
Cruise Line
Azamara Cruises
|
Cruise Ship
Azamara Journey
|
Departs
11/7/26
|
From
$2,549
|
7-night Southern Caribbean Voyage: Antigua, Grenada & Barbados
San Juan to Bridgetown (Barbados) |
Cruise Line
Azamara Cruises
|
Cruise Ship
Azamara Journey
|
Departs
11/7/26
|
From
$1,299
|
7-night Eastern Caribbean Voyage: St.Lucia, Dominica & St.Kitts
Bridgetown (Barbados) to San Juan |
Cruise Line
Azamara Cruises
|
Cruise Ship
Azamara Journey
|
Departs
11/14/26
|
From
$1,399
|
14-night Caribbean Voyage: Barbados, St. Lucia & St. Kitts
Roundtrip Bridgetown (Barbados) |
Cruise Line
Azamara Cruises
|
Cruise Ship
Azamara Journey
|
Departs
11/14/26
|
From
$2,549
|
7-night Southern Caribbean Voyage: Antigua, Grenada & Barbados
San Juan to Bridgetown (Barbados) |
Cruise Line
Azamara Cruises
|
Cruise Ship
Azamara Journey
|
Departs
11/21/26
|
From
$1,299
|
14-night Caribbean Voyage: San Juan, Antigua & Barbados
Roundtrip San Juan |
Cruise Line
Azamara Cruises
|
Cruise Ship
Azamara Journey
|
Departs
11/21/26
|
From
$2,539
|
15-night Transatlantic Voyage: Lisbon, Tenerife & Miami
Lisbon to Miami |
Cruise Line
Azamara Cruises
|
Cruise Ship
Azamara Quest
|
Departs
11/23/26
|
From
$2,419
|
14-night Caribbean Voyage: Barbados, St. Lucia & St. Maarten
Roundtrip Bridgetown (Barbados) |
Cruise Line
Azamara Cruises
|
Cruise Ship
Azamara Journey
|
Departs
11/28/26
|
From
$2,539
|
7-night Eastern Caribbean Voyage: St.Lucia, Dominica & St.Kitts
Bridgetown (Barbados) to San Juan |
Cruise Line
Azamara Cruises
|
Cruise Ship
Azamara Journey
|
Departs
11/28/26
|
From
$1,399
|
7-night Southern Caribbean Voyage: Antigua, Grenada & Barbados
San Juan to Bridgetown (Barbados) |
Cruise Line
Azamara Cruises
|
Cruise Ship
Azamara Journey
|
Departs
12/5/26
|
From
$1,299
|
13-night Caribbean Voyage: San Juan, Antigua & St. Lucia
Roundtrip San Juan |
Cruise Line
Azamara Cruises
|
Cruise Ship
Azamara Journey
|
Departs
12/5/26
|
From
$2,359
|
10-night Eastern Caribbean Voyage: St.Maarten, St.Kitts & Miami
Roundtrip Miami |
Cruise Line
Azamara Cruises
|
Cruise Ship
Azamara Quest
|
Departs
12/8/26
|
From
$1,799
|
16-night Caribbean Christmas Voyage: Barbados, St. Lucia & St. Thomas
Roundtrip Bridgetown (Barbados) |
Cruise Line
Azamara Cruises
|
Cruise Ship
Azamara Journey
|
Departs
12/12/26
|
From
$2,859
|
6-night Eastern Caribbean Voyage: St.Lucia, Dominica & St.Kitts
Bridgetown (Barbados) to San Juan |
Cruise Line
Azamara Cruises
|
Cruise Ship
Azamara Journey
|
Departs
12/12/26
|
From
$1,139
|