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.
5,318 cruises cruises
Includes free extras and bonus savings available only from CruiseInsider.
| Itinerary | Cruise Line | Cruise Ship | Departing | From Price |
|---|---|---|---|---|
|
40-night The Americas & Antarctic Explorer Cruise
Ft. Lauderdale to Ushuaia |
Cruise Line
Viking Cruises
|
Cruise Ship
Viking Polaris
|
Departs
10/22/24
|
From
$33,485
|
|
41-night The Americas & Antarctic Explorer Cruise
Ft. Lauderdale to Ushuaia |
Cruise Line
Viking Cruises
|
Cruise Ship
Viking Octantis
|
Departs
10/25/24
|
From
$32,185
|
|
40-night The Americas & Antarctic Explorer Cruise
Ft. Lauderdale to Ushuaia |
Cruise Line
Viking Cruises
|
Cruise Ship
Viking Polaris
|
Departs
10/6/25
|
From
$31,785
|
|
51-night Epic Northern Hemisphere Voyage
Roundtrip New York City |
Cruise Line
Oceania Cruises
|
Cruise Ship
Insignia
|
Departs
7/12/24
|
From
$28,999
|
|
77-night Spanning The Americas Voyage - 2026 World Cruise Segment
Los Angeles to San Diego |
Cruise Line
Oceania Cruises
|
Cruise Ship
Vista
|
Departs
12/20/25
|
From
$27,999
|
|
133-night Grand Voyage: Pole To Pole
Roundtrip Ft. Lauderdale |
Cruise Line
Holland America Line
|
Cruise Ship
Volendam
|
Departs
1/25/25
|
From
$26,399
|
|
124-night Grand World Voyage
Roundtrip Ft. Lauderdale |
Cruise Line
Holland America Line
|
Cruise Ship
Zuiderdam
|
Departs
1/4/25
|
From
$24,999
|
|
38-night A Grand Journey From Latin Shores To European Enclaves Cruise
Los Angeles to Barcelona |
Cruise Line
Explora Journeys
|
Cruise Ship
Explora I
|
Departs
5/12/24
|
From
$23,350
|
|
35-night African Allure to Oceanic Wonder Cruise – Cape Town to Miami
Cape Town to Miami |
Cruise Line
Regent Seven Seas Cruises
|
Cruise Ship
Seven Seas Mariner
|
Departs
5/9/26
|
From
$21,599
|
|
28-night Wild Guianas, Amazon &Coast Of Brazil Cruise
Bridgetown (Barbados) to Rio de Janeiro |
Cruise Line
Seabourn
|
Cruise Ship
Seabourn Venture
|
Departs
10/7/24
|
From
$21,134
|
|
60-night Circle South America - 2026 World Cruise Segment
Miami to San Diego |
Cruise Line
Oceania Cruises
|
Cruise Ship
Vista
|
Departs
1/6/26
|
From
$21,049
|
|
42-night Vancouver to Quebec City Panama Canal Cruise
Vancouver to Quebec City |
Cruise Line
Crystal Cruises
|
Cruise Ship
Crystal Serenity
|
Departs
8/13/24
|
From
$20,400
|
|
100-night Grand Voyage: Pole To Pole
Ft. Lauderdale to Ijmuiden |
Cruise Line
Holland America Line
|
Cruise Ship
Volendam
|
Departs
1/25/25
|
From
$20,399
|
|
42-night Illustrious Trailblazer Voyage
Valletta to Miami |
Cruise Line
Oceania Cruises
|
Cruise Ship
Marina
|
Departs
10/16/24
|
From
$20,099
|
|
30-night A Journey of Sun and Sea Cruise – Rome (Civitavecchia) to Miami
Rome (Civitavecchia) to Miami |
Cruise Line
Regent Seven Seas Cruises
|
Cruise Ship
Seven Seas Grandeur
|
Departs
10/25/25
|
From
$19,199
|
|
31-night A Grand Journey From The Mississippi Delta To Mayan Kingdoms Cruise
Roundtrip Miami |
Cruise Line
Explora Journeys
|
Cruise Ship
EXPLORA II
|
Departs
1/14/25
|
From
$18,750
|
|
25-night Greenland, Canadian Arctic & Atlantic Cruise
Reykjavik to Bridgetown (Barbados) |
Cruise Line
Seabourn
|
Cruise Ship
Seabourn Venture
|
Departs
9/12/24
|
From
$18,562
|
|
34-night Mediterranean Rivieras & Atlantic Crossing Cruise
Barcelona to Bridgetown (Barbados) |
Cruise Line
Seabourn
|
Cruise Ship
Seabourn Ovation
|
Departs
10/29/25
|
From
$18,309
|
|
28-night Splendor Across the Seas Cruise – Miami to Barcelona
Miami to Barcelona |
Cruise Line
Regent Seven Seas Cruises
|
Cruise Ship
Seven Seas Splendor
|
Departs
3/13/26
|
From
$17,899
|
|
56-night Antiquity To America Voyage
Rome (Civitavecchia) to Miami |
Cruise Line
Oceania Cruises
|
Cruise Ship
Marina
|
Departs
10/4/25
|
From
$17,699
|
|
50-night South America Kaleidoscope Voyage
Miami to Rio de Janeiro |
Cruise Line
Oceania Cruises
|
Cruise Ship
Marina
|
Departs
12/7/24
|
From
$17,149
|
|
30-night Caribbean Shores to Rio's Marvels Cruise – Miami to Rio de Janeiro
Miami to Rio de Janeiro |
Cruise Line
Regent Seven Seas Cruises
|
Cruise Ship
Seven Seas Splendor
|
Departs
11/17/25
|
From
$17,049
|
|
107-night Maiden World Voyage Cruise
Roundtrip London (Southampton) |
Cruise Line
Cunard Line
|
Cruise Ship
Queen Anne
|
Departs
1/9/25
|
From
$16,815
|
|
21-night Crossing Horizons Cruise – Miami to Honolulu
Miami to Honolulu |
Cruise Line
Regent Seven Seas Cruises
|
Cruise Ship
Seven Seas Mariner
|
Departs
1/11/26
|
From
$16,299
|