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.
5,278 cruises cruises
Includes free extras and bonus savings available only from CruiseInsider.
| Itinerary | Cruise Line | Cruise Ship | Departing | From Price |
|---|---|---|---|---|
|
59-night World Cruise Liner - London (Dover) To Brisbane
London (Dover) to Brisbane |
Cruise Line
Princess Cruises
|
Cruise Ship
Crown Princess
|
Departs
7/30/25
|
Call For Pricing
|
|
59-night World Cruise Liner - London (Dover) To Sydney
London (Dover) to Sydney |
Cruise Line
Princess Cruises
|
Cruise Ship
Crown Princess
|
Departs
7/4/26
|
Call For Pricing
|
|
57-night Epic Tropical Vistas - 2025 World Cruise Segment
Auckland to New York City |
Cruise Line
Oceania Cruises
|
Cruise Ship
Insignia
|
Departs
5/28/25
|
From
$15,699
|
|
57-night World Cruise Liner - London (Dover) To Sydney
London (Dover) to Sydney |
Cruise Line
Princess Cruises
|
Cruise Ship
Crown Princess
|
Departs
7/30/25
|
Call For Pricing
|
|
56-night Antiquity To America Voyage
Rome (Civitavecchia) to Miami |
Cruise Line
Oceania Cruises
|
Cruise Ship
Marina
|
Departs
10/4/25
|
From
$14,899
|
|
55-night Grand World Voyage
Ft. Lauderdale to Singapore |
Cruise Line
Holland America Line
|
Cruise Ship
Zuiderdam
|
Departs
1/4/25
|
From
$12,199
|
|
55-night Star Collector: A Grand Caribbean Adventure
Roundtrip St. Maarten |
Cruise Line
Windstar Cruises
|
Cruise Ship
Wind Surf
|
Departs
1/4/26
|
From
$16,599
|
|
55-night World Cruise Liner - London (Dover) To Auckland
London (Dover) to Auckland |
Cruise Line
Princess Cruises
|
Cruise Ship
Crown Princess
|
Departs
7/4/26
|
Call For Pricing
|
|
54-night Odyssey To World's End Voyage
Miami to Rio de Janeiro |
Cruise Line
Oceania Cruises
|
Cruise Ship
Marina
|
Departs
11/29/25
|
From
$14,499
|
|
53-night World Cruise Liner - London (Dover) To Auckland
London (Dover) to Auckland |
Cruise Line
Princess Cruises
|
Cruise Ship
Crown Princess
|
Departs
7/30/25
|
Call For Pricing
|
|
52-night South America Discovery From Fort Lauderdale Cruise
Roundtrip Ft. Lauderdale |
Cruise Line
Cunard Line
|
Cruise Ship
Queen Victoria
|
Departs
1/21/25
|
From
$9,405
|
|
51-night Epic Northern Hemisphere Voyage
Roundtrip New York City |
Cruise Line
Oceania Cruises
|
Cruise Ship
Insignia
|
Departs
7/12/24
|
Call For Pricing
|
|
51-night South America Grand Adventure Cruise
Los Angeles to Ft. Lauderdale |
Cruise Line
Princess Cruises
|
Cruise Ship
Majestic Princess
|
Departs
12/1/24
|
Call For Pricing
|
|
51-night Great Britain to the South Pacific Cruise
London (Southampton) to Sydney |
Cruise Line
Cunard Line
|
Cruise Ship
Queen Mary 2
|
Departs
1/11/26
|
Call For Pricing
|
|
50-night South America Kaleidoscope Voyage
Miami to Rio de Janeiro |
Cruise Line
Oceania Cruises
|
Cruise Ship
Marina
|
Departs
12/7/24
|
From
$16,949
|
|
49-night Southampton To Sydney Cruise
London (Southampton) to Sydney |
Cruise Line
Cunard Line
|
Cruise Ship
Queen Anne
|
Departs
1/9/25
|
Call For Pricing
|
|
47-night Grand Voyage: Pole To Pole
Ft. Lauderdale to Buenos Aires |
Cruise Line
Holland America Line
|
Cruise Ship
Volendam
|
Departs
1/25/25
|
From
$9,899
|
|
47-night Antarctica, Chile & the Americas Cruise
Buenos Aires to Ft. Lauderdale |
Cruise Line
Viking Cruises
|
Cruise Ship
Viking Octantis
|
Departs
2/20/25
|
From
$38,885
|
|
46-night The Americas, Chile & Antarctica Cruise
Ft. Lauderdale to Ushuaia |
Cruise Line
Viking Cruises
|
Cruise Ship
Viking Octantis
|
Departs
10/13/25
|
From
$37,885
|
|
45-night Grand World Voyage
Cape Town to Ft. Lauderdale |
Cruise Line
Holland America Line
|
Cruise Ship
Zuiderdam
|
Departs
3/25/25
|
From
$9,999
|
|
45-night Bermuda to British Isles Voyage
Miami to London (Southampton) |
Cruise Line
Oceania Cruises
|
Cruise Ship
Vista
|
Departs
4/19/25
|
Call For Pricing
|
|
44-night Amazonian and Tropical Songs Voyage
Roundtrip Miami |
Cruise Line
Oceania Cruises
|
Cruise Ship
Nautica
|
Departs
11/9/24
|
From
$10,399
|
|
44-night Bewitching Amazon & Africa - 2025 World Cruise Segment
Miami to Cape Town |
Cruise Line
Oceania Cruises
|
Cruise Ship
Insignia
|
Departs
1/5/25
|
Call For Pricing
|
|
44-night New York City to the South Pacific Cruise
New York City to Sydney |
Cruise Line
Cunard Line
|
Cruise Ship
Queen Mary 2
|
Departs
1/18/26
|
Call For Pricing
|