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.
5,322 cruises cruises
Includes free extras and bonus savings available only from CruiseInsider.
| Itinerary | Cruise Line | Cruise Ship | Departing | From Price |
|---|---|---|---|---|
|
107-night Maiden World Voyage Cruise
Roundtrip London (Southampton) |
Cruise Line
Cunard Line
|
Cruise Ship
Queen Anne
|
Departs
1/9/25
|
From
$16,815
|
|
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
|
|
98-night New York To Southampton Cruise
New York City to London (Southampton) |
Cruise Line
Cunard Line
|
Cruise Ship
Queen Anne
|
Departs
1/18/25
|
From
$15,599
|
|
90-night Ultimate Snowbird Paradise Voyage
Roundtrip Miami |
Cruise Line
Oceania Cruises
|
Cruise Ship
Vista
|
Departs
1/8/25
|
From
$36,899
|
|
86-night From The Arctic To Antarctica Cruise
Nuuk to Ushuaia |
Cruise Line
Viking Cruises
|
Cruise Ship
Viking Octantis
|
Departs
9/3/25
|
From
$74,995
|
|
86-night From The Arctic To Antarctica Cruise
Nuuk to Ushuaia |
Cruise Line
Viking Cruises
|
Cruise Ship
Viking Polaris
|
Departs
9/17/26
|
From
$75,995
|
|
85-night South America Discovery From Hamburg Cruise
Roundtrip Hamburg |
Cruise Line
Cunard Line
|
Cruise Ship
Queen Victoria
|
Departs
1/4/25
|
Call For Pricing
|
|
78-night South America Discovery Cruise
Roundtrip London (Southampton) |
Cruise Line
Cunard Line
|
Cruise Ship
Queen Victoria
|
Departs
1/9/25
|
Call For Pricing
|
|
77-night Tale of Three Continents - 2025 World Cruise Segment
Miami to Singapore |
Cruise Line
Oceania Cruises
|
Cruise Ship
Insignia
|
Departs
1/5/25
|
Call For Pricing
|
|
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
$28,749
|
|
71-night Grand South America Voyage
Roundtrip Ft. Lauderdale |
Cruise Line
Silversea Cruises
|
Cruise Ship
Silver Ray
|
Departs
1/20/25
|
Call For Pricing
|
|
70-night Longitudinal World Cruise II
Duluth to Ushuaia |
Cruise Line
Viking Cruises
|
Cruise Ship
Viking Octantis
|
Departs
9/26/24
|
From
$47,995
|
|
68-night Longitudinal World Cruise V
Buenos Aires to Milwaukee |
Cruise Line
Viking Cruises
|
Cruise Ship
Viking Octantis
|
Departs
2/20/25
|
From
$52,995
|
|
68-night Longitudinal World Cruise VI
Buenos Aires to Milwaukee |
Cruise Line
Viking Cruises
|
Cruise Ship
Viking Octantis
|
Departs
2/24/26
|
From
$52,995
|
|
63-night Capitals of Culture Expedition Cruise
Barcelona to Miami |
Cruise Line
Royal Caribbean International
|
Cruise Ship
Serenade of the Seas
|
Departs
7/10/24
|
Call For Pricing
|
|
62-night Longitudinal World Cruise VII
Buenos Aires to Milwaukee |
Cruise Line
Viking Cruises
|
Cruise Ship
Viking Polaris
|
Departs
2/21/26
|
From
$47,995
|
|
61-night Longitudinal World Cruise Iv
Milwaukee to Ushuaia |
Cruise Line
Viking Cruises
|
Cruise Ship
Viking Polaris
|
Departs
10/1/24
|
From
$41,995
|
|
61-night Longitudinal World Cruise Iv
Milwaukee to Ushuaia |
Cruise Line
Viking Cruises
|
Cruise Ship
Viking Polaris
|
Departs
9/15/25
|
From
$46,995
|
|
61-night World Cruise Liner - London (Dover) To Brisbane
London (Dover) to Brisbane |
Cruise Line
Princess Cruises
|
Cruise Ship
Crown Princess
|
Departs
7/4/26
|
Call For Pricing
|
|
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
$21,599
|
|
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
|