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.
4,688 cruises cruises
Includes free extras and bonus savings available only from CruiseInsider.
| Itinerary | Cruise Line | Cruise Ship | Departing | From Price |
|---|---|---|---|---|
|
16-night Inaugural Panama Canal Voyage
Miami to Los Angeles |
Cruise Line
Oceania Cruises
|
Cruise Ship
Vista
|
Departs
10/16/23
|
From
$6,449
|
|
12-night Southern Caribbean: Curacao, Aruba & Bermuda Cruise
New York City to Miami |
Cruise Line
Norwegian Cruise Line
|
Cruise Ship
Norwegian Joy
|
Departs
10/16/23
|
From
$679
|
|
4-night Halloween on the High Seas Bahamian from Port Canaveral Cruise
Roundtrip Port Canaveral |
Cruise Line
Disney Cruise Line
|
Cruise Ship
Disney Wish
|
Departs
10/16/23
|
From
$1,760
|
|
9-night Eastern Caribbean: Dominican Republic & St. Thomas Cruise
Roundtrip Miami |
Cruise Line
Norwegian Cruise Line
|
Cruise Ship
Norwegian Sky
|
Departs
10/16/23
|
From
$928
|
|
16-night Westbound Atlantic Ocean Crossing Cruise
Lisbon to Bridgetown (Barbados) |
Cruise Line
Star Clippers
|
Cruise Ship
Royal Clipper
|
Departs
10/19/23
|
From
$2,970
|
|
3-night Halloween on the High Seas Bahamian from Port Canaveral Cruise
Roundtrip Port Canaveral |
Cruise Line
Disney Cruise Line
|
Cruise Ship
Disney Wish
|
Departs
10/20/23
|
From
$1,416
|
|
10-night Classic Panama Canal Passage Cruise
Fuerte Amador to Ft. Lauderdale |
Cruise Line
Viking Cruises
|
Cruise Ship
Viking Mars
|
Departs
10/20/23
|
Call For Pricing
|
|
7-night Belize – Wonders, Rivers, Reefs, and Mayan Culture Cruise
Roundtrip Belize City |
Cruise Line
UnCruise Adventures
|
Cruise Ship
Safari Voyager
|
Departs
10/21/23
|
Call For Pricing
|
|
6-night Halloween on the High Seas Bermuda from New York Cruise
Roundtrip New York City |
Cruise Line
Disney Cruise Line
|
Cruise Ship
Disney Dream
|
Departs
10/21/23
|
From
$1,122
|
|
7-night Halloween on the High Seas Western Caribbean from Port Canaveral Cruise
Roundtrip Port Canaveral |
Cruise Line
Disney Cruise Line
|
Cruise Ship
Disney Fantasy
|
Departs
10/21/23
|
From
$1,568
|
|
11-night Azores & Bermuda Transatlantic Cruise
London (Southampton) to Ft. Lauderdale |
Cruise Line
Celebrity Cruises
|
Cruise Ship
Celebrity Silhouette
|
Departs
10/22/23
|
Call For Pricing
|
|
7-night Bermuda Cruise
Roundtrip New York City |
Cruise Line
Norwegian Cruise Line
|
Cruise Ship
Norwegian Escape
|
Departs
10/22/23
|
From
$618
|
|
15-night Panama Canal - Ocean To Ocean Cruise
San Francisco to Ft. Lauderdale |
Cruise Line
Princess Cruises
|
Cruise Ship
Ruby Princess
|
Departs
10/22/23
|
Call For Pricing
|
|
21-night Panama Canal Sunfarer / Southern Caribbean Seafarer Cruise
Roundtrip Ft. Lauderdale |
Cruise Line
Holland America Line
|
Cruise Ship
Rotterdam
|
Departs
10/22/23
|
From
$2,669
|
|
25-night Caribbean and Mediterranean Odyssey Cruise
Fusina Port to San Juan |
Cruise Line
Viking Cruises
|
Cruise Ship
Viking Sea (Ocean)
|
Departs
10/22/23
|
Call For Pricing
|
|
4-night Halloween on the High Seas Bahamian from Port Canaveral Cruise
Roundtrip Port Canaveral |
Cruise Line
Disney Cruise Line
|
Cruise Ship
Disney Wish
|
Departs
10/23/23
|
From
$1,828
|
|
28-night Atlantic Coast & Leeward Islands Cruise
Montreal to Miami |
Cruise Line
Seabourn
|
Cruise Ship
Seabourn Quest
|
Departs
10/24/23
|
From
$9,464
|
|
12-night Caribbean Islander Cruise
Ft. Lauderdale to Galveston |
Cruise Line
Princess Cruises
|
Cruise Ship
Regal Princess
|
Departs
10/24/23
|
Call For Pricing
|
|
17-night Panama Canal and the Pacific Coast Cruise
Ft. Lauderdale to Los Angeles |
Cruise Line
Viking Cruises
|
Cruise Ship
Viking Star (Ocean)
|
Departs
10/24/23
|
From
$5,999
|
|
24-night Ocean Crossing Cruise
Malaga to Bridgetown (Barbados) |
Cruise Line
Star Clippers
|
Cruise Ship
Star Clipper
|
Departs
10/25/23
|
From
$4,280
|
|
5-night Western Caribbean: Great Stirrup Cay & Cozumel Cruise
Roundtrip Miami |
Cruise Line
Norwegian Cruise Line
|
Cruise Ship
Norwegian Sky
|
Departs
10/25/23
|
From
$638
|
|
26-night Canada, New England and Bermuda Cruise
New York City to Ft. Lauderdale |
Cruise Line
Silversea Cruises
|
Cruise Ship
Silver Shadow
|
Departs
10/25/23
|
Call For Pricing
|
|
9-night Boston Sights, Warm Caribbean Nights Cruise
Boston to St. Maarten |
Cruise Line
Windstar Cruises
|
Cruise Ship
Star Pride
|
Departs
10/26/23
|
From
$1,699
|
|
4-night Halloween on the High Seas Bermuda from New York Cruise
Roundtrip New York City |
Cruise Line
Disney Cruise Line
|
Cruise Ship
Disney Dream
|
Departs
10/27/23
|
From
$1,024
|