Caribbean

Destinations / Caribbean

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.

Caribbean Cruises

4,688 cruises cruises

Includes free extras and bonus savings available only from CruiseInsider.

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
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
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
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
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
« Previous