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 Cruise Insider 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

2,437 cruises cruises

Includes free extras and bonus savings available only from CruiseInsider.

7-night Havana Rhythms, Sapphire Dreams

Roundtrip Miami

Cruise Line
Regent Seven Seas Cruises
Cruise Ship
Seven Seas Voyager
Departs
3/5/19
 
Call For Pricing
17-night Sophisticated Tropics Sands Cruise

Roundtrip Miami

Cruise Line
Regent Seven Seas Cruises
Cruise Ship
Seven Seas Voyager
Departs
3/5/19
 
Call For Pricing
10-night Panoramic Caribbean Voyage

Roundtrip Miami

Cruise Line
Oceania Cruises
Cruise Ship
Riviera
Departs
3/6/19
From
$2,099
21-night Southern Caribbean Wayfarer/Seafarer Cruise

Roundtrip Ft. Lauderdale

Cruise Line
Holland America Line
Cruise Ship
ms Koningsdam
Departs
3/6/19
From
$2,049
3-night St. Maarten, St. Kitts, & St. Barts Cruise

Roundtrip St. Maarten (Philipsburg)

Cruise Line
Star Clippers
Cruise Ship
Star Flyer
Departs
3/6/19
 
Call For Pricing
4-night Bahamas Cruise

Roundtrip Tampa

Cruise Line
Norwegian Cruise Line
Cruise Ship
Norwegian Pearl
Departs
3/6/19
4-night Bahamas Cruise

Roundtrip Port Canaveral

Cruise Line
Norwegian Cruise Line
Cruise Ship
Norwegian Epic
Departs
3/7/19
20-night Caribbean Explorer Cruise

Roundtrip Ft. Lauderdale

Cruise Line
Princess Cruises
Cruise Ship
Crown Princess
Departs
3/7/19
 
Call For Pricing
3-night Bahamas Cruise

Roundtrip Miami

Cruise Line
Norwegian Cruise Line
Cruise Ship
Norwegian Sky
Departs
3/8/19
3-night Bahamas from Port Canaveral Cruise

Roundtrip Port Canaveral

Cruise Line
Disney Cruise Line
Cruise Ship
Disney Dream
Departs
3/8/19
From
$1,005
5-night Bahamas from Miami Cruise

Roundtrip Miami

Cruise Line
Disney Cruise Line
Cruise Ship
Disney Magic
Departs
3/8/19
From
$1,460
10-night Southern Caribbean Cruise

Roundtrip New York City

Cruise Line
Norwegian Cruise Line
Cruise Ship
Norwegian Gem
Departs
3/8/19
From
$3,099
7-night Eastern Caribbean Cruise

Roundtrip Miami

Cruise Line
Norwegian Cruise Line
Cruise Ship
Norwegian Bliss
Departs
3/9/19
16-night Mexican Riviera to Panama Canal Cruise

Los Angeles to Miami

Cruise Line
Regent Seven Seas Cruises
Cruise Ship
Seven Seas Explorer
Departs
3/9/19
 
Call For Pricing
7-night Windward Islands Rendezvous Cruise

Roundtrip Bridgetown

Cruise Line
Star Clippers
Cruise Ship
Royal Clipper
Departs
3/9/19
From
$1,695
7-night Leeward Islands Cruise

Roundtrip St. Maarten

Cruise Line
Star Clippers
Cruise Ship
Star Flyer
Departs
3/9/19
From
$1,635
10-night West Indies Explorer Cruise

Roundtrip San Juan

Cruise Line
Viking Cruises
Cruise Ship
Viking Sea (Ocean)
Departs
3/9/19
 
Call For Pricing
7-night Caribbean Yacht Harbors Cruise

Bridgetown to St. Maarten

Cruise Line
Seabourn
Cruise Ship
Seabourn Odyssey
Departs
3/9/19
From
$2,299
7-night Yachtsman's Caribbean Cruise

Roundtrip St. Maarten

Cruise Line
Windstar Cruises
Cruise Ship
Wind Surf
Departs
3/9/19
From
$1,299
14-night Star Collector: Caribbean Explorations Cruise

Roundtrip St. Maarten

Cruise Line
Windstar Cruises
Cruise Ship
Wind Surf
Departs
3/9/19
From
$3,099
7-night Caribbean Cruise

Roundtrip San Juan

Cruise Line
SeaDream Yacht Club
Cruise Ship
SeaDream I
Departs
3/9/19
From
$3,399
7-night Saints of the Caribbean Cruise

Bridgetown to St. Maarten

Cruise Line
Windstar Cruises
Cruise Ship
Star Breeze
Departs
3/9/19
From
$1,299
14-night Star Collector: Caribbean Collection Cruise

Roundtrip Bridgetown

Cruise Line
Windstar Cruises
Cruise Ship
Star Breeze
Departs
3/9/19
From
$2,099
10-night Gems of the Leeward Islands Cruise

Roundtrip San Juan

Cruise Line
Windstar Cruises
Cruise Ship
Star Pride
Departs
3/9/19
From
$2,099
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