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 Top
Cruises marked with are part of our Insider Advantage program which include free extras only available at CruiseInsider.
  Itinerary Cruise Line Ship Departing Extras Price
9-night Bahamas & Florida Cruise Norwegian Cruise Line
Norwegian Escape
Norwegian Escape 12/28/18
Roundtrip New York City
  From $879
10-night New Year, More Cheer Cruise Regent Seven Seas Cruises
Seven Seas Voyager
Seven Seas Voyager 12/28/18
Roundtrip Miami
Call For Pricing
3-night Bahamas Cruise Disney Cruise Line
Disney Dream
Disney Dream 12/28/18
Roundtrip Port Canaveral
  From $1,800
5-night Western Caribbean Cruise Disney Cruise Line
Disney Magic
Disney Magic 12/28/18
Roundtrip Miami
  From $2,560
7-night Eastern Caribbean Holiday Cruise Holland America Line
ms Veendam
ms Veendam 12/28/18
Roundtrip Ft. Lauderdale
  From $959
7-night Southern Caribbean Cruise Silversea Cruises
Silver Wind
Silver Wind 12/29/18
Roundtrip Bridgetown
Call For Pricing
7-night Eastern Caribbean Cruise Norwegian Cruise Line
Norwegian Epic
Norwegian Epic 12/29/18
Roundtrip Port Canaveral
  Call For Pricing
7-night Eastern Caribbean Cruise Norwegian Cruise Line
Norwegian Bliss
Norwegian Bliss 12/29/18
Roundtrip Miami
  From $1,649
14-night Caribbean Eastern/Western Adventurer Cruise Princess Cruises
Royal Princess
Royal Princess 12/29/18
Roundtrip Ft. Lauderdale
  Call For Pricing
7-night Eastern Caribbean Cruise Disney Cruise Line
Disney Fantasy
Disney Fantasy 12/29/18
Roundtrip Port Canaveral
  From $4,032
7-night Windward Islands New Year Cruise Star Clippers
Royal Clipper
Royal Clipper 12/29/18
Roundtrip Bridgetown
From $1,895
7-night Leeward Islands New Year Cruise Star Clippers
Star Flyer
Star Flyer 12/29/18
Roundtrip St. Maarten
From $1,835
14-night Exotic Caribbean In-Depth Cruise Seabourn
Seabourn Odyssey
Seabourn Odyssey 12/29/18
Roundtrip Bridgetown
Call For Pricing
7-night Holiday Caribbean Yacht Harbors Cruise Seabourn
Seabourn Odyssey
Seabourn Odyssey 12/29/18
Bridgetown to St. Maarten
  Call For Pricing
7-night Yachtsman's Caribbean Cruise Windstar Cruises
Wind Surf
Wind Surf 12/29/18
Roundtrip St. Maarten
Call For Pricing
7-night Windward Islands Surf & Sunsets Cruise Windstar Cruises
Star Pride
Star Pride 12/29/18
Roundtrip San Juan
  Call For Pricing
14-night Star Collector – Caribbean Explorations Cruise Windstar Cruises
Wind Surf
Wind Surf 12/29/18
Roundtrip St. Maarten
Call For Pricing
7-night Southern Caribbean B Cruise Norwegian Cruise Line
Norwegian Dawn
Norwegian Dawn 12/30/18
Roundtrip San Juan
  From $749
7-night Western Caribbean Cruise Norwegian Cruise Line
Norwegian Getaway
Norwegian Getaway 12/30/18
Roundtrip Miami
  From $1,029
7-night Holiday Eastern Caribbean Cruise Celebrity Cruises
Edge
Edge 12/30/18
Roundtrip Ft. Lauderdale
  From $1,829
10-night Panama Canal with Costa Rica and Caribbean Cruise Princess Cruises
Island Princess
Island Princess 12/30/18
Roundtrip Ft. Lauderdale
  From $1,543
14-night Caribbean Eastern/Western Adventurer Cruise Princess Cruises
Regal Princess
Regal Princess 12/30/18
Roundtrip Ft. Lauderdale
  From $1,719
7-night Western Caribbean Cruise Norwegian Cruise Line
Norwegian Breakaway
Norwegian Breakaway 12/30/18
Roundtrip New Orleans
  Call For Pricing
4-night New Year's Eve in Havana Overnight & Bahamas Cruise Norwegian Cruise Line
Norwegian Sky
Norwegian Sky 12/30/18
Roundtrip Miami
  From $3,199

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