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.

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7-night Timeless Cuba Voyage

Oceania Cruises – Insignia
Roundtrip Miami
Departing December 8th, 2017

From
$2,099

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12-night Paradise Awaits Cruise

Regent Seven Seas Cruises – Seven Seas Explorer
Roundtrip Miami
Departing December 8th, 2017

From
$5,299

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7-night Central American Shores & Cuba Cruise

Viking Cruises – Viking Sun (Ocean Vessel)
Roundtrip Miami
Departing December 8th, 2017

From
$2,649

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7-night Southern Caribbean Cruise

Silversea Cruises – Silver Wind
Roundtrip Bridgetown
Departing December 9th, 2017

From
$3,300

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7-night Caribbean Cruise

SeaDream Yacht Club – SeaDream I
Roundtrip Bridgetown
Departing December 9th, 2017

From
$2,799

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7-night Caribbean Cruise

SeaDream Yacht Club – SeaDream II
St. Thomas to San Juan
Departing December 9th, 2017

From
$2,799

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7-night Caribbean Treasures Cruise

Windstar Cruises – Star Pride
Roundtrip San Juan
Departing December 9th, 2017

From
$999

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7-night Classic Caribbean Cruise

Windstar Cruises – Wind Surf
Roundtrip Bridgetown
Departing December 9th, 2017

From
$1,099

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7-night Grenadine Islands Cruise

Star Clippers – Royal Clipper
Roundtrip Bridgetown
Departing December 9th, 2017

From
$1,655

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14-night Star Collector – Caribbean Explorations Cruise

Windstar Cruises – Wind Surf
Roundtrip Bridgetown
Departing December 9th, 2017

From
$1,699

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7-night Eastern Caribbean Cruise

Crystal Cruises – Crystal Esprit
Roundtrip Marigot
Departing December 10th, 2017

From
$3,995

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7-night Turquoise Seas of the Western Caribbean Cruise

Viking Cruises – Viking Sky - Ocean Vessel
Roundtrip Miami
Departing December 10th, 2017

From
$4,799

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6-night Caribbean & Central America Cruise

Silversea Cruises – Silver Whisper
St. Maarten to Ft. Lauderdale
Departing December 10th, 2017

From
$2,460

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10-night Caribbean Landfalls Cruise

Seabourn – Seabourn Sojourn
Roundtrip Miami
Departing December 11th, 2017

From
$3,699

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10-night Mayan Mystique Voyage

Oceania Cruises – Riviera
Roundtrip Miami
Departing December 12th, 2017

From
$2,249

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10-night Mayan Magic Cruise

Regent Seven Seas Cruises – Seven Seas Mariner
Roundtrip Miami
Departing December 12th, 2017

From
$3,699

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10-night Mayan Magic Cruise

Regent Seven Seas Cruises – Seven Seas Mariner
Roundtrip Miami
Departing December 12th, 2017
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1 (877) 734-6858

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6-night Caribbean Impressions Cruise - Getaway Segment

Crystal Cruises – Crystal Serenity
Bridgetown to Charleston
Departing December 14th, 2017

From
$1,585

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19-night Transatlantic Crossing & Caribbean Celebration Cruise

Cunard Line – Queen Mary 2
Southampton to New York City
Departing December 15th, 2017

From
$3,994

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26-night Grand Caribbean Celebration Cruise

Cunard Line – Queen Mary 2
Roundtrip Southampton
Departing December 15th, 2017

From
$5,326

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6-night Vibrant Vistas Voyage

Oceania Cruises – Insignia
Roundtrip Miami
Departing December 15th, 2017

From
$1,099

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141-night World Cruise

Viking Cruises – Viking Sun (Ocean Vessel)
Miami to London
Departing December 15th, 2017
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1 (877) 734-6858

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21-night Cuba, Panama, and the Pacific Cruise

Viking Cruises – Viking Sun (Ocean Vessel)
Miami to Los Angeles
Departing December 15th, 2017
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1 (877) 734-6858

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7-night Caribbean Treasures Cruise

Windstar Cruises – Star Pride
Roundtrip San Juan
Departing December 16th, 2017

From
$999

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