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Caribbean Cruise Specials

We've gathered all of the Caribbean cruise specials ordered by sail date. Click on a special and select a sail date to get a single cruise quote from the cruise agency that posted that particular special. To search through all cruise itineraries (not just Caribbean cruises) to receive multiple custom cruise options to compare, please visit our Cruise Search page.

All Cruise Specials


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Seabourn, Seabourn Ovation
Family
Seabourn Ovation Cruises14 Nights Gems Of The Caribbean Cruise from $8147 pp plus OBC
14 Night - Gems of the Caribbean - Starting in Philipsburg, Sint Maarten, Sopers Hole (Frenchmans Cay), Carambola Beach, Saint Kitts and Nevis, Saint Pierre, Martinique, Port Elizabeth VC, Bequia, St Vincent and the Grenadines, Saint Georges, Grenada, Bridgetown, Barbados, Castries, Saint Lucia, Little Bay, Montserrat, St Johns AG, Antigua, Carambola Beach, Saint Kitts and Nevis, Great Harbour, Jost van Dyke, British Virgin Islands, Philipsburg, Sint Maarten
2026 Sails: Jan 17 Get a Quote
Seabourn, Seabourn Ovation
Family
Seabourn Ovation Cruises7 Nights Yachtsman's Caribbean Cruise from $3628 pp plus OBC
7 Night - Yachtsman's Caribbean - Starting in Philipsburg, Sint Maarten, Sopers Hole (Frenchmans Cay), Carambola Beach, Saint Kitts and Nevis, Saint Pierre, Martinique, Port Elizabeth VC, Bequia, St Vincent and the Grenadines, Saint Georges, Grenada, Bridgetown, Barbados
2026 Sails: Jan 17, Jan 31, Mar 7, Mar 28 Get a Quote
Cunard Line, Queen Elizabeth
Family
Queen Elizabeth Cruise Ship9 Nights Western Caribbean Cruise from $710 pp plus OBC
9 Night - Western Caribbean - Starting in Miami, FL, Amber Cove, Dominican Republic, Montego Bay, Jamaica, Belize City, Belize, Cozumel, Mexico, Miami, FL
2026 Sails: Jan 20 Get a Quote
Explora Journeys, EXPLORA I
Family
EXPLORA I Cruises7 NT A Journey to Artistic Inspiration and Silky Sands from $5200 pp
7 Night - A Journey from San Juan to Miami - Starting in San Juan, Gustavia, Tortola / Road Town, St Johns AG, Antigua, Road Bay, Miami
2026 Sails: Jan 21 Get a Quote
Explora Journeys, EXPLORA I
Family
EXPLORA I Cruises15 NT A Journey of Caribbean Inspiration and Island Beauty from $14100 pp
15 Night - An Extended Journey of Caribbean Inspiration and Island Beauty - Starting in San Juan, Gustavia, Tortola / Road Town, St Johns AG, Antigua, Road Bay, Miami, Charlotte Amalie (Saint Thomas), Terre-De-Haut, Bridgetown, Fort-de-France, Martinique, Basseterre, San Juan
2026 Sails: Jan 21 Get a Quote
Celebrity Cruises, Celebrity Ascent
Discount
Celebrity Ascent Cruises10 Nights Ultimate Southern Caribbean Cruise from $1,573 pp plus OBC
10 Night - Ultimate Southern Caribbean - Starting in Fort Lauderdale, Florida, St Johns AG, Antigua, Roseau, Dominica, Bridgetown, Barbados, Castries, St Lucia, Basseterre, St Kitts and Nevis, Fort Lauderdale, Florida
2026 Sails: Jan 23 Get a Quote
Seabourn, Seabourn Ovation
Family
Seabourn Ovation Cruises7 Nights Classic Caribbean Yacht Harbors Cruise from $4809 pp
7 Night - Classic Caribbean Yacht Harbors - Starting in Bridgetown, Barbados, Castries, Saint Lucia, Little Bay, Montserrat, St Johns AG, Antigua, Carambola Beach, Saint Kitts and Nevis, Great Harbour, Jost van Dyke, British Virgin Islands, Philipsburg, Sint Maarten
2026 Sails: Jan 24, Feb 14, Feb 28, Mar 21, Dec 19
2027 Sails: Jan 23, Feb 13, Feb 27, Mar 13 Get a Quote
Explora Journeys, EXPLORA II
Discount
EXPLORA II Cruises10 Night A Journey of Dutch Delights in the ABC Islands from $5890 pp
10 Night - A Journey from Miami to Miami - Starting in Miami, Puerto Plata, Dominican Republic, Kralendijk, Oranjestad, Willemstad AN, Ocean Cay, Miami
2026 Sails: Jan 25 Get a Quote
Explora Journeys, EXPLORA II
Family
EXPLORA II Cruises10 NT A Journey of Dutch Delights in the ABC Islands from $5,270 pp
10 Night - A Journey from Miami to Miami - Starting in Miami, Puerto Plata, Dominican Republic, Kralendijk, Oranjestad, Willemstad AN, Ocean Cay, Miami
2026 Sails: Jan 25 Get a Quote
Explora Journeys, EXPLORA II
Family
EXPLORA II Cruises20 NT Delightful Island Towns And Tropical Treasures from $10,640 pp
20 Night - An Extended Journey to Delightful Island Towns and Tropical Treasures - Starting in Miami, Puerto Plata, Dominican Republic, Kralendijk, Oranjestad, Willemstad AN, Ocean Cay, Miami, Charlotte Amalie (Saint Thomas), Pointe-a-Pitre, Castries, Little Bay, St John VI (Cruz Bay), US Virgin Islands, Miami
2026 Sails: Jan 25 Get a Quote

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Caribbean Cruise Specials