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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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Cunard Line, Queen Elizabeth
Family
Queen Elizabeth21 Nights Caribbean Cruise from $6290 pp
21 Night - Caribbean Roundtrip from Miami - Starting in Miami, FL, Grand Turk, Turks and Caicos Islands, Montego Bay, Jamaica, Belize City, Belize, Cozumel, Mexico, Miami, FL, San Juan, Puerto Rico, St Johns AG, Antigua, Castries, St Lucia, Bridgetown, Barbados, Philipsburg, St Maarten, Road Town, Tortola, Miami, FL
2026 Sails: Mar 3 Get a Quote
Explora Journeys, EXPLORA II
Family
EXPLORA II8 Nt A Journey of Cultural Immersions in the Caribbean from $4,635 pp
8 Night - A Journey from San Juan to San Juan - Starting in San Juan, St Georges, Grenada, Bequia, Bridgetown, Fort-de-France, Martinique, Gustavia, Basseterre, San Juan
2026 Sails: Mar 3 Get a Quote
Seabourn, Seabourn Ovation
Discount
Seabourn Ovation7 Nights Yachtsman's Caribbean Cruise from $3072 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: Mar 7, Mar 28 Get a Quote
Seabourn, Seabourn Ovation
Family
Seabourn Ovation14 Nights Yachtsman's Island Jewels Cruise from $5542 pp
14 Night - Yachtsman's Island Jewels - 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, Carambola Beach, Saint Kitts and Nevis, Pointe-a-Pitre, Guadeloupe, Trois Ilets, Martinique, Roseau, Dominica, Rodney Bay, Saint Lucia, Bridgetown, Barbados
2026 Sails: Mar 7 Get a Quote
Explora Journeys, EXPLORA II
Family
EXPLORA II7 Nt A Journey to Antillean Isles and Sublime Sunsets from $3,690 pp
7 Night - A Journey from San Juan to Miami - Starting in San Juan, Road Bay, St Johns AG, Antigua, St Maarten / Philipsburg, Spanish Town (Virgin Gorda), Miami
2026 Sails: Mar 11 Get a Quote
Cunard Line, Queen Elizabeth
Family
Queen Elizabeth21 Nights Caribbean Cruise from $4491 pp
21 Night - Caribbean Roundtrip from Miami - Starting in Miami, FL, San Juan, Puerto Rico, St Johns AG, Antigua, Castries, St Lucia, Bridgetown, Barbados, Philipsburg, St Maarten, Road Town, Tortola, Miami, FL, Grand Cayman, Cayman Islands, Montego Bay, Jamaica, Roatan, Honduras, Costa Maya, Mexico, Cozumel, Mexico, Miami, FL
2026 Sails: Mar 12 Get a Quote
Explora Journeys, EXPLORA I
Family
EXPLORA I9 Nights A Journey From Painted Streets To Sculpted Shores from $4160 pp
9 Night - A Journey from Painted Streets to Sculpted Shores - Starting in San Juan, St Maarten / Philipsburg, Santa Cruz de Tenerife, Arrecife (Lanzarote)
2026 Sails: Mar 12 Get a Quote
Regent Seven Seas Cruises, Seven Seas Splendor
Family
Seven Seas Splendor14 Nights Blue Horizons Cruise from $8,399 pp plus OBC
14 Night - Blue Horizons - Starting in Miami, Cruising the Atlantic Ocean, Royal Naval Dockyard, Cruising the Atlantic Ocean, Horta (Azores), Ponta Delgada (Azores), Cruising the Atlantic Ocean, Funchal (Madeira), Cruising the Atlantic Ocean, Lisbon
2026 Sails: Mar 13 Get a Quote
Regent Seven Seas Cruises, Seven Seas Splendor
Family
Seven Seas Splendor28 Nights Splendor Across the Seas Cruise from $19,899 pp plus OBC
28 Night - Splendor Across the Seas - Starting in Miami, Cruising the Atlantic Ocean, Royal Naval Dockyard, Cruising the Atlantic Ocean, Horta (Azores), Ponta Delgada (Azores), Cruising the Atlantic Ocean, Funchal (Madeira), Cruising the Atlantic Ocean, Lisbon, Cruising the Atlantic Ocean, Cadiz, Casablanca, Tangier, Malaga, Cartagena ES, Palma De Mallorca, Cruising the Mediterranean Sea, Rome (Civitavecchia), Portoferraio (Elba Island), Tuscany (Livorno), Cannes, Toulon, Barcelona
2026 Sails: Mar 13 Get a Quote
Seabourn, Seabourn Ovation
Family
Seabourn Ovation7 Nights Caribbean Gems Cruise from $3071 pp
7 Night - Caribbean Gems - Starting in Bridgetown, Barbados, Carambola Beach, Saint Kitts and Nevis, Pointe-a-Pitre, Guadeloupe, Trois Ilets, Martinique, Roseau, Dominica, Rodney Bay, Saint Lucia, Bridgetown, Barbados
2026 Sails: Mar 14 Get a Quote

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Caribbean Cruise Specials