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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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Disney Cruise Line, Disney Magic
Discount
Disney Magic7 Nights Western Caribbean Cruise from Galveston from $1218 pp
5 Night - Western Caribbean Cruise from Galveston - Starting in Galveston, Cozumel, Mexico, Progreso, Galveston
2026 Sails: Dec 4
2027 Sails: Jan 15 Get a Quote
Explora Journeys, EXPLORA I
Family
EXPLORA I8 NT A Journey Into Tropical Idylls & Mayan Mystery from $3860 pp
8 Night - A Journey Into Tropical Idylls & Mayan Mystery - Starting in Miami, Cozumel, Mexico, Costa Maya, Mexico, Santo Tomas, Belize City, Roatan Island, Miami
2026 Sails: Dec 5 Get a Quote
Holland America, Zuiderdam
Discount
Zuiderdam7 Nights Eastern Caribbean Cruise from $531 pp
7 Night - Eastern Caribbean : San Juan & St. Thomas - Starting in Miami, Florida, Grand Turk, Turks and Caicos, San Juan, Puerto Rico, St Thomas, US Virgin Islands, RelaxAway, Half Moon Cay, Bahamas, Miami, Florida
2026 Sails: Dec 5 Get a Quote
Holland America, Zuiderdam
Discount
Zuiderdam14 Nights Eastern & Western Caribbean Cruise from $888 pp
14 Night - Eastern & Western Caribbean : San Juan & Mexico - Starting in Miami, Florida, Grand Turk, Turks and Caicos, San Juan, Puerto Rico, St Thomas, US Virgin Islands, RelaxAway, Half Moon Cay, Bahamas, Miami, Florida, RelaxAway, Half Moon Cay, Bahamas, Ocho Rios, Jamaica, Georgetown, Cayman Islands, Cozumel, Mexico, Miami, Florida
2026 Sails: Dec 5 Get a Quote
Holland America, Zuiderdam
Discount
Zuiderdam7 Nights Eastern Caribbean Cruise: San Juan & St. Thomas $491 pp plus OBC
7 Night - Eastern Caribbean : San Juan & St. Thomas - Starting in Miami, Florida, Grand Turk, Turks and Caicos, San Juan, Puerto Rico, St Thomas, US Virgin Islands, RelaxAway, Half Moon Cay, Bahamas, Miami, Florida
2026 Sails: Dec 5 Get a Quote
Seabourn, Seabourn Ovation
Family
Seabourn Ovation14 Nights Yachtsman's Caribbean In Depth Cruise from $5488 pp
14 Night - Yachtsman's Caribbean in Depth - Starting in Philipsburg, Sint Maarten, Sopers Hole (Frenchmans Cay), Carambola Beach, Saint Kitts and Nevis, Trois Ilets, Martinique, Port Elizabeth VC, Bequia, St Vincent and the Grenadines, Saint Georges, Grenada, Bridgetown, Barbados, Carambola Beach, Saint Kitts and Nevis, Terre-de-Haut, Iles des Saintes, Guadeloupe, Saint Pierre, Martinique, Roseau, Dominica, Rodney Bay, Saint Lucia, Bridgetown, Barbados
2026 Sails: Dec 5 Get a Quote
Seabourn, Seabourn Ovation
Family
Seabourn Ovation7 Nights Yachtsman's Caribbean Cruise from $3144 pp
7 Night - Yachtsman's Caribbean - Starting in Philipsburg, Sint Maarten, Sopers Hole (Frenchmans Cay), Carambola Beach, Saint Kitts and Nevis, Trois Ilets, Martinique, Port Elizabeth VC, Bequia, St Vincent and the Grenadines, Saint Georges, Grenada, Bridgetown, Barbados
2026 Sails: Dec 5, Dec 26
2027 Sails: Jan 16, Jan 30, Feb 20, Mar 6, Mar 20, Dec 4 Get a Quote
Seabourn, Seabourn Quest
Discount
Seabourn Quest14 Nights Leeward Island Jewels Cruise from $5945 pp
14 Night - Leeward Island Jewels - Starting in Miami, Florida, San Juan, Puerto Rico, Spanish Town, Virgin Gorda, British Virgin Islands, Carambola Beach, Saint Kitts and Nevis, Roseau, Dominica, Fort-De-France, Martinique, Terre-de-Haut, Iles des Saintes, Guadeloupe, Little Bay, Montserrat, Road Bay, Anguilla, Great Harbour, Jost van Dyke, British Virgin Islands, Miami, Florida
2026 Sails: Dec 6 Get a Quote
Seabourn, Seabourn Quest
Family
Seabourn Quest14 Nights Leeward Island Jewels Cruise from $6071 pp
14 Night - Leeward Island Jewels - Starting in Miami, Florida, San Juan, Puerto Rico, Spanish Town, Virgin Gorda, British Virgin Islands, Carambola Beach, Saint Kitts and Nevis, Roseau, Dominica, Fort-De-France, Martinique, Terre-de-Haut, Iles des Saintes, Guadeloupe, Little Bay, Montserrat, Road Bay, Anguilla, Great Harbour, Jost van Dyke, British Virgin Islands, Miami, Florida
2026 Sails: Dec 6 Get a Quote
Oceania Cruises, Oceania Vista
Discount
Oceania Vista7 Nights Tropical Retreats from $1770 pp
7 Night - Tropical Retreats - Starting in Miami, Cozumel, Mexico, Roatan, Harvest Caye, Costa Maya, Mexico, Miami
2026 Sails: Dec 7, Dec 14 Get a Quote

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Caribbean Cruise Specials