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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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Holland America, Eurodam
Discount
Eurodam7 Nights Eastern Caribbean Holiday Cruise: San Juan & St. Thomas $649 pp
7 Night - Eastern Caribbean : San Juan & St. Thomas - Starting in Fort Lauderdale, Florida, Grand Turk, Turks and Caicos, San Juan, Puerto Rico, St Thomas, US Virgin Islands, RelaxAway, Half Moon Cay, Bahamas, Fort Lauderdale, Florida
2026 Sails: Dec 19 Get a Quote
Holland America, Zuiderdam
Discount
Zuiderdam14 Nights Eastern Caribbean Cruise from $1231 pp plus OBC
14 Night - Eastern Caribbean : Bahamas & San Juan Holiday - Starting in Miami, Florida, Amber Cove, Dominican Republic, Grand Turk, Turks and Caicos, RelaxAway, Half Moon Cay, Bahamas, Key West, Florida, 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 19 Get a Quote
Oceania Cruises, Oceania Insignia
Discount
Oceania Insignia15 Nights Antilles To Andes Voyage from $4399 pp
15 Night - Antilles to Andes - Starting in Miami, Key West, Willemstad AN, Oranjestad, Santa Marta, Cartagena CO, Panama Canal Daylight Transit, Manta, Guayaquil, Lima / Machu Picchu (Callao)
2026 Sails: Dec 19 Get a Quote
Seabourn, Seabourn Ovation
Discount
Seabourn Ovation14 Nights Exotic Caribbean In Depth Cruise from $6760 pp plus OBC
14 Night - Caribbean Yacht Explorer - 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, 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 19
2027 Sails: Jan 23, Feb 13, Feb 27, Mar 13, Nov 27
2028 Sails: Jan 15, Feb 12, Feb 26 Get a Quote
Seabourn, Seabourn Ovation
Family
Seabourn Ovation7 Nights Classic Caribbean Yacht Harbors from $2996 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: Dec 19
2027 Sails: Jan 23, Feb 13, Feb 27, Mar 13, Nov 27 Get a Quote
Seabourn, Seabourn Ovation
Family
Seabourn Ovation14 Nights Exotic Caribbean In Depth Cruise from $6912 pp
14 Night - Caribbean Yacht Explorer - 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, 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 19 Get a Quote
Explora Journeys, EXPLORA III
Family
EXPLORA III8 NT A Journey Of Tropical Festivities&Dazzling Island Beauty from $7235 pp
8 Night - A Journey of Tropical Festivities & Dazzling Island Beauty - Starting in Miami, Ocho Rios, Jamaica, Isla Catalina, Jost Van Dyke, St Maarten / Philipsburg, Charlotte Amalie (Saint Thomas), San Juan
2026 Sails: Dec 20 Get a Quote
Holland America, Nieuw Amsterdam
Discount
Nieuw Amsterdam19 Nights Panama Canal Holiday Cruise Amber Cove & Costa Rica $1836pp plus
19 Night - Panama Canal Holiday : Amber Cove & Costa Rica - Starting in Fort Lauderdale, Florida, RelaxAway, Half Moon Cay, Bahamas, Grand Turk, Turks and Caicos, Amber Cove, Dominican Republic, Key West, Florida, Fort Lauderdale, Florida, RelaxAway, Half Moon Cay, Bahamas, Oranjestad, Aruba, Cartagena CO, Enter Panama Canal Cristobal, Cruising Panama Canal and Gatun Lake, Gatun Lake, Panama, Cruising Gatun Lake and Panama Canal, Exit Panama Canal Cristobal, Colon, Panama, Puerto Limon (San Jose), Costa Rica, Georgetown, Cayman Islands, Fort Lauderdale, Florida
2026 Sails: Dec 20 Get a Quote
Holland America, Nieuw Amsterdam
Discount
Nieuw Amsterdam7 Nights Eastern Caribbean Holiday Cruise: Amber Cove & Bahamas $608 pp
7 Night - Eastern Caribbean Holiday : Amber Cove & Bahamas - Starting in Fort Lauderdale, Florida, RelaxAway, Half Moon Cay, Bahamas, Grand Turk, Turks and Caicos, Amber Cove, Dominican Republic, Key West, Florida, Fort Lauderdale, Florida
2026 Sails: Dec 20 Get a Quote
Holland America, Nieuw Statendam
Discount
Nieuw Statendam7 Night Western Caribbean Holiday Cruise Greater Antilles $642 pp plus OBC
7 Night - Western Caribbean : Greater Antilles & Mexico - Starting in Fort Lauderdale, Florida, RelaxAway, Half Moon Cay, Bahamas, Ocho Rios, Jamaica, Georgetown, Cayman Islands, Cozumel, Mexico, Fort Lauderdale, Florida
2026 Sails: Dec 20
2027 Sails: Jan 10 Get a Quote

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Caribbean Cruise Specials