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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


If you need help choosing a cruise, try our Virtual Cruise Advisor™ or Live Help.

Holland America, Zuiderdam
Discount
Zuiderdam14 Nights Eastern Caribbean Cruise from $883 pp
14 Night - Eastern Caribbean : Bahamas & San Juan - Starting in Miami, Florida, RelaxAway, Half Moon Cay, Bahamas, Amber Cove, Dominican Republic, Grand Turk, Turks and Caicos, Nassau, Bahamas, 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: Nov 28 Get a Quote
Holland America, Zuiderdam
Discount
Zuiderdam7 Nights Eastern Caribbean Cruise: Amber Cove & Bahamas $490 pp plus OBC
7 Night - Eastern Caribbean : Amber Cove & Bahamas - Starting in Miami, Florida, RelaxAway, Half Moon Cay, Bahamas, Amber Cove, Dominican Republic, Grand Turk, Turks and Caicos, Nassau, Bahamas, Miami, Florida
2026 Sails: Nov 28
2027 Sails: Mar 6 Get a Quote
Seabourn, Seabourn Ovation
Discount
Seabourn Ovation7 Nights Classic Caribbean Yacht Harbors Cruise from $3285 pp
7 Night - Classic Caribbean Yacht Harbors - Starting in Bridgetown, Barbados, Rodney Bay, Saint Lucia, Little Bay, Montserrat, St Johns AG, Antigua, Carambola Beach, Saint Kitts and Nevis, Spanish Town, Virgin Gorda, British Virgin Islands, Philipsburg, Sint Maarten
2026 Sails: Nov 28 Get a Quote
Seabourn, Seabourn Ovation
Family
Seabourn Ovation14 Nights Exotic Caribbean In Depth Cruise from $5844 pp
14 Night - Exotic Caribbean in Depth - Starting in Bridgetown, Barbados, Rodney Bay, Saint Lucia, Little Bay, Montserrat, St Johns AG, Antigua, Carambola Beach, Saint Kitts and Nevis, Spanish Town, Virgin Gorda, 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: Nov 28 Get a Quote
Holland America, Nieuw Amsterdam
Discount
Nieuw Amsterdam21 Nights Eastern Caribbean Cruise Antiqua St. Lucia And Bahamas $1736 pp
21 Night - Eastern Caribbean : Antiqua, St. Lucia and Bahamas - Starting in Fort Lauderdale, Florida, Philipsburg, Sint Maarten, Fort-De-France, Martinique, Bridgetown, Barbados, Scarborough, Trinidad and Tobago, Castries, Saint Lucia, Basseterre, St Kitts and Nevis, Key West, Florida, Fort Lauderdale, Florida, Philipsburg, Sint Maarten, St Johns AG, Antigua, Road Town (Tortola), British Virgin Islands, San Juan, Puerto Rico, RelaxAway, Half Moon Cay, Bahamas, Fort Lauderdale, Florida
2026 Sails: Nov 29 Get a Quote
Holland America, Nieuw Amsterdam
Discount
Nieuw Amsterdam12 Nights Eastern Caribbean Cruise from $1204 pp
12 Night - Eastern Caribbean : Barbados, St. Lucia & St. Kitts - Starting in Fort Lauderdale, Florida, Philipsburg, Sint Maarten, Fort-De-France, Martinique, Bridgetown, Barbados, Scarborough, Trinidad and Tobago, Castries, Saint Lucia, Basseterre, St Kitts and Nevis, Key West, Florida, Fort Lauderdale, Florida
2026 Sails: Nov 29 Get a Quote
Holland America, Nieuw Amsterdam
Discount
Nieuw Amsterdam12 Night Eastern Caribbean Cruise: Barbados, St. Lucia & & Bahamas $952 pp
12 Night - Eastern Caribbean : Barbados, St. Lucia & St. Kitts - Starting in Fort Lauderdale, Florida, Philipsburg, Sint Maarten, Fort-De-France, Martinique, Bridgetown, Barbados, Scarborough, Trinidad and Tobago, Castries, Saint Lucia, Basseterre, St Kitts and Nevis, Key West, Florida, Fort Lauderdale, Florida
2026 Sails: Nov 29 Get a Quote
Holland America, Rotterdam
Discount
Rotterdam11 Nights Eastern Caribbean Cruise from $997 pp
11 Night - Eastern Caribbean : Windward & Leeward Islands - Starting in Fort Lauderdale, Florida, Philipsburg, Sint Maarten, St Johns AG, Antigua, Roseau, Dominica, Castries, Saint Lucia, Basseterre, St Kitts and Nevis, St Thomas, US Virgin Islands, RelaxAway, Half Moon Cay, Bahamas, Fort Lauderdale, Florida
2026 Sails: Dec 1 Get a Quote
Oceania Cruises, Oceania Allura
Discount
Oceania Allura10 Night Tropical Island Havens From $2,900 pp
10 Night - Caribbean Island Bliss - Starting in Miami, Charlotte Amalie, Gustavia, Philipsburg, Frederiksted, Tortola, Miami
2026 Sails: Dec 2 Get a Quote
Azamara Cruises, Azamara Quest
Discount
Azamara Quest13 Nights Transatlantic Cruise from $2799 pp plus OBC
13 Night - Transatlantic Cruise : Malaga, San Juan & Miami - Starting in Malaga, Tangier, San Juan, Miami, Florida
2026 Sails: Dec 4 Get a Quote

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Caribbean Cruise Specials