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Caribbean Cruises

Cruises that visit the Caribbean

Cruises by region

See all Caribbean River Cruises

Click on a cruise ship itinerary in the Caribbean (below) and select a sail date to receive competing cruise quotes. To search all cruise itineraries (not just Caribbean), please visit: Cruise Search or try our Virtual Cruise Advisor™.

Related areas: Anguilla : Antigua / Barbuda : Aruba : Bahamas : Barbados : Bermuda : Cayman Islands : Dominica : Dominican Republic : Grenada : Guadeloupe : Haiti : Jamaica : Martinique : Montserrat : Netherlands Antilles : Puerto Rico : Saint Barthelemy : Saint Kitts / Nevis : Saint Lucia : Saint Martin : Saint Vincent / Grenadines : Trinidad / Tobago : Turks and Caicos Islands : Virgin Islands (British) : Virgin Islands (US)



Ritz-Carlton, Ilma
Ilma13 Night - Lisbon / Miami, Florida
Starting in Lisbon, Funchal, Madeira, Nassau, Miami, Florida
2026 Sails: Oct 27, More...
Royal Caribbean, Jewel of the Seas
Jewel of the Seas6 Night - Western Caribbean Cruise
Starting in Tampa, Florida, Cozumel, Mexico, Roatan, Honduras, Puerto Costa Maya, Mexico, Tampa, Florida
2026 Sails: Oct 27, Nov 16, More...
MSC Cruises, MSC Grandiosa
MSC Grandiosa17 Night - Msc Grand Voyages
Starting in Civitavecchia (Rome), Italy, Palma De Mallorca (Balearic Islands), Spain, Barcelona, Spain, Funchal (Madeira Islands), Portugal, San Juan, Puerto Rico, Miami, Florida, Port Canaveral (Orlando), Florida
2026 Sails: Oct 28, More...
MSC Cruises, MSC Grandiosa
MSC Grandiosa16 Night - Msc Grand Voyages
Starting in Civitavecchia (Rome), Italy, Palma De Mallorca (Balearic Islands), Spain, Barcelona, Spain, Funchal (Madeira Islands), Portugal, San Juan, Puerto Rico, Miami, Florida
2026 Sails: Oct 28, More...
Norwegian Getaway5 Night - Bahamas - Short
Starting in Orlando Beaches / Port Canaveral, Fl, Puerto Plata, Dominican Republic, Great Stirrup Cay, Bahamas, Orlando Beaches / Port Canaveral, Fl
2026 Sails: Oct 28, Nov 6, Nov 11, 2027: Jan 20, Feb 17, Mar 17, Mar 31, More...
Oceania Cruises, Oceania Vista
Oceania Vista14 Night - Caribbean Enchantment
Starting in New York, Charlotte Amalie, Tortola, St Johns, Basseterre, Castries, St Georges, Willemstad AN, Oranjestad, Miami
2026 Sails: Oct 28, More...
Windstar, Star Pride
Star Pride11 Night - Masterpieces at Sea : Gems of the Leeward Islands
Starting in San Juan, St John VI (Cruz Bay), US Virgin Islands, Gustavia, Basseterre, Falmouth Harbour, Les Saintes, Rodney Bay, St Georges, Jost Van Dyke, Great Harbour, Virgin Gorda / Prickly Pear, British Virgin Islands, San Juan
2026 Sails: Oct 28, More...
Azamara Journey16 Night - Caribbean Combination Cruise : New York, Bermuda & Barbados
Starting in New York City, New York, Hamilton, Philipsburg, Road Town, Tortola, San Juan, Virgin Gorda, St Johns AG, Saint-Pierre, Port Elizabeth VC, Bequia, Saint Georges, Grenada, Scarborough, Tobago, Bridgetown
2026 Sails: Oct 29, More...
Azamara Journey9 Night - Bermuda, Sint Maarten & British Virgin Islands Cruise : Hamilton, Philipsburg & Road Town
Starting in New York City, New York, Hamilton, Philipsburg, Road Town, Tortola, San Juan
2026 Sails: Oct 29, More...
MSC Cruises, MSC Opera
MSC Opera25 Night - Msc Grand Voyages
Starting in Civitavecchia (Rome), Italy, Genoa (Portofino), Italy, Livorno (Florence), Italy, Marseille (Provence), France, Barcelona, Spain, Tangier (Tetouan), Morocco, St Johns AG, Antigua, Philipsburg, St Maarten, Basseterre, St Kitts and Nevis, La Romana, Dominican Republic, Catalina Island, Dominican Republic, Bridgetown, Barbados, Fort-de-France, Martinique, Pointe-A-Pitre, Guadeloupe, Road Town (Tortola), British Virgin Islands, La Romana, Dominican Republic
2026 Sails: Oct 29, More...

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Caribbean Cruises