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Caribbean Cruise Departures

Cruises that depart from Caribbean

Cruises that visit Caribbean

Click on a cruise ship itinerary sailing from 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: Antigua / Barbuda : Aruba : Bahamas : Barbados : Dominican Republic : Grenada : Guadeloupe : Martinique : Netherlands Antilles : Puerto Rico : Saint Lucia : Saint Martin : Virgin Islands (US)



Explora Journeys, EXPLORA I
EXPLORA I7 Night - A Journey of Caribbean Celebrations & Island Wonders
Starting in San Juan, Basseterre, Tortola / Road Town, Gustavia, Road Bay, Miami
2026 Sails: Dec 20, More...
Explora Journeys, EXPLORA I
EXPLORA I15 Night - An Extended Journey Into Island Bliss & Lively Celebrations
Starting in San Juan, Basseterre, Tortola / Road Town, Gustavia, Road Bay, Miami, Puerto Plata, Dominican Republic, Isla Catalina, St John VI (Cruz Bay), US Virgin Islands, New Year Fireworks Sju, Jost Van Dyke, Basseterre, Charlotte Amalie (Saint Thomas), San Juan
2026 Sails: Dec 20, More...
MSC Cruises, MSC Seaview
MSC Seaview7 Night - East Caribbean
Starting in Pointe-A-Pitre, Guadeloupe, Philipsburg, Saint Martin, St Johns AG, Antigua, Basseterre, St Kitts and Nevis, Roseau, Dominica, Fort-de-France, Martinique, Pointe-A-Pitre, Guadeloupe
2026 Sails: Dec 20, More...
Norwegian Prima7 Night - Southern Caribbean - San Juan
Starting in San Juan, Pr, Oranjestad, Aruba, Willemstad AN, Netherlands Antilles, St Thomas, Vi, Tortola, British Virgin Islands, San Juan, Pr
2026 Sails: Dec 20, More...
Royal Caribbean, Vision of the Seas
Vision of the Seas7 Night - Southern Caribbean Holiday
Starting in San Juan, Puerto Rico, Tortola, St Johns AG, Antigua, Roseau, Dominica, St Croix, US Virgin Islands, Basseterre, St Kitts and Nevis, San Juan, Puerto Rico
2026 Sails: Dec 20, More...
Silversea, Silver Shadow
Silver Shadow7 Night - San Juan to San Juan
Starting in San Juan, Jost Van Dyke, British Virgin Islands, Little Bay, Montserrat, Castries, St Lucia, Fort-de-France, Sopers Hole, San Juan
2026 Sails: Dec 20, More...
Silversea, Silver Shadow
Silver Shadow14 Night - Caribbean Roundtrip from San Juan
Starting in San Juan, Jost Van Dyke, Little Bay, Castries, Fort-de-France, Sopers Hole, San Juan, St John VI, St Kitts, Les Saintes, Bequia, St Thomas, San Juan
2026 Sails: Dec 20, More...
Costa Cruise Lines, Costa Favolosa
Costa Favolosa7 Night - Western Caribbean from Santo Domingo
Starting in Santo Domingo, Dominican Republic, Martinique (Antilles), Martinique Bay, Guadeloupe (Antilles), St Maarten (Antilles), St Kitts (Antilles), Tortola, British Virgin Islands, Santo Domingo, Dominican Republic
2026 Sails: Dec 21, More...
MSC Cruises, MSC Opera
MSC Opera7 Night - South Caribbean
Starting in La Romana, Dominican Republic, Samana Bay, Dominican Republic, Virgin Gorda, British Virgin Islands, Basseterre, St Kitts and Nevis, Philipsburg, St Maarten, Catalina Island, Dominican Republic, La Romana, Dominican Republic
2026 Sails: Dec 21, 2027: Jan 4, More...
Ritz-Carlton, Ilma
Ilma7 Night - San Juan / San Juan
Starting in San Juan, Marigot, Terre-De-Haut (Marina Day), Portsmouth DM, Sandy Ground, Virgin Gorda, San Juan
2026 Sails: Dec 21, More...

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Caribbean Cruise Departures