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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 III
EXPLORA III16 Night - An Extended Journey of Caribbean Celebrations & Tropical Idylls
Starting in San Juan, St Johns AG, Antigua, Pointe-a-Pitre, Tortola / Road Town, New Year Fireworks Sju, Samana, Puerto Plata, Dominican Republic, Miami, St John VI (Cruz Bay), US Virgin Islands, Gustavia, St Johns AG, Antigua, Tortola / Road Town, Basseterre, San Juan
2026 Sails: Dec 28, More...
Explora Journeys, EXPLORA III
EXPLORA III8 Night - A Journey of Spectacular Festivities & Caribbean Wonders
Starting in San Juan, St Johns AG, Antigua, Pointe-a-Pitre, Tortola / Road Town, New Year Fireworks Sju, Samana, Puerto Plata, Dominican Republic, Miami
2026 Sails: Dec 28, More...
MSC Cruises, MSC Opera
MSC Opera7 Night - South Caribbean
Starting in La Romana, Dominican Republic, Catalina Island, Dominican Republic, Bridgetown, Barbados, Fort-de-France, Martinique, St Johns AG, Antigua, Road Town (Tortola), British Virgin Islands, La Romana, Dominican Republic
2026 Sails: Dec 28, 2027: Jan 25, Feb 22, Mar 8, More...
Ritz-Carlton, Ilma
Ilma7 Night - San Juan / San Juan
Starting in San Juan, Bequia, Canouan, Soufriere, St Johns AG, Virgin Gorda, San Juan
2026 Sails: Dec 28, More...
MSC Cruises, MSC Seaview
MSC Seaview14 Night - South Caribbean
Starting in Bridgetown, Barbados, Kingstown, St Vincent and the Grenadines, Saint George, Grenada, Castries, Saint Lucia, Fort-de-France, Martinique, 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, Castries, Saint Lucia, Bridgetown, Barbados
2026 Sails: Dec 29, More...
Silversea, Silver Nova
Silver Nova8 Night - San Juan to Miami
Starting in San Juan, St John VI, Charlestown, Nevis, Roseau, St Johns, Jost Van Dyke, British Virgin Islands, Miami, Fl
2026 Sails: Dec 29, More...
Costa Cruise Lines, Costa Favolosa
Costa Favolosa8 Night - Western Caribbean from Fort De France
Starting in Martinique (Antilles), Martinique Bay, Guadeloupe (Antilles), St Lucia (Antilles), St Kitts (Antilles), St Maarten (Antilles), Santo Domingo, Dominican Republic, Antigua (Antilles), Martinique (Antilles)
2026 Sails: Dec 30, More...
Costa Cruise Lines, Costa Favolosa
Costa Favolosa8 Night - Western Caribbean from Pointe a Pitre
Starting in Guadeloupe (Antilles), St Lucia (Antilles), St Kitts (Antilles), St Maarten (Antilles), Santo Domingo, Dominican Republic, Antigua (Antilles), Martinique (Antilles), Martinique Bay, Guadeloupe (Antilles)
2026 Sails: Dec 31, More...
MSC Cruises, MSC Opera
MSC Opera14 Night - South Caribbean
Starting in Bridgetown, Barbados, Fort-de-France, Martinique, St Johns AG, Antigua, Road Town (Tortola), British Virgin Islands, 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, Catalina Island, Dominican Republic, Bridgetown, Barbados
2026 Sails: Dec 31, More...
MSC Cruises, MSC Opera
MSC Opera14 Night - South Caribbean
Starting in Fort-de-France, Martinique, St Johns AG, Antigua, Road Town (Tortola), British Virgin Islands, 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, Catalina Island, Dominican Republic, Bridgetown, Barbados, Fort-de-France, Martinique
2027 Sails: Jan 1, More...

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Caribbean Cruise Departures