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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)



Princess Cruises, Crown Princess
Crown Princess7 Night - Southern Caribbean with Barbados Holiday
Starting in San Juan, Puerto Rico, St Thomas, US Virgin Islands, St Maarten, Antigua, St Lucia, Barbados, San Juan, Puerto Rico
2026 Sails: Dec 27, More...
Princess Cruises, Crown Princess
Crown Princess14 Night - Southern Caribbean Adventurer
Starting in San Juan, Puerto Rico, St Thomas, US Virgin Islands, St Maarten, Antigua, St Lucia, Barbados, San Juan, Puerto Rico, St Thomas, US Virgin Islands, St Kitts, Dominica, Grenada, Barbados, San Juan, Puerto Rico
2026 Sails: Dec 27, More...
Royal Caribbean, Vision of the Seas
Vision of the Seas7 Night - Southern Caribbean Holiday
Starting in San Juan, Puerto Rico, Charlotte Amalie, St Thomas, St Croix, US Virgin Islands, St Johns AG, Antigua, Roseau, Dominica, Philipsburg, St Maarten, San Juan, Puerto Rico
2026 Sails: Dec 27, More...
SeaDream Yacht Club, SeaDream I
SeaDream I7 Night - Tropical New Year's I Cruise
Starting in Charlotte Amalie, St Thomas, Spanish Town, Virgin Gorda, Norman Island, Marigot, Gustavia, Prickly Pear, San Juan
2026 Sails: Dec 27, More...
SeaDream Yacht Club, SeaDream II
SeaDream II7 Night - Tropical New Year's Ii Explorer Cruise
Starting in San Juan, St John VI (Cruz Bay), US Virgin Islands, Philipsburg, Simpson Bay, Gustavia, White Bay, Jost van Dyke, Charlotte Amalie, St Thomas
2026 Sails: Dec 27, More...
Silversea, Silver Shadow
Silver Shadow7 Night - San Juan to San Juan
Starting in San Juan, St John VI, St Kitts (Basseterre), Les Saintes, Bequia, St Thomas, San Juan
2026 Sails: Dec 27, More...
Silversea, Silver Spirit
Silver Spirit8 Night - Bridgetown to Bridgetown
Starting in Bridgetown, Bequia, Fort-de-France, Deshaies, St Kitts (Basseterre), St Georges, Castries, St Lucia, Bridgetown
2026 Sails: Dec 27, More...
Azamara Cruises, Azamara Journey
Azamara Journey8 Night - New Year's Eve Cruise : Aruba, Saint Lucia & Saint Croix
Starting in Bridgetown, Oranjestad, Willemstad AN, Castries, Charlestown, Nevis, Frederiksted, Saint Croix, San Juan
2026 Sails: Dec 28, More...
Azamara Cruises, Azamara Journey
Azamara Journey17 Night - Caribbean New Year Cruise : Barbados, Aruba & St. Barts
Starting in Bridgetown, Oranjestad, Willemstad AN, Castries, Charlestown, Nevis, Frederiksted, Saint Croix, San Juan, Virgin Gorda, Gustavia, Philipsburg, St Johns AG, Basseterre, St Kitts, Road Town, Tortola, Miami, Florida
2026 Sails: Dec 28, 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 Lucia (Antilles), St Kitts (Antilles), St Maarten (Antilles), Santo Domingo, Dominican Republic
2026 Sails: Dec 28, More...

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Caribbean Cruise Departures