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San Juan Cruise Departures

Cruises that depart from Caribbean: Puerto Rico: San Juan

Cruises that visit San Juan

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



Silversea, Silver Ray
Silver Ray8 Night - San Juan to Miami
Starting in San Juan, St John VI, St Johns, Fort-de-France, St Kitts (Basseterre), Jost Van Dyke, British Virgin Islands, Miami, Fl
2027 Sails: Dec 26, More...
Virgin Voyages, Scarlet Lady
Scarlet Lady7 Night - Southern Caribbean Cruise New Year's
Starting in San Juan, Puerto Rico, Philipsburg, Sint Maarten, Bridgetown, Barbados, Fort-De-France, Martinique, St Johns AG, Antigua and Barbuda, St Thomas, US Virgin Islands, San Juan, Puerto Rico
2027 Sails: Dec 26, More...
Emerald Cruises, Emerald Kaia
Emerald Kaia7 Night - West Indies Island Hopping
Starting in San Juan, Puerto Rico, St John VI, US Virgin Islands, Philipsburg, Sint Maarten, St Johns AG, Antigua, South Friars Bay, St Kitts, Norman Island, British Virgin Islands, Virgin Gorda, British Virgin Islands, San Juan, Puerto Rico
2027 Sails: Dec 27, More...
SeaDream Yacht Club, SeaDream II
SeaDream II7 Night - Cruise Roundtrip from San Juan
Starting in San Juan, Culebra, Esperanza, Vieques Island, Sandy Ground, Gustavia, Prickly Pear, San Juan
2027 Sails: Dec 27, More...
Windstar, Star Legend
Star Legend7 Night - Windward Islands Surf & Sunsets
Starting in San Juan, St Georges, Bequia, Mayreau, Les Saintes, Marigot, St Martin, San Juan
2027 Sails: Dec 27, 2028: Jan 10, Jan 24, Feb 7, Feb 21, More...
Windstar, Star Legend
Star Legend14 Night - Star Collector : Lovely Leewards
Starting in San Juan, St Georges, Bequia, Mayreau, Les Saintes, Marigot, St Martin, San Juan, St John VI (Cruz Bay), US Virgin Islands, Gustavia, Basseterre, Philipsburg, St Maarten, Jost Van Dyke, Great Harbour, Virgin Gorda / Prickly Pear, British Virgin Islands, San Juan
2027 Sails: Dec 27, More...
Ritz-Carlton, Ilma
Ilma7 Night - San Juan / San Juan
Starting in San Juan, Bequia, Canouan, Soufriere, Marigot, Norman Island, San Juan
2027 Sails: Dec 28, More...
Silversea, Silver Dawn
Silver Dawn7 Night - San Juan to San Juan
Starting in San Juan, St John VI, Philipsburg, St Maarten, Roseau, St Kitts (Basseterre), Jost Van Dyke, British Virgin Islands, San Juan
2027 Sails: Dec 28, More...
Crystal Cruises, Crystal Serenity
Crystal Serenity10 Night - The Americas & Caribbean
Starting in San Juan, Marigot, St Martin, St Kitts (Basseterre), Jost Van Dyke, British Virgin Islands, Punta Cana, Montego Bay, George Town (Grand Cayman), Cozumel, Quintana Roo, Fort Lauderdale
2027 Sails: Dec 29, More...
Explora Journeys, EXPLORA IV
EXPLORA IV7 Night - A Journey of Salsa Beats, Spectacular Fireworks & Dominican Charm
Starting in San Juan, St John VI (Cruz Bay), US Virgin Islands, New Year Fireworks Sju, Cayo Levantado, Dominican Republic, Puerto Plata, Dominican Republic, Ocean Cay, Miami
2027 Sails: Dec 30, More...

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San Juan Cruise Departures