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Puerto Rico Cruise Departures

Cruises that depart from Caribbean: Puerto Rico

Cruises that visit Puerto Rico

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

Related areas: San Juan

Departing from
Puerto Rico
Cruise Specials

Windstar, Star Pride
Star Pride7 Night - San Juan & the Virgin Islands
Starting in San Juan, Cruz Bay, St John VI, Gustavia, St Barthelemy, Basseterre, St Kitts, Philipsburg, St Maarten, Great Harbour, Jost Van Dyke, Virgin Gorda / Prickly Pear, San Juan
2026 Sails: Nov 29, Dec 13, Dec 27, More...
Windstar, Star Pride
Star Pride14 Night - Star Collector : Lovely Leewards
Starting in San Juan, Cruz Bay, St John VI, Gustavia, St Barthelemy, Basseterre, St Kitts, Philipsburg, St Maarten, Great Harbour, Jost Van Dyke, Virgin Gorda / Prickly Pear, San Juan, St Georges, Grenada, Bequia, Mayreau, Deshaies, Marigot Bay, San Juan
2026 Sails: Nov 29, Dec 13, Dec 27, More...
Ritz-Carlton, Ilma
Ilma4 Night - San Juan / San Juan
Starting in San Juan, Marigot, Falmouth Harbour, Antigua, Virgin Gorda, San Juan
2026 Sails: Nov 30, More...
Ritz-Carlton, Ilma
Ilma3 Night - San Juan / San Juan
Starting in San Juan, Virgin Gorda, St John VI, San Juan
2026 Sails: Dec 4, Dec 11, More...
Azamara Cruises, Azamara Journey
Azamara Journey13 Night - Caribbean Combination Cruise : San Juan, Antigua & St. Lucia
Starting in San Juan, Virgin Gorda, St Johns AG, Saint-Pierre, Port Elizabeth VC, Bequia, Saint Georges, Grenada, Scarborough, Tobago, Bridgetown, Castries, Roseau, Basseterre, St Kitts, Charlestown, Nevis, Philipsburg, San Juan
2026 Sails: Dec 5, More...
Azamara Cruises, Azamara Journey
Azamara Journey7 Night - Southern Caribbean Cruise : Antigua, Martinique & Grenada
Starting in San Juan, Virgin Gorda, St Johns AG, Saint-Pierre, Port Elizabeth VC, Bequia, Saint Georges, Grenada, Scarborough, Tobago, Bridgetown
2026 Sails: Dec 5, More...
Celebrity Cruises, Celebrity Constellation
Celebrity Constellation7 Night - Southern Caribbean Cruise
Starting in San Juan, Puerto Rico, Charlotte Amalie, St Thomas, Philipsburg, St Maarten, St Johns AG, Antigua, Castries, St Lucia, Bridgetown, Barbados, San Juan, Puerto Rico
2026 Sails: Dec 5, Dec 26, 2027: Jan 23, Feb 20, Mar 6, More...
Virgin Voyages, Valiant Lady
Valiant Lady7 Night - Southern Caribbean & Aruban Nights
Starting in San Juan, Puerto Rico, Oranjestad, Aruba, Willemstad AN, Curacao, Fort-De-France, Martinique, Basseterre, Saint Kitts and Nevis, San Juan, Puerto Rico
2026 Sails: Dec 5, 2027: Jan 9, Feb 27, Apr 3, More...
Norwegian Cruise Line, Norwegian Prima
Norwegian Prima7 Night - Southern Caribbean - San Juan
Starting in San Juan, Pr, Philipsburg, St Maarten, Netherland Antilles, St Lucia, Saint Lucia, Bridgetown, Barbados, Basseterre, Saint Kitts / Nevis, St Thomas, Vi, Tortola, British Virgin Islands, San Juan, Pr
2026 Sails: Dec 6, More...
Windstar, Star Pride
Star Pride7 Night - Windward Islands Surf & Sunsets
Starting in San Juan, St Georges, Grenada, Bequia, Mayreau, Deshaies, Marigot Bay, San Juan
2026 Sails: Dec 6, Dec 20, 2027: Jan 3, More...

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Puerto Rico Cruise Departures