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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

Princess Cruises, Grand Princess
Grand Princess Cruise Ship7 Night - Southern Caribbean with Barbados and Antigua
Starting in San Juan, Puerto Rico, St Thomas, US Virgin Islands, St Maarten, Antigua, Dominica, Barbados, San Juan, Puerto Rico
2026 Sails: Feb 22, Mar 8, Mar 22, More...
Ritz-Carlton Yacht Collection, Ilma
Ilma Cruises3 Night - San Juan / San Juan
Starting in San Juan, St John VI, Virgin Gorda, San Juan
2026 Sails: Feb 22, More...
Ritz-Carlton Yacht Collection, Ilma
Ilma Cruises4 Night - San Juan / San Juan
Starting in San Juan, Gustavia, Marigot, St John VI, San Juan
2026 Sails: Feb 25, More...
Ritz-Carlton Yacht Collection, Evrima
Evrima Cruises4 Night - San Juan / San Juan
Starting in San Juan, Virgin Gorda, Marigot, St John VI, San Juan
2026 Sails: Feb 26, More...
Windstar Cruises, Star Seeker
Star Seeker Cruises7 Night - Windward Islands Surf & Sunsets
Starting in San Juan, Philipsburg, St Maarten, Les Saintes, Mayreau, Bequia, Soufriere, San Juan
2026 Sails: Feb 27, More...
Virgin Voyages, Valiant Lady
Valiant Lady Cruises7 Night - Sunny Miles of Tropical Isles
Starting in San Juan, Puerto Rico, Philipsburg, Sint Maarten, Bridgetown, Barbados, Castries, Saint Lucia, Fort-De-France, Martinique, Basseterre, Saint Kitts and Nevis, San Juan, Puerto Rico
2026 Sails: Feb 28, Nov 7, Dec 12, 2027: Jan 16, More...
Princess Cruises, Grand Princess
Grand Princess Cruise Ship14 Night - Southern Caribbean Adventurer
Starting in San Juan, Puerto Rico, St Maarten, Antigua, Dominica, Grenada, Barbados, San Juan, Puerto Rico, St Thomas, US Virgin Islands, St Maarten, Antigua, Dominica, Barbados, San Juan, Puerto Rico
2026 Sails: Mar 1, More...
Princess Cruises, Grand Princess
Grand Princess Cruise Ship7 Night - Southern Caribbean with Barbados and Antigua
Starting in San Juan, Puerto Rico, St Maarten, Antigua, Dominica, Grenada, Barbados, San Juan, Puerto Rico
2026 Sails: Mar 1, More...
Ritz-Carlton Yacht Collection, Ilma
Ilma Cruises5 Night - San Juan / San Juan
Starting in San Juan, Gustavia, Marigot, Virgin Gorda, St Thomas, San Juan
2026 Sails: Mar 1, More...
Royal Caribbean International, Brilliance of the Seas
Brilliance of the Seas Cruise Ship7 Night - Southern Caribbean Cruise
Starting in San Juan, Puerto Rico, Willemstad AN, Curacao, Oranjestad, Aruba, Tortola, San Juan, Puerto Rico
2026 Sails: Mar 1, More...

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Puerto Rico Cruise Departures