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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

Ritz-Carlton Yacht Collection, Ilma
Ilma Cruises7 Night - San Juan / San Juan
Starting in San Juan, Canouan, Soufriere, Gustavia, Philipsburg, St John VI, San Juan
2026 Sails: Feb 8, More...
Virgin Voyages, Valiant Lady
Valiant Lady Cruises7 Night - Valiant Valentine's Voyage
Starting in San Juan, Puerto Rico, Oranjestad, Aruba, Willemstad AN, Curacao, St Croix, US Virgin Islands, Philipsburg, Sint Maarten, San Juan, Puerto Rico
2026 Sails: Feb 14, More...
Princess Cruises, Grand Princess
Grand Princess Cruise Ship14 Night - Southern Caribbean Adventurer
Starting in San Juan, Puerto Rico, St Kitts, Dominica, St Lucia, Grenada, Barbados, San Juan, Puerto Rico, St Thomas, US Virgin Islands, St Maarten, Antigua, Dominica, Barbados, San Juan, Puerto Rico
2026 Sails: Feb 15, More...
Princess Cruises, Grand Princess
Grand Princess Cruise Ship7 Night - Southern Caribbean with Barbados and St. Kitts
Starting in San Juan, Puerto Rico, St Kitts, Dominica, St Lucia, Grenada, Barbados, San Juan, Puerto Rico
2026 Sails: Feb 15, More...
EXPLORA I Cruises10 Night - A Journey Into Historic Charm & Tropical Bliss
Starting in San Juan, Oranjestad, Willemstad AN, Kralendijk, Bridgetown, Terre-De-Haut, St Maarten / Philipsburg, Jost Van Dyke, San Juan
2026 Sails: Feb 20, More...
Explora Journeys, EXPLORA I
EXPLORA I Cruises17 Night - An Extended Journey Into Tropical Utopia, Coral Wonders & Blissful Beaches
Starting in San Juan, Oranjestad, Willemstad AN, Kralendijk, Bridgetown, Terre-De-Haut, St Maarten / Philipsburg, Jost Van Dyke, San Juan, St Johns AG, Antigua, Road Bay, Spanish Town (Virgin Gorda), Charlotte Amalie (Saint Thomas), Miami
2026 Sails: Feb 20, More...
Explora Journeys, EXPLORA I
EXPLORA I Cruises6 Night - A Journey of Vibrant Landscapes & Island Calm
Starting in San Juan, Oranjestad, Willemstad AN, Kralendijk, Bridgetown
2026 Sails: Feb 20, More...
Royal Caribbean International, Brilliance of the Seas
Brilliance of the Seas Cruise Ship9 Night - Southern Caribbean Cruise
Starting in San Juan, Puerto Rico, St Croix, US Virgin Islands, Basseterre, St Kitts and Nevis, St Georges, Grenada, Willemstad AN, Curacao, Oranjestad, Aruba, San Juan, Puerto Rico
2026 Sails: Feb 20, More...
Windstar Cruises, Star Seeker
Star Seeker Cruises7 Night - San Juan & the Virgin Islands
Starting in San Juan, St John VI (Cruz Bay), US Virgin Islands, Basseterre, Philipsburg, St Maarten, Gustavia, Jost Van Dyke, Great Harbour, Virgin Gorda / Prickly Pear, British Virgin Islands, San Juan
2026 Sails: Feb 20, More...
Virgin Voyages, Valiant Lady
Valiant Lady Cruises7 Night - Antigua, Martinique, & Barbados & More
Starting in San Juan, Puerto Rico, Philipsburg, Sint Maarten, Bridgetown, Barbados, Fort-De-France, Martinique, St Johns AG, Antigua and Barbuda, Road Town, Tortola, British Virgin Islands, San Juan, Puerto Rico
2026 Sails: Feb 21, More...

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Puerto Rico Cruise Departures