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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 St. Kitts
Starting in San Juan, Puerto Rico, Tortola, British Virgin Islands, St Kitts, Antigua, Dominica, Barbados, San Juan, Puerto Rico
2026 Sails: Feb 1, More...
Ritz-Carlton Yacht Collection, Ilma
Ilma Cruises3 Night - San Juan / San Juan
Starting in San Juan, Virgin Gorda, Gustavia, San Juan
2026 Sails: Feb 1, More...
Royal Caribbean International, Brilliance of the Seas
Brilliance of the Seas Cruise Ship10 Night - Southern Caribbean Cruise
Starting in San Juan, Puerto Rico, St Croix, US Virgin Islands, Oranjestad, Aruba, Willemstad AN, Curacao, Kralendijk, Bonaire, Bridgetown, Barbados, Kingstown, St Vincent, San Juan, Puerto Rico
2026 Sails: Feb 1, More...
Ritz-Carlton Yacht Collection, Ilma
Ilma Cruises4 Night - San Juan / San Juan
Starting in San Juan, St John VI, Virgin Gorda, Gustavia, San Juan
2026 Sails: Feb 4, More...
Explora Journeys, EXPLORA I
EXPLORA I Cruises7 Night - A Journey from San Juan to Miami
Starting in San Juan, Tortola / Road Town, St Johns AG, Antigua, Gustavia, Road Bay, Miami
2026 Sails: Feb 5, More...
Explora Journeys, EXPLORA I
EXPLORA I Cruises15 Night - A Grand Journey Through Caribbean Serenity and Tropical Treasures
Starting in San Juan, Tortola / Road Town, St Johns AG, Antigua, Gustavia, Road Bay, Miami, Puerto Plata, Dominican Republic, Roseau, Bridgetown, Deshaies, St John VI (Cruz Bay), US Virgin Islands, San Juan
2026 Sails: Feb 5, 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, Gustavia, Philipsburg, St Maarten, Jost Van Dyke, Great Harbour, Virgin Gorda / Prickly Pear, British Virgin Islands, San Juan
2026 Sails: Feb 6, Mar 6, More...
Virgin Voyages, Valiant Lady
Valiant Lady Cruises7 Night - St. Lucia, Barbados & More
Starting in San Juan, Puerto Rico, Philipsburg, Sint Maarten, Basseterre, Saint Kitts and Nevis, Castries, Saint Lucia, Bridgetown, Barbados, St Thomas, US Virgin Islands, San Juan, Puerto Rico
2026 Sails: Feb 7, More...
Princess Cruises, Grand Princess
Grand Princess Cruise Ship14 Night - Southern Caribbean Adventurer
Starting in San Juan, Puerto Rico, St Thomas, US Virgin Islands, St Maarten, Antigua, St Kitts, St Lucia, San Juan, Puerto Rico, St Kitts, Dominica, St Lucia, Grenada, Barbados, San Juan, Puerto Rico
2026 Sails: Feb 8, More...
Princess Cruises, Grand Princess
Grand Princess Cruise Ship7 Night - Southern Caribbean with Antigua and St. Kitts
Starting in San Juan, Puerto Rico, St Thomas, US Virgin Islands, St Maarten, Antigua, St Kitts, St Lucia, San Juan, Puerto Rico
2026 Sails: Feb 8, More...

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Puerto Rico Cruise Departures