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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

Royal Caribbean International, Brilliance of the Seas
Brilliance of the Seas Cruise Ship7 Night - Southern Caribbean Cruise
Starting in San Juan, Puerto Rico, Tortola, St Johns AG, Antigua, St Georges, Grenada, Kingstown, St Vincent, Roseau, Dominica, San Juan, Puerto Rico
2026 Sails: Jan 18, More...
Explora Journeys, EXPLORA I
EXPLORA I Cruises15 Night - An Extended Journey of Caribbean Inspiration and Island Beauty
Starting in San Juan, Gustavia, Tortola / Road Town, St Johns AG, Antigua, Road Bay, Miami, Charlotte Amalie (Saint Thomas), Terre-De-Haut, Bridgetown, Fort-de-France, Martinique, Basseterre, San Juan
2026 Sails: Jan 21, More...
EXPLORA I Cruises7 Night - A Journey from San Juan to Miami
Starting in San Juan, Gustavia, Tortola / Road Town, St Johns AG, Antigua, Road Bay, Miami
2026 Sails: Jan 21, More...
Royal Caribbean International, Jewel of the Seas
Jewel of the Seas Cruise Ship7 Night - Southern Caribbean Cruise
Starting in San Juan, Puerto Rico, Charlotte Amalie, St Thomas, Philipsburg, St Maarten, St Croix, US Virgin Islands, Roseau, Dominica, Bridgetown, Barbados, San Juan, Puerto Rico
2026 Sails: Jan 24, Jan 31, Feb 7, Feb 14, Feb 21, Feb 28, Mar 7, Mar 14, Mar 21, Mar 28, Apr 4, Apr 11, More...
Virgin Voyages, Valiant Lady
Valiant Lady Cruises7 Night - Barbados, Antigua, Bvi & More
Starting in San Juan, Puerto Rico, Road Town, Tortola, British Virgin Islands, Bridgetown, Barbados, Fort-De-France, Martinique, St Johns AG, Antigua and Barbuda, Philipsburg, Sint Maarten, San Juan, Puerto Rico
2026 Sails: Jan 24, 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, Guadeloupe (Pointe-a-Pitre), Barbados, San Juan, Puerto Rico, Tortola, British Virgin Islands, St Kitts, Antigua, Dominica, Barbados, San Juan, Puerto Rico
2026 Sails: Jan 25, More...
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, Guadeloupe (Pointe-a-Pitre), Barbados, San Juan, Puerto Rico
2026 Sails: Jan 25, More...
Ritz-Carlton Yacht Collection, Ilma
Ilma Cruises7 Night - San Juan / San Juan
Starting in San Juan, Soufriere, Canouan, Portsmouth DM, Sandy Ground, Gustavia, San Juan
2026 Sails: Jan 25, More...
Royal Caribbean International, Brilliance of the Seas
Brilliance of the Seas Cruise Ship7 Night - Southern Caribbean Cruise
Starting in San Juan, Puerto Rico, Charlotte Amalie, St Thomas, Tortola, Basseterre, St Kitts and Nevis, St Johns AG, Antigua, Castries, St Lucia, San Juan, Puerto Rico
2026 Sails: Jan 25, Apr 5, More...
SeaDream Yacht Club, SeaDream II
SeaDream II Cruise Ship7 Night - Windward & Leeward Islands Cruise
Starting in San Juan, White Bay, Jost van Dyke, Sint Eustatius, Gustavia, Falmouth Bay, Terre De Haut, Iles des Saintes, Le Marin, Bridgetown, Barbados
2026 Sails: Jan 25, More...

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Puerto Rico Cruise Departures