Caribbean Cruises from San Juan
Cruising from San Juan, Puerto Rico, offers an exciting gateway to the Southern Caribbean with minimal sea days and maximum island time. Caribbean cruises from San Juan in 2026, 2027 and 2028 typically range from 7 to 14 nights and visit exotic destinations such as St. Lucia, Barbados, St. Kitts, Aruba, and Curaçao. As a turnaround port closer to the action, San Juan sailings often include more ports than traditional Caribbean cruises from Florida. Major cruise lines including Royal Caribbean, Celebrity Cruises, and Norwegian Cruise Line operate from here year-round. With Hello Cruise, you can compare itineraries, cruise lines, and the best prices from trusted travel agents.
Caribbean Cruises Sailing from San Juan
483 cruises
Jewel of the Seas
Cruise: San Juan (Puerto Rico) – Charlotte Amalie – Philipsburg – Saint Croix Island – Roseau – Bridgetown – San Juan (Puerto Rico)
Brilliance of the Seas
Cruise: San Juan (Puerto Rico) – Tortola – Oranjestad – Willemstad – Kralendijk – San Juan (Puerto Rico)
Norwegian Epic
Cruise: San Juan (Puerto Rico) – Oranjestad – Willemstad – Kralendijk – Castries – Basseterre, Saint Kitts – San Juan (Puerto Rico)
Jewel of the Seas
Cruise: San Juan (Puerto Rico) – Charlotte Amalie – Philipsburg – Saint Croix Island – Roseau – Bridgetown – San Juan (Puerto Rico)
Brilliance of the Seas
Cruise: San Juan (Puerto Rico) – Philipsburg – Charlotte Amalie – Basseterre, Saint Kitts – Nassau – Fort Lauderdale, Florida
Jewel of the Seas
Cruise: San Juan (Puerto Rico) – Saint Croix Island – Saint John's – Castries – Basseterre, Saint Kitts – San Juan (Puerto Rico)
Radiance of the Seas
Cruise: San Juan (Puerto Rico) – Tortola – Philipsburg – Saint John's – Basseterre, Saint Kitts – Saint Croix Island – San Juan (Puerto Rico)
Rhapsody of the Seas
Cruise: San Juan (Puerto Rico) – Tortola – Philipsburg – Saint John's – Basseterre, Saint Kitts – Saint Croix Island – San Juan (Puerto Rico)
Jewel of the Seas
Cruise: San Juan (Puerto Rico) – Basseterre, Saint Kitts – Saint John's – Philipsburg – Freeport, Grand Bahama – Fort Lauderdale, Florida
Rhapsody of the Seas
Cruise: San Juan (Puerto Rico) – Charlotte Amalie – Tortola – Saint John's – Philipsburg – Roseau – San Juan (Puerto Rico)
