Caribbean Cruises from San Juan, Puerto Rico

Start your cruise right from the heart of the Caribbean – San Juan, Puerto Rico! The city rich with modern-day cultural attractions and historical landmarks dating back centuries makes the perfect starting point for a multifaceted journey – one of the region's melting pot cultures, stunning beaches characterized by blue waters and soft, white sands, and a bevy of shopping, dining, and nightlife destinations.

Multiple cruise lines see the necessity of beginning trips in San Juan. Rather than have travelers spend a few days sailing from the United States, the Lesser and Greater Antilles are both short rides away. Thus, no matter which cruise line and itinerary you select, you'll get more time to explore each island individually.

Cruise Lines

Multiple contemporary and luxury lines begin their trips from San Juan, including:
• Carnival Cruise Line
• Royal Caribbean
• Celebrity Cruises
• Norwegian Cruise Line
• Azamara Club Cruises

Amongst this group are a range of round-trip and one-way itineraries, with the typical cruise lasting about seven nights.


As you're directly there in the islands, you'll get to spend more time getting to know the Caribbean with one of the following itineraries:

Eastern Caribbean: Your ship sails from San Juan to the Virgin Islands, where you'll get to relax on the beaches of St. Croix. From there, you'll take a cultural and geographic tour through the Lesser Antilles, possibly stopping in Antigua, St. Maarten, Dominica, Barbados, Martinique, and St. Lucia. In many of these locations, you'll get to explore the beaches – St. Maarten, for instance, has 30 around its perimeter alone – as well as take tours of lush rainforests and historical sites.

Southern Caribbean: See some of the Caribbean's most beautiful sights, from stunning beaches to beautiful landscapes, when you travel to the Netherlands Antilles. After going through the Eastern islands, your cruise introduces you to the Dutch-influenced side of the Caribbean in Bonaire, Curacao, and Aruba.

Interested in starting your Caribbean cruise from San Juan? Select an itinerary today, browse deals, and plan your trip through Direct Line Cruises.