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See 5 Islands on a 7-day cruise from San Juan
Pack in more adventure in the islands by departing from one. Sail from San Juan and take in the local life and landscapes of five islands (plus Puerto Rico) over seven days. These cruises were made for beach lovers and thrill seekers alike. Book now for up to 40% off + $200 in onboard credit.
Featured Southern Caribbean ports
- San Juan
- Dominica
- St. Kitts
- St. Lucia
- St. Maarten
- St. Thomas
Visit the Old San Juan in Puerto Rico.
Get ready to live on island time, times five. With the most ports of any seven-day itinerary – five islands! – these cruises have something for everyone, whether you prefer to seek adventure in St. Lucia and Barbados or hit the beach in Martinique. Enjoy our only weeklong voyages to take in the natural beauty and culture of the Southern Caribbean, all from San Juan, a departure port just an easy direct flight away.
Morne Trois Pitons National Park in Dominica.
Pristine, lush and alive, Dominica escaped modern civilization's penchant for paving every surface and has remained a nature lover's paradise. Dive into the gorgeous blue depths of the dormant volcanic crater in Scotts Head Marine Reserve, and witness the vibrant sea life that makes it a UNESCO World Heritage Site. Explore the verdant rainforests, botanical gardens and waterfalls of the island's interior, and experience a slice of heaven on earth.
Cliffside fort walls in St. Kitts.
St. Kitts and the neighboring island of Nevis were once considered the crown jewels of the Caribbean, and it's easy to see why. Green hillsides, fields of sugarcane and dramatic volcanoes rise into the strikingly blue sky. With its beautifully restored colonial buildings, imposing Brimstone Hill Fortress and museum of Alexander Hamilton at his birthplace, history lovers will have plenty to explore after relaxing on the beautiful beaches on a cruise to St. Kitts.
Steep mountains and lush hillsides in St. Lucia.
A lush rainforest-covered island nestled between two volcanic peaks, the UNESCO World Heritage Site known as the Pitons, St. Lucia is the definition of a tropical paradise. Cruise to St. Lucia and visit the famous Pitons, journey to the only drive-through volcanic cavern in the world, or experience the sulfur mud baths and recharge your batteries in ancient pools. Travel to the town of Soufriere, supposedly the birthplaces of Napoleon's Queen Josephine, zipline through the lush jungle canopy, or relax on one of the islands many resort beaches.
St. Maarten island.
Two islands in one, St. Maarten is split between France and the Netherlands, but comes together as one memorable experience. From the Dutch-inspired port of Philipsburg with its historic colonial architecture and warm beaches, to the French hub of Marigot full of designer boutiques and bistros, a cruise to St. Maarten has something for you.
St Thomas, US Virgin Islands, Caribbean.
Cruise to St. Thomas, an American paradise that contains everything alluring about the Caribbean: sparkling sands, pirate history, coral reef snorkeling and shipwreck dives. Plus, take relaxation to a whole other level, with all the sun, rum punch and island music you could ever dream of.
Princess EZAir® Flights
Remove the hassle from air travel and give yourself the gift of flexibility, time, and a thicker wallet with Princess EZair® flights. We negotiate lower rates with the airlines, allow you to modify your flight up to 45 days prior with no penalty, and protect you if your flight is late or canceled. Princess EZair flight quotes are available on our cruise search result details pages. Please note: Princess EZair® is only available in certain markets.