Set sail from San Juan, Puerto Rico, the vibrant gateway to the Southern Caribbean. Wander Old San Juan’s colorful cobblestone streets, take in the views from El Morro, then board your Princess ship for sun-soaked islands, turquoise waters and rich Caribbean culture.
Enjoy the only weeklong journey to the Southern Caribbean. Picture this: sipping a piña colada by San Juan Bay before boarding your Princess ship. In just seven days, you can reach stunning destinations like St. Lucia, Barbados and Aruba — each offering its own blend of beauty and adventure. Your vacation begins in a destination as captivating as the islands you’ll explore.
From colonial landmarks to beach time, San Juan makes it easy to extend your vacation.
Explore more: Things to do in San Juan
Princess shore excursions handle the details so you can relax and make the most of your time ashore.
Puerto Rico’s Favorites
A well-rounded introduction to beloved landmarks, coastal views and authentic cuisine.
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Best of San Juan: Old and New San Juan City Tour & Shopping
See El Morro, admire Old San Juan’s architecture and enjoy time to shop for local crafts.
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History & Cuisine of San Juan on Foot
A guided walk through historic streets with tastings of Puerto Rican favorites like mofongo and pasteles.
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Beach Escape at Vivo Beach Club
Private beach access, poolside lounging and dining along Isla Verde’s coast.
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El Yunque National Rainforest Scenic Drive
Waterfalls, lush rainforest and mountain views on a guided tour of Puerto Rico’s natural gem.
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Browse more options: Explore shore excursions
Embarking in San Juan puts you close to the heart of the Southern Caribbean, enabling rich, port-intensive itineraries. Find your perfect match by filtering by date, length, ship, stateroom type and price.
Ready to reserve? Book your cruise
Discovery Princess®
Modern luxury at sea with inventive dining and dazzling live shows in the Princess Theater.
About Discovery Princess
Star Princess®
Next-generation design with panoramic views from The Dome and upscale comfort in Signature Collection Suites.
About Star Princess
Grand Princess®
Relaxed elegance featuring Movies Under the Stars® and guest favorites like Crown Grill.
About Grand Princess
Island Princess®
Something for every mood, from the Lotus Spa® to gourmet cuisine and lively entertainment.
About Island Princess
Other ships also sailing to San Juan:
Grand Princess, Island Princess, Coral Princess, Caribbean Princess, Royal Princess, Emerald Princess, Sapphire Princess and Ruby Princess.
New Princess guests who sign up for promotional emails can receive $50 onboard credit when booking a 2026–2028 cruise within 90 days of sign-up.
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