Puerto Rico’s vibrant capital is a tropical oasis — and just a day trip away from one of Travel + Leisure’s Top 25 Islands, Culebra. More than just a tropical getaway of sandy beaches, the Caribbean city offers fascinating culture, heart-pounding adventure, and an excess of fabulous shops and restaurants. The best part? It’s is just a short jaunt from the U.S. — and Americans can visit without a passport. Paradise found!

Planned Activities


A resort style pool in San Juan, Puerto Rico, overlooking a view of the ocean.


from $335 /night

San Juan, Puerto Rico

  • World's Best
Opened in 1919 at the behest of Frederick William Vanderbilt, the Condado Vanderbilt was Puerto Rico’s first luxury hotel. Today, the hotel’s pedigree remains: The winner of the Travel + Leisure World’s Best Awards combines its classic Spanish Revival architecture with two new towers that house a collection of contemporary rooms and opulent suites. Three swimming pools, a 24-hour casino, and an impressive roster of restaurants — including a taco bar by Patrón Tequila and an outpost of Manhattan’s buzzy STK — round out the modern-day luxuries.
A resort infinity pool on a beach in San Juan, Puerto Rico.


from $305 /night

San Juan, Puerto Rico

  • World's Best
  • City
  • Historic Sites
A Travel + Leisure World’s Best Awards winner, Fairmont El San Juan Hotel sits on a perfect sliver of sand along Isla Verde Beach. The scene here is laidback yet lively, with four freeform swimming pools that invite you to splash around, grab a drink from the swim-up bar, or lounge in a cabana. The beach is steps away, with plenty of water recreation activities. Unwind at the award-winning spa, book a massage at one of the seaside cabanas, or join yoga on the beach. Dine on fresh-caught snapper at Caña by Juliana Gonzalez, featuring a wide selection of local rums. Then rest up in contemporary-style rooms with floor-to-ceiling windows, keeping things light and airy.


Prices will vary depending on occupancy, availability, length of stay, and itinerary options selected. Itineraries are only available through the reservations line at 1-833-794-1694. Travel + Leisure GO pricing is only available to active Travel + Leisure GO accounts. Rates are subject to limited availability and may be discontinued without notice. Cannot be combined with any other offer. All monetary amounts are noted in U.S. Dollars unless otherwise noted. Itinerary pricing does not include additional expenses such as airfare, transportation, resort fees, taxes, local fees and other incidental expenses. Blackout dates may apply. Hotel prices displayed are per room, per stay based on the cheapest double room available, inclusive of all taxes and service fees — but exclude any fees payable at or to the hotel. Separate terms & conditions may apply for hotels and activities. Please check individual hotel or airline for details. Valid for new bookings only. Your credit card will be charged the total cost of your reservation at time of booking. No reservation is guaranteed until full payment is received. Void where prohibited by law.

Please remember to check government advisories before booking and traveling.

Registration as a Seller of Travel does not constitute approval by the State of California. Fla. Seller of Travel Reg. No. ST-35519. Washington Seller of Travel. Reg. No. 603-338-177.

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