Must-SeeCastillo San Felipe del Morro
The great Spanish fortress at the mouth of San Juan Bay, six levels of walls above the sea, with a wide green lawn where families fly kites.

A 500-year-old walled city of blue cobblestones and huge Spanish forts, with big Atlantic beaches and great nightlife.
Founded in 1521, San Juan is the oldest city under the US flag. Old San Juan's pastel streets, walls and two enormous forts are a World Heritage Site, and it's a real, lived-in neighborhood too.
Beyond the walls it's a modern Caribbean capital, with long beaches in Condado and Ocean Park, murals and music in Santurce, and some of the best food in the region.
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Must-SeeThe great Spanish fortress at the mouth of San Juan Bay, six levels of walls above the sea, with a wide green lawn where families fly kites.
Must-SeeThe largest fort Spain built in the Americas, guarding the city's land side, with tunnels and the haunted Devil's Sentry Box.
Must-SeeSeven square blocks of pastel houses, blue cobblestones and iron balconies, about 500 years old, with the umbrella street on Calle Fortaleza.
A shaded promenade below the massive old walls, ending at the red San Juan Gate, the city's old front door.
Worth a DetourThe governor's blue-and-white mansion since 1533, the oldest executive residence in continuous use in the Western Hemisphere.
One of the oldest cathedrals in the Americas, holding the marble tomb of the explorer Juan Ponce de León.
Worth a DetourThe city's long Atlantic beaches: Condado's towers and Ocean Park's kite surfers and low-key guesthouses, with Isla Verde by the airport.
The house built for Ponce de León's family, who lived there for 250 years, with a lovely garden above the bay.
If You're NearbyA market square by day and the city's best street party on Thursday to Saturday nights, with salsa, rum and old-school bars.
If You're NearbyHuge murals around Calle Cerra, and the island's great art museum in a former hospital.
A tour and tasting at the world's largest premium rum distillery, across the bay by a cheap little ferry.
Beachside kiosks east of the city for fried alcapurrias and coconut water, with a long boardwalk through the mangroves.
Old San Juan is best on foot, though hilly, and driving there is a pain. Taxis and ride-share cover the short trips to Condado, Ocean Park and Santurce. The small AcuaExpreso ferry crosses to Cataño. For El Yunque, Ponce or the ferries to Vieques and Culebra, rent a car or book a tour.
Stay in Old San Juan for atmosphere, or Condado or Ocean Park for the beach.
Our picks are on the way.
Editor's picks. Nobody paid to be on this list.
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Must-SeeThe only tropical rainforest in the US National Forest System, an hour from San Juan, with waterfalls and tree frogs.
Worth a DetourA sleepy island of wild horses and empty beaches, home to one of the world's brightest bioluminescent bays.
Worth a DetourA tiny island with Flamenco Beach, often ranked among the world's best, and rusting Navy tanks on the sand.
Last checked 2026-11-01. Part of the US Territories list.