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THE BUOY

Santurce

€492

per person

20 Jan - 26 Jan

found 1 day ago

Return direct flight included

Chicago (ORD) to San Juan (SJU)

10/10 Exceptional! (27 reviews)

Very clean adorable had everything I needed!!!

Reviewed on 11 Nov 2025

Ola Boutique Hotel

Condado

€732

per person

20 Jan - 26 Jan

found 1 day ago

Return direct flight included

Chicago (ORD) to San Juan (SJU)

9.2/10 Wonderful! (589 reviews)

This is a great budget hotel close to everything. The lobby is super cute, the staff was incredibly friendly and nice—and overall I would recommend. However, our room was in need of repairs and based on what I saw of the other rooms, I felt that we got the poorest room on the floor so I wasn’t happy about that but it wasn’t a dealbreaker. I would rate it a 3/5.

Reviewed on 25 Nov 2025

The Oliver Hotel

San Juan Antiguo

€542

per person

20 Jan - 26 Jan

found 1 day ago

Return direct flight included

Chicago (ORD) to San Juan (SJU)

9/10 Wonderful! (50 reviews)

Excelente habitación!!! Muy espaciosa y cómoda. Muy buena localización.

Reviewed on 25 Nov 2025

Tours & day trips

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Puerto Rico: UTV and Can-Am Sightseeing Tours

Free cancellation available

Private & custom tours

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Puerto Rico: UTV and Can-Am Sightseeing Tours

Free cancellation available

Water activities

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Snorkel with Turtles, San Juan with Videos

Free cancellation available

Food, drink & nightlife

See all 26 activities

Puerto Rico: UTV and Can-Am Sightseeing Tours

Free cancellation available

Classes & workshops

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Sunset Salsa Beach Class in San Juan

Free cancellation available

Popular places to visit

Jardin Botanico

Stroll through a broad range of local plants and flowers, right in the heart of San Juan.

Guaynabo Performing Arts Center

Rich with history, Guaynabo Performing Arts Center is a cultural attraction worth visiting in Guaynabo Pueblo. Discover the top-notch restaurants and acclaimed art galleries in this vibrant area.

Museum of Transportation

You can study the exhibits at Museum of Transportation, a museum with a storied past, during your trip to Santa Rosa. Stroll along the seaside or experience the acclaimed art galleries in this vibrant area.

San Juan VA Medical Center

If San Juan VA Medical Center is what brings you to town, hopefully you'll have a chance to explore more of San Juan.

Estación Experimental Agrícola de Puerto Rico

You can learn about the history of San Juan with a trip to Estación Experimental Agrícola de Puerto Rico. Amble around this vibrant area's beautiful beaches or experience its acclaimed art galleries.

Luis Munoz Marin Foundation

You can learn about the history of San Juan when you stop by Luis Munoz Marin Foundation. Wander through the beautiful beaches and seaside in this vibrant area.