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San Juan, Puerto Rico

Looking for the best chillin in San Juan? We've got you covered with the top trails, trips, hiking, backpacking, camping and more around San Juan. The detailed guides, photos, and reviews are all submitted by the Outbound community.

Top Chillin Spots in and near San Juan

  • San Juan, Puerto Rico

    Stroll through Old San Juan

    5.0
    *Puerto Rico’s history is very interesting.  Exploring Old San Juan is fun, informative, and full of culture.   *There are unlimited options for food in Old San Juan, I recommend trying Mofongo, which is made from a plantain. Find a rooftop bar to take it all in (and maybe have a mojito or two!)....
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  • San Juan, Puerto Rico

    Catch A Sunset at Escambron Beach

    4.0
    I took my first cruise earlier this year and Puerto Rico was one of the stops.  This beautiful beach is only a 33 minute walk from the cruise terminal and you’ll get to see a decent amount of Puerto Rico on the walk.  Check out the murals across the street too! At the beach You are able to snorke...
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  • San Juan, Puerto Rico

    Explore Castillo San Felipe del Morro

    5.0
    This is an awesome place to check out if spending some time near San Juan. This castle is located on the far side of Old San Juan, offering awesome views of the ocean and surrounding areas.  It costs $7 USD (for adults) to enter, and can be paid at the main entrance when you arrive. This also act...
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  • Torrecilla Baja, Puerto Rico

    Surf Aviones

    5.0
    This is a reef break in San Juan Puerto Rico. This is probably the most consistent wave on the entire island of Puerto Rico!  It's a very popular summer time spot for surf, as waves become unmanageable when the large NW swells come through. This wave offers both lefts and rights.  I would recomme...
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  • Luquillo, Puerto Rico

    Explore Playa la Pared

    Wake up early for the sunrise on the beach and you won't regret it! Unless of course you hate beautiful sunrises... Parking is easy with a public parking lot right next to the beach entrance, you can't miss it!After you finish enjoying the view, start walking to the right and you will encounter ...
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  • Salinas, Puerto Rico

    Hike to Arbol Solitario

    5.0
    1 mi / 600 ft gain
    About halfway between Cayey and Ponce, you will see a runaway truck ramp on the north side of the highway. The best place to park for this hike is just right on the shoulder of the road (Make sure you aren't blocking the truck ramp or you risk getting a ticket). Keep in mind if you are coming fro...
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  • Arecibo, Puerto Rico

    Explore La Cueva del Indio (Indian Cave)

    5.0
    La Cueva del Indio is one of the most beautiful places on the island of Puerto Rico – there's nothing quite like witnessing the majesty of a sunset on the cliff, and yet it's still incredible all day long.It takes about five minutes to walk out onto the cliffs. Two movies were filmed on these cli...
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  • Adjuntas, Puerto Rico

    Swim at El Ataud

    0.2 mi / 100 ft gain
    If you're heading out of Adjuntas, take Route 10 N and make a right onto Route 123 N, follow that until you can make a left onto Route 123 S. Go South on Route 123, then turn right onto Route 522 (follow the signs for Parador Sotomeyer). When you get there, go to the left. The road will make seve...
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  • Vieques, Puerto Rico

    Camp at Sun Bay Beach

    Vieques Island is a pleasant one hour ferry ride from Fajardo, Puerto Rico (and budget friendly at only $4 round trip!) Upon arrival at the ferry port in Vieques, hop on one of the waiting cabs and ask for a ride to Sun Bay ($3 per person). You can also arrange for the same cab driver to pick y...
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