Solo Vacationing & Exploring San Juan, Puerto Rico

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  • USA

  • Puerto Rico

  • San Juan

  • Adventure Travel

  • Beaches

  • Domestic Travel

  • International Travel

  • Nature Escapes

  • Solo Travel

  • Downtown

  • Local Culture

  • Sightseeing

Advisor - Solo Vacationing & Exploring San Juan, Puerto Rico
Fora’s Take

Sometimes, by chance and pure fate, destinations shape our feelings about travel and turn into special places in our hearts. San Juan is a perfect example of this type of destination, and has proven to be a great city for a solo adventure. The capital and the central city on the Caribbean island, San Juan is a true gem – no wonder it’s located on the Island of Enchantment. Venture out to Puerto Rico and explore its nooks and crannies solo or accompanied, either way you’re sure to have a blast. Don’t forget to have the local Medalla beer!

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Where to stay in San Juan, Puerto Rico

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The St. Regis Bahia Beach Resort, Puerto Rico

A sparkling beach resort on a two-mile stretch of sand, with sea and rainforest views and a selection nature and watersports adventures.

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  • $100 food / beverage credit.

  • Breakfast daily.

  • Upgrade & extended check-in/out whenever possible.

The Dreamcatcher

Near Ocean Park Beach, a fan-favorite B&B with colorful rooms, private or shared bathrooms and a communal kitchen.

O:LV Hotel

Stay here for the upscale city tower style, adults-only policy and stunning views of the Condado lagoon.

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Things to do in San Juan, Puerto Rico

Solo Vacationing & Exploring San Juan, Puerto Rico - Things to do

Explore Old San Juan 

Start off with your landing destination – San Juan. Take some photos in the streets of Old San Juan. Caleta de las Monjas and La Bandera offer amazing backdrops. Take a stroll and explore the historic colonial district of San Juan as well as the San Felipe del Morro Castle. Enjoy time around the city and indulge in the local bites and drinks along the way. 

Beach it 

Visit Playa Torrecillas Pinones beach. Insider tip – there are no official parking lots, so if driving find a cute space to park tucked away on the sand. Spend a few hours enjoying the serene Caribbean waters and the sea breeze of the palms. 

Go to Loiza

Take a drive to the town of Loiza and learn more about the African influenced traditions in Puerto Rico. 

Bioluminescent excursion

Go on a midnight kayaking excursion to spot bioluminescent marine organisms. Fun fact – three of the world's five bioluminescent bays are in Puerto Rico. Ask me how to book this excursion!


Make your own rum cocktails at the Bacardi Factory.

El Yunque

Take a self guided hike through El Yunque rainforest and submerge yourself in the lush nature. 

Day trips

Gozalandia Falls: There's an access point to allow you views from on top of the waterfall – you have to check that out!

Culebra and Vieques Islands: Take a boat trip out to the most beautiful Puerto Rican islands and enjoy the breathtaking views and the picture-perfect beaches.

Eat & drink in San Juan, Puerto Rico

Solo Vacationing & Exploring San Juan, Puerto Rico - Eat & drink

Chloé: Mandatory rooftop brunch when in San Juan. This is where the cool kids in town go. 

Waffle-era Tea Room: Try gourmet savory or sweet waffles at this unique spot.  

Los Barriles Restaurant: Park your car on the side of the road and explore Piñones Street food in Loíza.

Marmalade: An eclectic restaurant and wine bar known for its fusion cuisine and creative tasting menus.

Barrachina Restaurant: Try the legendary piña colada in this contender as the inventor of the cocktail. 

Caribe Hilton: This restaurant also claims to have been the one to invent the piña colada. Try both and decide who does it better!

1919 Restaurant: Splurge at this Michelin-star restaurant for incredible local and elevated dishes. 

La Placita: Go bar hopping at San Juan’s block party and main nightlife scene. My favorite nights to go are Thursdays!

Eter Restaurant: Elevated cocktails with a view.

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