From San Juan to Vieques: 5-Days Exploring Puerto Rico

Woman wearing black hat and black jacket with buildings in background on a sunny day during daytime
Curated By

Friedrica Curry

Icon Share


  • Puerto Rico

  • San Juan

  • Arts & Culture

  • Beaches

  • Boutique Travel

  • Domestic Travel

  • Food & Wine

  • International Travel

  • Off-the-Beaten-Path Travel

  • Local Food

  • Outdoors

  • Relaxation

Body of water and palm tree with clouds in the sky during daytime
Curator’s statement

A perfect getaway for a girls weekend / birthday trip. The vibrant city of San Juan offers much to explore on foot and a wealth of great places to dine! Just a 30-minute charter flight from San Juan, Vieques offers a dreamy remote island experience with its beautiful wild horses, shimmering black sand beach, bioluminescent bay and so much more! Based on my adventure, I recommend two nights in San Juan and three nights in Vieques.

The Fora Difference

Book with Friedrica to access exclusive perks and experiences on your trip.

[object Object]
Killer perks

Free upgrades, spa credits and more—we got you

[object Object]
Personalized recs

Customized travel planning for your style

[object Object]
Insider knowledge

Expert advice from people who’ve actually been there

Where to stay

Previous slide


Dreamy San Juan bed and breakfast with fun, hippie-style lodgings and excellent breakfast perfect for an adventurous and edgy kind of traveler.

Finca Victoria Vieques

A farmhouse-style bed and breakfast in the heart of the small island of Vieques with creative suites and an Ayurvedic center.

La Botánica Hotel + Wellness Center

Hidden gem in the heart of San Juan offering delicious vegan food, bright suites and Ayurvedic therapies designed to connect with you the joy of life.

Next slide
Woman wearing black hat and black jacket with buildings in background on a sunny day during daytime

Unlock perks by contacting Friedrica to book your trip.

Day 1: Guided tour through Old San Juan

Colorful art on side of building with clouds in the sky during daytime

On your first day, take a guided tour through Old San Juan. With so many great places to drink & dine, you’ll want to plan for lunch and dinner each day. 

Here are my San Juan dining favorites: 


Cocina al Fondo 

Casita Miramar 


Jungle Bird

Day 2: Wander the city & visit Condado Beach

People swimming in body of water with blue skies during daytime

Spend the day wandering on foot while stopping for coffee and lots of culinary goodness along the way! Spend some time at Condado Beach.

Day 3: Travel to Vieques

Aerial view of body of water and buildings on a sunny day during daytime

Enjoy coffee & lunch in San Juan then jump on a 30 minute charter flight to Vieques! The view is stunning! 

After you’ve spent time swooning over your stay for the upcoming nights, take a stroll on Esperanza Beach, have dinner & watch the sunset. 

I recommend booking your flight in advance with Vieques Air Link. I also recommend reservations for all tours and dining experiences on the Island. Call all taxis ahead of time or schedule rides. 

Vieques dining favorites are El Quenepo and Placita.

Day 4: Playa Negra & bioluminescent bay

View of the ocean and beach with palm trees during daytime

Spend the day outside! Go horseback riding & visit Playa Negra. After dinner, take a night tour of the bioluminescent bay for a beautiful glowing view above and below. Very little light pollution makes Vieques perfect for star gazing! 

Day 5: Adventure outdoors & visit the spa

Horses standing next to trees with clear skies during daytime

Spend more time outside with activities like bike riding, hiking or jet skiing. Take photos (from a distance) of all the wild horses you meet along the way — they’re so sweet!

Before check-out, treat yourself to a spa service. At Finca Victoria, I enjoyed a therapeutic massage followed by an outdoor shower.

Woman wearing black hat and black jacket with buildings in background on a sunny day during daytime

Travel Advisor

Friedrica Curry

Get in touch with Friedrica

Did you like this guide? Reach out to customize and book your own experience. Or, just to chat about travel in general.

You can normally expect a response from Friedrica within a business day or so. You’ll also be subscribed to our travel newsletter (you can unsubscribe at any time).