Puerto Rico Trip – Group Travel | Atlas Obscura Trips
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art & culture • 5 days, 4 nights

Extraordinary Island: Puerto Rico's Hidden Wonders

Puerto Rico
art & culture • 5 days, 4 nights

Extraordinary Island: Puerto Rico's Hidden Wonders

Puerto Rico
No dates currently available. Notify me when dates are added.
  • Group Size 12 People Maximum
  • Activity Level
  • Travel Style
    Communities Up Close
from $1,970 USD per person
No dates currently available.Notify me when dates are added.
Support Puerto Rico
We’re donating 15% of profits to ConPRmetidos, a nonprofit committed to Puerto Rico’s economic development. And 85% of all trip costs will go directly to local businesses.

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  • Implemented expansive new safety protocols
  • Reduced trip deposits to just $100
  • Made it easier than ever to reschedule your trip
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Trip Overview

In the wake of the recent earthquakes that have affected southern Puerto Rico, the island continues to welcome travelers with open arms. The cities and towns we’ll visit over the course of this trip are in the north, have not been affected, and are safe to visit. Travel offers an opportunity to put money directly into the economy, strengthen the tourism industry, and empower local organizers and entrepreneurs. This hyperlocal, five-day trip has been designed to ensure that 85% of all costs go toward supporting local businesses. Atlas Obscura will additionally donate 15% of profits to ConPRmetidos, an organization dedicated to building a stable, self-sufficient Puerto Rico. Tourism is only one way to support Puerto Rico; consider contributing to ConPRmetidos regardless of your travel plans.

Alongside local artists, creators, and innovators, we’ll delve into the island’s centuries-old dance traditions, ever-evolving art scene, rich and dynamic cuisine, and cutting-edge sustainable architecture. Making our way from the bustling capital city to historic Loíza and into the mountains of Las Marías, we’ll learn Bomba from a local dance troupe, tour an artistic community alongside its creator, and meet innovative builders of Earthships—getting the rare opportunity to see this extraordinary island through the eyes of the people shaping it.  

In order to create this unique experience, we’ve partnered closely with Local Guest, a women-powered travel company dedicated to co-creating authentic tourism experiences by working hand in hand with local communities and entrepreneurs to build a new tourism ecosystem based on sustainable development practices.

  • Meet local artists and creators
  • Tour a sustainable village constructed with recycled materials
  • Engage in socially conscious, community-led experiences
  • Glimpse cutting-edge art & biotecture
  • Trace the history of Bomba with a renowned dance troupe


Itineraries and daily schedules are subject to change. We expect to do everything listed in the itinerary, though the order may be rearranged based on weather or other local conditions.
Puerto Rico

Trip Leaders

Carmen Portela
A few years back, Carmen’s family moved abroad—but she chose to stay in Puerto Rico out of love for her island. Through her journeys representing Puerto Rico abroad, she learned how different travel can be when you get to experience things that only the locals know about. In 2010, she established a digital agency that caters exclusively to the travel and hospitality industry. These experiences, along with a strong sense of giving back to her country, inspired her to create Local Guest, a women-powered travel company dedicated to co-creating authentic tourism experiences by working hand-in-hand with local communities and entrepreneurs. Carmen is a well-established expert in the sustainable tourism industry with a Professional Certification from George Washington University in Sustainable Tourism Management and a professional certification in Creation & Management of Tourism Entrepreneurship from the University of Salamanca.
Mónica Pérez
Having a clear mind and a clear space allows anyone to think and act with purpose, and Mónica is very aware of that! A logistics and organization aficionado, Mónica has worked for industries ranging from health government to tech, finance, and education. She holds a master’s degree in integrated marketing communications from Suffolk University and a bachelor’s degree in communications, PR, and advertising from the University of Puerto Rico. Mónica is also a certified interpretive guide trainer, with special certifications in organizing communities for change. The co-founder of Local Guest, Mónica is deeply passionate about her island, and sharing her love for it with others through educational initiatives.
Iris Landruá
With a great eye for details and witty copywriting, Iris is the community and content director at Local Guest. She has over eight years of experience in social for hospitality and sports-related brands as well as content management of live events, and holds a BA in audiovisual communication from the University of Puerto Rico, Río Piedras Campus. A natural storyteller, Iris loves capturing authentic stories through her lens, and bringing them to life with compelling copy.

Additional Info

Arrival & Departure

Our trip begins with a welcome dinner in San Juan on Day 1. We recommend you arrive in San Juan by 2 p.m. on that day, so you can settle into your accommodations and meet our guide and group in time for dinner. Our guides will be leading an optional afternoon tour of the MACPR and the MADMi on Day 1, so those hoping to join should plan to arrive before noon. Our trip concludes in the afternoon on Day 5. If leaving Puerto Rico by air directly after our trip, we recommend departing any time that evening. If you'd like to extend your trip, we’d be more than happy to provide suggestions for things to do and see in the city on your own.

Activity Level

Travelers should feel comfortable walking two to four miles over the duration of each day, climbing stairs and remaining on their feet for long periods of time.


As San Juan has a wealth of wonderful, locally owned places to stay, the first two nights of accommodations will not be included in the cost of this trip. You’re welcome to secure your own lodging for our two nights in San Juan, or we can place you in a room at the intimate, local Casa Blanca Hotel, for a supplement of $300 per traveler for double occupancy accommodations, or $500 per traveler for single accommodations. 

For the two nights in San Sebastián, we’ll all be staying together in Hacienda El Jibarito, and this lodging is included in the price of your trip. If you have any questions about accommodations, please email trips@atlasobscura.com.

  • Daily breakfasts and lunches, and two dinners.
  • All transportation during the trip. Travel within Puerto Rico will be provided by a local, independent transportation service.
  • An experienced local guide to accompany you during the course of the trip, as well as special guests throughout.
  • Admission to all proposed activities, locations, and events.
  • Two nights of lodging at Hacienda El Jibarito in San Sebastián in comfortable, shared rooms.
  • A great group of fellow Atlas Obscura fans, excited to explore all that Puerto Rico has to offer!
  • Flights to and from San Juan, Puerto Rico.
  • Two nights of accommodations in San Juan. Travelers who would like to stay at the Hotel Casa Blanca Hotel in San Juan can do so for a supplement of $300.
  • Airport transfers.
  • Travel insurance (recommended).
  • Additional meals and drinks outside of Atlas Obscura offerings, including most alcoholic beverages.
  • Applying for a US visa, if applicable.
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Trip FAQ

A tropical Caribbean island, Puerto Rico is hot and humid for the greater part of the year, with frequent (but fleeting) rain and thunderstorms.

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