Team Anywhere

Harold Montero

Trip Designer

Harold Montero Profile Photo

Greetings, amigo/amiga! I'm Harold, a native of Guapiles, Costa Rica. I've been working in tourism for over 15 years, and before my time at Anywhere, I was a rainforest guide. I love helping people experience beautiful places in my country, as well as Panama, where I'm also an expert travel consultant. It makes me happy to live in and visit countries that so many people want to visit.

My wife and I have two children, and we love traveling. I also enjoy playing soccer, and watching TV shows that involve crime, sports, or nature — that last one must be why I'm always spending time with my family outdoors.

I've gone hiking in Corcovado National Park, and even made it to the summit of the Rincón de la Vieja Volcano. When I find myself in Panama, my favorited places to visit are Boquete and Bocas del Toro — a highland city and a surfing mecca (respectively). I can't wait to use my outdoor experience to help you plan your own Costa Rican or Panamanian adventure vacation!

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Harold's reviews

What travelers have said

06 July 2025

Harold provided a personal experience for us. I knew little of what to do in Costa Rica. Harold gave us the opportunity to select from the various activities and events and mad sure we had the best times to go. I'll recommend Harold and Anywhere.

David I.
12 May 2025

Harold was truly a lifesaver. He answered all of my questions, gave great advice, and responded so fast to all of my emails. He was seriously so great to work with and I would recommend him to anyone. Thank you so much, Harold!!

Katie S.
11 October 2023

Harold was a true life (and trip) saver. From my very first interaction with him Harold was informative, friendly, professional and knowledgeable. Harold worked patiently and with great consideration as we revised our plans a few times due to flight and internet issues. 5 starts without reservation. Thank you Harold!!

Joe L.
My Trips

Trips I've Tailored

A sample of what my clients get by working with a local insider

10 days | $$$

A Trip We Will Always Remember

We thought it was going to be a fun and relaxing honeymoon, but our trip to Costa Rica was much more substantial than that. It was amazing talking to the local Costa Ricans. The overall pace of life is calmer. There is so much more respect in Costa Rica. Respect for each other, respect for the environment, the animals, and life in general. We learned a lot on our trip, and can not wait to return. We highly recommend Costa Rica. Pura Vida!

A Trip We Will Always Remember
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16 days | $

Caribbean, Cloud Forests, & Pacific Beaches

It was a beautiful holiday; we had a lot of fun and relaxation. There are a lot of things you can do in Costa Rica –– we never got tired. We saw amazing sights and animals, the 'Pura Vida' lifestyle is unforgettable!

Caribbean, Cloud Forests, & Pacific Beaches
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9 days | $

A Beautiful Vacation Beyond Our Expectations

It was a beautiful vacation.

A Beautiful Vacation Beyond Our Expectations
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9 days | $$$

Panama: A Soulmate's Journey

Reconnect with the person you love the most when you go on an amazing adventure –– from cosmopolitan cities, to cloud forests, and an island beach, see all of Panama.

Panama: A Soulmate's Journey
Itinerary
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8 days | $$$

Exploring Panama Together

This vacation, learn about the vibrant country of Panama as you explore its cities, forests, and even island beaches first hand. Go somewhere new –– together.

Exploring Panama Together
Itinerary
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23 days | $$$

No Joke. We Did it All!

We spent almost 23 days exploring all over — from Panama City to Isla Carenero, Boquete, Boca Chica, Santa Catalina...we did it all.

No Joke. We Did it All!
Itinerary
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20 days | $$

We Went from Coast to Highlands

I have used Anywhere 3 times now. There is room for improvement but I would recommend.

We Went from Coast to Highlands
Itinerary
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9 days | $

Our Journey Together in Panama

It was an amazing trip all in all

Our Journey Together in Panama
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13 days | $$$

A Birding Journey in The Tropics

Grab your binoculars and your guidebook! You're about to check a variety of beautiful birds off of your list in the rainforests and cloud forests of Panama.

A Birding Journey in The Tropics
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9 days | $

Canal, Beach, & Nature = Family Fun

This vacation, do a little of everything when you explore the city, forest, and beach on this awesome family getaway to Panama. Nature and knowledge await you.

Canal, Beach, & Nature = Family Fun
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8 days | $$$

A 'Friend-Ship' Sails to Panama

From wild nights in Panama city to beaches and brews in Bocas del Toro, awesome adventures and amazing memories are waiting for you and your friends in Panama.

A 'Friend-Ship' Sails to Panama
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9 days | $$$

Coming Solo, Leaving with Memories

Walk through local markets; go on long hikes; soak in a hot spring; this is your vacation, your way. Explore Panama at your own pace with this spectacular getaway for one.

 Coming Solo, Leaving with Memories
Itinerary
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9 days | $$$

Exploring Panama at The Pace of You

Take yourself on a grand getaway in paradise full of Caribbean cuisine, cultural exchanges, and exciting adventures. It’s as simple as booking this Signature Trip to Panama.

Exploring Panama at The Pace of You
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7 days | $$$

Traveler's Secret Paradise: Panama

You and your friends are about to head for one of Central America’s best kept secrets. Beyond the famous canal, Panama's city and beaches offer plenty of cool times on hot nights.

Traveler's Secret Paradise: Panama
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9 days | $

A 'Best Of' Panama Family Adventure

This family adventure is a trip to paradise complete with magical forests, stunning beaches, marine wildlife, vibrant cities, and memories waiting to be made. Welcome to Panama.

A 'Best Of' Panama Family Adventure
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