Harold Montero
Trip Designer
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!
Schedule a call
Get your questions ready! Your trip designer will address all your concerns during the meeting
What travelers have said
Excellent experience. Harold answered all questions quickly and completely before the trip. As for the trip itself, the walk to and from the shuttles to the boats is extremely short and easy. Help with luggage is available if truly needed. Both of the shuttle drivers were great on the windy roads. The boat driver took the time to point out wildlife on the way. Our boat driver actually pulled in to a bank so we could see monkeys and other animals when he spotted them. I highly recommend this company.
Eva M.
Harold was totally awesome, lining up precisely the trip we wanted and providing timely and accurate information. He even helped us recover a suitcase that was left behind at one of our hotels! We will be relying on Anywhere for our travel plans from now on.
Rick B.
It has been a fantastic adventure. Really well organised, responsive on WhatsApp, able to recommend activities. Have already spread the word about anywhere.com to other tourists in Costa Rica and will definitely use again!
Catherine R.
Harold provided outstanding service not only in planning and booking our travel arrangements, he was also available and eager to offer support for last minute details during our travel. His knowledge, guidance and support resulted in a stress free, magical trip!
Suzanne K.
Harold was very responsive and helpful with changes we wanted to make along the way during our trip and offered gracious support and advice to allow our experience to meet its fullest potential. Thank you so much for a fantastic vacation experience!
Kasandra J.
The extremely courteous, very professional, representation of Harold, Ileana, Alfonso, and Gema were the best I have experienced in my 51 years! Really! Thank you so much for the best vacation of our lives! Keep up the great work.
Dec H.
Trips I've Tailored
A sample of what my clients get by working with a local insider
Big Multi Family Group Adventure
Embark on a vibrant Costa Rican adventure that juxtaposes bustling urban energy with lush, untouched rainforests, delivering a dynamic escape from everyday routine. From San José’s lively streets you’ll head to Monteverde’s cloud‑forest canopy for sky tram rides and hikes, then dive into Rio Celeste’s turquoise waters and trek El Silencio’s volcanic paths. Friendly locals and knowledgeable guides will immerse you in coffee farms, rainforest sounds, and volcanic vistas, leaving you with lasting memories of Costa Rica’s spirited hospitality and natural wonder.
Matt and Fran’s Costa Rica holiday
Costa Rica has a diverse landscape and every area is unique and different. We easily rented a 4 wheel drive vehicle and drove from the Caribbean to the Pacific!
Family Fun in Costa Rica
This trip was perfect for our family of 4! It was full of adventure for EVERYONE! Usually our vacations consists of entertainment for the kids but on this vacation we all got to enjoy so much. We have a 5 and 9 year old and we did zip lining, safari boat tour, coffee/chocolate tour, hot springs, waterfall hike, manual Antonio national park and so much more!! We were here for 11 days (2 of them travel days) and it was just enough time! I can’t wait to come back!
Daughter's 12th Birthday Trip
Arenal especially was amazing - so much to do there and such a cool place to see. Overall the people were very kind - pura vita!
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!
A Beautiful Vacation Beyond Our Expectations
It was a beautiful vacation.
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.
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.
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.
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.
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.
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.
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.
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.
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.
We Went from Coast to Highlands
I have used Anywhere 3 times now. There is room for improvement but I would recommend.
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.
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!