Profile photo for Will Osolinsky
625 messages

Will Osolinsky

I love Colombia - It’s been rated as the happiest place in the world, and for good reason! People here welcome you to enjoy their rich and deep cultural heritage.

You’ll be greeted with a smile and will carry your own for long after you leave.

I love to talk with intellectually curious travelers who seek out unique and enriching experiences. My travel philosophy is that life and travel are closely intertwined - we grow through our experiences and those moments need to be crafted with care. I’m fortunate to share this passion with every guest that we guide on their path.

What places and activities do you specialize in?

"Colombia. We specialize in hand-crafting unforgettable experiences that showcase the real people, culture, and adventure to be found in the second most biodiverse region on the planet. Our greatest joy is when travelers tell us that their trip was so much more than expected.

The keys to truly enriching life experiences are not happened upon by chance, they’re crafted. That’s the truth of travel and my goal is to craft life-changing moments that connect visitors to the Colombia I love."

How did you get involved in travel?

"I'm originally from California, and friends would always call me a ‘Nomad by Nature’. Growing up, my dad made it his personal mission to show us the world - we would hop in the car whenever possible and explore all we could. Because of this upbringing, I knew I wanted to experience what it would be like to live and work abroad.

After university, I accepted a position with the Peace Corps in Ukraine and firmly took a step off the beaten path. My work involved developing deep relationships with community leaders and putting structure around their plans to create a better life. Later in life Peace Corps once again led me towards new walks of life when I left a cushy tech job to pursue a high impact project on the Caribbean coast of Colombia. I fell in love and found True Colombia Travel where I now work with my best friends to show the most authentic side of this magical place.

We are fortunate to share the best that Colombia has to offer in the most responsible way possible. We love to give our guests an inside look at the true, modern day Colombia."

Please share a unique travel experience you will never forget.

"Some people have a way of being in the right place at the right time and lucky for us, we knew right where to find Captain Chuksy.

Chuksy has an eagle eye for spotting the sea's hidden treasures and after carefully maneuvering our boat into position, we slipped into the warm Caribbean water (mostly) unnoticed. Right below us was living proof that giants do exist - A modern day dinosaur at over 20 feet.

Whale Shark! Two Whale Sharks! oh my god I’m dying!!!!!!

Elusive and docile, the world’s largest fish is rarely seen and studied even less. We watched them feed and laze about before witnessing their truly awesome power in a few majestic thrusts. And this was just the beginning of a most rewarding trip to the Caribbean."

Will is part of the following groups: Colombia Travel Agents
Luxury Family Adventure in Colombia - 10 Days
Luxury Family Adventure in Colombia - 10 Days

There are few countries in Latin America that offer a more well-rounded, culturally immersive travel experience than Colombia. A great benefit is that nearly all of this nation's highlights—be it the beaches, cities, islands, and mountains—make perfect outings for the entire family. The best way to enjoy them is by abdicating all the stress that often accompanies planning a family vacation and giving yourself over to a luxury itinerary like this one. From private beaches to comprehensive city tours, and sampling gourmet chocolates, this itinerary is all about perfecting the details of what makes a family vacation truly unforgettable.

Color, rhythm and culture permeate every moment in the Land of Magical Realism
Luxury Mountain Coffee Experience - 6 Days

In this luxury itinerary, you'll enjoy the best of Colombian culture. Start with a day spent horseback riding in the Cocora Valley and exploring the charming town of Salento for an insider's look at the local artisan's work and way of life. Then, set off on a high-altitude trek through Los Nevados National Park and indulge in world-class cuisine in Medellín. Finally, head to San Cayetano and enjoy a 5-star overnight on a coffee finca—highlights include a private tropical waterfall and infinity pool.

Hike through the Valle de Cocora in Colombia's Coffee Triangle.
10 Days in Colombia - 5 Unique Itineraries

If you have 10 days in Colombia you can visit two or three areas of the country, thanks to low cost airfares that can jet you quickly between different regions. Enjoy the country's dynamic urban centers, get out in the countryside for hikes, visit a coffee plantation and sunbathe on the Caribbean coast, these are just a few of the things you can pack in during your 10-day stay.

Colombia Honeymoon
Great Honeymoon Ideas for Colombia

The romantic city of Cartagena, white-sand Caribbean beaches, beautiful Coffee Country and sizzling salsa dancing combine to make Colombia a wonderful honeymoon destination. This list covers some of the top destinations to consider when making plans for your post-nuptial getaway.  

Recent trip reviews for Will

Family trip · Colombia - Dec 22 - Dec 30, 2018

Traveler: ezra s. - Local specialist: Will Osolinsky

A very good trip. Tatiana and Pablo were great guides and we all enjoyed the places we were at. Favorites were Bogota and Salento. Great food and lots of fun.
Just a few hiccups, not unexpected in South America.
Some suggestions for future travelers around Christmastime.
Do Salento on the 24th and Christmas Day. Everything is open there.
Do the coffee farm in Salento on one of the days instead of Cocondo. Too many bugs at Cocondo. We all got eaten up despite the repellent.
Don't do Medellin on the 24th. Everything is closed.

Trip to Colombia · Colombia - Jun 30 - Jul 8, 2018

Traveler: leah d. - Local specialist: Will Osolinsky

A great planning experience and an amazing trip. Thank you True Colombian Travel. The entire team was professional and personal and went beyond the extra mile to plan us the perfect Colombian adventure. They are there and touring you around. They are the perfect trip planners and guides. I can’t recommend them more. Responsive and flexible. We felt completely taken care of. Thank you.

Will Osolinsky profile photo
Will Osolinsky, local specialist, responded to this review:

Thank you, Leah! It was fantastic to have you visit us and we're so thrilled you had such a wonderful experience. Take care :)


Sight seeing in the old city · Colombia - May 10 - May 14, 2018

Traveler: Jamal S. - Local specialist: Will Osolinsky

Pedro Salazar was an excellent tour guide to have. He was very knowledgeable about the city of Cartagena and helpful with lots of information.

Will Osolinsky was extremely helpful setting me up with information for my trip.

Will Osolinsky profile photo
Will Osolinsky, local specialist, responded to this review:

Thank you! It was our pleasure to have you visit us in Colombia and look forward to the next time you're out this way. Take care, W