Explore New England on two wheels – Boston Globe 2023
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The Freedom of Culture

Great Freedom Adventures curates upscale excursions for travelers energized by history, inspired by nature, and intrigued by culture. Our guided three to six-day insider adventures are hosted by local industry experts passionate about the region that they live in. We tread lightly on the land and ecosystems, understanding that we are nature’s guests; we are respectful caretakers. The meticulously planned routes are punctuated with hidden treasures, vibrant landscapes, luxury accommodations, and world-class dining.

The Freedom of Experience

Founded by Jeanne Rummel, a cycling professional with over 40 years of touring expertise and 18 years of experience creating exceptional multi-day biking and hiking adventures. With a keen knowledge of the industry and a passion for adventure, Jeanne grew Great Adventure into a trusted name in excursion travel. In 2021, eager to have more time for her own adventures, she handed the reins to new owner Andy Boger.

The Freedom of Expertise

Andy Boger

A New England native, Andy has an intense knowledge of the region. He brings with him a background in business, education, and sports management. This experience, coupled with his love for the outdoors, gives him the unique skill set to cultivate GFA while maintaining the genuine love of adventure travel that the company was built on. With three boys under the age of eight, every day for Andy is an adventure.

Our Team

Every Great Freedom Adventure tour has a trusted pro leading the pack, keeping the group’s diverse needs and desires in mind during each trek. Our goal is for you to feel invigorated by the challenge and relaxed in the fact that we have tended to every detail of your excursion. A prefect recipe for a vacation to remember.

Helgi Olgeirsson

Helgi Olgeirsson comes with years of operational experience spanning two continents. Born and raised in Reykjavik Iceland, he now resides in northern Massachusetts enjoying the many lakes, rivers and dirt roads the state and its neighbors have to offer. Helgi specializes in delivering a clean, simple and efficient experience for both our internal and external customers, ensuring the best possible outcome for any adventure.

Heather Cathcart

Heather Cathcart is GFA’s Director, Brand Ambassador. She is also the Co-Founder of Billie Todd, a luxury men’s knitwear brand. She has been a freelance food and travel writer, as well as the Co-Founder and Editor of WhatsTheSoup, the food industries premier soup site. A consummate foodie, her background is in marketing, hospitality and in the entertainment industry. A long stint in college working at the Orpheum Theater in Boston had her backstage running for the likes of U2, Lou Reed, Sonic Youth, Van Morrison, and The Grateful Dead. She has brewed coffee and thrown pizza in Seattle; test-flew kites in Boulder, managed an Inn on Nantucket and Cambridge; and was a concierge for faculty and staff at Harvard University. Heather’s always available to provide marketing and PR solutions to budding entrepreneurs.

Joe Solomon

I’m Joe and an adventure guide with Great Freedom Adventures. While qualified to lead any outdoor excursion, my favorites include cycling, hiking, kayaking, and skiing. However, equally enjoyable is touring with my beautiful bride Annie in our Airstream.Live Life. Love Adventure.

Annie Hartman

I’m Annie. I have made a career in health and wellness and have a passion for helping people find their motivation to live their own best lives. When not working, I can be found biking, hiking, running, skiing, kayaking, swimming and just about anything else that keeps me outdoors and active.

Steve Hansen

I’m Steve and have been turning cranks since I could walk. Cycling and the outside have been a constant in my life. After a career in software R&D I returned to my love of the bike world where I am a master mechanic specializing in performance and e-bikes. As a dedicated “roadie” you can find me on the roads or gravel of New England with the best riding partner in the world, my wife Denise. When not on a bike you can find me growing, cooking and eating the best New England has to offer. I believe there is the right bike and perfect ride for anyone who seeks it out. Take the least traveled path, it’s where the adventure begins.

Karen Bolton

Karen Bolton is a New Hampshire native now residing on Plum Island, MA where she has lived for the past 20 years. She is a recently retired attorney who spent nearly all of her non-working time for the past 30 years exploring the world by bicycle. Her favorite bike tours were the rugged countryside and deep cultural experience of Cuba and most recently the sheer accomplishment while witnessing the vast diversity as she cycled across country from Seattle, WA to NYC in 2021. She now hopes to share her great love of cycling with GFA riders and all that comes with an active adventure especially the feeling of freedom and fitness mixed with culture and NE history and being outside as a daily goal.