Highlights: First rally for Deerfield valley rescue. The inaugural Rally 2 Give 2017 took place in the picturesque landscapes of Southern Vermont. This first edition of the rally laid the foundation for the years to come, raising $25,000 in support of Deerfield Valley Rescue and setting the tone for a tradition of driving for good.

Rally 2 Give 2018 kicked off in Boston and made its way through the scenic Vermont mountains, finishing in the vibrant city of Burlington. The rally brought together a community of passionate drivers and philanthropists, raising $57,000 to support charitable causes along the way.

In October Rally 2 Give 2019 embarked on a memorable journey from Boston to Montreal. This cross-border adventure brought drivers together in support of meaningful causes, including Make-A-Wish Vermont and other charitable organizations, continuing the rally’s tradition of combining incredible roads with impactful giving. “Great people. Great cause. Great cars. Super stoked to be a part of this. Ever since the first one, it just keeps getting bigger and better.” — Rally Participant

In October Rally 2 Give 2020 hit the road with a scenic route through Connecticut, Vermont, and Maine. Despite the challenges of the year, the event brought together passionate participants for a meaningful cause, raising over $150,000 to support its charitable efforts. “I think what’s the most impressive thing is not the cars — it’s the people. It’s the ability to connect all of us great, great people to do great things. That’s what blows me away.” — Rally Participant

Rally 2 Give 2021 charted an exciting course from Boston to New York City, weaving through New Hampshire, Vermont, and Upstate New York. Highlights included a stop at Turning Stone Casino and a grand finale at the Classic Car Club in NYC. The rally raised an impressive $315,000, fueling its mission to make a positive impact through automotive passion and philanthropy. “Five years on the road with us… it’s been an incredible journey. We surpassed our goal of $300,000 — and we couldn’t have done it without each and every one of you.” — Rally Founder/Host

Rally 2 Give 2022 took participants on an unforgettable journey through Connecticut, Vermont, and Quebec, following a route that included memorable stops at Mohegan Sun in Connecticut, the Massachusetts Museum of Contemporary Art (Mass MoCA), Burton Headquarters in Vermont, and concluded in the historic city of Quebec. The event successfully raised over $420,000 for its charitable causes. “Burton stepped up big this year — $150,000 to get kids to the mountains. That’s what real partnership looks like.” — Chill Foundation

Rally 2 Give 2023 brought together 50 amazing teams for an inspiring road rally through Connecticut, Vermont, and Ontario. The route featured standout stops in Greenwich, CT, scenic Western Massachusetts, the mountain town of Stowe, VT, and wrapped up in Canada’s capital, Ottawa, ON. The event raised over $500,000 in support of its charitable mission, marking another successful year of driving change together. “Amazing people amazing food amazing memory” -Matt

Rally 2 Give 2025 is Here! The people, the places, and the mission is all what makes R2G the incredible journey it is. Watch along to see all the moments from The 2025 9th annual Rally 2 Give! From scenic roads with beautiful cars, to memories with friends, you won’t miss a beat. Since its founding in 2017, Rally 2 Give has grown from a small gathering in the hills of Southern Vermont into a movement that unites car enthusiasts, families, and friends around a shared purpose. At its core, R2G is centered around one primary idea: connecting great people for great things through purpose-driven experiences. What started as a father-son dream to combine their passion for cars with giving back has now impacted countless lives—supporting organizations like Special Olympics Vermont, Make-A-Wish Foundation, Connecticut Children’s Medical Center, and families with special needs throughout New England. With over $2.7 million raised to date, the Rally 2 Give community proves year after year that when great people come together, incredible things happen.