Great Freedom Adventures

The Massachusetts North Shore is a New England coastal region bustling with activity and holds many surprises for guests, all within an hour of Boston. Escape to historic Newburyport and Rockport, where Federal-style mansions that, now preserved, give these coastal cities their distinctive character. Meander through quaint towns that make up Cape Ann nestled in between. Guests relish this tour for the miles of beaches, glades, and estuaries. Guides will lead you on this terrain rich with New England history, natural beauty, extraordinary coastal views, and fresh local cuisine.

This tour showcases the scenic diversity that makes the Green Mountain State magical. Our tour winds through Burlington, Vermont’s most prominent and liveliest city, the shores of Lake Champlain, the fertile Champlain Valley, and the pristine Green Mountain National Forest. Our decades of experience trekking through this region give us the unique ability to craft a route that showcases the very best of Vermont. Absorb spectacular mountain vistas in any season and discover hidden treasures like local swimming holes and secluded fields of wildflowers. Guests experience pastoral farmland with classic red barns, covered bridges, bustling towns, sleepy hamlets, panoramic mountain vistas, trickling streams, thundering waterfalls, maple sugar shacks, and much more.

In New England, two of the most picturesque island destinations await: Nantucket and Martha’s Vineyard. Stepping off the ferry onto the cobblestone streets of Nantucket is like stepping back in time. Nantucket is so flat that most everything can be seen from the roads. The highest point on the island, Sankaty Head, home to one of Nantucket’s three lighthouses, is located 111 feet above sea level. At the eastern end of the island is the small hamlet of Siasconset, with its rose-covered former fishing cottages on white shell paths with weathered gray shingles Martha’s Vineyard features many high cliffs and rolling hills. It’s also home to six towns, all with their own personality and rich history.

With our knowledgeable guides guests will travel the crescent-shaped island one that is easy to explore by bike. This Cape Cod bike tour is will make you fall in love!

Our Hudson Valley bike tour is one you’ll never forget! Embark on a journey through the breathtaking Hudson Valley in New York, where the rolling hills, tree-lined roads, and picturesque farm roads offer some of the most spectacular biking in the greater Northeast region. Discover the perfect blend of challenge and leisure as you pedal through challenging hills and smooth flats, taking in the rich history and stunning vineyards along the way. Relax by the river or explore the grand estates of Eleanor Roosevelt, Val-Kil, and the Vanderbilt estate. The trip culminates in two delightful stays in the charming towns of Hudson and Rhinebeck, where the farm-to-table culture is in full bloom. Experience the beauty and diversity of the Hudson Valley and create memories that will last a lifetime.

Discover the glorious history of Rhode Island as we explore quaint and laid-back Block Island on bike and kayaks, along with Newport’s famous Cliff Walk with its dramatic bluffs, world-renowned Gilded Age mansions, and exquisite colonial architecture. The Ocean State offers unparalleled natural splendor – panoramic ocean vistas, wildlife-filled salt ponds, expansive beaches, and nature preserves dot our journey through America’s smallest state. Breathtaking expansive views of the sparkling Narragansett Bay are beautifully interrupted by the countless white sails glowing against the blue sky in our nation’s sailing capital. Each brilliant corner of Rhode Island will impress; the charming towns and villages offer superb dining scenes with fresh seafood, award-winning chefs, and unique menus. This bike vacation is unquestionably a superb way to experience the precious gem of Rhode Island.

Great Freedom Adventures has been providing bike tours throughout New England for several years. We are proud to be one of the few tour companies to provide tours in Rhode Island. This unique location is full of iconic New England highlights – gorgeous lighthouses, exquisite cuisine, and exceptional lodging. Our guides make sure that your bike tour is seamless and enjoyable. As our tours tend to fill up, you’ll have the opportunity to meet travelers from all over the country, forming bonds and memories that last!

Absorb spectacular mountain vistas in any season and discover hidden treasures like local swimming holes and secluded fields of wildflowers. Guests experience pastoral farmland with classic red barns, covered bridges, bustling towns, sleepy hamlets, panoramic mountain vistas, trickling streams, thundering waterfalls, maple sugar shacks, and much more. Wildlife abounds throughout, and guests may see moose, fox, deer, turkeys, and even eagles. In the fall, the radiant multi-colored fall canopies are awe-inspiring, while the thick greenery provides much needed shade and respite from the heat in the summer months.

Five miles off the coast of Massachusetts sits a jewel of an island: Martha’s Vineyard, better known locally as the “Vineyard”, is a place of exceptional beauty that simply begs to be explored by bike. Bike paths and country roads wind past cool forests, tranquil harbors, island farms and pristine beaches, offering the perfect opportunity to fully appreciate island life. Great Freedom Adventures’ three-day tour of Martha’s Vineyard draws from decades of Vineyard biking to bring you the best of this most beautiful of MA islands.