Cycling America, the Beautiful

If there’s one truly great thing about the United States of America, it’s the spectacular beauty and diversity of its landscape. From the arid plains and deserts of the southwest to the sultry beaches and vibrant salt marshes of the southern Atlantic seaboard—all the way up to our home turf in crisp, cool New England, there’s something here for everyone. On a VBT cycling adventure in the United States, you’ll find more than just gorgeous cycling routes and boutique accommodations—you’ll also learn about the fascinating history and culture of each region during curated events you wouldn’t find on your own. Visit the Civil Rights Museum in Mississippi, learn the secrets of the north Atlantic fishery from a Maine lobsterwoman, and swing your partner with style at a Beaufort social in South Carolina. Wherever you choose to explore, you’ll find excellent cycling routes, audio-guided navigation, splendid accommodations, and unique cultural experiences that bring you a wide variety of regional perspectives.

Guided American Cycling Adventures with Space Available for 2025

It seems like only yesterday that we were welcoming 2025 as a fresh new year—but many of our active vacations have already sold out. Fortunately, we have extra space on several of our guided American cycling adventures—bringing you two dedicated trip leaders on each departure who are available each and every day to help with anything that comes up along the route. Best of all, they’re entertaining individuals with a penchant for fun! But don’t delay—space on these USA cycling adventures won’t last long.

Maryland: Eastern Shore & Chesapeake Bay Guided Tour

You won’t find another cycling tour like this spin along Maryland’s Chesapeake Bay! In the quaint coastal village of Rock Hall, you’ll be treated like family. Pedal past stately homes, spin through the Blackwater National Wildlife Refuge, and meet a local fisherman for a cruise on his skipjack.

Arizona: Saguaro National Park & the Sonoran Desert Guided Tour

Soak in sprawling desert landscapes as you coast along Arizona’s versatile ranges. Explore unique animal and plant species at the Arizona Sonora Desert Museum and Saguaro National Park. Pedal through high desert landscapes, explore the Arivaca Mercantile, and cycle sections of “The Loop” in Tucson, rated as the #1 bike path in America.

Georgia & Florida: Jekyll Island & St. Augustine Guided Tour

Many cycling tours through Florida miss out on historic St. Augustine—but not us! Here, you’ll explore America’s oldest city and sail the Atlantic coast on an authentic schooner. Along the way, you’ll cycle Georgia’s pristine Jekyll Island and kayak a biodiverse salt marsh.

South Carolina & Georgia: Charleston to Savannah Guided Tour

Enjoy true Southern hospitality as you cycle the picturesque coastline from Charleston to Savannah. Experience a traditional Beaufort social and rub elbows with your neighbors—perhaps even swinging them around while dancing the Virginia Reel.

Vermont: Lake Champlain Islands, Burlington & Stowe Guided Tour

Since our inception in 1971, VBT has been guiding group cycling tours throughout the pastoral valleys of our native Vermont. From the artsy-chic waterfront city of Burlington to the peaceful byways of the Champlain Islands to the town of Stowe and its mountain views, you’ll love meeting VBT’s countless Vermont friends.

Maine: Acadia National Park Guided Tour

Unpack only once and explore the many sides of Acadia National Park. Enjoy five nights at your bayside hotel and explore the quiet side of Mount Desert Island. Ride a boat to Little Cranberry Island and discover the art of lobstering from a Maine lobsterwoman.

Mississippi: The Natchez Trace Guided Tour

On this enlightening journey through Mississippi’s past and present, you’ll visit grand antebellum plantations, explore the Civil Rights Museum, visit an ancient Native American burial ground, and tour the historic Civil War battlefield at Vicksburg.

Self-Guided Cycling Adventures in America with Space for 2025

Our self-guided adventures are perfect for riders who want the flexibility to move on their own schedule while also having a seamless, hassle-free experience. Our self-guided USA adventures include audio navigation with detailed route notes so you can easily find the best lunch spot, winery, or scenic vista for that envy-inspiring photo. With splendid accommodations and inn-to-inn transportation for your luggage, these self-guided adventures strike the perfect balance of flexibility and support.

Maine: Bar Harbor & Acadia National Park Self-Guided Tour

Nothing could be more seamless than VBT’s self-guided tour of Acadia National Park. Three nights at the Bar Harbor Inn gives you flexibility to pedal Cadillac Mountain, spin through charming coastal villages, or relax with a luxurious spa treatment. The choice is yours!

Vermont: Middlebury Countryside & the Lake Champlain Coast Self-Guided Tour

Bike from inn-to-inn on this quintessential self-guided Vermont vacation. From the moment you meet your VBT Local host, you’ll feel right at home—because Vermont is VBT’s native land! With a convenient local train station, this vacation is ideally positioned to lower your vacation’s carbon footprint.