Winter Bike Tours

Keep pedaling all year long with bike tour destinations in warmer climates. Explore different regions of Florida, Texas, and Cuba!

Wilderness Voyageurs bike tours visit over 30 destinations20 states and 18 National Parks, with more than 200 departures every year. A fully supported, inn-to-inn bike vacation is the perfect way to have an adventure without straying far from home. Our winter bike tours offer the opportunity to escape the cold and travel closer to the equator. Explore the white sand beaches of either coasts of Florida, pedal the surreal desert landscape of Big Bend National Park in Texas, and experience new culture across Cuba.


All tours are fully supported with SAG wagons and experienced guides. Bring your own bike or rent one from Wilderness Voyageurs. These winter bike tours are loaded with picturesque scenery to explore and give you the chance to pedal your way through the entire year. Plan your trip with our easy online booking option, or give us a call to make reservations. We’re looking forward to seeing you on tour!

St. Augustine

Cycle Florida’s Historic Coast Bike Tour

Being the oldest city in the United States, St. Augustine is the center of the “Historic Coast.” Starting just south of the city at Ormond Beach, you’ll pedal north along the coast of the Atlantic Ocean passing historic dwellings, Victorian-era homes, as well as rivers, marshes, barrier islands and white sand beaches. It’s the perfect cycling vacation, old world charm, southern hospitality and a mix of trail and road biking.


Trip Length: 6 days

See Florida’s St. Augustine Bike Tour Information

Beautiful Sunsets

Florida’s Suncoast Bike Tour

Head to the Gulf Coast of Florida, aptly nicknamed the state’s Suncoast for its endless sunshine and nightly sunsets. We’ll ride the paved trails of the Pinellas Peninsula, through downtown St. Petersburg, and the barrier islands of Fort De Soto. The heart of this tour features Rail-Trail Hall of Fame’s Fred Marquis Pinellas Trail. After a relaxed day of riding, there will be plenty of opportunity for fun leisure activities.


Trip Length: 6 days

See Florida’s Suncoast Bike Tour Information

Big Bend National Park Bike Tour

West Texas & Big Bend Bike Tour

Spend six days pedaling through the Chihuahuan Desert and deep into Big Bend National Park. Right in the middle of some of the most impressive mountains in the southwest, you’ll tour the McDonald Observatory, visit ghost towns, hike through canyons, and float down the Rio Grande. Top it  off with quirky art, like Prada Marfa, and experience true Texas culture!


Trip Length: 6 days

See Texas Bike Tour Information

Tucson Arizona Bike Tour

Arizona Sunshine & Saguaros Bike Tour

Arizona’s road riding is already legendary, but here’s the inside scoop: it’s quietly become one of the hottest gravel riding spots in the U.S. Join us for an epic six-day Tucson winter bike tour, where you’ll cruise through some of the state’s best routes. Get ready to discover why this place is a top-notch destination for cyclists and a total paradise for gravel riders.


Trip Length: 6 days

See Arizona Bike Tour Information

Cuba classic cars

Cuba Clásico Bike Tour

Pedal your way through Cuba’s far-flung and less-traveled countryside. With routes rich in scenic views, wildlife and meaningful interactions with Cuba’s people, you won’t just travel across Cube, but truly through it. This tour features Cuba’s heritage and homeland from the best seat in the house—your bicycle saddle.


Trip Length: 9 days

See Cuba Clásico Bike Tour Information

Rainbows in Viñales

Quintessential West Cuba Bike Tour

This Cuba bike tour explores the western region of the country, from the vibrant culture of Havana to rolling hills of spring green tobacco plants. The peaceful, undulating rides will be punctuated with cultural exchanges, rest & relaxation, nights on the town, and authentic cuisine. You’ll discover why Cuba is legendary.


Trip Length: 8 days

See West Cuba Bike Tour Information