Best for Family and Friends | Sojourn Bicycling Vacations

Sojourn Bicycling Vacations

Menu

Friends and Family Tours

Bike | Hike | Kayak | Sail | Wine

Who could be better to travel with than family and friends? Experience stunning regions with the ones you hold dear without the stress and burden of planning a vacation on your own. There is something for everyone on these bicycle tours, from hardcore cyclists, aspiring oenophiles, and history buffs to cultural enthusiasts and world travelers. Plus, if you bring the whole gang, there are great options to save on a group cycling trip.

2025

  • April
  • May
  • June
  • July
  • August
  • September
  • October
  • November
  • December

2026

  • April
  • July
  • August

Rating

Region

Activity

Month

Maine Bike Tour – Acadia and Bar Harbor

Acadia, one of our nation’s smallest National Parks, is revered as one of the most scenic and beautiful of our national treasures. Situated primarily on Mt. Desert Island, the park is an incredible blend of rocky shoreline, dense forest, crystal clear lakes, waterfalls, and granite-domed hills. Best explored by bicycle and on foot, you will also enjoy a guided kayak excursion and a sail on a Maine Windjammer. Cruise across Frenchman’s Bay to Schoodic Peninsula to ride along stunning coastline and through several of Maine’s classic fishing villages.

6 Days / 5 Nights Intermediate Trips
Nova-Scotia-Bike-Tour

Nova Scotia Bike Tour

On this Nova Scotia Bike Tour, enjoy Ocean breezes, seaside towns, sandy shores, and fishing villages- Nova Scotia is the hidden gem of Canada. Savor some of the best seafood on the Atlantic Coast. Explore historic sites, including old town Lunenburg’s UNESCO World Heritage Site. Experience the world’s highest tides of the Bay of Fundy and the innovative dykelands that contain them. Cycle through the stunning countryside, past the sapphire blues of the Atlantic Ocean in Mahone Bay, Blue Rocks, and Lahave Island.

6 Days / 5 Nights Intermediate Trips
Cape-Cod-Bike-Tour-Massachusetts

Cape Cod Bike Tour – Massachusetts

Experience one of New England’s most beloved seacoast vacation destinations on our Cape Cod bike trip.Artists have long been drawn to the Cape’s landscapes and soft light. Unspoiled sand dunes line beaches for nearly 30 miles along the Cape Cod National Seashore. Charming villages feature historic homes and picturesque harbors that still host working fishing fleets. Country roads and the Cape Cod Rail Trail invite exploration by bicycle.

6 Days / 5 Nights Easy Trips
California-Wine-Country-Bike-Tour

California Wine Country Bike Tour

With more than 425 wineries, miles of stunning Pacific coastline, and a towering Redwood Forest, California’s Sonoma Wine Country and Coast is a travel paradise. World-class wineries and vineyards await and we visit the magnificent Russian River, Dry Creek, and Alexander Valleys, each distinguished by their unique terrain and wines.

6 Days / 5 Nights Intermediate Trips
Canadian-Rockies-Bike-Tour-Banff-to-Jasper

Canadian Rockies Bike Tour – Banff to Jasper

Banff and Jasper National Parks are renowned as two of the most awe-inspiring mountain destinations in the world. On this Canadian Rockies bike tour, you’ll have the opportunity to ride past snow-capped peaks, hike along glistening glaciers, and take in sweeping vistas that will leave you in awe. As you make your way from Banff to Jasper, you’ll be treated to unparalleled mountain scenery right in the heart of the Canadian Rockies.

6 Days / 5 Nights Intermediate Trips
Niagara-Falls-and-Wine-Country-Bike-Tour

Niagara Falls and Wine Country Bike Tour

Tour one of the world’s top wine regions on bike paths and country roads that are as relaxing as they are scenic. These peaceful byways are lined with vineyards, farms, orchards, and waterways that traverse the land nestled between Lakes Ontario and Erie. Ice wine put the Niagara Wine Country on the map and now the region’s Bordeaux and Burgundy-styled wines are making their mark in the worldwide arena. Fall in love with Niagara-on-the-Lake, the “prettiest town in Canada.” Follow the Niagara River Recreation Trail to a lovely park overlooking the greatest waterfall in North America—Niagara Falls. Enjoy private wine tastings at a variety of unique and highly regarded wineries, dine on some of the top cuisine in Canada, and unwind in luxurious wine country inns.

6 Days / 5 Nights Easy Trips
Weekend-Montreal-Bike-Tour-and-Tour-de-l’Île

Weekend Montreal Bike Tour and Tour de l’Île

This one of a kind trip travels across the Canadian border and includes a festive ride in Montreal’s famed Tour de L’Île.

4 Days / 3 Nights Easy to Intermediate Trips
Bike-and-Barge-Rhine-and-Moselle-Valley

Bike and Barge | Rhine and Moselle Valley | Germany

NEW TRIP! Join us on a spectacular bike and barge trip through Germany’s Rhine and Moselle Valley wine regions. Start in Koblenz, where the Moselle meets the Rhine. Explore the Middle Rhine Valley, a UNESCO World Heritage Site with majestic castles and the legendary Loreley Rock. Visit the vibrant town of Mainz and savor the Moselle Valley’s exquisite Riesling wines. Marvel at fairy-tale castles and terraced vineyards, including the enchanting Eltz Castle and the Moselle loop at Bremm. Experience the charm of Beilstein, Traben-Trarbach, and Bernkastel-Kues. Enjoy this while you unpack your bags just once, then kick back and relax in the comfort of your floating home in your upper deck rooms.

8 Days / 7 Nights Easy to Intermediate Trips
Death-Valley-National-Park-Bike-Tour

Death Valley National Park Bike Tour

Welcome to California’s Death Valley, a sub-sea level basin home to stunning dunes, historic ghost towns, and mesmerizing color palettes. While the name and high temperature may be intimidating, this is one of the world’s most surreally beautiful locations. Explore 4 Days/ 3 Nights riding and hiking while staying at a luxury desert oasis, surrounded by a canopy of palm gardens and a spring-fed pool.

4 Days / 3 Nights Intermediate Trips
Michigan Trails Bike Tour

Michigan Bike Tour

On our Michigan bike tour, a secret summer paradise of quiet back roads, towering dunes, and crystal blue lakes await you through the breathtaking wonders of Northern Michigan. Immerse yourself in the stunning natural beauty of Sleeping Bear Sand Dunes National Lakeshore, pedal along the majestic shores of Lake Michigan, and discover the charm of car-free biking on Mackinac Island. Indulge in the splendor of Michigan’s summer playground, where every pedal stroke unveils a picture-perfect postcard come to life.

6 Days / 5 Nights Easy to Intermediate Trips
Florida-Bike-Tour

Florida Bike Tour

Discover the best of the Keys and Everglades on this Florida Bike Tour. Home to crystal clear blue waters and rich plant and wildlife diversity, Florida Keys and the Everglades National Park have the additional distinction of being an International Biosphere Reserve and World Heritage Site. Enjoy scenic riding and fun in the sun on this relatively easy bike tour.

6 Days / 5 Nights Easy Trips
Bike-and-Barge-The-Netherlands-to-Belgium

Bike and Barge | The Netherlands to Belgium

Unpack your bags just once and then kick back and relax in the cozy comfort of your floating home for an incredible adventure on the Amsterdam to Bruges bike and barge tour! This trip is about exploring Holland and Belgium’s stunning cities while cruising along picturesque waterways. It’s a relatively easy-rated trip, suitable for cyclists of all levels.

8 Days / 7 Nights Easy Trips
Scroll to Top