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Custom, Private, and Group Bicycling Trips

Rides are Always Better With Friends & Family

Whether you're traveling with your friends, family, or colleagues, Sojourn's guided private group trips are a great way to see the world on your own terms. So pick a group of friends, family members, or peers who are close to your heart and get on a bike trip at your own pace, with your own style and as much or as little customization as you wish. We specialize in crafting the best group bicycle tours and custom active vacations, whether it’s to celebrate a special occasion or just to get back on the road in a beautiful locale.

Take advantage of the wide open availability for 2022 dates and pick the one you like, or let us know if there are alternative dates you'd like and we'll make it happen. Whether you opt for a completely private trip, a custom-built vacation, or decide to join an existing Sojourn tour, your group will benefit from the same uncompromising service, distinctive set of professional leaders, stellar accommodations, endless culinary and wine tastings, and superb blend of activities that form the basis for all of our vacations.

  • Bring along 7 friends/family members and get 50% off of your own trip!
  • Bring along 14 friends/family members, and you can travel absolutely FREE!
  • All Group travel will need to be on one of our published dates otherwise it will need to be a custom trip.
  • Group discounts may not be combined with other offers (early booking, first time, or past traveler discounts).
  • Group discounts cannot be combined with any referral cash or credit.
  • If your group consists of 10 or more members traveling together, convert a published trip date to a private trip at no extra cost!
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Custom Tours

Create lifelong memories among friends, family, and peers through a completely personalized vacation experience. We can customize your travel itinerary for your group on both published dates or an unpublished date of your choice. These are strictly private trips tailored to your needs and preferences. All Sojourn vacations are available as private trips that can be customized and tailored to your group’s interests and abilities. Please contact our group travel specialist at 800-730-4771.

Sojourn Group Bike tours
  • College alums and families rafting and hiking with a naturalist/photographer in the Pacific Northwest.
  • "Bike, Brains & Brew" - A spirited corporate getaway in Vermont's Green Mountains.
  • Climb, wine, oyster, repeat! In search of oysters in Northern California - oh, with a bit of climbing and wine to boot!
Sojourn Group Bike Tour
  • Boston to NYC - A Virgin Atlantic Airways team-building and charity ride for over 60 US and UK-based staff.
  • Bike club pals from Canada hitting the best rides and climbs in southern Arizona while there's four feet of snow at home.
  • Three generations of family cycling, hiking, sailing, and sea-kayaking on the coast of Maine (can you say lobstah?).


My brother was looking for a sibling family trip. We decided to 'bike and bond' in Glacier National Park with Sojourn. Although we are amateur cyclists, Sojourn was able to accommodate every need of ours. We are eagerly looking forward to our next Sojourn adventure!

Anna Damian - Sojourn Guest