All Tours

SELF-GUIDED Bike TOURS

We provide everything you need for your bike tour; lodging, shuttles, luggage transfers, bike rentals, GPS mapping, daily itineraries, restaurant locations and much more.

Katy Trail 
(MO)

This iconic 230 mile rail-to-trail across the state and follows the Missouri river through farmlands, scenic bluffs , wineries and the State Capital. We have six tours to meet your riding pleasure. Tours available April through October. 

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GAP + C&O (Pittsburgh - DC)

The Great Allegheny Passage (150 miles) and The Chesapeake & Ohio Towpath (185 miles).  Ride these with two great trails from Pittsburgh to Washington, DC separately or combined for a memorable 335 mile experience through beauty and history.

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Prince Edward Island (Canada)

Prince Edward Island is best known for its sandy beaches, friendly locals, lobster dinners, and the lush fields; all this paired with the Confederation trail has made this island a cyclist’s dream. We offer 2 tours covering the entire island and 2 shorter tours. Tours available June through September. 

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Mickelson Trail (S.D.)

Nestled in the heart of the Black Hills of South Dakota, this 109 mile trail is one of the nation’s most scenic, historic and memorable cycling adventures with two touring options. Tours available May through September. 

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Le P'tit Train du Nord (Canada)

The Little Train from the North is a great 124 mile ride through the mountains north of Montreal.  Ride this mostly paved trail through the valleys and along rivers and lakes in this scenic tour.

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Rock Island (MO)

Ride 48 miles on the Rock Island Trail and then ride the full Katy Trail for 290 mile tour.  Rock Island Trail is being developed over the next 3-5 years to add another 180 miles connected to the Katy Trail.  More sections will be added to our tour when available.

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Florida Keys

Escape the winter chill and treat yourself to a tropical cycling adventure on the Florida Keys Overseas Heritage Trail. 

Spanning over 140 miles of paved paths with breathtaking ocean views, this 4-days and 3-nights tour offers the perfect blend of sun, sand, and serenity.

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FULLY SUPPORTED Bike TOURS

Our Guided tours have professional guides, a support vehicle, great cycling routes, luggage shuttle, breakfast and lunch as part of the bike tour, jerseys, and excellent accommodations as well as other great surprises.

KATY TRAIL - St. Charles, MO, United States

Katy Trail - Fully-Supported Tour - 6 Days

Ride America’s longest continuous rail to trail bike path with the #1 Tour on the Katy.

$2,250.00/pp

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Clearwater Beach, FL, United States

Florida Suncoast Fully Supported 6-day Tour

Breakaway this winter with a Warm, Fun 6-day tour of the Suncoast of Florida

$2,675.00/pp

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St. Charles, United States

Guided Tour with Big BAM - Premium Services Hotel Option

7 day - 6 Night Premium Services Hotel Option

$2,115.00/pp

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St. Charles, United States

Guided Tour with Big BAM - Economy Services Hotel Option

7 day - 6 Night Economy Services Hotel Option

$1,815.00/pp

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Custom Bike Tours

Crossroads can customize our self-guided bike tours, and we can provide destination bike rides for bachelorette parties, weddings, wine tastings, zip lining, and many other activities.

Let us know what you would like in your custom bike tour.

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