Bike & Wine Tours

Red wine making a swirly pattern as it is being poured into a wine glass

Experience the WORLD RENOWNED Mickelson Trail and TASTE Local wines on our new Bike and Wine Tour.

Our Tour consists of a half day bicycle ride starting at Rabbit Bicycle Shop in Hill City, SD. Traveling south, your destination will be Calamity Jane’s Wine and Gift Shop located on 512 Mt. Rushmore Rd. in Custer, SD - a ride of approximately sixteen miles. Owners Jim and Deb of Calamity Jane’s will greet you with a friendly hello and offer you some rest and relaxation with a cool beverage of your choice and your Wine & Treat Basket!

Our Wine & Treat basket includes our special Rabbit Bicycle wine label and locally owned Dakota Pride/Caramel Creations gourmet caramel apples and treats. Caramel apples and other goodies are carefully homemade and offer our riders some much needed energy for the return trip.

Riders will also receive a special photo to remember their Wine & Bike tour! Once done at Calamity Jane’s, Rabbit Bicycles will shuttle you to our shop back in Hill City.

Useful Information

Bike and Wine Tours depart every day at 8:00 A.M. and end by 1:00 P.M, during our season May through October. Bicyclists will hit the trail, leaving the Hill City trailhead and biking 16.73 miles to Custer, SD. The bike ride has a total ascent of 883.89 ft and a maximum elevation of 5,875 ft. Cyclists will see a variety of wildlife along the trail, including Crazy Horse. RESERVATIONS MUST BE MADE to guarantee Shuttle and Wine/Treat Basket.

What to Bring:

Reservations are hightly recommended!

Calamity Jane Wine & Mercantile
The Calamity Jane Winery & Mercantile Logo
512 Mt. Rushmore Rd.
Custer, SD 57730
Dakota Pride
Delicious treats made by Dakota Pride
6801 Black Hawk Rd.
Black Hawk, SD 57718
White wine being artfully poured into a glass