Overview
Ride America’s longest continuous rail to trail bike path covering 149 miles on this crushed limestone trail. You begin your 4-day 3-night tour in St. Charles where you are picked up and driven to Rocheport, MO to start your ride. Then spend the next day’s riding back to St. Charles enjoying rural Missouri, wildlife, winery towns and riding along the Missouri River. If our listed dates don't meet your schedule, then call our office 314-656-6229 or send CONTACT for dates that work for you. What’s included in your tour: * 3 nights in hand-picked inns & B&Bs * Breakfast every morning * Shuttle from St. Charles to Rocheport * Digital maps, voice navigation & electronic itinerary * Trail T-shirt & patch Need any extras? * Luggage shuttle — your bags moved each day * Bike Rentals – Hybrid (manual) and E-bikes available * Extra Night Accommodation before or after the tour Trail: Rail Trail crushed limestone Mileage: 149 miles – 37-mile daily average Tour timing: April through October You ride — we handle the rest.
Schedule
Your 4-day Self Guided Itinerary
Previous
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Day One
Cycling Day: 38 miles-Rocheport to Jefferson City – Meet the shuttle van at 8:00am in St. Charles near the eastern end of the Katy Trail. Overnight parking is available at the KATY parking lot and is free for your entire ride. The St. Charles trailhead is a 20-minute drive or taxi/uber from St. Louis Airport (STL). The shuttle will pick you and your bike up and drive directly to the KATY Trailhead in Rocheport (3- 3.5 hours).Take the Trail west one mile to go through the beautiful tunnel at the entrance of Rocheport. Then back on the trail heading east you will cycle beneath towering limestone bluffs some of the highest on the trail. The Missouri River can be seen frequently during the day as well as many small bridges.
Day Two
Cycling Day: 46 miles- Jefferson City to Hermann – Start your day with a return across the bike bridge to the N. Jefferson trailhead. Ride east to McKittrick where you can pick up a bike path into Hermann that crosses the Missouri River on another safe bike bridge. The winery town of Herman has much to offer including Wineries, Breweries, Distilleries, restaurants and antique shops.
Day Three
Cycling Day: 39 miles- Hermann to Augusta – Today’s destination is Augusta, another small winery town with 257 population. But don’t let the small town full you, it has 5 wineries, antique shops, glass studio and a wood shop awaiting you in this scenic town.
Day Four
Cycling Day: 27 miles-Augusta to St. Charles – This is your final day of cycling. Leave the B&B in Augusta and ride east on the trail to St. Charles where you have left your car at the trailhead in St. Charles. But before you get to St. Charles, you need to stop in Defiance, just 7 miles from Augusta to see the squirrel bar or other unique bars in this town. When you arrive in St. Charles you are steps away from the old St. Charles with 1800’s homes and shops on Main Street and you can visit Missouri’s first capitol and the Katy Trail Museum.
Dates (other dates available)
October 2026
- Sun
- Mon
- Tue
- Wed
- Thu
- Fri
- Sat
1 queen bed - 2 people
17 - 20 October 2026
FROM$695.00/pp
2 beds in room - 2 people
17 - 20 October 2026
FROM$795.00/pp
1 queen bed - Single Occupancy
17 - 20 October 2026
FROM$1,000.00/pp
1 queen bed - 2 people
19 - 22 October 2026
FROM$695.00/pp
2 beds in room - 2 people
19 - 22 October 2026
FROM$795.00/pp
1 queen bed - Single Occupancy
19 - 22 October 2026
FROM$1,000.00/pp
1 queen bed - 2 people
21 - 24 October 2026
FROM$695.00/pp
2 beds in room - 2 people
21 - 24 October 2026
FROM$795.00/pp
1 queen bed - Single Occupancy
21 - 24 October 2026
FROM$1,000.00/pp
1 queen bed - 2 people
24 - 27 October 2026
FROM$695.00/pp
2 beds in room - 2 people
24 - 27 October 2026
FROM$795.00/pp
1 queen bed - Single Occupancy
24 - 27 October 2026
FROM$1,000.00/pp
1 queen bed - 2 people
26 - 29 October 2026
FROM$695.00/pp
2 beds in room - 2 people
26 - 29 October 2026
FROM$795.00/pp
1 queen bed - Single Occupancy
26 - 29 October 2026
FROM$1,000.00/pp
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