Overview
Ride the Katy Trail and Rock Island Trails. Ride America’s longest continuous rail to trail bike path covering 230 miles on the Katy plus the 48 mile Rock Island trail, all on this crushed limestone trails. You begin your 7-day 6-night tour in St. Charles where you are picked up and driven to Pleasant Hill, MO to start your ride. You head to Windsor for your first night. Day two you can ride to Clinton and back then head to Sedalia so you hit every mile of the Katy trail. If you don't want to do the out and back, then you will have an easier Day 2 riding just to Sedalia. Then spend the next days 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: * 6 nights in hand-picked inns & B&Bs * Breakfast every morning * Shuttle from St. Charles to Pleasant Hill * 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: 290 miles – 41-mile daily average Tour timing: April through October You ride — we handle the rest.
Schedule
Your 7-day itinerary is below for your Katy Self-Guided Tour
Previous
Next
Day One
Shuttle from St. Charles to Pleasant Hill, then ride 48 miles on the Rock Island Trail to Windsor – Meet the shuttle van at 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 to the trailhead in Pleasant Hill (3.5 – 4 hours).
Day Two -
Cycling Day: 56 miles or 20 miles to Sedalia
You have the choice to ride the entire Katy Trail by riding West to Clinton then turning around and riding back to Windsor then to Sedalia on the KATY trail. Or riding straight to Sedalia and missing the Clinton-Windsor section. Sedalia is home of the State Fair as well as Scott Joplin. Sedalia has a nice KATY Trail Depot museum that is worth your time for a visit.
Day Three
Cycling Day: 50 miles-Sedalia to Rocheport
This is your longest day on the trail riding 50 miles to Rocheport. Begin your day at the KATY Trail Depot Museum in Sedalia or the Scott Joplin Museum before departing Sedalia. In 38 miles you will be in Booneville where you will pass a casino before crossing the MO River. Your destination on the trail is Rocheport where you will see the only true tunnel on the Katy trail in the quant town of 201 residents.
Day Four
Cycling Day: 37 miles-Rocheport to Jefferson City
In the morning 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. Your destination is N. Jefferson trailhead across the river from Jefferson City. Follow the path across the Missouri on the safe bike bridge with awesome views of the river and capital building.
Day Five
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 just before 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 Hermann has much to offer including Wineries, Breweries, Distilleries, restaurants and antique shops.
Day Six
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 fool you, it has 5 wineries, antique shops, glass studio and a wood shop awaiting you in this scenic town.
Day Seven
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, KATY Depot and the KATY Trail Museum.
Dates (other dates available)
August 2026
- Sun
- Mon
- Tue
- Wed
- Thu
- Fri
- Sat
1 queen bed - 2 people
24 - 30 August 2026
FROM$1,025.00/pp
2 beds in room - 2 people
24 - 30 August 2026
FROM$1,125.00/pp
1 queen bed - single occupancy
24 - 30 August 2026
FROM$1,725.00/pp
1 queen bed - 2 people
26 August - 01 September 2026
FROM$1,025.00/pp
2 beds in room - 2 people
26 August - 01 September 2026
FROM$1,125.00/pp
1 queen bed - single occupancy
26 August - 01 September 2026
FROM$1,725.00/pp
1 queen bed - 2 people
28 August - 03 September 2026
FROM$1,025.00/pp
2 beds in room - 2 people
28 August - 03 September 2026
FROM$1,125.00/pp
1 queen bed - single occupancy
28 August - 03 September 2026
FROM$1,725.00/pp
1 queen bed - 2 people
30 August - 05 September 2026
FROM$1,025.00/pp
2 beds in room - 2 people
30 August - 05 September 2026
FROM$1,125.00/pp
1 queen bed - single occupancy
30 August - 05 September 2026
FROM$1,725.00/pp
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