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Missouri Katy Trail - Fall 2023

Race Date
October 14, 2023
number of days
6 days/5 nights
Starting price
We have sold out all the spots for this trip. Click on Waitlist in case someone backs out.
Reserve This Trip

Missouri Katy Trail - Fall 2023

What's Included:
  • 5 nights lodging (double occupancy) in cozy inns, contemporary hotels and private residences
  • Welcome Dinner on Day 1 and Celebration Dinner on Day 5. Two picnic lunches on the trail. Continental Breakfast included each day with lodging.
  • Deluxe private van with trailer for bikes, luggage and supplies 
  • Two local F4A guides 

TRIP DATES: October 14-19, 2023

TRIP PRICE: $1,730 (per person, double occupancy)

(Add $800 for Single Occupancy Supplement)

Not Included: Flights to/from St. Louis, meals not mentioned above, bike rental ($200), Single Occupancy ($800), tips for F4A guides, personal expenses (alcohol, souvenirs, etc.)


Take a spin across Missouri on the Katy Trail, the longest rail-to-trail route in America. On this 6-day inn-to-inn excursion we’ll get a dash of history, a splash of scenery, a taste of wine country and a toast to Oktoberfest. We take care of all the details while you just ride your bike! You’ll see Missouri, and cycling trips, in a whole new way...


  • Ride 150 miles on the longest developed rail-trail in the country
  • Fully supported ride with two F4A guides
  • Dedicated shuttle carries luggage and supplies
  • Comfortable hybrid trail bikes available for rent (or bring your own)
  • Rest day with winery tour in Hermann, MO
  • Ride 35-50 miles per day on wide, flat packed-surface trail
  • Shorter ride options (13-27 miles) each day of the tour
  • Cozy inns, elegant wineries, historical sites along the route
  • Spectacular views and scenic stops along the great Missouri River
  • Quaint little towns bursting with character


You are responsible for purchasing your flights to/from St. Louis (airport code STL). On October 14, plan to arrive as close to 10:00 AM as possible. Once everyone has arrived and loaded up, we'll grab lunch on our way to Boonville. On October 19, please book a flight that departs no earlier than 3:30 PM (or plan to stay over in St. Louis- there’s lots to see and do in St. Charles and the surrounding area).


A $200 deposit (per person) is due at the time of booking. This deposit is non-refundable.


Final payment will be due August 15, 2023. You will receive a reminder email when this payment is due. Once made, all payments are non-refundable and non-transferable.


By Client: If you need to cancel before the final payment date, the cancellation fee is your initial deposit. Your reservation will automatically cancel if final payment is not received by the due date.

By Fit 4 Adventure: In the event that we must cancel a trip for commercial reasons beyond our control, including if the minimum number of trip participants is not met, you will be able to transfer any amount paid toward any F4A trip in the next 24 months. You may also opt for a full refund. 

By Force Majeure: In the event that a trip is cancelled due (but not limited) to natural disasters, pandemics, border restrictions, terrorism, or political instability, F4A will offer you a future trip credit valid for 24 months from the original trip date. 

F4A is not responsible for any additional expenses you may incur as result of your booking, including (but not limited to) visas, vaccinations, clothing, equipment, testing, travel insurance, or non-refundable flights. 


The cancellation policy will be strictly adhered to. To avoid loss of payments due to unforeseen circumstances, travel insurance is highly recommended.  Travel insurance can often be purchased along with your flight or you can book though our partner Allianz Travel Insurance

*We at Fit 4 Adventure take the health and safety of our guests and guides seriously. We will follow all local protocols and CDC-recommended guidelines while on this trip.

If you have any questions about this trip, please feel free to reach out to Nick@Fit4Adventure.com

Day 1:  Arrival Day

Morning arrivals at the St. Louis Airport will be met by the Fit 4 Adventure van and your local guides. From there, it’s a drive across the Show-Me State to our first destination: Boonville, MO.  

Boonville, Missouri is a historic town settled by the sons of Daniel Boone over 200 years ago. In the golden days of train travel (1920s and 30s), Boonville was a popular stop along the MKT railway, a route which is now has now been converted into a state park and the country’s longest rail-to-trail cycling path. After we unload and outfit the bikes we’ll retreat to Boonville’s historic Hotel Frederick, which opened in 1905 and is now a fully-restored boutique hotel catering to Katy Trail visitors and cyclists. After checking in, we'll gather in the bar and raise a toast before our Welcome Dinner (included in price)- a great opportunity to get to know your guides and fellow riders.  

Day 2: Boonville to Jefferson City

As we start our ride back towards St. Louis, you will get a good taste of the days to come. Our two-wheeled journey starts immediately with a crossing over the Missouri River on the Boonslick Bridge. The trail ahead is a well-maintained crushed limestone surface, designated for pedestrians and cyclists only. It is mostly flat and mostly shaded. On today’s route, we’ll pass through a stone railroad tunnel built in 1892, stop for coffee in a charming town called Rocheport, pedal past BoatHenge and visit a laid-back pedaler/paddler riverbank “resort” called Cooper’s Landing. We’ll roll to a stop in Jefferson City by late afternoon and enjoy a casual dinner downtown near the Missouri State Capitol bulidin 

Daily Miles:  51 (Shorter options available)

Day 3: Jefferson City to Hermann

The trail rolls on through Central Missouri, through hamlets and homesteads built by 19th Century German settlers, many of whom help to develop a prosperous wine industry in the region. Today, vineyards are common throughout the hillsides and there are several right along the Katy Trail. The town of Hermann, in the heart of wine country, is our destination and it’s filled with authentic German food and Oktoberfest spirit. 

Daily Miles:  49 (Shorter options avaialble)

Day 4: 'Rest Day' in Hermann

Missouri is one of the oldest wine-growing regions in the country, established and flourishing long before Napa Valley. Today, it is a popular destination for wine enthusiasts, and Hermann is the heart and soul of it all with dozens of wineries, vineyards and tasting rooms. We’ll park the bikes and enjoy a Rest Day to explore the town, it’s history, and it’s wine-making secrets.  

Day 5:  Hermann to Augusta

The ride out of Hermann will start with a crossing over the Missouri River before connecting back to the Katy Trail. Today’s destination is Augusta, another historic river town that’s been revived by the growing popularity of the Katy Trail and the local wine industry. We’ll enjoy a river-side picnic lunch along the route, marveling at the mighty Missouri River as it rolls east. We'll shuttle to nearby Washington, MO, where we will enjoy a celebratory Finale Dinner (included in price) on our last night together.

Daily Miles:  39 (Shorter options available).

Day 6:  Augusta to St. Charles

Watch the landscape morph from farmland to suburbia as we draw closer to the finish line. The home stretch brings us into historic Main Street St. Charles, just a few miles from where we met up five days earlier at the St. Louis airport. Lunch can be found at the trail-side Bike Stop Café where we will celebrate and recount the highlights of our journey before we bid farewell. 

Daily Miles: 27

Detailed Itinerary
Reserve This Trip

The Katy Trail far exceeded my expectations. Everything was so well organized; and we were in excellent hands with our local guides, Joe and Jenny. I loved everything about this trip from the great trail riding, the beautiful small towns, the delicious food, cozy accommodations, and great snacks and refreshments along the way. Our group was fabulous. We all got along great and had a lot of laughs. This was truly one of my best trips. Thank you to the team at Fit 4 Adventure. I would love to do this one again!

Kathy - Katy Trail
Dallas, TX

We just finished the inaugural Katy Trail ride. I had been wanting to do this for a long time and with Fit 4 Adventure it was better than anticipated. The guides, Joe and Jenny were awesome. The accommodations were excellent. We particularly enjoyed the old historic hotels. The rental bikes were very good as was the support. The trail was beautiful and very well maintained. As always with Fit 4 Adventure, the folks that you meet and the little extras really make the trip exceptional.

Hugh - Katy Trail
Dallas, TX

The Katy Trail trip was a first-class trip! Great way to see the world, and eat well along the way! Fit 4 Adventure did a very thorough job of planning and execution on this trip- all we had to do as guest was show up and pedal!!!

Mike - Katy Trail
Dallas, TX

Thank you for an incredible trip on the Katy Trail! I loved the easy way that Nick and Kris guided the group- there was no rushing, strict schedules, etc., and they always had a plan for managing riders of differing speeds. There was a perfect mix between provided dinners/lunches and those where we were on our own. The group size was also PERFECT! Great trip- you all at Fit 4 Adventure are truly a cut above!

Sue G- Katy Trail
Dallas, TX

We met some of the nicest people and were able to spend time with old friends from the past. Joe Dann and Diane Golden were our leaders and had every part of the trip fine tuned to make it a most enjoyable event. Riding the trail along the Missouri River we experienced the beauty of the countryside and the beginning of color change of fall foliage. Hand picked restaurants along the way provided great meals and we were always met by either Joe or Diane with plenty of snacks to refuel our bodies. Touring the Stone Hill Winery, in historic Hermann, was one of the highlights. We learned so much about the one time, third largest winery in the world, and enjoyed tastings of the Norton grape wines found there.

Kay P - Katy Trail

We had a wonderful time on this trip. It was well organized and supported. Joe and Nick were excellent guides and fun to travel with. We highly recommend the Katy Trail bike tour and look forward to our next Fit 4 Adventure trip!

Greer- Katy Trail
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