Tour Schedule

Florida Trails Fall 2020

If you love to ride a great RAIL TRAIL, this tour is for you. 

Beginning and ending in Tampa, on our FLORIDA TRAILS tour we’ll bike several of the state's best Rail Trails, plus some local favorites in Dunedin and St. Petersburg.

After spending our opening night in Tampa, over several days we’ll bike the General James Van Fleet Trail, the Withlacoochee State Trail and the Pinellas Trail. Extra rides will include the Dunedin Causeway Trail and an optional self-guided run on the Coffee Pot Bayou Trail in St. Petersburg. This tour is all about fun cycling on great trails in warm, sunny Florida - in late October, when other parts of the country are already chilly!


  • 6 nights lodging
  • 2 dinners, 1lunch and 6 breakfasts
  • sag support and luggage hauling
  • minor repairs
  • sweep rider support
  • daily social hour and map meeting with daily cue sheets


  • Day 1

    Tampa – We meet at 5:00 PM at our airport hotel for our introductory meeting followed by dinner nearby. This is a time to get acquainted with each other and learn about our upcoming adventure.

  • Day 2

    29 miles – We ride the James Van Fleet Trail, a wilderness trail through the Green Swamp. We picnic at a trailhead along the way. Keep your eyes open for wildlife! In past visits we have seen alligators, otters, and many species of birds. This trail is outstanding, too. It's very flat and all paved!

  • Day 3

    36 miles – The Withlacoochee Trail from Dunnellon to Trilby Junction. This just has to be one of the very best trails in the country. At lunchtime you're on own in Inverness. This amazing trail takes you on a journey through wilderness forests draped in Spanish moss, through swamps, past lakes, along rivers, horse farms, and the towns of Floral City and Inverness.

  • Day 4

    23 miles – Van ride to John Chesnut Sr. Park and ride the northern section of the Pinellas Trail, with a lunch stop in Tarpon Springs . You'll love the Greek food and the famous sponge docks! Then we continue on the Pinellas Trail southward. You can either bike or van from Tarpon Springs to our nights lodging in Dunedin.

  • Day 5

    Dunedin Activity Day - We have an optional ride planned to Honeymoon Island State Park (admission included). You'll find lunch on your own here at the park's concession facility. Great beaches, a fine Nature Center, a nature trail and more are here to enjoy. The ferry to Caladesi Island State Park (optional) leaves from here. You're free to explore as you wish. At the end of the day we'll meet up back at our hotel in Dunedin for cocktails, followed by our tour-end celebratory dinner at a nearby restaurant.

  • Day 6

    26 miles – Today we ride the urban Pinellas Trail from Dunedin to downtown St. Petersburg, where we’ll bike right to our hotel. We’re staying in the heart of downtown St. Pete, so you’ll be able to walk or bike to any number of establishments and celebrate our week of adventures together. Anyone wanting more mileage has many options available.
    The Pinellas Trail is a Rail Trail Hall of Fame Award winner. After riding it you'll understand why!

  • Day 7

    Enjoy a leisurely breakfast in St. Petersburg or get up early for an optional early-morning ride on your own up the Coffee Pot Bayou Trail. Or you might rather stroll around the downtown and just take in the sights. Mid-morning we will pack up and van you back to our beginning Tampa hotel and say farewell.


  • $1980 per person (based on double occupancy)
  • $580 – Single Supplement (extra price to have your own room)
  • $100 – Bike Rental (helmet and bike bag included)
  • 50% of the total is a required deposit due upon registration.
  • The remainder is due 60 days prior to departure date. 
  • Cancellation details: If you cancel more than 60 days prior to departure date, you will receive a 90% refund.
  • If you cancel less than 60 days prior to departure date no refunds will be given.
  • Please purchase trip insurance. We trust Allianz Travel Insurance. CLICK HERE to visit their website.

Your Travel Plans

If you are flying, you fly into Tampa International Airport. Our hotel has an airport shuttle. 

If you are driving we meet you at our Tampa hotel and return you there at the end of the trip.

Your Lodging Plans

For this tour the 6 nights lodging from Friday, October 30 through Wednesday, November 4 is included. Our tour ends on Thursday, November 5. 

Your night’s lodging on the day the trip ends (Thursday, November 5) is not included. That night is at your expense and reservations for that night are your responsibility. 

Non-Standard Bikes

If you plan to bring your own bike and it is a non-standard bike such as a recumbent, e-bike or tandem, you will need to discuss transport issues with us before you register for this trip. We may or may not be able to accommodate. Note: We cannot accommodate trikes - we simply do not have room.

Bike rental is available at $100 for this trip and this amount is due with your final payment. A rental helmet and bike bag are included with bike rental.