Tour Schedule

Florida Gulf Beaches Fall 2020

Water, water, water! Beaches, sun, excellent food and fantastic bike trails! Join us for an intensive and oh, so beautiful tour of Pinellas County, Florida, where cycling is big. You’ll bike over bridges (although, not as many as the Florida Keys) to Tampa, along causeways to historic Fort DeSoto County Park, and over a spectacular arch to the dazzling white sand beaches of Clearwater Beach. Bring your swimsuit to this one!

Over the course of 6 days, and on all paved bike trails, you will basically ride the perimeter of the entire county. We'll be in places like Safety Harbor, downtown St. Petersburg, Clearwater Beach, Dunedin, Tarpon Springs - and more. If winter is cold where you are, come join us for a fine, fun time in the sun!

Start and end: Rocky Point, Tampa, Florida

Tour Leaders: Colleen and Mark Troy


  • approximately 125 miles of cycling (more or less, depending on your needs)
  • 6 nights lodging
  • 6 breakfasts, 1 lunch, 2 dinners
  • sag support
  • admission to Ft DeSoto County Park and Honeymoon Island State Park 


  • Day 1

    Meet at the Holiday Inn Express & Suites Rocky Point, Tampa, where we’ll gather for our introductory meeting followed by dinner. Dining and cycling options are within easy walking distance of the hotel, where we’ll stay for two nights.

  • Day 2

    29 miles – Bike from our hotel west across Old Tampa Bay on the Courtney Campbell Causeway Trail to the quaint town of Safety Harbor where we will have lunch. You're free to explore the shops and see the sights here, then bike (or van) back to the hotel. A beautiful ride!

  • Day 3

    24 miles – with options for more or less mileage. Bring the camera! We'll shuttle down to Ft De Soto Park to begin the day's ride, which uses several excellent trails, including the Skyway Trail and part of the Pinellas Trail. We'll ride right into the heart of downtown St. Petersburg, where we will spend the night. Optional afternoon ride will be on the very scenic Coffee Pot Bayou Trail. Tonight we'll be free to roam the streets of St. Pete.

  • Day 4

    25 miles – with options for more or less mileage. Bike roughly half of the award-winning Pinellas Trail today, from downtown St Petersburg to Clearwater, then over the bridge to our Clearwater Beach hotel. You’ll be able to stroll the sidewalks for dining and shopping, or just walk that stunning beach! Optional extra cycling mileage is all around you on bike paths and dedicated bike lanes.

  • Day 5

    Optional mileage. Spend a play day at Clearwater Beach. Put up the beach umbrella and read a book, take a nap, ride your bike… the day is yours to explore the area. Points of interest include the Clearwater Marine Aquarium, Sand Key Park and much more.

  • Day 6

    25 miles – with options for more or less mileage. Bike back to the Pinellas Trail and ride it north through Dunedin and on to Honeymoon Island State Park. We’ll be waiting there with a fine picnic lunch for you. You’re free to explore the park and ride the ferry across to Caladesi Island State Park which has its own fine beaches as well as a paved bike path for your enjoyment. Bike back to our Dunedin hotel to spend our last night together. Dinner is on us tonight at a wonderful Dunedin restaurant.

  • Day 7

    22 miles – with options for more or less mileage. Bike from Dunedin to Tarpon Springs where you’ll walk the famous sponge docks. We can point you to our favorite Greek restaurants. You might be up for more miles after lunch, so you can ride the Pinellas Trail on to its terminus at John Chesnut Senior Park. From there we’ll load up and van back to our Tampa hotel where we began our adventure. You’ll leave with fine memories, new friends, and a keen understanding of Pinellas County, Florida.

Difficulty Level: Intermediate

This tour’s trails are all paved. With the exception of approximately 1.5 miles on the way to Ft DeSoto Park, we are exclusively riding on paved bike paths for the entire tour. Riders should have good bike handling skills as we are on and off the bikes frequently in order to cross trail and road intersections.  

Suggested bicycle: Touring bikes, road bikes, hybrids

Suggested tire size for this tour: 23mm – 37mm (pretty much any size you like!)


$2080 per person (based on double occupancy)

$700 – Single Supplement (extra price to have your own room)

$100 – Bike Rental (helmet and bike bag included)

Your Travel Plans

Thursday, October 22, 2020 we meet at the Holiday Inn & Suites Express / Rocky Point Tampa, 3025 N Rocky Point Dr E, Tampa, FL 33607. Phone: (813) 287-8585

The trip ends on Wednesday, October 28. We plan to be back at the hotel by 3:00 PM but we cannot guarantee this time because traffic delays are always possible.

If you are driving, meet us at the hotel. You may leave your car there during the trip. Note: there may be a fee for leaving your car. Please notify hotel staff of your parking needs upon arrival.

If you are flying, use Tampa International Airport. Our hotel includes a courtesy airport shuttle. 

Your Lodging Plans

Your night’s lodging on Thursday, October 22 through Tuesday, October 27 is included. Your night’s lodging on the day the trip ends (Wednesday, October 28) is not included. That night is at your expense and reservations for that night are your responsibility.