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Florida Gulf Beaches Private Bike Tour

  • Clearwater Beach sunset
  • Riding the rail trail
  • Loading bikes in Fort DeSoto Park
  • Selfie on the trail
  • Sunset Clearwater 2
  • Alligator sign on trail
  • Pelicans along the water
  • Riding the trail in Crystal Beach
  • Dali Museum exterior
DURATION
4 Day(s)
DAILY BIKING
30 miles
TRIP DIFFICULTY
1-Easier
STARTING FROM
$1795
SINGLES ADD FROM
$500

Trip Overview

Escape the north and enjoy this bike tour based on our award-winning route ... on flat, protected rail trails. Relish these carefully designed cycling routes in Pinellas County. Each day features riding on rail trails with options for additional road miles — and the road miles are frequently in bike lanes or on quiet roads. Plus, dine on fresh seafood and other local treats. You spend four days on Clearwater Beach primarily exploring the Pinellas Trail and numerous state parks and beaches. Whether you want to ride just on trails, or you are looking for extra early-season miles, this trip provides a great combination of beaches and biking to create a vacation you’ll never forget! The 6-day version of this tour won Bicycling Magazine's 2021 award for "Best Beach-Adjacent Tour."

Itinerary

From start to finish, check out the route.

DAY 1 - Arrival Day
Distance: 17 or 34 miles | Terrain: Easier | Sheraton Sand Key Resort
The trip begins at 1 p.m. when you meet your leaders at the Sheraton Sand Key Resort on Clearwater Beach. After brief introductions, you are fitted for your bike, have a safety review, and then have a short shuttle to Fort Desoto State Park. After exploring the fortifications and beaches, riders return to the hotel by van. Check-in for your first night — right on the beach — and gather for a welcome dinner together.
DAY 2 - St. Petersburg to Clearwater Beach
Distance: 24 miles | Terrain: Easier | Sheraton Sand Key Resort
Today’s ride begins with a shuttle to downtown St. Petersburg and to the southern end of the Pinellas Trail. Ride the first 20 miles, then cross the Clearwater Causeway. You will enjoy a seafood lunch in Clearwater Beach and then have the option to visit the Clearwater Marine Aquarium. Bike over one more bridge to return to our hotel and enjoy the rest of the afternoon on the beach or in the adjacent Sand Key Park. Dinner is together this evening.
DAY 3 - Tarpon Springs and Dali Museum
Distance: 17, 34, or 56 miles | Terrain: Easier | Sheraton Sand Key Resort
Bike over the Clearwater Causeway on a dedicated bike lane, stop at two parks and spin along the Pinellas Trail to Tarpon Springs. Enjoy lunch at a local Greek restaurant and nearby docks and shops. Bike back to Clearwater via Pinellas Trail and visit the famous Dali Museum. Dinner is together.
DAY 4 - Departure Day
Distance: 25 miles | Terrain: Easier
Bike over the Clearwater Causeway and explore the trails to the north again. Enjoy breakfast in Dunedin along the trail and take your time biking back to Clearwater Beach.

Map

Private bike tour route

Dates & Pricing

Prices are based on double occupancy. Single supplement for private room is listed at the top of this page. A deposit of $500 holds your reservation for most tours. For weekend tours, the deposit is $300.

Start End Cost Availability
Jan 24, 2022 Jan 27, 2022 $1795.00 Private Reserve Reserve

What’s Included

3 nights’ lodging, 3 breakfasts, 3 dinners, 3 lunches, entrance to museum & state parks, leaders, van support, maps, and route directions. One free shuttle time to and from Tampa Airport and use of a bicycle, helmet, and bike lights. Airfare is not included.

Dates & Pricing

Prices are based on double occupancy. Single supplement for private room is listed at the top of this page. A deposit of $500 holds your reservation for most tours. For weekend tours, the deposit is $300.

Start: Jan 24, 2022
End: Jan 27, 2022
Cost: $1795.00
Availability: Private
Reserve

What’s Included

3 nights’ lodging, 3 breakfasts, 3 dinners, 3 lunches, entrance to museum & state parks, leaders, van support, maps, and route directions. One free shuttle time to and from Tampa Airport and use of a bicycle, helmet, and bike lights. Airfare is not included.

Inns

Where you stay along the way.

Sheraton Sand Key Resort
This waterfront hotel on Florida's Gulf Coast is a family-friendly resort that offers an enviable location steps from Sand Key Park's nature trails and surf-ready beaches. Head further afield to experience Pier 60, Clearwater Marine Aquarium and various ocean adventures. During your stay, take advantage of the hotel's private beach access, along with the outdoor pools, fitness center and tennis courts. They have five eateries, boasting the Caribbean flavors of coastal Florida.

Gallery

Images from this tour. Click each to see it larger.

Clearwater Beach sunset Riding the rail trail Loading bikes in Fort DeSoto Park Selfie on the trail Sunset Clearwater 2 Alligator sign on trail Pelicans along the water Riding the trail in Crystal Beach Dali Museum exterior