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Florida’s Pinellas Trail Getaway Bike Tour

  • Clearwater Beach Florida
  • Biking on the trail
  • Dunedin Causeway
  • Pinellas Trail at Dunedin
  • Seafood specialties
  • Brewery along the Pinellas Trail
  • Great blue heron
  • Clearwater Beach with sunbathers
  • Courtney Campbell Causeway sign
  • Boat at Tarpon Springs
  • Tarpon Springs sign on Pinellas Trail
DURATION
4 Day(s)
DAILY BIKING
17 to 34 miles
TRIP DIFFICULTY
1-Easier
STARTING FROM
$1495
SINGLES ADD FROM
$400

Trip Overview

In spring or fall, biking in sunny Clearwater Beach, Florida, makes the perfect getaway! With numerous trails and bike paths nearby, there’s plenty to see and explore on two wheels. You also traverse two popular causeways with protected bike lanes as you sample the best riding on the Pinellas Peninsula.

Over four days of riding, you spin the full length of the famous Pinellas Trail. This is a “Hall of Fame” trail according to the Rails-to-Trails Conservancy. You also explore both the Clearwater Beach and Courtney Campbell Causeways. Unpack once and stay near the Gulf of Mexico at a great beach-front hotel and enjoy fresh seafood ... and a special lunch at a local Greek restaurant in Tarpon Springs.

Whether you’re looking for a casual ride on car-free trails or a chance to do some longer optional rides, find your biking bliss on our Pinellas Trail Getaway. This tour is based at a well-located hotel in Clearwater Beach.

See a list of our all of our Florida tours.

Itinerary

From start to finish, check out the route.

DAY 1 - Arrival Day
Distance: 17 miles | Terrain: Easier | Courtyard by Marriott Clearwater Beach
The trip begins in the afternoon when you meet your leaders at Tampa Airport. After brief introductions, you shuttle to Fort Desoto State Park for a bike fitting, have a safety review, and then set off on your first ride. After exploring the fortifications and beaches, riders head to the hotel by van. Check in for your first night — right on the beach — and gather for a welcome dinner together.
DAY 2 - Clearwater Beach to Tarpon Springs
Distance: 30 or 36 miles | Terrain: Easier | Courtyard by Marriott Clearwater Beach
Today's ride begins with pedaling over the Clearwater Causeway to the Pinellas Trail and then heading North on the Pinellas to the historic fishing village of Tarpon Springs. You pass through a number of bayside towns and enjoy lunch together at a classic Greek restaurant. After lunch, you head back south on the Pinellas Trail to Dunedin, where we end the ride at a trailside brewery. There is also an option to continue riding for the final 6 miles back to the hotel on Clearwater Beach. Dinner is as a group.
DAY 3 - Clearwater Beach to St. Petersburg
Distance: 26 or 36 miles | Terrain: Easier | The Birchwood, St. Petersburg
Today’s ride begins with cycling over the Clearwater Causeway to the Pinellas Trail and then heading south on the Pinellas to the end of the trail in downtown St. Petersburg. You pass through a variety of towns and parks and end with a section of murals along the trail. You arrive in St. Petersburg in time for lunch and then go on a guided tour of the Dali Museum. After the tour of the Dali, you check into your boutique hotel and have an optional 10-mile ride through historic neighborhoods and beachside towns. Dinner is on your own this evening.
DAY 4 - Departure Day
Distance: 25 or 45 miles | Terrain: Easier
Shuttle to Venice and the end of the Legacy Trail. After riding to the northern end, follow dedicated bike lanes and back roads out to Casey Key for an included lunch and say farewell to the group by 1 p.m.

Map

Dates & Pricing

Prices are per person based on double occupancy (2 people in one room). 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
Nov 05, 2023 Nov 08, 2023 $1495.00 Available! Reserve Reserve

What’s Included

3 nights' lodging, 3 breakfasts, 2 dinners (on your own for 1 dinner in Dunedin). We also include detailed maps and itineraries, experienced guides, full van support — plus use of a bike and helmet. Airfare is not included.

Dates & Pricing

Prices are per person based on double occupancy (2 people in one room). 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: Nov 05, 2023
End: Nov 08, 2023
Cost: $1495.00
Availability: Available!
Reserve

What’s Included

3 nights' lodging, 3 breakfasts, 2 dinners (on your own for 1 dinner in Dunedin). We also include detailed maps and itineraries, experienced guides, full van support — plus use of a bike and helmet. Airfare is not included.

Inns

Where you stay along the way.

Courtyard by Marriott Clearwater Beach
Located right on Clearwater Bay with accompanying marina, Courtyard Clearwater Beach hotel offers modern, comfortable accommodations close to everything you love on Clearwater Beach. Soak up the sun on one of the nearby sandy beaches or enjoy a dip in our beautiful Outdoor Pool. Experience the best of the island and visit Pier 60 for stunning sunsets, try the dolphin experience, pirates cruise or fishing in the Gulf of Mexico.
The Birchwood Inn
The Birchwood Inn is a beautiful boutique hotel located in the heart of Downtown St. Pete. Their 18 hotel rooms are the perfect getaway for guests looking to enjoy the vibrant restaurants, bars, and art scene of the city. Whether you are enjoying a divine dinner in their restaurant Birch & Vine or soaking in the view from the Canopy rooftop bar & lounge, there is something for everyone at The Birchwood.

Gallery

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

Clearwater Beach Florida Biking on the trail Dunedin Causeway Pinellas Trail at Dunedin Seafood specialties Brewery along the Pinellas Trail Great blue heron Clearwater Beach with sunbathers Courtney Campbell Causeway sign Boat at Tarpon Springs Tarpon Springs sign on Pinellas Trail