Suncoast Guided Tour

Ride 6-days in Florida in February 

Pinellas trail, Legacy trail, Lido Keys and Ft. Desoto

Suncoast Guided Tour

Ride 6-days in Florida in February 

Pinellas trail, Legacy trail, Lido Keys and Ft. Desoto

Suncoast Guided Tour

Ride 6-days in Florida in February 

Pinellas trail, Legacy trail, Lido Keys and Ft. Desoto


Bike - Beach - Shop - Eat - Repeat

Enjoy riding in the warm breeze of Florida in February.  Crossroads has the perfect winter getaway to ride your bike and relax in the sand.  The fun is not just on 2 wheels as you will have time to walk the beach, shop famous stores, taste the microbrews and eat at great local restaurants. 

This Florida Suncoast beach tour is fully supported and covers hotels for 5 nights, breakfast, lunch, shuttle during the tour with your bags and a great bike jersey.  You will have a tour guide riding on the trail along with a support vehicle for the entire tour.  The afternoons and evenings are free to enjoy Florida and all it has to offer.  We will stay at Residence Inn - Clearwater and Aloft - Sarasota.  You will have a variety of afternoon activities each day, whether it’s gallery hopping or tasting craft brews, visiting an aquarium or museum, people-watching or just strolling on the beach. 

See our tour details below or send INQUIRY for more information.  

Clearwater Beach, FL, United States

02 - 07 February 2025

Florida Suncoast Fully Supported 6-day Tour

Breakaway this winter with a Warm, Fun 6-day tour of the Suncoast of Florida




Brake the winter blues and travel south for an enjoyable Florida bike tour on flat and protected rail trails on Florida’s Suncoast. Relax and take in the scenic riding on the barrier islands and beaches along the serene waters of Florida’s gorgeous Gulf of Mexico.   We will ride on these carefully designed cycling routes in Pinellas and Sarasota counties.  

You stay ALL five nights near the beach, allowing for morning and evening strolls relishing the warm weather when the rest of the country is shivering. Each day features bike riding on rail trails or in bike lanes on quiet roads. Plus, dine at some of the finer restaurants on Clearwater Beach and in Sarasota along St. Armand’s Circle.

You spend the first three days in Clearwater exploring the Pinellas Bike Trail, Fort De Soto Park and Clearwater beaches. A short shuttle on Wednesday takes you to Sarasota County, where you enjoy the Legacy rail trail to Venice and see their “Black Beach”.  Spend time on this beach digging for shark teeth or fishing on the pier.  While in Sarasota, take a walk to Lido Beach with their white endless sands or stroll along their bay.  

Your fully-guided bike tour includes your 5 nights, all transportation during the 6 days, luggage shuttle, breakfast and lunch provided, dinner reservations at local restaurants (guests to pay), beautiful bike jersey, beverages at the end of the riding day and transportation back to the airport on final day. We handle everything except for the riding. Be ready to experience Florida like no other tour, the extras we provide happen every day. 

Trip Length: 6 days

Biking: 5 days

Nights Lodging: 5 nights

Daily Mileage: 18-48 miles

Total Mileage: 166

Minimum Age: 21

Tour Rating: Active

Check in Location: Residence Inn, Clearwater 

Trail Type: Rail-to-Trail

Book Now

Trails and Beaches

Pinellas Trail has many views of the water along their 50 miles of trails with the beauty of Clearwater and St. Petersburg all around you.

UP and Over

Breath taking views when we travers some of the bridges in Clearwater on dedicated bike paths.

Sky Bridge

See the Sunshine Skyway Bridge and Tampa bay from the serene ride around Ft. De Soto Park 

Lagoons and Gators

Ride along the Legacy trail over lagoons and through lush landscape, keeping an eye out for the gators.  End your day at the beach in Venice looking for shark teeth.


The sunsets from the beaches are so beautiful.  Spend some time taking in the rays and sunsets.

Shop, Eat and Relax

St. Armand's Circle is just 2 blocks away from our hotel with legendary shopping and great places to eat.  Also spend time viewing their many statues provided by John Ringling.

Florida Suncoast Trails we Ride

Pinellas and Legacy trails, Fort Desoto and Lido and Longboat Keys


Questions you might be asking...

February 2 – February 7, 2025

Residence Inn – Clearwater and Aloft Hotel, Sarasota*

*accommodations could change 

By Car – drive to starting hotel in Clearwater

By Air – Fly into Tampa, FL  or  St. Petersburg, FL airports then taxi/uber to hotel

Yes – they would pay the same price as riding guest.  They could join us for lunch and ride along in the support vehicle or they can stay at the hotel/beach while we are riding.

It is winter but it is also Florida. Temperatures are typically in the 50—70 range. Check the forecast before leaving and pack accordingly but you can forget the snow shovel!!

Yes we have hybrid and e-bike rentals available for the week.

No problem.  Ship it to the hotel, they will hold your bike for you.  Please notify us prior to shipping so we can ensure the hotel knows it is arriving.

Your car will be parked at the Residence Inn in Clearwater for the entire seven days during the tour.  This is a secured covered parking garage inside the hotel.  The added cost for parking is $150 for the entire week.

We will transport you from Sarasota to the Tampa Airport with arrival around 1:00pm.  Do not plan on departing Tampa before 3pm.

If you have driven your vehicle, we will drop you back at the Residence Inn in Clearwater for you to pick up your car.




CALL 314-656-6229