Cycling Holiday in St Petersburg, Florida

Escape the British weather and ride in the Florida sunshine

If you're a keen club cyclist, imagine swapping grey skies, cold mornings and wet rides for warm Florida sunshine, flat roads, dedicated cycle trails and miles of spectacular routes.

Our home onIsla Del Sol in St Petersburg, Florida, provides an ideal base for cyclists looking to spend a month or longer enjoying the roads, trails, beaches and attractions of the Gulf Coast.

Whether you're travelling as a couple who both cycle, or you're the cyclist in a partnership where your other half prefers the beach, sightseeing or relaxing by the pool, St. Petersburg offers the perfect combination.

Club cyclist racing in front of Dali museum on racing bike and enjoying the Florida cycling holiday

A cyclist's winter escape

For UK cyclists, Florida offers something that can be difficult to find at home during the winter: reliable opportunities to ride outdoors almost every day.

The St Petersburg area has an extensive network of relatively flat roads and dedicated trails, making it possible to enjoy anything from a relaxed morning ride to a serious long-distance training session.

Explore the Pinellas Trail, ride towards the beaches, head down to Fort De Soto, or plan longer rides around the spectacular Gulf Coast and Tampa Bay area.

There are plenty of opportunities to stop for coffee, lunch or a well-earned refreshment along the way.

And, unlike a cycling holiday where you might spend a week riding the same few routes, a month-long stay gives you time to discover an enormous variety of rides at your own pace.

Perfect for couples who both cycle

If you and your partner are both cyclists, All Year Sun makes an excellent base for a cycling holiday together.

You can head out for a morning ride, explore different routes each day and return to your own comfortable home rather than a hotel room.

There's also plenty to do when you're not riding — from beautiful Gulf beaches and waterfront restaurants to museums, shopping, nature reserves and the vibrant atmosphere of downtown St Petersburg.

So your cycling holiday can be as active or as relaxed as you want it to be.

And perfect when only one of you cycles

Not every couple shares the same passion for cycling — and that's one of the great advantages of choosing St Petersburg for your cycling holiday.

While one of you is out enjoying a 40, 60 or 80-mile ride, the other can spend the day exactly as they choose.

Relax on St Pete Beach, enjoy the pool, explore the shops and restaurants, visit the Salvador Dalí Museum, take a stroll along the waterfront, grab a bargain at Ellenton Premium Outlets or simply enjoy the Florida sunshine.

You can then meet up again for lunch, dinner or an evening watching the sunset.

It's a cycling holiday that works for both of you — even if only one of you rides.

Ride with local cyclists and make new friends

One of the best ways to experience cycling in Florida is to ride with other cyclists.

The St Petersburg area has an active cycling community, with local cycling groups and clubs offering opportunities to join organised rides and meet fellow riders.

For visiting UK club cyclists, this can be a great way to discover routes you might otherwise miss, find the best coffee stops and make new friends along the way.

Whether you prefer a sociable group ride or heading out independently, you'll find plenty of opportunities to get involved in the local cycling scene.

Couple who both cycle enjoying their winter cycling holiday and looking at the sunset whilst looking at their map
Shoppers at Ellenton premium outlets.
Friends out enjoying their florida cycling holday and stopping for refreshments. One has high quality cannondale road bike

More than just a cycling holiday

A longer stay also means you don't have to choose between cycling and seeing Florida.

Use Isla Del Sol as your base and combine your riding with trips to Tampa, Clearwater, Sarasota, Anna Maria Island, Fort De Soto and other Gulf Coast destinations.

Looking for detailed information about routes, bikes and the Pinellas Trail? Visit our [Cycling Guide].

You can also explore further afield with visits to Orlando, Kennedy Space Center, the Florida Keys or even a cruise from one of Florida's ports.

For cyclists, it's the best of both worlds: serious riding when you want it, and a fantastic Florida holiday for the rest of the time.

Why Isla Del Sol is an ideal cycling base

  • Warm Florida weather for year-round outdoor riding

  • Flat terrain around St Petersburg and Pinellas County

  • Extensive cycling trails and quieter routes

  • Easy access to the Pinellas Trail

  • Routes towards beaches, parks and Fort De Soto

  • Plenty of cafés and restaurants for cycling stops

  • An active local cycling community

  • Comfortable accommodation for longer stays

  • A swimming pool and beaches for non-cycling partners

  • Excellent restaurants, attractions and entertainment nearby

  • Ideal for couples who both cycle — or where only one partner rides

Cyclist enjoying a cycling trip on his unusual and modern take on a vintage penny farthing cycle

Stay for a month and make Florida your cycling playground

A week can give you a taste of Florida. A month or longer gives you the chance to really experience it.

Settle into Isla Del Sol, get to know the local roads and trails, discover your favourite coffee stops, ride with local cyclists and enjoy the freedom to choose a different adventure every day.

And when the ride is over, there's a beautiful Florida beach, a pool, a restaurant or a sunset waiting for you.

Leave the dreary British winters behind and discover what cycling in Florida can really be like.