Your Ultimate Fall Getaway Guide: Explore Florida’s Beach Towns by Golf Cart
Less sweat, more breeze, no crowds, and no chaos. Fall is Florida’s underrated travel season, and with a golf cart rental, the beach and Florida’s many charming towns and cities are more accessible than ever!
Whether you’re after seafood shacks, sunset strolls, or sleepy art markets, here are four beach towns perfect for a fall escape, car optional, golf cart recommended.
Anna Maria Island
Anna Maria Island is, hands down, one of the best Florida beach towns to visit in fall.
You can start your morning on Pine Avenue, where you can grab a cinnamon bun from Ginny & Jane E’s and browse coastal home goods at Shiny Fish Emporium.
Then coast (literally) over to Bayfront Park for water views and pelican-watching, or loop around to Bean Point Beach for an uncrowded, quiet walk along the sand.
Fall also means local events like BayFest—a family-friendly street fair with live music, food vendors, and small-town vibes. And with fewer visitors, navigating the island by cart is even easier.
Clearwater Beach
When the big summer crowds thin, Clearwater Beach becomes one of the best fall getaways in Florida.
Dive into the rhythm of the coast with the Clearwater Jazz Holiday in mid‑November at Coachman Park, where you’ll find world‑class musicians, food trucks, and a vivid fall vibe.
After the music, punch up the local flavor at The Bait House and tap into craft cocktails at Rootz Café & Bar on Cleveland Street. Fall is ideal for breezy strolls on the Beach Walk promenade without summer heat or rush.
Dunedin
If you’re exploring Florida beach towns by golf cart, you just can’t miss Dunedin, a walkable, waterfront town that blends small‑town charm with coastal energy. It’s quickly becoming one of the best destinations for weekend beach vacations in Florida, especially when the fall air turns crisp and festival season kicks in.
Start your day at the Downtown Dunedin Market for artisan goods and fresh local bites, then cruise along Main Street toward quirky boutiques and murals.
Stop for tacos and house-made hot sauce at Casa Tina, then sip a local brew at 7venth Sun Brewery or Woodwright Brewing, both with outdoor seating and live tunes on weekends.
The streets here are golf cart‑friendly by design, with low speed limits and tons of cart parking. From sidewalk musicians to open-air art walks, exploring Florida beaches by golf cart doesn’t get more colorful than this.
Indian Rocks Beach
Tucked just south of Clearwater, Indian Rocks Beach offers that low-key, locals-only feel. It’s also by one of the most scenic beach routes in Florida, so you can’t go wrong with this one.
If you’re craving simplicity, you’ll find it here. Walkable parks, quiet stretches of sand, and restaurants where the grouper is caught same-day.
Grab a table at Guppy’s on the Beach, cruise Gulf Blvd to catch the sunset at 18th Avenue beach access, then end the night with key lime pie from Jake’s Coastal Cantina.
It’s the kind of place where time slows down, and in fall, everything slows down with you.
Ride the Coast with Beach Ride Rental
Florida’s beach towns in fall are all about finding your rhythm—not rushing from place to place. With our Florida golf cart rentals, it’s easy to wander where the road curves, detour for ice cream, or follow the scent of fresh tacos.
Whether it’s a long weekend or a last-minute escape, this is the season to keep it simple, scenic, and wide open, and at Beach Ride Rental, we hope this Florida coastal travel guide will help you make this fall vacation one you’ll always remember.
Looking for your next weekend beach vacation in Florida? Book your golf cart with us!
FAQ'S
We’re not just another “Florida golf cart rentals” company. We live and ride here, and we know exactly what you need to make your next Florida fall getaway something amazing. Best of all, our fleet of golf carts are all street-safe and legal, so you'll be able to cruise in style knowing you're well protected.
Our minimum is two days, and you can rent a golf cart for up to a month. Here's some information on our rates so you know what to expect.
Forget about returning the cart, or picking it up for that matter. At Beach Ride Rental we do delivery and pick-up, so just park your cart outside your hotel or Airbnb and we'll go get it for you.
Oh yeah, Gulfport has quirky shops and waterfront bars, and Safety Harbor’s got that slow-lane energy that just fits fall. Both are super cart-friendly and way less crowded than the big names.
Right here. No shuttle buses, no long lines. Just a local crew, a beach cart, and your golf cart waiting outside your hotel by the time you get there.