First up: Piertoberfest, St. Pete’s Oktoberfest on the Pier. Expect German beers, live bands, dancers, stein holds, and fun all day long at Family Park by the Pier. 

Rolling in with a cart means you dodge the parking battle, pull up close, and hop between tents with ease. Planning tip: arrive early, park the cart, then sample the brews and games without dragging bags around. 

Bonus: there’s also Oktoberfest Pinellas at the German‑American Society, with food, music, and dancing.

Start your getaway where the Gulf sparkles brightest. Clearwater Beach is a vibe all year, but in fall, it’s unbeatable. 

Think: a golf cart ride down Mandalay Avenue with the sea breeze in your face and no traffic jams in sight. From Pier 60’s nightly sunset festival to beach bars with live music, everything’s just a quick roll away.

At Beach Ride Rental, we see folks book carts here for everything from sunrise coffee runs to full-day family adventures. Street-legal means you can hit the hot spots and snag that golden-hour photo without worrying about parking meters.

Picture this: everyone piles into your 6- or 8-seater, coolers in the back, Bluetooth speaker playing Jimmy Buffett, and the whole crew laughing as you cruise down Gulf Drive.

No one’s stuck waiting on someone else’s cart to catch up. No missed turns. No “Where did they park?” texts. Just pure, ride-along vibes as you explore Anna Maria by golf cart.

Large golf carts make group travel feel less like logistics, and more like adventure.

You don’t have to split up when you’re heading to dinner, beach-hopping, or catching a sunset at Bayfront Park. Everyone’s in the same cart, pointing out dolphins, planning the next stop, and snapping selfies along the way.

Got little ones, grandparents? Beach chairs, towels, and snacks for eight? We’ve got you covered! With our 6-seater golf cart rentals on Anna Maria Island!

Want to go even bigger? Our 8-seaters have all the flexibility you could ask for. The same fun as our smaller carts, but with a whole lot more space.

We’ve even seen wedding parties roll up in style, music playing, flowers flying, and the vibe just right. And yes, we’ve helped many a bachelorette party make it from brunch to the beach bar without missing a beat.

Golf carts are, hands down, the best Anna Maria Island vacation transportation out there!

A ceremony on the beach, a wedding arch framed by palms, the couple standing just steps from the shore—it’s a picture-perfect day. But before the vows, there’s plenty to figure out:

Do you book rooms for guests, or let them handle it? Is the venue close to the hotel, or do you need to bridge the distance? And how do you make sure everyone gets to the ceremony and then the reception on time?

That’s where golf carts roll in.

With carts as part of your group event rentals, guests are transported comfortably from their hotel to the ceremony and then on to the reception. The wedding party can glide between photo locations and handle last-minute details with ease, while staff move supplies without the back-and-forth hustle.

Golf carts might not always show up in a wedding and party rental guide, but they should because whether you’re choosing a small 4-seater or something larger, they sure beat doing everything by foot.

Paired with flowers, tents, and the usual party equipment rentals, carts bring an element of convenience that helps the day flow seamlessly, so everyone can focus on the celebration, not the logistics.

There’s no two ways about it, Clearwater gets busy, especially during spring break, summer weekends, and long holidays, so the longer you wait to book your cart, the greater your chances that you won’t find anything.

Making golf cart rental reservations for Clearwater Beach might be optional during low seasons (and even that’s a big might), but for summer and holidays? It’s a must.

With demand high and golf cart availability during peak seasons always tight, early planning is the only way to guarantee you won’t miss out on the ride that’ll make your trip easier and a whole lot more fun.

While we’re on the subject of booking in advance, the same goes for hotels and even big attractions. You’ll enjoy your time at the beach a lot more if you already have things planned out.

Not sure what to do while in town? We have a guide for that!

Clearwater is the kind of Gulf Coast town that knows how to balance energy with relaxation—think beaches that stretch on forever, a pier that never sleeps, and so many things to do a single visit just won’t cut it, particularly on foot.

With a Clearwater golf cart rental, though? You’ll be able to cover much more ground and soak in the atmosphere much better than you could in a car. 

Things to do by golf cart in Clearwater

Start your day at Pier 60, where sunrise paints the water gold and the early risers snag the best spots on the sand.

If you don’t feel like staying at the beach, you can stroll down the boardwalk and grab a freshly brewed coffee from Clear Sky Café while you keep an eye out for dolphins in the distance. 

If you’re up for more, the Clearwater Marine Aquarium is a must-visit; just make sure to get there before the crowds trickle in.

In the afternoon, Clearwater is buzzing, which makes golf cart exploration a lot more convenient and lets you cruise between surf shops, boutiques, and seafood joints without ever having to hunt for parking.

Try a grouper sandwich at Frenchy’s Rockaway Grill, then grab a drink at Beach Shanty before heading back to the shore, where you’ll be able to relax at the beach while taking in the scenery.

Not in the mood for the beach? The Ream Wilson Clearwater Trail and the Moccasin Lake Natural Park are great options if you’d rather go for a fun nature hike!