Top Sarasota Self-guided Tours

Launch your adventure from The Bay Park in downtown Sarasota with a 2-hour kayak or paddle board rental. Paddle calm, scenic waters surrounded by mangroves and city skyline views, offering a peaceful way to experience Sarasota’s waterfront. Wildlife sightings vary, but guests often enjoy spotting coastal birds and the occasional dolphin or manatee while exploring this beautiful urban shoreline. Perfect for beginners or casual paddlers, our easy-to-launch kayaks and paddleboards make it simple to enjoy The Bay at your own pace. Downtown location. Relaxed vibe. Sarasota views at their best. Rent today and see the city from the water!

Experience the thrill of a private double decker party boat charter on the stunning waters of Bradenton Beach. Cruise the Gulf Coast, anchor at pristine sandbars, and create unforgettable memories! Your private captain takes you wherever you want to go while you control the playlist on our surround sound system. Slide off the top deck into turquoise water, float on inflatables at a sandbar, or watch dolphins swim alongside the boat. This is a BYOB charter with room for up to 12 guests. Longer trips include access to Egmont Key, a barrier island you can only reach by boat.

What sets our single kayak rental apart is the unbeatable convenience and local expertise we provide. Located just steps from the shoreline, you’ll spend more time paddling and less time transporting equipment. Our team ensures each kayak is clean, well-maintained, and ready for both ocean and bay adventures, making it a safe and reliable choice for solo explorers. With hands-on assistance and insider tips on the best routes and wildlife spotting areas, you’re not just renting a kayak—you’re unlocking a better on-the-water experience. Plus, free parking on our lot when you rent!

Our Anna Maria Island beach cruiser rentals stand out because they’re built specifically for relaxed, coastal exploring — comfortable upright design, smooth single-speed simplicity, and ready-to-ride setups with baskets, locks, and lights included. The island’s flat, bike-friendly layout makes cruising effortless, whether you’re heading to the beach, Pine Avenue, or a sunset dinner. Unlike crowded parking lots or traffic stress, biking lets you experience the island at a slower, more authentic pace. Free parking on our lot when you rent! It’s not just transportation — it’s part of the Anna Maria lifestyle.

Explore Anna Maria Island in style as you cruise around in a luxury golf cart designed to elevate your beach getaway. You’ll ride in a brand-new 2026 model, offering premium comfort, sleek design, and extended battery life so you can enjoy longer rides across the island. For added convenience, your cart is delivered directly to your rental property and picked up when you’re done—making your experience completely seamless. As you explore, you’ll enjoy features like a large touchscreen navigation system to help guide your journey, along with an LED Bluetooth sound bar to keep your favorite tunes playing along the way. Whether you're heading to the beach, local shops, or scenic spots, you’ll have everything you need for fun! - Cruise the island in a stylish, street-legal golf cart - Enjoy hassle-free delivery to your property and pickup service - Take advantage of extended battery life for more time exploring - Enhance your ride with built-in navigation and a Bluetooth sound system

Discover the delectable highlights of Sarasota's thriving dining scene on this small-group, evening tasting tour. Meet your guide in central Sarasota, and come with an appetite: you'll visit several local restaurants, and will enjoy enough samples to add up to a meal (alcoholic drinks additional expense). As you go, soak up the convivial atmosphere, and learn more about Sarasota's unique culture and culinary offerings.

What sets our single kayak rental apart is the unbeatable convenience and local expertise we provide. Located just steps from the shoreline, you’ll spend more time paddling and less time transporting equipment. Our team ensures each kayak is clean, well-maintained, and ready for both ocean and bay adventures, making it a safe and reliable choice for solo explorers. With hands-on assistance and insider tips on the best routes and wildlife spotting areas, you’re not just renting a kayak—you’re unlocking a better on-the-water experience. Plus, free parking on our lot when you rent!

Increase your chances of spotting manatees and dolphins during an eco-friendly kayak tour of the Lido Key in Sarasota. Ideal for lovers of nature and wildlife, this experience lets you escape the crowds on land and is suitable for both beginner and advanced paddlers. Plus, traveling in a non-motorized vessel means you’re less likely to scare away animals.

Our very unique, immersive adventures are the only ones of their kind. We, unlike other companies, provide your very own remote, interactive, live host to assist and encourage you along through your phone. We are an Austin, TX-based global custom event design company offering scavenger hunts and other events in 300+ cities in North America and beyond. Our specially hand-crafted adventures are equal parts tour, creative challenge, detective hunt, and social experiment! Guests get to discover in an alternate reality our favorite hidden gems off the beaten trail and creatively interpret fun art, history, and culture clues - for points! They get to enjoy fame and glory while appearing on our website’s international leaderboard, no matter what their score. They get to essentially race other teams in other cities, even if they don’t have competitors who have signed up in their city that day. Get ready to discover unusual oddities, laugh out loud, and make the experience your own!

Experience the magic of a Gulf Coast sunset aboard your exclusive private two story charter. Bring your own drinks, connect your playlist, and explore the beautiful Gulf Waters. Navigate the intracoastal waterways to the perfect panoramic sunset spots, showcasing scenic views of Tampa bay, the Manatee River, and the iconic Sunshine Skyway Bridge. Keep your eyes peeled for dolphins and other coastal wildlife as you cruise through their natural habitat. Enjoy a route designed to highlight the best of AMI, bring your own beverages and snacks (BYOB), and create unforgettable memories as the sun sets over the water.

Skip the hassle and get straight to the water with our premium Stand Up Paddle Board rentals, located just 100 yards from the gulf beach in Anna Maria. Free parking on our lot when you rent! We offer stable, easy-to-ride boards perfect for both calm bay waters and gentle ocean paddling — ideal for beginners and experienced riders alike. Need help getting to the beach? Our complimentary assistance makes it effortless. More time paddling, less time carrying — that’s how vacation should feel.

Unlike crowded launch sites, Emerson Point offers direct access to calm, protected waters that are ideal for paddlers of all experience levels. Choose between a single or tandem kayak and explore pristine mangrove forests, hidden coves, and wildlife-rich waterways at your own pace. With frequent sightings of dolphins, manatees, and coastal birds, plus the flexibility to create your own adventure, this is one of the best ways to experience Florida's Gulf Coast in its natural state.

Discover the best of Sarasota, Florida as you embark on a sightseeing tour of the city. Climb aboard your air-conditioned vehicle and see several points of interest including the Ringling Museum and College, Selby Library, and the Sarasota Opera House. While you ride, learn about the vibrant history and culture of the city from your guide.

What sets our 8-passenger gas golf cart apart is the combination of true group capacity, reliable gas-powered performance, and premium comfort. While other rentals may struggle with a full load or limited range, our cart is built to confidently carry eight adults all day long without sacrificing power. You get the freedom to explore Anna Maria Island together — beaches, restaurants, shops, and scenic spots — without splitting into multiple vehicles. It’s not just transportation, it’s a smoother, stronger, and more enjoyable way to experience the island. Oh, did we mention you get free gas fill ups when you stop back at our lot? Well, you do! Plus, free parking on our lot when you rent!

Our women’s beach cruiser rentals on Anna Maria Island are designed for effortless island living — featuring upright handlebars, ultra-comfort seats, and smooth, easy handling perfect for beachwear cruising. Each bike is professionally tuned for a safe, reliable ride throughout your stay. With Anna Maria’s compact, bike-friendly layout, you can easily ride to the beach, shops, restaurants, and sunset spots without worrying about parking. It’s the most relaxing, fun, and authentic way to experience the island like a local. Weekly bike rentals include free delivery and pickup if needed. Free parking on our lot when you rent!

In this fun Crazy Dash scavenger hunt of Sarasota, players will use an app to find objects in the city, in any order they want, to collect points. They'll also complete challenges for points. Players can see their score on the app's live rankings. All scavenger hunts have a remote host to help along the way. Crazy Dash is our easiest and most casual scavenger hunt. Come explore with us in Sarasota.

What sets our 6 Passenger Long-Range Electric Golf Cart rental apart is the combination of performance, comfort, and true island convenience. Our upgraded long-range batteries allow you to explore all of Anna Maria Island without range anxiety, so your day isn’t limited by charging concerns. The spacious six-passenger layout keeps families and groups together, making every beach stop, dinner run, and sunset cruise part of the fun. Our carts are fully street-legal and island-ready, giving you a stress-free alternative to traditional car rentals. We offer delivery with flexible hourly, daily, and weekly rental terms to match your vacation schedule. As a locally operated Anna Maria shop, we’re known for friendly service, free customer pickup, and helpful local recommendations. With Robinhood Rentals, you’re not just renting a golf cart — you’re adding comfort, freedom, and fun to your island getaway. Free parking on our lot when you rent!

You'll use an app to explore Sarasota in this fun scavenger hunt! In 3Quest Challenge, the app will give you a list of things (given in riddle form) to find around the city. Solve the riddle and take photos of the items to collect points. You'll also do fun challenges for points as well. The items and challenges will be separated into 3 quests. Complete quest 1, quest 2, and lastly quest 3 in order to finish 3Quest Challenge. Set a time limit for yourself of 2 hours if you'd like to make the game a bit more challenging! You'll have a remote host during your game that will chat with you if you need help along the way! Can you complete all 3 Quests in Sarasota?

Whether you’re getting around town on vacation, taking a leisurely ride from home, or need an alternative way to get your errands and work done, you can rent an electric bike. The bike will be dropped off at your designated location throughout Manatee, Sarasota, and Hillsborough Counties. A helmet, bike charger, and full instructions are all included. There’s a throttle and pedal assist if you want to exercise or you can just cruise.

Explore the highlights and some of the lesser-known areas of Sarasota, all at your own pace, on this app-led Sarasota showdown scavenger hunt. You won’t be stuck following a tour guide or a large group tour. Instead, you and your personal group go on a detective hunt to solve clues and make your way up the leaderboard, while learning all about Sarasota at the same time.

Use an app to explore Sarasota in this fun royal scavenger hunt! In Wacky Walks, you will compete in royal tournaments to determine a King or Queen throughout the game. The King/Queen will lead the team in finding items around the city and doing challenges for points. Take a photo of the item or completing the challenges through the app. The goal of the game is to keep your King/Queen title the longest and gain as many points as possible during your game. You can play for as long as you choose, in any area of the city you'd prefer. A remote host will be chatting with you throughout the game if you need help. Come play Wacky Walks in Sarasota today!

What sets our 6 Passenger Gas Golf Cart Rentals in Anna Maria apart is the flexibility, service, and quality you simply won’t find everywhere else. We offer the latest model Yamaha, EZ-Go, and Panther carts, giving you premium performance and dependable power for exploring the entire island. Unlike standard “one-size-fits-all” rentals, you can choose from low-profile carts for easy access, lifted carts for higher ground clearance, or standard ride height for balanced comfort—so your ride truly fits your group’s needs. We also make your vacation effortless with free customer pick-up and complimentary gas top-offs if you’re running low and stop by our shop. That means less hassle, fewer interruptions, and more time enjoying Anna Maria Island. It’s reliable equipment, thoughtful service, and island-friendly convenience—all designed to make your trip smoother and more fun. Free parking on our lot when you rent!

Could you survive in Sarasota during a zombie apocalypse? Find out in this fun zombie-themed scavenger hunt game in downtown Sarasota. You and your group of “survivors” can explore the city on your own terms, playing this self-guided game via your smartphone. A remote interactive survival guide will be standing by to provide support as you hunt for clues and complete challenges. Play against other virtual teams to win the most points.