Top Sarasota Self-guided Tours

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.

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.

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!

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!

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!

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!

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.

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!

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 4 Passenger Gas Golf Cart Rentals in Anna Maria apart is the perfect combination of agility, comfort, and customer-first service, featuring the Fastest Delivery Guaranteed if needed! Our 4 seater carts feature a smaller footprint and quick, responsive handling, making them incredibly easy to maneuver through island streets and park in tight beach or restaurant spots—something larger carts simply can’t match. We’ve carefully selected a medium ride height that gives you easy step-in access while still offering ample ground clearance for a smooth, confident ride around the island. Plus, we remove the typical rental stress with free customer pick-up and complimentary gas top-offs if you’re running low and stop by our shop. It’s the ideal blend of convenience, performance, and personalized service—designed to make exploring Anna Maria Island effortless and fun from start to finish. Free parking on our lot when you rent!

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.

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.

Explore Anna Maria Island in style as you cruise in a brand-new 2026 Bintelli 4-seater electric golf cart. Perfect for families or small groups, you’ll enjoy a smooth, comfortable ride with premium seating and advanced navigation. With free delivery and pickup included, you can relax and explore the island at your own pace—completely hassle-free. As you get around, you’ll enjoy features like Bluetooth audio, a touchscreen navigation system, and power steering for easy handling. You’ll also drive with confidence thanks to built-in headlights, turn signals, and a reverse camera. An extra-long charging cord is included for your convenience—just be sure to return the cart fully charged to avoid additional fees. - Ride comfortably with forward-facing seating for up to 4 passengers - Enjoy Bluetooth audio, touchscreen navigation, and power steering - Drive confidently with headlights, turn signals, and a reverse camera - Includes extra-long charging cord; return fully charged to avoid fees

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!

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

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.

*If more than one Scoot Coupe is needed, please make a separate rental purchase for each additional Scoot Coupe. The Scoot Coupe is the ultimate side-by-side scooter, built for two passengers to ride together in comfort and style on Anna Maria Island. One person drives while the other relaxes, takes photos, and soaks in the coastal views — no awkward back seat, just easy conversation and shared memories. Cruise past island landmarks, beach access points, shops, and waterfront restaurants with effortless parking along the way. Get ready for sunshine, sea breezes, and the most fun you can have exploring Anna Maria together. Free parking on our lot when you rent!

At SeaEO Luxury Boat Charters, our commitment to excellence, skilled captains, and top-tier vessels set us apart. Just like choosing a five-star resort over a budget stay, our charters offer unmatched sophistication and comfort—all at an unbeatable value. Discover the magic of Bradenton aboard our private boat charter, accommodating up to 13 guests. Perfect for a range of activities—snorkeling, exploring local sandbars, island-hopping, or even a special proposal—our boat offers something for everyone. Features: ⇛ Ample Seating for Relaxation and Socializing ⇛ Climate-Controlled Cabin that Opens Up for Fresh Air ⇛ Sunbeds for Soaking Up Rays ⇛ Dining Areas for Meals on the Water ⇛ Smooth Ride, Perfect for Guests of All Ages ⇛ Cozy Estate Room for Naps ⇛ Plenty of Shaded Spots for Comfort ⇛ Children's & Infant Life Jackets Experience the ultimate in nautical luxury on your next Bradenton adventure.

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!

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!

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.

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?

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!