Top Sarasota Tours, Sightseeing & Cruises - page 3

With Beach Bum Charters you will see the area from a unique perspective as well as get the best guides around!

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!

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!

Learn about Sarasota’s history of gruesome murders, unexplained happenings, and supernatural events—and immerse yourself in the city’s spooky ambiance—on this haunted trolley tour. Grab a wine or beer, hop aboard the air-conditioned trolley, and set off as your costumed guide regales you with creepy stories. Discover the city’s most supposedly haunted landmarks as you go—and even witness reenactments of macabre past events.

Wade into paradise on our Sandbar Shelling excursion, where the turquoise shallows off Siesta Key reveal a world of sea treasures. Search for sand dollars, conch, and colorful shells on pristine white-sand bars surrounded by gentle waves and soaring seabirds. It’s a peaceful escape that blends beach-combing, exploration, and the quiet magic of the Gulf — ideal for families, couples, and anyone seeking a slower rhythm on the water.

Escape to Egmont Key, a secluded island paradise accessible only by boat! This private 3-hour excursion takes you to one of Florida's most unique state parks, where pristine beaches, crystal-clear Gulf waters, and fascinating history await. Spend your day swimming in turquoise Gulf waters, snorkeling among vibrant marine life, searching for shells along pristine shorelines, and spotting native gopher tortoises roaming freely across the island. Explore the historic 1858 lighthouse maintained by the U.S. Coast Guard and discover the intriguing ruins of Fort Dade, dating back to the Spanish-American War era. With approximately 2 hours on the island after a scenic 25-minute boat ride, you'll have plenty of time to create unforgettable beach memories. This is your private boat - bring up to 12 guests for the ultimate Egmont Key adventure! Perfect for families, nature lovers, history buffs, and anyone seeking an authentic Florida island adventure away from the crowds!

It's a private tour for you and your party, up to 6 passengers max. Captain Rachael will be providing a safe, fun, and memorable experience for you to hold onto. Her local knowledge adds to the experience by finding dolphins and telling you about the local area. She also has a bathroom onboard and a bow bimini shade if you prefer to stay out of the sun.

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!

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!

Join a tarot reader to explore a side of Sarasota most tourists don’t get to see. From a sound bath at the Crocker Memorial Church with a sound healer to shopping at the Pixie Dust Metaphysical Boutique, your guide will take you through the city on a comfortable trolley, giving a mini tarot and spirit gallery readings on the way.

For something different than beaches, discover one of Sarasota's most unique communities on an insider’s tour of Pinecraft, an Amish vacation enclave right on the outskirts of town. Led by a guide with personal connections to the local Amish and Mennonite communities, learn about their roots in Florida, traditional customs, and beliefs. You’ll also have the chance to shop for handmade gifts and sample famous pie at an Amish cafe.

Welcome aboard Happy Hour, a sleek and versatile Monterey 385 Super Sport designed for effortless entertaining and stylish coastal cruising. With an expansive cockpit layout, retractable sunshade, and comfortable interior accommodations, Happy Hour delivers a refined yet energetic experience on the water. Ideal for sandbar gatherings, scenic cruising, or relaxed afternoons along the coastline, she offers the perfect balance of performance and comfort. Social. Sporty. Effortlessly coastal. Your 4-hour charter offers the perfect balance of cruising and relaxation. Explore Sarasota Bay, cruise Anna Maria’s coastline, visit a local sandbar, or enjoy dolphin sightings along the waterfront. Whether celebrating with friends or hosting visiting guests, Happy Hour delivers maximum enjoyment in just the right amount of time.

Experience the Best of Florida’s Backwaters on a Private 3-Hour Eco Tour! Set sail on a private boat adventure through Sarasota Bay, Manatee River, Egmont Key, and Fort DeSoto Park. This 3-hour tour offers an unforgettable mix of wildlife, history, and stunning scenery. Spot dolphins, manatees, and colorful birds in their natural habitats, stroll along pristine beaches, or snorkel over underwater ruins at Egmont Key. With your private captain, you control the pace and focus—relax, explore, and enjoy the beauty of Florida’s hidden gems. Whether you’re looking for adventure, wildlife photography, or a peaceful escape on the water, this eco tour promises an intimate and memorable experience for up to 6 guests. Book now and create your own private Florida adventure!

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.

Just west of Sarasota’s city streets, you’ll find the serene shores of Lido Key. Get acquainted with Liquid Blue Outfitters and jump on a unique kayaking tour. You’ll meet at Bird Key Park Preserve where your guide will have a kayak, paddle, and dry bag waiting for you. Explore the marine life around the park, keeping an eye out for marine life swimming nearby.

Let your local guide, who’s also an actor and songwriter, show you around Sarasota on this cabaret-style tour of the city. Start with free wine or beer in the Trolley Cottage Tiki Bar before setting off in an air-conditioned trolley, with stops at Lido Beach in time for sunset, and Sun King Brewery for some craft beer tasting and a tour.

Spend some time appreciating the artistic side of Sarasota during this public art tour. Did you know that there are more than 60 sculptures, murals, and monuments throughout the city? Hop on a trolley, or in a van for smaller groups, and cruise around to view them. Your group will roll through St. Armands Circle and other areas as your guided art expert tells you the history and tales of Sarasota’s art culture.

Sarasota has a history unlike most cities—one that’s embedded with tales of the circus and its special performers. Avoid guidebooks and book this Sarasota Circus Secrets History Tour led by a circus historian. Hear stories and commentary about the city’s performing past and its quirky art and culture scene, including tales of showmen and performers of the circus.

Sightsee on the water in a clear kayak that gives you a fresh vantage point in every direction with a local naturalist for a guide on this small group tour. Learn all about the Florida ecosystem from your guide while you keep your eyes peeled for a chance to spot dolphins, manatees, sea turtles, and more from the dry comfort of your kayak.

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?

Combine a trolley ride with drinks and live entertainment on this interactive murder mystery trolley experience in Sarasota. Audience participation encouraged: get into the spirit by donning a circus costume and reading lines from a script, and see if you can help solve the mystery of who killed the circus queen. Includes alcoholic beverages.

Learn all about Sarasota’s most famous women, including Rose Wilson, Bertha Palmer, and more, on this entertaining group tour, where the guides dress up in period costumes. Easily find your guide and group, then get settled into your air-conditioned vehicle. All the logistics are taken care of, so you just need to show up ready to learn about some influential Sarasota women in a fun way.

While the sun soaked shores of Siesta Key draw in visitors, don’t forget that Sarasota’s city streets are just as warm and welcoming. Discover this city’s many art galleries, boutique shops, and cozy restaurants while you play this app-based scavenger hunt. Roam around the city in search of items, complete challenges, and answer trivia questions to earn points. Each player has a unique role, so everyone can complete their own interactive challenges.

This interactive highly entertaining tour is the perfect way to celebrate date night, girls night out, birthdays, anniversaries or group events. Each tour offers guests the chance to sing their hearts out as a group led by talented singers as we drive by points of interest that relate to the songs' themes. A bar stop mid-way through offers the chance to meet other guests and have fun together.