Top Sarasota Tours, Sightseeing & Cruises

Try your luck spotting dolphins in their natural Florida habitat on this group boat tour around Anna Maria Island. And don’t keep your eyes peeled for just dolphins—you’re in with a chance of seeing manatees, eagles, osprey, and more. Whether you’re a Holmes Beach local or you’re just visiting, this is an experience nature-lovers won’t want to miss.

Immerse yourself in Sarasota's coastal mangrove forests, look out for dolphins and manatees, and practice kayaking or stand-up paddleboarding skills on this immersive, small-group tour. After departing from the Turtle Beach Boat Launch, paddle out on Sarasota Bay and practice with your equipment. Then, head into the mangrove islands of the Jim Neville Preserve for your best chance to see local marine life including dolphins.

Explore the waterways of Sarasota Bay, Bird Key, and Lido Key on a compact two-seater catamaran. Discover a new side of Florida on these unique little speedboats, soaking up the sun and scenery. Make sure you keep your eyes peeled for dolphins and other marine wildlife as you enjoy the ride.

Take to the waves and check out Anna Maria Island in a way most tourists don’t get the chance to—from the vantage point of a two-seater catamaran-style boat as you zip over the waves. Follow a guide so there’s no getting lost in this unfamiliar territory, and keep your eyes peeled for dolphins, manatees, and more aquatic wildlife. This tour is not recommended for travelers with back, heart, or neck problems.

Experience a sunset to remember with this kayaking tour alongside local marine wildlife. Paddle next to dolphins and look out for local species of birds nesting on islands as you pass by. Learn all about the behavior and habitat of these animals from your guide as you observe them and soak up the Florida sunset on the water.

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.

We have been avid explorers of Myakka River State Park for the better part of two decades and have been operating tours for nearly 5 years so our knowledge and expertise of the park and it's wildlife inhabitants is unmatched! Our guides are also extremely proficient in photography so you will leave with plenty of great photo mementos at no additional cost! Perhaps what makes our experience the most unique is that our top of the line E-bikes allow you to choose how much effort you put into the ride. Put your assist level low and get some exercise or allow the bike to do all the work and see the entire park sweat-free.

Happy Paddler is the only kayak outfitter with private launch access to the beautiful waters between Anna Maria Island and Longboat Key, avoiding crowded public boat ramps. This gives you a relaxing start to the adventure and more time to enjoy any wildlife you encounter. Happy Paddler always limits tours to groups of 12 or less, allowing you to enjoy more time to explore and much better opportunities for manatee and dolphin encounters. Larger groups can be accommodated. Our expert naturalist guides will lead you through shallow coastal waters, mangrove shorelines and islands while looking for manatees, dolphins, rays, sea turtles and coastal birds. Wildlife sightings vary, but opportunities are outstanding year-round and our guides know exactly where to look. This excursion is perfect for families, couples, groups, and individuals with any level of paddling experience. For visitors to Anna Maria Island or Longboat Key looking for the best wildlife adventure, this is it!

Experience a stunning sunset cruise on the waters of Anna Maria Island and Bradenton Beach. This private 90-minute boat tour accommodates up to 12 guests, making it perfect for families, couples, and special celebrations. Your captain will navigate the intracoastal waterways and Gulf of Mexico to the perfect panoramic sunset spots, showcasing scenic views of Anna Maria Island’s coastline 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. Perfect for romantic dates, anniversaries, birthdays, family reunions, proposals, or simply unwinding with loved ones as the sun paints the sky in vibrant oranges and pinks. Book your private Bradenton Beach sunset cruise today and experience Florida's most magical hour on 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.

Ditch the typical Florida boat tour crowds and enjoy a way more personal experience on this private dolphin-spotting experience. Try your luck spotting these beloved aquatic mammals, as well as manatees, with the help of a captain who knows all the best spots on the water—it’s an experience lots of Florida tourists miss out on, but they shouldn’t.

Discover the calm waterways around Siesta Key, just outside of Sarasota, on this small-group excursion. Choose a kayak or stand up paddleboard, whichever you are more comfortable with, for your journey. Then, follow your guide through the Jim Neville Marine Preserve observing mangrove islands and local wildlife while you paddle towards a secret beach.

This tour takes guests through Sarasota Bay, scenic mangrove tunnels, and beautiful sunset locations near the Sarasota bridges and islands. Guests may also see dolphins, pelicans, and other local wildlife during the experience. The tour is led by an experienced professional kayaker and is perfect for couples, families, friends, and adventure seekers looking for a relaxing and memorable experience on the water. Professional photos are included to help guests keep unforgettable memories from their tour.

Look out for local wildlife above and below the water from your seat on a clear kayak on this small-group paddling tour through the Sarasota mangroves. Let a guide lead the way so you don’t have to worry about navigating—instead, you spend the tour focusing on trying to spot dolphins, manatees, and seabirds.

Enjoy one of Florida's best beaches at sunset on an electric bike tour. With 5-level pedal assist and an on-demand throttle, the electric bike allows you to put in as much or as little effort as you want as you ride along Siesta Key. All experience levels are welcome. Booking in advance ensures you won't miss out on this small-group tour.

Discover the mangroves of Florida with the help of a guide to take you through the waterways of Robinson Preserve on this group kayaking tour. Learn all about the area from your guide and keep your eyes peeled for a chance to spot native birds, fish, and even manatees while you paddle. Your tour guide will also take you up an observation tower to take photos of the scenery.

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.

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.

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!

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.

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!

This private Anna Maria Island boat tour shows you a whole new side of Florida. Let your skipper handle the waves and take you to their favorite dolphin-spotting areas on the water while you relax and enjoy the views. This private tour is fully customizable, meaning you don’t spend any of your valuable vacation time doing anything you don’t want to do.

Explore Sarasota’s vibrant shopping scene on this unique boutique tour. Enjoy browsing through four locally-owned boutiques, where you can sip on complimentary bubbles while uncovering the rich history of Burns Court and other landmarks. This engaging 3.5-hour experience includes light bites and insights into the local art and culture, making it a delightful outing for shopping enthusiasts and those seeking a taste of Sarasota’s charm. This journey offers a blend of retail therapy and educational exploration without the pressure to make purchases. This is SO fun with friends-get your woman's club, book club or any social group together and enjoy an afternoon downtown!