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.

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.

Come experience Anna Maria Islands best year round boat tour with Gulf Islands Adventures! Since 2018 we have been leading fun explorers 2+ hours on the water with our guided Craigcat boat tour. Drive your on Craigcat while following a guide, feeling like a kid the entire trip! (2 person minimum)

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.

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.

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.

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 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.

Embark on a private two-hour adventure through Florida’s pristine waters, where you’ll witness dolphins and manatees up close, take in the peaceful beauty of hidden waterways, and enjoy a crowd-free, unforgettable experience

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.

Splash into an unforgettable adventure where playful dolphins, gentle manatees, and crystal-clear waters await—perfect for first-time snorkelers and nature lovers alike, this private tour is your chance to explore Florida’s marine life up close in a relaxed, shallow-water setting. Come enjoy the day on our 28 foot Regal 26 OBX Luxury Cruiser

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.

Join Watersports Now for a 2 hour clear kayak guided tour minutes from downtown Sarasota. Explore mangroves, seagrass beds, and potentially spot dolphins, manatees, and seabirds from a crystal-clear kayak that lets you see straight down to the sea life below. What to Expect: Launch from Longboat Key near Sarasota Paddle bays, mangrove tunnels, and open water Learn about the local ecosystem This paddle is recommended for intermediate to advanced paddlers or those who are physically fit. Guests should be comfortable paddling for the duration of the tour. A safety briefing and Coast Guard-approved life jackets are provided, with time for photos along the way. Kayak Info: Our clear tandem (2-seat) kayaks have a 385 lb combined weight limit to ensure proper weight distribution and safety. Solo use is available for guests over the limit or for odd-numbered groups—please contact the supplier after booking. Solo riders must not exceed 325 lb for safety and balance.

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.

Explore the serene waters of Clam Bayou on our clear kayak tours, perfect for adventurers of all skill levels. Paddle beneath a stunning canopy of mangroves with a knowledgeable guide and enjoy the possibility of spotting manatees, dolphins, and birds such as herons and egrets in their natural habitat. Take in the scenic beauty just minutes from downtown St. Pete while learning about the local ecosystem. All gear is provided, including transparent kayaks, life jackets, and paddles. The calm waters are ideal for both beginners and experienced paddlers, offering a unique opportunity to see marine life through the transparent kayak hull. Kayak Info: Our clear tandem (2-seat) kayaks have a 385 lb combined weight limit to ensure proper weight distribution and safety. Solo use is available for guests over the limit or for odd-numbered groups—please contact the supplier after booking. Solo riders must not exceed 325 lb for safety and balance.

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.

With a variety of boat tour options available, visitors can explore the natural beauty of the Gulf, learn about local history, spend the day at a sandbar, witness dolphins and local wildlife, spread loved ones ashes, engagement, wedding, bachelor and bachelorette party. Private charters for a one of a kind personalized experience.

What makes this sunset cruise truly unique is the unparalleled combination of natural beauty and effortless relaxation, offering more than just a view, but an immersive experience. As the sun dips below the horizon, you're not simply watching a sunset; you're enveloped in the tranquil waters of the Gulf and Sarasota Bay, witnessing the dynamic interplay of vibrant colors reflecting off the water against the breathtaking backdrop of the Sarasota skyline and nearby keys. Beyond the stunning visuals, our comfortable boat, with its ample seating, provides a truly laid-back and intimate environment, perfect for unwinding whether you’re seeking a romantic escape or quality time with loved ones. Adding to this special journey is the potential for magical encounters with playful dolphins in their natural habitat, turning a beautiful evening into an unforgettable moment of wonder.

Explore the stunning Sarasota coastline with Tortuga Boat Adventures. Enjoy a private boat tour tailored to your group's needs, whether it's dolphin watching, sunset cruises, or sandbar adventures. With over 15 years of experience, Captain Brian and First Mate Christina ensure a family-friendly atmosphere filled with personalized service and local insights. Take in the natural beauty while spotting playful dolphins and manatees, and enjoy a peaceful day on the water. Perfect for families, romantic getaways, or group outings, these tours create unforgettable memories on the water. - Customizable private boat tours around Sarasota’s coastline - Family-friendly experiences with life jackets for children - Spot dolphins and manatees while enjoying the scenery - Tours range from 3 to 6 hours with convenient pickup options

Discover the Best of Anna Maria Island with Island Time Boat Tours! Set sail on a private and all-inclusive boat adventure that you’ll remember forever. At Island Time Boat Tours, we provide everything you need for an exciting day on the water, including paddle boards, snorkeling gear, and water floats—all for your convenience! ✨ Meet Your Captains: Our expert captains, Beth and Matt, are not only master licensed but also passionate about showcasing the hidden gems of Anna Maria Island. They'll guide you to the most breathtaking spots! Whether you're looking for a relaxing day or an action-packed adventure, you can feel safe and excited booking your unforgettable experience with Island Time Boat Tours. Why Choose Us? - Customized Itineraries tailored to your interests - Small Group Sizes for a more intimate experience - 5-Star Reviews from happy adventurers—check them out on Google! Book your trip today and get ready for an unforgettable journey

You and your party of up to 6, will experience an unforgettable time on the water, whether you decide on a 2 hour day trip or sunset (sunset times will vary throughout the year), You choose how to make the most of the time. Kick back and relax, enjoying the local sea life up close, many times getting the dolphins to play in our wake. During your charter, you will see gorgeous homes, SeaLife, beautiful scenery and Siesta Keys amazing sunset, if that is the charter you prefer. You will ride in comfort in our 25ft Cobalt deck boat. The boat is equipped with Bluetooth so you can enjoy your own playlist. We will bring the bottled water and light snacks like PB crackers and granola bars... but feel free to bring anything else fun to eat or drink! We depart from Siesta Key, making it convenient for tourists and locals alike! After 10 years in business, we know how to show you the BEST time on the water!

Discover the beauty of Sarasota's mangroves with a self-guided or guided kayak rental from Lido Beach. Perfect for all ages, our 2-hour kayak tours take you through calm waters and winding mangrove tunnels, allowing you to explore at your leisure. With no prior experience required, you'll receive a brief orientation to ensure a comfortable paddling experience. Enjoy the chance to spot local wildlife and learn about the unique ecosystem from our experienced guides. - Choose between single or double kayaks for your adventure - All necessary equipment including kayaks, paddles, and life vests provided - Ideal for families, beginners, and nature lovers - Explore hidden beaches and scenic coastal areas during your 2-hour Guided Tour

This private 4-hour tour blends beginner-friendly snorkeling with unforgettable dolphin and manatee sightings. Designed for all ages and comfort levels, it offers a perfect mix of laid-back exploration and thrilling wildlife encounters. Come enjoy the day on our 28 foot Regal 26 OBX Luxury Cruiser