Top Sarasota Cruises & Sailing

Sunsets in Sarasota are even more spectacular when viewed from the water. Join the Sharkey’s sunset and illuminated night tour to discover Sarasota’s waterways in a new light. You’ll slide into a glass bottom kayak that’s outfitted with LED lights. Paddle into the mangroves and grass flats, viewing marine life beneath you and astounding plant life around you. Use your lights to spot crabs, stingrays, shrimp and more.

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.

Sarasota has a coveted spot on Florida’s Gulf Coast, offering dazzling sunsets and hours of warm weather. Take a break from the renowned beaches and hop aboard a private charter boat for more fun in the sun. This private charter allows you to pick the activities for your excursion. Ride to beaches and sandbars. Bring drinks to create your own booze cruise. Swim and snorkel or simply see the sunset from the water.

Escape the mainland for half a day, and discover some of coastal Florida's most picture-perfect scenery, on this private, half-day boat charter. Pick between morning and afternoon start times, and make your own way to the dock. You can spot manatee and dolphins in Heron Lagoon and Casey Key, see a historic swing bridge, stop at a tropical beach for shelling, pause at a tiki for drinks and snacks (own expense), and more.

This Charter is driven by our Captain and we can take up to 6 guests maximum. We are pet friendly for well behaved pets. Please bring your own items to clean up after your pets. Please also keep in mind the temperatures because Florida can be hot and uncomfortable for our furry friends. The Charter is private so it will only be your friends and family on the boat. You will travel through Sarasota Bay with a stop off at a sand bar if you want to get out and go for a swim.

The open water near Sarasota is home to pods of dolphins and manatees—if you know where to find them and can reach them. With this private boat cruise, head out from the North Siesta Key Bridge to the places you’re most likely to encounter dolphins and manatees. Along the way, stop at a sandbar or beach for swimming, and a tiki bar and restaurant to grab a drink before returning to shore.

What sets our sunset dolphin tour apart is the magical experience of witnessing these incredible creatures in the golden glow of the setting sun. As you kayak through the picturesque blue waters surrounding Anna Maria Island (AMI), Bradenton, and St. Pete on Florida's gulf coast, you'll have the opportunity to encounter pods of dolphins up close, creating unforgettable memories. Our knowledgeable guides will provide fascinating insights into the behavior and habitat of these majestic animals, making this tour a truly unique and intimate experience. Join us for a journey of beauty and wonder as we explore the coastal wonders during the enchanting sunset hours.

Florida’s Gulf Coast is an angler’s paradise and this private fishing charter in Sarasota gives you a chance to cast a line just off the John Ringling Causeway. Arrive early in the morning when the fish start biting or let your lures bob in the water during an evening sunset. The captain will customize your tour to hunt certain fish. If you want to give the reel a rest, a small sightseeing tour can also be arranged.

If you are looking for premium luxury, comfort, style, roominess and a ride that cuts through the water with ease, look no further because you won’t find it anywhere but here! Our 37’ Sea Ray is massive compared to all the other private charter options available. It’s your day, make it the best! All of our charters are custom! We handle everything from amazing “boating with friends” to bachelorette parties, tiki bar hopping, days at the sandbar, dolphin watching, shelling even memorial services at sea! Based in downtown Sarasota, the possibilities are truly endless!! We can head north and explore all the way to Passage Key and Egmont Key, Anna Maria Island, Longboat Key, City Island and Lido Key. OR we can head south and explore Siesta Key, Casey Key and even Venice. The stops along the way are endless. As a premium provider, provisions can be delivered to the boat in advance of your charter. Advertised pricing is for 6 guests, but we can accommodate up to 13 guests.

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.

The fully private 4-hour sandbar boat party is the absolute best way to enjoy a day in Sarasota!! Once you've boarded the boat with your food, drinks and supplies, we'll cruise along the beautiful waters of Sarasota Bay headed to the sandbar. Along the way, be sure to be on the lookout for any of the hundreds of dolphins that call the bay their home. Once at the sandbar you'll be able to hop off the boat and play or lounge in the shallow clear waters. The entire charter is 4 hours long, but depending on which sandbar we go to, you'll have about 3-3.5 hours to enjoy the actual sandbar! Nothing beats a day out on the bay, especially when you're playing at the sandbar!

This premium private charter service is unlike any other private boat charter in the Sarasota market. Our 37' open bow Sea Ray has a gigantic footprint and we can take up to 13 guests. The boat has comfortable Sea Dek flooring, a large walk in bathroom with air conditioning, 32" Samsung TV and a huge bow with teak tables. It is also a very heavy, stable boat. This charter is specifically a 2.5 hour sunset cruise. We will pick you up approximately 75 minutes prior to sunset an drop you off approximately 45 minutes after sunset. Your specific pick up time will be listed on your confirmation email.

Book this hassle-free private boat charter from Sarasota, Florida, to explore the water just as you and your group like. Discuss with your captain what kind of a day out you want, like dolphin spotting, fishing, snorkeling or more. You relax on board while your captain navigates, leaving plenty of time for you to have fun with your private group.

We strive to be sure your water adventure is one you can check off the bucket list. Seabobs are easy to use and it's fun for just yourself or to share with the whole crew. Cruise on top or under the sea. Seabobs have an easy to use throttle and speed settings. Explore the waters like you never have before.

Escape the beach and explore the Sarasota Bay with a private Captained boat tour. With my knowledge and experience I will tell you all about the eco system of the bay and talk about all the wildlife in the area.

Welcome aboard our private 20 Ft. center console Fishing & Tour boat. Have Captain DJ guide you around Anna Maria Island, Egmont Key, Passage Keys, sandbars and surrounding waterways. You can enjoy a wide range of activities including fishing, snorkeling, Dolphin and Manatee sightseeing, shelling in areas only accessible by boat. We offer 4 hour boat tours also.All trips include fuel, life vests, snorkel masks, bottle water and snacks Adventures picks up daily at the North Boat ramp, Bradenton Beach, Fl


Gulfcart Charters thrives to give each and every guest a fun, funny, informative fishing or tour experience! No idea how to fish!?!? NO PROBLEM! We teach young and old anglers alike how to fish and care for gear!

If you are looking for premium luxury, comfort, style, roominess and a ride that cuts through the water with ease, look no further because you won’t find it anywhere but here! Our 37’ Sea Ray is massive compared to all the other private charter options available. It’s your day, make it the best! All of our charters are custom! We handle everything from amazing “boating with friends” to bachelorette parties, tiki bar hopping, days at the sandbar, dolphin watching, shelling even memorial services at sea! Based in downtown Sarasota, the possibilities are truly endless!! We can head north and explore all the way to Passage Key and Egmont Key, Anna Maria Island, Longboat Key, City Island and Lido Key. OR we can head south and explore Siesta Key, Casey Key and even Venice. The stops along the way are endless. As a premium provider, provisions can be delivered to the boat in advance of your charter. Advertised pricing is for 6 guests, but we can accommodate up to 13 guests.

Indulge in the ultimate luxury with our Private Sunset Cruise aboard our 36 foot catamaran. Sail the stunning waters of Sarasota Bay and Big Pass as the sun gracefully sets over the Gulf of Mexico. Revel in the serenity, and keep an eye out for playful dolphins and that ever elusive green flash as the sun disappears over the horizon adding a touch of enchantment to your exclusive nautical experience. Unwind and create lasting memories against the backdrop of a breathtaking sunset on this private voyage.