Top Sarasota Private and Luxury

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.

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.

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.

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.

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 makes this Sarasota Restaurant/Pub Dock Hop truly unique is its seamless blend of culinary exploration and scenic cruising directly along the intracoastal waterways. Unlike traditional dining experiences, you'll embark on a delectable journey by boat, effortlessly hopping between a diverse array of waterfront restaurants, casual beachside eateries, upscale establishments, and vibrant tiki bars – all accessible directly from the water. The breathtaking cruise itself becomes an integral part of the adventure, offering stunning views of the Sarasota coastline, nearby islands, and the chance to witness a spectacular sunset as you navigate between stops. Adding to its distinctiveness, the tour is entirely customizable, allowing your group to tailor the duration and number of stops to your preferences, ensuring a perfectly paced and personalized libation and culinary exploration.

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.

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)

Create the perfect day at sea with a private charter that’s built around your ideal coastal experience. This tour gives you the freedom to choose what matters most—whether it’s snorkeling in clear, shallow waters, exploring historic Egmont Key, searching for dolphins and manatees, or relaxing at peaceful sandbars.

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.

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.

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.

Explore one of Sarasota’s most unforgettable kayaking adventures as you paddle through the winding mangrove tunnels of Lido Key. Glide along calm, shaded waterways that feel like a hidden world, while keeping an eye out for dolphins, manatees, and a variety of coastal birds. Our fun and knowledgeable guides make the experience easy and engaging, sharing local insight while helping you feel comfortable on the water. This tour is also a photographer’s dream, with endless opportunities to capture wildlife and stunning scenery. We provide dry bags to keep your gear safe. No experience is necessary. We’ll give you simple paddling tips before you launch, and our stable, high-quality kayaks are designed for all skill levels. Single and tandem kayaks are available, making this perfect for couples, families, and first-time paddlers. Come experience Sarasota from the water this will be an adventure you won’t forget. SarasotaKayakRerntals.com

We offer guided tours with kayak for both beginners and experienced paddlers. Explore the beauty of Florida's waters both during the day and at night. During the day, travelers can enjoy the crystal clear waters and vibrant marine life, while the night tour provides a unique and thrilling experience of paddling under the starry sky Night Kayak Tour. Experience the charm of Florida's waters in a completely new light with our captivating turns at the night of led lights kayaks. As the sun and darkness get, it embarks on a trip that immerses you in the tranquility and mystery of the night world. Refer through the serene paths, guided by the soft glow of the moon and the stars above. Listen Experts will guarantee a safe and unforgettable experience, sharing their knowledge of local ecosystem and pointing out hidden wonders along the way.

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!

This high energy, highly entertaining tour is the perfect way to celebrate date night, girls night out, birthdays, date night 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. Come in 70'sor 80's costumes for even more of a themed fun tour.

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

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.

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.

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.

Welcome aboard Andiamo, a stunning 2026 Absolute Navetta 58 that blends modern Italian design with expansive volume and refined coastal performance. With sweeping glass lines, elevated deck spaces, and beautifully balanced proportions, this yacht offers an exceptional setting for an unforgettable evening on the water. Elegant yet inviting, Andiamo provides generous indoor and outdoor living areas that flow seamlessly together — creating a private, polished atmosphere ideal for golden hour cruising. Your sunset charter offers a refined and unhurried way to experience Sarasota Bay at its most beautiful. Cruise past waterfront estates as the light softens, anchor in calm waters for cocktails and conversation, or remain underway as the horizon glows in brilliant color. Whether celebrating a special occasion or simply enjoying a relaxed evening with friends and family, sunset aboard Andiamo is defined by elegance, serenity, and unforgettable views.

Welcome aboard Memory Maker, our spacious Aquila 44 power catamaran — a 50’ power cat experience designed for comfort, stability, and unforgettable evenings on the water. With four distinct entertaining spaces — flybridge, bow lounge, aft cockpit, and climate-controlled salon — Memory Maker offers multiple vantage points to enjoy golden hour across Sarasota Bay. Her wide beam and twin-hull design provide exceptional stability, making sunset cruising smooth and relaxed from start to finish. This is sunset, elevated. Your sunset charter offers a refined and unhurried way to experience Sarasota Bay at its most beautiful. Cruise past waterfront estates as the light softens, anchor in calm waters for cocktails and conversation, or remain underway as city lights begin to glow. With four separate gathering areas, guests can spread out or come together — creating an atmosphere that feels both intimate and expansive.

Welcome aboard Wanderlust, a beautifully appointed Bali 4.2 sailing catamaran offering one of the most refined sunset experiences on Sarasota Bay. With four distinct gathering spaces — flybridge, solid forward lounge, aft cockpit, and panoramic salon — guests enjoy multiple vantage points as the sky shifts from soft blue to brilliant shades of gold and rose. Her wide-beam twin-hull design delivers exceptional stability, making sunset sailing smooth, serene, and unforgettable. This is golden hour under sail. Your sunset charter offers a relaxed and elevated way to experience Sarasota Bay at its most beautiful. Sail past waterfront homes as the light softens, anchor in calm waters for cocktails and conversation, or glide gently under sail as the horizon glows. Perfect for romantic evenings, celebrations, or relaxed gatherings with friends, sunset aboard Wanderlust is defined by comfort, space, and breathtaking views.