Top Sarasota Private and Luxury

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)

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.

Experience the best of the Bradenton waterways while indulging in luxury and comfort. Our fully equipped boat features top-class amenities like air conditioning, premium audio systems, and spacious lounging areas. Whether you're soaking up the sun, enjoying breathtaking views, or exploring the vibrant wildlife of St. Petersburg, every moment is tailored to your dream day on the water. Join us for an unforgettable journey—book your luxury boat adventure today!

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.

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.

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.

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. Before you go you must sign the waiver: https://fareharbor.com/waivers?shortname=passagekeydolphintours&bookingUuid=d8b91c9d-0065-4f8b-a9e8-86835f55430b&source=copy-link

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

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. Before you go you must sign the waiver: https://fareharbor.com/waivers?shortname=passagekeydolphintours&bookingUuid=d8b91c9d-0065-4f8b-a9e8-86835f55430b&source=copy-link

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.

History: As we navigate the serene waters, immerse yourself in the rich history of the Cortez Fishing Village. Breathtaking Views: Witness the spectacular sunset over the Gulf of Mexico, as the sky transitions through a palette of colors, from vibrant oranges to soothing purples, all from the best vantage point—the sea. Unmatched Serenity: Glide along the tranquil waters surrounding Anna Maria Island, where the gentle lapping of the waves and the soft glow of the setting sun create a serene atmosphere. Comfort and Convenience: Standout features of our boat are a spacious bathroom, an optional large bow bimini, to provide protection and relief from the sun's intensity and a dive ladder to safely and comfortably get on and off the boat. Wildlife Encounters: Keep an eye out for the diverse marine life that calls these waters home. From playful dolphins to majestic sea birds, our sunset cruise offers a chance to connect with nature in a profound way.

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.

Welcome aboard Giddy Up, a striking Cruisers Yachts GLS 42 designed for stylish coastal cruising and unforgettable evenings on the water. With her sleek profile, expansive open layout, and seamless indoor-outdoor flow, Giddy Up delivers a sunset experience that feels both intimate and energetic. As the sky shifts into warm hues of gold and rose, this modern yacht provides the perfect setting to relax, celebrate, and unwind. Refined. Social. Effortlessly coastal. Your sunset charter offers a refined way to experience Sarasota Bay at its most beautiful. Cruise along the coastline as the light softens, anchor for cocktails and conversation, or enjoy the gentle motion of the water as the skyline illuminates. Perfect for celebrations, romantic evenings, or stylish gatherings with friends, sunset aboard Giddy Up is defined by comfort, atmosphere, and effortless luxury.

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.

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.

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.

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!

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.

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.

Discover the charming allure of St. Armands Circle, once owned by circus magnate John Ringling, on this engaging afternoon tour. Delight in a unique blend of shopping and tasting experiences as you browse stylish boutiques while sampling gourmet tea and olive oil. Enjoy a Mediterranean-inspired sampler plate paired with a glass of bubbles, and explore a luxury art and gift boutique with another glass in hand. Conclude your day with a personal shopping experience or visit the enchanting St. Armands Magical Garden, topped off with a sweet treat to savor the day. - Explore locally-owned shops and boutiques on historic St. Armands Circle - Enjoy a Mediterranean-inspired tasting platter and bubbly - Participate in tea and olive oil sampling for a culinary experience - End with a visit to the St. Armands Magical Garden or personal shopping time

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.

Welcome aboard Rally Point, an elegant Absolute Navetta 52 that blends modern Italian design with expansive volume and refined coastal performance. With panoramic windows, sleek lines, and beautifully appointed living spaces, this yacht provides a sophisticated and inviting setting for an unforgettable evening on the water. As daylight softens and golden hues reflect across Sarasota Bay, Rally Point offers the perfect vantage point from both her elevated flybridge and spacious aft deck. Your sunset charter offers a refined and unhurried way to experience Sarasota Bay at its most beautiful. Cruise along the coastline as the light softens, anchor for cocktails and conversation, or remain underway as city lights begin to glow across the water. Ideal for celebrations, romantic evenings, or relaxed gatherings with friends and family, this experience is defined by elegance, comfort, and breathtaking views.