Top Sarasota Private and Luxury - page 4

Welcome aboard "Kai Fin" our exceptional Yellowfin center console. This luxurious vessel is designed for the ultimate entertainment and comfort on the water. Kai Fin is our head-turning Yellowfin designed purely for fun on the water—think effortless sandbar days, smooth sightseeing, dolphin watching, and golden-hour sunset cruises. With a sleek custom wrap and a soft, dry ride, Kai Fin gets you there fast—and in serious style. What a day aboard feels like Glide to clear shallows, step off easily for a swim, lounge up front with friends, then chase a fiery sunset soundtrack on a killer stereo. Your captain handles the plan, the docking, and the details—so you just relax. Whether you’re cruising the coastline or relaxing at anchor, "Kai Fin" offers unparalleled luxury and comfort. Enjoy your time aboard this remarkable yacht!

Welcome aboard "Kai Fin" the exceptional Yellowfin center console. This luxurious vessel is designed for the ultimate entertainment and comfort on the water. Kai Fin is the head-turning Yellowfin designed purely for fun on the water—think effortless sandbar days, smooth sightseeing, dolphin watching, and golden-hour sunset cruises. With a sleek custom wrap and a soft, dry ride, Kai Fin gets you there fast—and in serious style. What a day aboard feels like Glide to clear shallows, step off easily for a swim, lounge up front with friends, then chase a fiery sunset soundtrack on a killer stereo. Your captain handles the plan, the docking, and the details—so you just relax. Whether you’re cruising the coastline or relaxing at anchor, "Kai Fin" offers unparalleled luxury and comfort. Enjoy your time aboard this remarkable yacht!

This interactive highly entertaining tour is the perfect way to celebrate date night, girls night out, birthdays, 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.

Discover some of the finest examples of Sarasota architecture and design in a comfortable, air-conditioned vehicle on this tour of the city. Hear about styles like Art Deco, Mediterranean Revival, and Mid-Century Modern with the help of your local tour guide. It’s a great experience for locals and tourists alike to learn more about Sarasota.

Escape the crowds and immerse your family in an exclusive, private sunset cruise where dolphins dance in your wake, the sky ignites in breathtaking colors, and every moment becomes an unforgettable memory.

For something different than beaches, discover one of Sarasota's most unique communities on an insider’s tour of Pinecraft, an Amish vacation enclave right on the outskirts of town. Led by a guide with personal connections to the local Amish and Mennonite communities, learn about their roots in Florida, traditional customs, and beliefs. You’ll also have the chance to shop for handmade gifts and sample famous pie at an Amish cafe.

Learn all about Sarasota’s most famous women, including Rose Wilson, Bertha Palmer, and more, on this entertaining group tour, where the guides dress up in period costumes. Easily find your guide and group, then get settled into your air-conditioned vehicle. All the logistics are taken care of, so you just need to show up ready to learn about some influential Sarasota women in a fun way.

On this self-guided bicycle tour, you’ll discover how an unlikely cast of characters – from a Fig Newton millionaire, to platform divers who dodged sharks – transformed a barrier island into a beloved community. You’ll encounter the island’s famous “mosquito jail” – a 1927 lockup with barred windows but no glass, where biting insects proved more effective than bars at deterring crime. You’ll pedal past the Roser Memorial Church, built by Charles Roser, who created the Fig Newton cookie and the process to make it then sold his creation Nabisco for a million dollars in 1890 Along the way, you’ll learn about the making of Hollywood’s 1948 film On an Island With You, and explore Bean Point where the island’s first homesteader settled in 1892. You’ll also ride past sites devastated by 2024’s hurricanes and discover how this community of 1,000 residents rallied to rebuild.

Welcome aboard Peace, a refined Prestige 630 that embodies European design, modern elegance, and effortless performance. With sleek lines, expansive glass, and beautifully appointed living spaces, this yacht delivers a world-class yachting experience designed for those who appreciate sophistication on the water. Spacious yet intimate, powerful yet graceful, Peace offers the perfect balance of luxury and comfort for full-day coastal cruising, celebratory gatherings, or indulgent escapes along the Gulf Coast. Whether cruising along the shoreline, anchoring in calm turquoise waters, or hosting an elegant gathering, Peace offers an elevated yachting experience defined by style and serenity. Cruise past waterfront estates, explore secluded anchorages, enjoy a leisurely lunch stop at a waterfront destination, or spend the afternoon anchored in tranquil waters. Each charter is shaped by your preferences and the day’s conditions, ensuring a bespoke experience from departure to return.

Let your local guide, who’s also an actor and songwriter, show you around Sarasota on this cabaret-style tour of the city. Start with free wine or beer in the Trolley Cottage Tiki Bar before setting off in an air-conditioned trolley, with stops at Lido Beach in time for sunset, and Sun King Brewery for some craft beer tasting and a tour.

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.

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.

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.

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!

Spend some time appreciating the artistic side of Sarasota during this public art tour. Did you know that there are more than 60 sculptures, murals, and monuments throughout the city? Hop on a trolley, or in a van for smaller groups, and cruise around to view them. Your group will roll through St. Armands Circle and other areas as your guided art expert tells you the history and tales of Sarasota’s art culture.

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.

Embark on an unforgettable adventure with our exhilarating Pedal Kayak Tour in the stunning waterways of Florida. Immerse yourself in the natural beauty of the Sunshine State as you pedal through mangrove forests and serene coastal ecosystems. Our expert guides will lead you on a journey through picturesque landscapes, pointing out native flora and fauna unique to the region. Glide through narrow water trails, offering an up-close encounter with the diverse marine life that calls Florida home. Keep your eyes peeled for playful dolphins, graceful manatees, and a variety of vibrant bird species. So, come and join us for an eco-adventure that combines the thrill of pedal kayaking with the tranquility of nature. Whether you seek an active outing, a peaceful escape, or a chance to connect with the incredible wildlife of Florida, our Pedal Kayak Tour promises an unforgettable experience filled with exploration, beauty, and a deep connection to the natural wonders of the Sunshine State.

Immerse yourself in the local art of Sarasota with this relaxed crawl through the neighborhood. You’ll hop on a trolley with fellow art lovers, but not before enjoying a beer or wine at the Trolley Cottage Tiki Bar. Your journey will whisk you to three different art galleries in the area, with the tour focusing on one specific medium or theme. Your guide will also tour you through public art spaces nearby when you’re between gallery stops.

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.

Dive into the best of Sarasota with this unique 6-hour private tour that blends outdoor adventure with local flavor. Ideal for nature lovers and foodies alike, this experience takes you from the calm waters of Lido Key to the culinary gems of downtown Sarasota. Explore the city from both water and land while learning, tasting, and discovering hidden treasures along the way. Your day begins and ends with convenient pickup and drop-off at your hotel in Sarasota, ensuring a smooth and memorable experience from start to finish.

Travelers must book our tour because you will be able to enjoy the turquoise waters of the Rosario Islands and enjoy the island in the company of our guides. It will be a wonderful day of music, beach and sun.

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!

The Experience Step aboard Superstar, our iconic 112’ Westport, for a full day of true superyacht living. Inspired by the legendary yachts of the Caribbean and delivered on the Gulf Coast, this is an elevated, immersive on-the-water experience from start to finish. Arrive by luxury tender from The Quay, cruise scenic coastal waters, anchor at beautiful swim locations, and transform the stern into a private floating beach club—all while enjoying polished, five-star service. This is not a standard yacht charter. A full day aboard Superstar feels like a floating luxury resort, offering expansive decks, refined service, and experiences typically reserved for much larger superyachts.

The Experience Step aboard Superstar, our iconic 112’ Westport, for a full day of true superyacht living. Inspired by the legendary yachts of the Caribbean and delivered on the Gulf Coast, this is an elevated, immersive on-the-water experience from start to finish. Arrive by luxury tender from The Quay, cruise scenic coastal waters, anchor at beautiful swim locations, and transform the stern into a private floating beach club—all while enjoying polished, five-star service. This is not a standard yacht charter. A full day aboard Superstar feels like a floating luxury resort, offering expansive decks, refined service, and experiences typically reserved for much larger superyachts.