Top Sarasota Private and Luxury - page 2

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 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!

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.

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.

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.

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.

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.

Discover the mangroves of Florida with the help of a guide to take you through the waterways of Robinson Preserve on this group kayaking tour. Learn all about the area from your guide and keep your eyes peeled for a chance to spot native birds, fish, and even manatees while you paddle. Your tour guide will also take you up an observation tower to take photos of the scenery.

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.

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.

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!

Combine a trolley ride with drinks and live entertainment on this interactive murder mystery trolley experience in Sarasota. Audience participation encouraged: get into the spirit by donning a circus costume and reading lines from a script, and see if you can help solve the mystery of who killed the circus queen. Includes alcoholic beverages.

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.

This will be for either a 3, 4 or 6 hour charter. We will have a complimentary bottle of champagne and water. Please feel free to bring your own food and drinks. We will have coolers and ice available for your use. We can take you and your group to any of our local sandbars, beaches, restaurants and bars; or if you just want to hang out on the boat and watch for sea life, we can do that too! You decide your journey with us!

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.

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.

Welcome aboard Top Shelf, a sleek 38-foot Sea Ray built for stylish coastal cruising and effortless entertaining. With expansive bow seating, a spacious cockpit lounge, and modern performance design, Top Shelf delivers an energetic yet refined experience on Sarasota Bay. Perfect for sandbar gatherings, scenic cruising, or relaxed afternoons on the water, she blends sporty capability with comfortable social space. Elevated. Social. Effortlessly coastal. Your charter offers the perfect balance of cruising and relaxation. Explore Sarasota Bay, visit a favorite sandbar, enjoy dolphin sightings, or simply unwind in comfort as you cruise the coastline. Ideal for celebrations, visiting guests, or a refined afternoon escape, Top Shelf delivers maximum enjoyment in just the right amount of time.

Welcome aboard Top Shelf, a sleek 38-foot Sea Ray built for stylish coastal cruising and effortless entertaining. With expansive bow seating, a spacious cockpit lounge, and modern performance design, Top Shelf delivers an energetic yet refined experience on Sarasota Bay. Perfect for sandbar gatherings, scenic cruising, or relaxed afternoons on the water, she blends sporty capability with comfortable social space. Elevated. Social. Effortlessly coastal. Your charter offers the perfect balance of cruising and relaxation. Explore Sarasota Bay, visit a favorite sandbar, enjoy dolphin sightings, or simply unwind in comfort as you cruise the coastline. Ideal for celebrations, visiting guests, or a refined afternoon escape, Top Shelf delivers maximum enjoyment in just the right amount of time.

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!

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.

With Beach Bum Charters you will see the area from a unique perspective as well as get the best guides around!

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 Golden Ticket, a beautifully appointed Sea Ray Sundancer offering refined comfort and effortless coastal cruising on Sarasota Bay. With expansive wraparound seating, sleek performance lines, and a climate-controlled cabin below, Golden Ticket delivers the perfect balance of relaxation and versatility. Ideal for sandbar gatherings, scenic cruising, or a stylish afternoon escape, she offers a polished yet inviting platform for time on the water. Classic design. Comfortable luxury. Effortless coastal style. Your charter offers the ideal balance of cruising and relaxation. Explore Sarasota Bay, anchor at a favorite sandbar, enjoy dolphin sightings, or simply unwind in comfort as you cruise the coastline. Perfect for celebrations, visiting guests, or a refined afternoon escape, Golden Ticket delivers maximum enjoyment in just the right amount of time.

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.