Top Sarasota Private Sightseeing Tours - page 2

Welcome aboard Exit Strategy, a bold and unmistakable Pardo 54 — where Italian style meets Sarasota Bay. With sleek European lines, an aggressive profile, and an expansive open-deck layout, this yacht is designed to be seen. From the moment she leaves the dock, Exit Strategy turns heads. Built for those who appreciate modern design, performance, and presence, she delivers a full-day experience that is as striking as it is refined. As a bareboat charter, your time aboard Exit Strategy is entirely yours to design. The charterer determines the preferred route and pace for the day and may collaborate with an independently selected captain familiar with local waterways and conditions. Cruise Sarasota Bay, explore the coastline, anchor at popular sandbars, or include a waterfront dining stop as part of your full-day experience. With 8 hours on the water, there is ample time to relax, explore, and fully embrace the Gulf Coast lifestyle.

Sarasota has a history unlike most cities—one that’s embedded with tales of the circus and its special performers. Avoid guidebooks and book this Sarasota Circus Secrets History Tour led by a circus historian. Hear stories and commentary about the city’s performing past and its quirky art and culture scene, including tales of showmen and performers of the circus.

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 Ocean Rode, a beautifully crafted Aviara luxury day yacht designed for refined coastal cruising and effortless entertaining. With sleek contemporary lines, premium finishes, and a thoughtfully designed open layout, Ocean Rode offers a modern and elevated experience on Sarasota Bay. Ideal for celebrations, corporate outings, or stylish afternoons on the water, she blends performance with comfort in a clean, sophisticated package. Modern design. Elevated comfort. Effortless coastal style. Your charter offers the perfect balance of cruising and relaxation. Explore Sarasota Bay, visit a favorite sandbar, enjoy dolphin sightings, or simply unwind in the coastal breeze. With seating designed for social flow and open-air enjoyment, Ocean Rode delivers a flexible and polished experience for groups of all sizes.

Welcome aboard Ocean Rode, a beautifully crafted Aviara luxury day yacht designed for refined coastal cruising and effortless entertaining. With sleek contemporary lines, premium finishes, and a thoughtfully designed open layout, Ocean Rode offers a modern and elevated experience on Sarasota Bay. Ideal for celebrations, corporate outings, or stylish afternoons on the water, she blends performance with comfort in a clean, sophisticated package. Modern design. Elevated comfort. Effortless coastal style. Your charter offers the perfect balance of cruising and relaxation. Explore Sarasota Bay, visit a favorite sandbar, enjoy dolphin sightings, or simply unwind in the coastal breeze. With seating designed for social flow and open-air enjoyment, Ocean Rode delivers a flexible and polished experience for groups of all sizes.

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!

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.

Experience the Best of Florida’s Backwaters on a Private 3-Hour Eco Tour! Set sail on a private boat adventure through Sarasota Bay, Manatee River, Egmont Key, and Fort DeSoto Park. This 3-hour tour offers an unforgettable mix of wildlife, history, and stunning scenery. Spot dolphins, manatees, and colorful birds in their natural habitats, stroll along pristine beaches, or snorkel over underwater ruins at Egmont Key. With your private captain, you control the pace and focus—relax, explore, and enjoy the beauty of Florida’s hidden gems. Whether you’re looking for adventure, wildlife photography, or a peaceful escape on the water, this eco tour promises an intimate and memorable experience for up to 6 guests. Book now and create your own private Florida adventure!

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.

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!

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.

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.

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.

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.

Step aboard Superstar, our stunning 112’ Westport, for a 4 hour day that defines effortless, elevated yachting. Your experience begins with a VIP touch—arrive by luxury tender from The Quay, setting the tone for a day that feels exclusive from the very first moment. Once underway, enjoy a smooth, scenic cruise through Sarasota Bay before settling into a beautiful anchorage perfect for swimming, lounging, and soaking up the Gulf Coast lifestyle. Stretch out on expansive decks, cool off in the water, or enjoy time with friends and family as the yacht becomes your private floating resort. What’s Included Base water toys and swim platform, with premium upgrades available (Jet Skis, SeaBobs, and e-foils) Professional crew of three delivering polished, five-star service afternoon snack included From VIP arrival to golden-hour cruising, a full day aboard Superstar isn’t just time on the water—it’s the pinnacle of luxury yachting on the Gulf Coast.

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.

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.

Welcome aboard Exit Strategy, a bold and unmistakable Pardo 54 — where Italian style meets Sarasota Bay. With sleek European lines, an aggressive profile, and an expansive open deck designed for entertaining, this yacht was built to turn heads. As the sun begins to set and the water reflects shades of gold and crimson, Exit Strategy becomes even more striking. This is not just sunset cruising — it is making an entrance. Your sunset charter offers a refined yet energetic way to experience Sarasota Bay at its most beautiful. Cruise past waterfront estates as the light softens, anchor in calm waters for cocktails, or remain underway as the skyline begins to glow. Perfect for celebrations, romantic evenings, or stylish gatherings with friends, sunset aboard Exit Strategy is defined by presence, atmosphere, and unforgettable views.

The Bradenton area is home to various fish species and great fishing spots, including the Skyway Bridge, Egmont Key, Manatee River, Anna Maria Island, Bradenton Beach and Sarasota Bay. The most common and sought-after sport fish are Snook, Snapper, Redfish, Trout, and Triple Tail. Fishing in Bradenton is fun for the whole family. With calm shallow waters, abundant wildlife and a shoreline that’s always in sight, Bradenton, and Sarasota fishery is an ideal location for a family fishing vacation. At Tailing Tales, we accommodate all levels of Bradenton fishing experience, from first-timers ages five years and up to seasoned pros. Whether you can hold a fishing pole (or not), you are welcome to come along. Enjoy a private fishing charter for up to 6 guests, starting at $700 for 2 people, with a $50 additional cost per extra guest.

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.

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.

Welcome aboard Exit Strategy, a bold and unmistakable Pardo 54 — where Italian style meets Sarasota Bay. With sleek European lines, an aggressive profile, and an expansive open deck designed for entertaining, this yacht was built to turn heads. As the sun begins to set and the water reflects shades of gold and crimson, Exit Strategy becomes even more striking. This is not just sunset cruising — it is making an entrance. Your sunset charter offers a refined yet energetic way to experience Sarasota Bay at its most beautiful. Cruise past waterfront estates as the light softens, anchor in calm waters for cocktails, or remain underway as the skyline begins to glow. Perfect for celebrations, romantic evenings, or stylish gatherings with friends, sunset aboard Exit Strategy is defined by presence, atmosphere, and unforgettable views.

Welcome aboard Happy Hour, a sleek and versatile Monterey 385 Super Sport designed for effortless entertaining and stylish coastal cruising. With an expansive cockpit layout, retractable sunshade, and comfortable interior accommodations, Happy Hour delivers a refined yet energetic experience on the water. Ideal for sandbar gatherings, scenic cruising, or relaxed afternoons along the coastline, she offers the perfect balance of performance and comfort. Social. Sporty. Effortlessly coastal. Your 4-hour charter offers the perfect balance of cruising and relaxation. Explore Sarasota Bay, cruise Anna Maria’s coastline, visit a local sandbar, or enjoy dolphin sightings along the waterfront. Whether celebrating with friends or hosting visiting guests, Happy Hour delivers maximum enjoyment in just the right amount of time.

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.