Top Sarasota Private Sightseeing Tours - page 3

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!

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 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 "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!

Sarasota has a coveted spot on Florida’s Gulf Coast, offering dazzling sunsets and hours of warm weather. Take a break from the renowned beaches and hop aboard a private charter boat for more fun in the sun. This private charter allows you to pick the activities for your excursion. Ride to beaches and sandbars. Bring drinks to create your own booze cruise. Swim and snorkel or simply see the sunset from the water.

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 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.

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.

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 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 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 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 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 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.

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 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 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.

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 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.