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If you have never seen the world famous Siesta Key Sunset from the water, you are missing out! It is one of the most spectacular visual events that mother nature produces on a daily basis. Away from the bustling crowds, the waters shimmer like iridescent mirrors against the painted sky, providing a breathtaking backdrop. Enjoy refreshing cocktails, uplifting music, and laughter as you bask in the afterglow of the sunset. Enjoy one of our many cruises below offering dolphin encounters or create your own custom cruise for your special occasion. Sit back with a drink in your hand as we watch the sunset over the Gulf of Mexico.
Dolphins & Donuts
Our Sunset Dolphin Cruise departs from Keyes Marina in Holmes Beach (the heart of Anna Maria Island) 1.5 hrs before sunset. We may head north out in Tampa Bay to Bean Point or head south to Long Boat Pass to watch Anna Maria Island’s famous sunset. Along the way we search for dolphin while listening to great music and sipping on complimentary drinks. As a teenager, he explored and worked in the marinas helping with small charters, sanding and painting boats, and traveling as the first mate with friends and customers from the marina. He graduated to larger vessels with large parties as a crew member working under a respected captain at the marina, honing his skills and love for boating culture.
Sunset Dolphin Tour
Our Fun Boat Tours Anna Maria Island location offers daily dolphin tours, sandbar trips, sunset cruises, and private charters that are built to suit your group's needs. Although we do not disembark the boat, it is a boating activity and you may get wet. Our Fun Boat Tours Siesta Key location offers daily dolphin tours, sandbar trips, sunset cruises, and private charters that are built to suit your group's needs. Cruising along the waters of Siesta Key, you’ll watch the wildlife along Lido Key, Long Boat Key, and have the downtown Sarasota skyline as your backdrop. Fun Boat Tours Siesta Key location offers daily dolphin tours, sandbar trips, sunset cruises, and private charters that are built to suit your groups needs.
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FunBoat 38′
While you journey, it’ll just be the two of you and your captain, making for a truly personalized experience. Best of all, this option is more than affordable, starting at just $275. FunBoat is our original boat and mothership of the fleet located in Siesta Key. She is a 38’ long 12’ wide custom built skiff, with a Bluetooth stereo system, spacious seating, plenty of room to dance, and a bathroom.
We Leave 1 Hour Before Sunset
Watch the sun slowly disappear into the horizon, creating a colorful sky filled with opportunity for unbelievable photographs. Captain Paul is a US Coast Guard Certified Master Captain, with a 100 Ton rating and Sailing and Towing endorsements. Captain Paul has over 35 years of boating experience, taking boat sail and power vessels to Mexico, Canada and both US coasts. As a Siesta Key resident, he has extensive knowledge of the area. We will show you the amazing waters of the Sarasota and Siesta Key area.
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Private Sunset Cruises, Bachelorette Parties, Sandbar Adventures, Dolphin Tours and Tiki Bar Hopping!
Stop at a sandbar or local restaurant, splash around in a swim area, or just cruise along the waterways and sight see. 38 feet of fun, our skiff style tour boat is great for sunsets, dolphin watching, and sandbar visits. It features donuts and coffee from a locally owned and operated company. During the excursion we may see dolphin, manatee (seasonal), and a wide array of aquatic birds.

Your charter will be captained by a fully vetted USCG Captain. We will provide a recommendation for a captain that aligns well with your charter goals. A list of approved captains is available for you to choose from. A large portiom is covereed providing shade from sun or rain.
Fun Boat Tours
Here, we’ve listed some of the best sunset cruises in the area for you to consider. Fun Boat Tours morning Dolphin and Donuts tour is a great way to start the day. It features donuts and coffee from a locally owned and operated business. This tour heads north from Siesta Key Marina and focuses on finding dolphin, manatee (seasonal), and a wide array of aquatic birds. Cruising along the Intercoastal Waterway, you will step back in time to see mangrove islands packed with pelicans, herons, spoonbills, ibis, osprey, and even bald eagles. The beauty of little Sarasota bay and the ecosystem around it is a landscape that takes you back in time to historic Florida.
Then cruise around beautiful Sarasota Bay as the full moon rises. Venturing out on the town is never a hassle as our rentals are conveniently located near Siesta Key Village for the best dining and shopping Siesta Key has to offer. Our local experts are ready to provide recommendations or tips, ensuring a seamless vacation experience synonymous with Vunique Vacation. Sometimes we will have to because the weather isn’t always ideal and we want to stay in shallow, calm waters to keep the trip enjoyable. If you book a charter and we must cancel due to inclement weather, we will try to reschedule your charter to another timeslot.
As an educator for over 20 years, Capt. Joe has the heart of a teacher and loves to share his knowledge. The wind, boat wakes and waves can make it difficult to eat while the boat is in motion, so we will be sure to anchor the boat and have a picnic on the water. Our 2Hr Sightseeing & Sunset Cruises will not provide enough time to anchor and pull out food, so please refrain from bringing food on these quick trips. We’ve been visiting Siesta Key since 2001 and this is the first sunset cruise that we’ve taken.
Once you’ve reached the southern tip of Lido Key you’ve arrived at the destination of the beautiful and famous Siesta Key Florida sunset. This is where you will watch the sun slowly disappear into the horizon, creating a colorful sky filled with opportunity for unbelievable photographs. Joe is a USCG-licensed captain with the skill, knowledge, and passion to provide you with the finest experience the area has to offer while safely under his care. Captain Joe began his journey as a young boy fishing with his father and grandfather on the Great Lakes while living in Michigan.
He took his first boating safety class at 12 years old and began motoring around on small vessels exploring the waters and building skills. If you would like to take the boat to a waterfront restaurant, this is an option, but it will take over an hour off your boat time. Our Half & Full Day Charters do include this option, or please call if you are looking for something specific and we can arrange a customized cruise. If you need to cancel your boat charter due to any reason, we need at least a 72 hour notice in order to receive a deposit refund. If your notice is less than 72 hours, the deposit refund will be forfeited.
Guests are welcome to bring their own beverages or coolers, or partake in the complimentary beer, wine, and water that is available on board. We offer multiple charter options, all culminating with the World Famous Siesta Key Sunset. The ultimate adventure is an all day 8 hour excursion where you are fully immersed into the Sarasota Bay Area and completing your day with the sunset and amazing afterglow trip back home. As the sun dips below the horizon, our picturesque ride home is enhanced by the twilight, adding an extra layer of beauty to the experience.
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