Clearwater Beach Sunset Sailing Aboard a Classic Schooner
A relaxed 2-Hour Sunset Sail Along Clearwater Beach With Small Groups & No Crowds.
Relax, Unwind & enjoy the sunset
Our Sunset Sail is a calm, unhurried way to experience Clearwater Beach at golden hour. This 2-hour evening sail focuses on real sailing — powered by the wind, shaped by the conditions, and timed to take in the sunset over the Gulf. There’s no narration and no set route, just open water, warm light, and time under sail as day turns to night.
With a maximum of just 22 guests aboard our 52-foot classic schooner, the experience is peaceful and personal. Guests are welcome to relax with a drink, settle into a beanbag, enjoy the changing colors of the sky, or even help raise the sails alongside the crew if they’d like.
*Online reservations close 2 hours prior to departure*
Price - Starting AT
Adult (age 13+): $75
Child (age 5-12): $50
+ taxes & fees
What To Expect
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Premium Sunset Sail:
A relaxed, small-group sailing experience timed for the best light of the day.Stunning Views:
Watch the sun set over the Gulf with wide, unobstructed views of the coastline.No Crowds:
Limited to just 22 guests for a calm, uncrowded atmosphere on deck.Classic Schooner Sailboat:
Sail aboard a 52-foot traditional schooner built for real wind-powered sailing.
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We serve complimentary chilled flavored sparkling water in cans on board. We encourage guests to bring your own beverage of choice. If you wish to bring a bottle of wine, or a pack of beer, we will ice them down for you upon check in. We do have a corkscrew and cups available for your convenience.
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Please meet us at our Schooner Clearwater ticket booth trailer. We are located on the west end of Clearwater Municipal Marina.
Click here for parking information.
Address: 25 Causeway Blvd, Clearwater, Fl 33763 -
No sailing knowledge required. Relax and enjoy the ride, or help with the sails if you’d like.
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Please see our FAQ page with any questions you may have.
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Accessibility: Due to large steps, narrow passageways, and uneven deck surfaces, this sail may not be suitable for guests with mobility limitations. For safety and U.S. Coast Guard regulations, guests must also be under 275 lbs. If you have questions about accessibility or safety requirements, we’re happy to help before you book.
Please visit our Policies Page for more information. -
Click here to explore our private charters. You’ll have the whole boat to yourself!
Here’s What People Are Saying
What Makes Our Sunset sail different?
Unlike crowded sunset cruises, our Sunset Sail is designed to be unhurried and authentic. There’s no loud narration or scripted route. Each evening sail is shaped by the wind, the changing light, and the conditions of the moment, making every sunset experience unique.
Whether you’re settling in with a drink, watching the colors shift over the Gulf, capturing photos as the sun dips below the horizon, or quietly taking it all in, this is a sunset sail meant to slow the pace and let the evening unfold naturally.
Want to catch a tan instead? Click here to see our Day Sail!