Clearwater Beach Day Sailing Aboard a Classic Schooner

A relaxed 2-Hour Afternoon Sail Along Clearwater Beach With Small Groups & No Crowds.

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Enjoy a Calm Daytime Sail on the Gulf

Our Day Sail offers a peaceful way to experience Clearwater Beach from the water. This 2-hour daytime sailing experience focuses on real sailing — powered by the wind, shaped by the conditions, and never rushed. There’s no narration and no set route, just open water, fresh air, and time under sail.

With a maximum of just 22 guests aboard our 52-foot classic schooner, the experience is calm, uncrowded, and personal. Guests are welcome to relax, enjoy the view, or help raise and trim the sails alongside the crew if they’d like.

*Online reservations close 2 hours prior to departure*

Price - starting at

Adult (age 13+): $60

Child (age 5-12): $45

+ taxes & fees

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A group of women sailing on schooner clearwater
Schooner clearwater off the coast of Clearwater beach

What To Expect

    • Premium Day Cruise: A relaxed 2-hour daytime sail focused on real sailing and a high-quality, small-group experience.

    • Stunning Views: Enjoy clear views of Clearwater Beach and the Gulf from an open deck and cockpit with plenty of space.

    • No Crowds: Limited to just 22 guests, so there’s room to move, sit, and unwind without feeling packed in.

    • Classic Schooner Sailboat: Sail aboard a traditional 52-foot schooner powered by the wind, not engines or gimmicks.

    • Coast Guard Inspected: Our schooner and crew are fully inspected and certified by the U.S. Coast Guard to meet all safety regulations.

  • 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.

  • 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.

  • Please see our FAQ page with any questions you may have.

  • 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.

A woman smiling on the bow of Schooner Clearwater

What Makes Our day sail different?

Unlike crowded tourist boats, our Day Sail is designed to be unhurried and authentic. There’s no loud narration or checklist of sights. Each sail is shaped by the wind, the water, and the moment, creating a unique experience every time you step aboard.

Whether you want to stretch out on a beanbag, take photos of Clearwater Beach from the Gulf, or learn a bit about sailing, this is a relaxed experience meant to slow things down.

Want to sail later in the day? Click here to see our Sunset Sail!

Here’s What People Are Saying

Five women on a boat with water and city buildings in the background. One woman wears a sash that says "Future Ms. Glam" and others wear sunglasses and casual summer clothing.
Three women on a boat holding large gold-colored balloons forming the number 50, smiling at the camera with the ocean in the background.
A couple on a boat holding drinks close to each other and touching noses, with the ocean in the background.
A smiling man and woman on a boat, embracing with water and sky in the background, both wearing sunglasses and summer clothing.
Two smiling people, a man and a woman, standing on a sailboat with blue ocean water in the background, sailing on a sunny day.
A couple standing on the bow of a sailboat with a large yellow sail, smiling, on a sunny day with a blue sky and water around.
A sailboat with beige sails named Clearwater sailing on blue water with a land strip and trees in the background under a clear sky.
Group of nine women on a boat deck near a waterway, smiling and wearing summer clothes and sunglasses, with boats and buildings in the background.
Sailboat with cream sails on calm ocean with city skyline in the distance under partly cloudy sky.
Sailing yacht with white sails on a calm, blue ocean, with a city skyline in the background on a clear day.
Person standing on a sailboat with arms outstretched, facing the water, under a blue sky with some clouds.
People relaxing on a sailboat with a high mast, sailing on the open ocean under a clear sky, with flags flying from the mast.

Book your Day Sail today and enjoy real sailing on the Gulf!

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