Sail Clearwater Beach on a Classic Schooner

Afternoon cruises, sunset sails, and private charters on Clearwater beach.

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Welcome Aboard

Schooner Clearwater is Clearwater Beach’s top-rated sailing experience, offering relaxed, small-group sails aboard a 52-foot classic schooner. Limited to just 22 guests, our 2-hour day and sunset sails are calm, uncrowded, and focused on real sailing — not scripted tours. Bring your favorite drinks, enjoy the Gulf breeze, or book a private charter and have the entire boat to yourself.

About Us

Classic · Refined · UnhurrieD

Afternoon sail

1:00-3:00pm

Catch a tan on deck during our afternoon cruise

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Sunset sail

4:45-6:45pm

Experience the magic of the sea at sunset under full sail

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Private Charters

2.5 Hours

Want the boat all to yourself? Call us and ask about our options

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Here’s What People Are Saying

Why Sail With Schooner Clearwater?

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Small Groups

We limit our capacity to ensure everyone has space to sit, relax and unwind.

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Real sailing

No set route, no narration. Just pure wind-powered sailing.

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BYOB

Bring your favorite drinks, settle into a beanbag, and enjoy.

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professional Crew

Sailed and captained by locals who care about your experience.

  • Our afternoon and sunset sails are 2 hours. Trip times change with the season.

  • We provide complimentary sparkling water on board, and guests are welcome to bring their own drinks to enjoy during the sail.

  • No experience is required. Our sails are relaxed and guided by an experienced crew. You’re welcome to sit back and enjoy the ride, or help with the sails if you’re curious — completely optional.

  • We focus on real sailing, not scripted tours. With small groups, no set route, and no narration, each sail is calm, unhurried, and shaped by the wind and the moment.

  • There is no set course. We sail according to the wind and tides so each trip is unique. Typically we are off the coast of Clearwater Beach sailing in the Gulf.

  • Yes — dolphins are commonly seen on our sails, especially in the afternoon and evening. While sightings aren’t guaranteed, they’re a regular and memorable part of the experience.

  • 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

  • Schooner Clearwater also offers private memorial sailing services (ash scattering), providing a dignified and respectful way to honor a loved one on the water.

    Click here to learn more about our memorial services.

  • Please see our FAQ page for more questions.

What to expect

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A smiling couple enjoying a boat ride on a sunny day, with the man wearing sunglasses and a white shirt with red patterns, and the woman in sunglasses and a colorful dress, standing on a boat with a sail and ocean in the background.
People enjoying a sunset at the beach with schooner clearwater in the distance and a bird flying overhead.
A bride and groom smiling on a boat at sunset, the bride holding a bouquet of purple and blue flowers, and the groom dressed in a light vest and shirt.
A group of people on a boat, enjoying a sunny day with city skyline in the background. Some are sitting and some standing, wearing casual summer clothes and sunglasses, holding drinks, smiling, and having a good time.
A man and a woman stand on a sailboat, smiling for the camera, with the ocean in the background and a bright sky above.
Five women on a boat by the water, one wearing a sash that reads 'Future Ms. Cuba', smiling and wearing sunglasses.
Group of people on a boat holding black cups, with a city skyline and water in the background.
A couple standing on a sailboat's bow under a yellow sail, with one arm around each other, on a sunny day with a partly cloudy sky and a calm body of water.
Group of eight women enjoying a boat ride in a marina, wearing summer clothes and sunglasses, with boats and trees in the background.
A sailboat with large sails on the water during the day with a blue sky and distant shoreline.
A sailboat with beige sails on the ocean during sunset.
Smiling man on a boat holding a steering wheel with water and buildings in the background.
Two young women holding Clearwater Beach souvenir cups displaying a sailboat.

Book your Sail today and enjoy true sailing on the Gulf!

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