Private Sailing Charters in Clearwater Beach

A fully private sailing experience for celebrations, gatherings, or quiet time on the Gulf.

Create your own private charter sailing experience

Our private sailing charters are ideal for birthdays, anniversaries, proposals, family gatherings, or simply enjoying time on the water with your own group. Each charter is 2.5 hours and reserved exclusively for you and your guests aboard our 52-foot classic schooner.

You’ll sail with a U.S. Coast Guard licensed captain and experienced crew, with no narration or fixed route. Light, sailing-friendly catering and beverage service can be arranged for an additional fee, allowing you to tailor the experience to your occasion or keep things simple and focused on the sail itself.

Contact us about availability & planning for your special event:

Schoonerclearwater@gmail.com

727-366-3667

A group of women on a private sailing charter
Birthday celebration private charter

why choose schooner clearwater for your private event

Drawing of two hands shaking.

Professional

Our crew understands how to deliver a seamless, well-run experience with attentive service that never feels intrusive.

Outline drawing of a sailboat with two large sails, shown from the side.

Classical

Sail aboard a 52-foot classic schooner with clean lines, open decks, and a presence that stands apart from typical charter boats.

A skeleton with a pirate hat.

true sailing

This is wind-powered sailing guided by the conditions — not a standard motorized cruise or party-style charter.

Silhouette of a woman holding a large flower, with her head turned away, against a black background.

Licensed

Operated by a licensed captain and experienced crew aboard a fully U.S. Coast Guard inspected vessel.

Pricing and details

  • For more details about our private charters, please see our Private Charter Guide - Click Here.

    1–6 passengers
    Starting at $1,450

    7–12 passengers
    Starting at $1,750

    13–18 passengers
    Starting at $2,050

    *Prices do not include tax and gratuity

  • Light, sailing-friendly catering can be arranged for an additional fee. Options are designed to be easy to enjoy on deck without disrupting the sailing experience.

  • The schooner departs from Clearwater Municipal Marina. For more information on directions and parking, please visit our Directions & Parking page.

  • Please contact us to organize a private charter. A minimum 2-4 week planning period is required.

    schoonerclearwater@gmail.com

    727-366-3667

  • 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 Refund Policy page for more info.

  • Chartering the schooner for a corporate event is the perfect option. Check out our page dedicated to Corporate Charters.

Wedding celebration on Clearwater Beach
Charcuterie board featuring assorted olives, dried meats, cheeses, nuts, bread slices, hummus with paprika, mustard, pickles, and mustard seeds.
Creamy chicken salad croissant sandwiches with lettuce, served on a white platter.
A couple in wedding attire on a sailboat at sunset, with the ocean in the background. The bride holds a bouquet of pastel-colored flowers, and both are smiling at each other.
An assortment of decorated pastries and chocolates on a white plate, including pink frosted cakes with yellow flowers, cream-filled pastries, and chocolate truffles.
Close-up of a submarine sandwich with turkey, lettuce, feta cheese, and bread, on a wooden surface.
Group of women enjoying a boat cruise on the water, with a city skyline in the background. Some women are sitting on the deck, holding drinks, and smiling at the camera, wearing summer dresses, hats, and sunglasses.
A sailboat with large sails on the water during a sunset, with a group of people on deck, and the sky painted with orange and pink hues.
Group of five women on a boat by the water, with city buildings in the background, smiling and wearing sunglasses and casual summer clothes. One woman is wearing a sash that says "Future Ms..
A young couple on a boat, close together, smiling with their foreheads nearly touching, each holding a glass of champagne, with the ocean in the background during sunset or sunrise.
A sailboat on the ocean during sunset with clouds in the sky and the sun partially hidden behind clouds.
Group of people on a boat holding black cans with a sailboat logo, standing in front of city buildings and water.

Ready to book your private charter?

Please fill out this quick form and we’ll contact you with more information.