Unforgettable Door County Sailing — Private Charters & Sunset Sails

Sail Door County offers private and public charters from Sister Bay on classic and modern vessels for personalized Door County experiences.

Featured Sails & Charters

Choose from private charters on White Wings, intimate tall-ship sails on Friendly, public sunset and day sails on Passage North, and two-hour charters on Edith M Becker.

Sister Bay

Private Sailing Adventure on White Wings in Sister Bay

Sail the gorgeous waters of Sister Bay aboard the elegant White Wings. This private charter experience from Sail Door County offers unmatched luxury and breathtaking views for a memorable day on Lake Michigan.

Private Sailing Adventure on White Wings in Sister Bay

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Sister Bay, Wisconsin

Egg Harbor

Sail the Tall Ship Friendly in Egg Harbor, Wisconsin

Enjoy a private 2-hour sailing expedition aboard the tall ship Friendly in Egg Harbor. Experience personalized service, stunning views, and a peaceful escape on Lake Michigan.

Sail the Tall Ship Friendly in Egg Harbor, Wisconsin

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Sister Bay

Sailing Adventure at Passage North with Sail Door County

Set sail on Passage North for an unforgettable day or sunset cruise across Door County’s scenic waters. Discover the thrill of sailing with a modern vessel and expert crew, perfect for adventure seekers and beginners alike.

Sailing Adventure at Passage North with Sail Door County

Sister Bay

Tall Ship Sailing on Door County’s Edith M Becker

Step aboard the Edith M Becker for a unique 2-hour tall ship sailing charter on Lake Michigan’s waters. Participate in the sailing or relax as you take in Door County’s dramatic shoreline and rich maritime heritage.

Tall Ship Sailing on Door County’s Edith M Becker

boat charters

About Sail Door County

Sail Door County is a sailing operator based in Sister Bay, Wisconsin, offering private and public charters on a fleet of classic and modern sailing vessels.

The company operates the Pearson Rhodes 41' White Wings, available exclusively for private charters, providing a maintained classic yacht for personalized outings. The tall ship Friendly serves intimate two-hour charters, accommodating six guests for guided sails on Egg Harbor. Passage North, a Cal40, runs public day and sunset sails and can also be booked for private tours, blending modern performance with flexible scheduling. The iconic tall ship Edith M Becker offers two-hour sailing charters with experienced captains and crew; guests may participate in sailing duties or relax while observing Door County scenery.

All vessels operate from Sister Bay and nearby harbors, following local safety standards and crewed by trained captains and crew familiar with Door County waters. Charters include private options and scheduled public sails, with durations commonly around two hours for the tall ship experiences. Booking options typically specify private versus public availability and group size limits, such as the six-guest capacity on Friendly. Vessel types range from classic Rhodes designs to modern Cal40 and traditional tall ships, offering varied sailing experiences for passengers seeking relaxed sightseeing, hands-on sailing, or private celebrations. Sail Door County focuses on delivering dependable sailing experiences rooted in well-maintained vessels, qualified crew, and a range of charter formats suited to visitors in Door County, Wisconsin. Reservations are available seasonally and typically require advance booking for preferred dates online.

Sail Door County — Door County Sailing from Sister Bay

Sail Door County provides a range of Door County sailing experiences operating from Sister Bay, Wisconsin. For visitors seeking private charters, intimate tall-ship sails, or public day and sunset sails, Sail Door County presents options across a fleet that includes the Pearson Rhodes 41' White Wings, the tall ship Friendly, the Cal40 Passage North, and the iconic tall ship Edith M Becker.

Key Vessels and Charter Types

White Wings (Pearson Rhodes 41') — Private charters only on a classic, maintained Rhodes design ideal for personalized outings and private events.
Friendly (tall ship) — Intimate two-hour charters accommodating six guests for guided sailing on Egg Harbor; designed for small-group experiences.
Passage North (Cal40) — Public day and sunset sails are available, with private tours as an option; a modern performance cruiser suited for varied sail formats.
Edith M Becker (tall ship) — Two-hour sailing charters with experienced captains and crew; guests may choose to participate in sailing tasks or relax and watch the scenery.

Why Sail Door County for Door County Sailing

Location: Based in Sister Bay, Wisconsin, Sail Door County sails in Door County waters and nearby harbors.
Variety: The fleet spans classic, modern, and traditional tall-ship vessels, offering choices for hands-on sailing, sightseeing, sunset cruises, or private celebrations.
Crew & Safety: Charters run with trained captains and crew familiar with local waters; safety standards apply to all vessel operations.

Booking & Experience Tips

Private vs Public: White Wings is available exclusively for private charters; Passage North offers both public sails and private bookings; Friendly and Edith M Becker commonly operate two-hour charters.
Group Size: Friendly specifically accommodates six guests for its intimate sails; group size and availability vary by vessel and charter type.
Scheduling: Passage North lists day and sunset sail options; tall-ship experiences frequently run as two-hour charters.

Who Should Book

Travelers seeking a classic yacht experience, hands-on sailing, or a relaxed sunset cruise in Door County.
Small groups and couples looking for intimate charters (Friendly) or private celebrations (White Wings, private Passage North bookings).

Search Keywords to Know

Door County sailing, Sister Bay charters, private sail Door County, White Wings Pearson Rhodes 41, Friendly tall ship two-hour charter, Passage North Cal40 sunset sail, Edith M Becker two-hour sail, book Door County sail.

For independent reviews, exact schedules, and booking availability, consult third-party listings and the operator’s booking channels. Advance booking is commonly recommended to secure preferred dates for private and scheduled public sails in Door County.

Reserve a Door County Sailing Experience

Book a private or public sail on White Wings, Friendly, Passage North, or Edith M Becker — advance booking is recommended.