Sail Door County offers private and public charters from Sister Bay on classic and modern vessels for personalized Door County experiences.
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.
boat-charters · 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.
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.
“Every outing is organized with local river knowledge, basic safety instruction, and equipment checks before departure.”
Classic and modern sailboats
Door County departure point
Common for tall ship charters
Small-group sails available
Open the individual experience guide to confirm current availability, pricing, policies, conditions, and inclusions before booking.
The operator provides clear meeting points, departure times, and destination coordinates for all outings.
Personal flotation devices, emergency protocols, equipment checks, and paddling orientations are provided before departure.
Recommended layering, water shoes, sunscreen, and dry bags are detailed in each experience guide.
Guides share rich knowledge of regional flora, fauna, scenic landmarks, and river navigation.
A glimpse into the experiences, natural landscapes, and adventures waiting on your next trip.
Images supplied on the current Sail Door County listing.
Sail Door County offers a variety of guided outdoor excursions, scenic routes, rentals, and custom itineraries tailored for families, couples, and adventure enthusiasts.
Yes. Most trips feature comprehensive safety orientations, equipment fittings, and calm routes suited for first-time adventurers. Check the details on individual experience guides for specific age and skill requirements.
Standard safety equipment (such as certified life vests and essential gear) is supplied for each booking. Detailed checklists regarding weather-appropriate attire and personal items are provided prior to departure.
Book a private or public sail on White Wings, Friendly, Passage North, or Edith M Becker — advance booking is recommended.
boat-charters · Egg Harbor
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.
water-activities · Sister Bay
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.
boat-charters · Sister Bay
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.
Click into any experience card above to view current dates, live availability, transparent pricing, cancellation policies, and booking details.