Set sail on Lake Michigan with Milwaukee Sailing Adventures LLC, and enjoy a personalized boat trip on the Red Witch III. Discover stunning lake views, wildlife, and maritime history—all in one unforgettable cruise.
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Difficulty
easy
Duration
1–2 hours
Fitness Level
Casual; no specific fitness level required
Wildlife
History
Lake Michigan has been a vital shipping route since the 19th century, shaping Milwaukee's maritime identity.
Conservation
Milwaukee Sailing Adventures LLC adheres to environmentally responsible sailing practices, minimizing the ecological impact on Lake Michigan.
Milwaukee Sailing Adventures LLC
Set sail on Lake Michigan with Milwaukee Sailing Adventures LLC, and enjoy a personalized boat trip on the Red Witch III. Discover stunning lake views, wildlife, and maritime history—all in one unforgettable cruise.
Milwaukee Sailing Adventures LLC operates public and private sailing experiences on Lake Michigan from Kenosha and Milwaukee. The company runs the historic Red Witch II for public day sails and sunset sails, offering 90‑minute excursions with a seasoned captain and friendly crew. Guests participate in hoisting sails, learn basic sailing techniques, and enjoy guided commentary while the crew maintains safety and seaworthiness.
For private and semi‑private charters, Milwaukee Sailing Adventures books the Red Witch III, a fast, comfortable sailboat configured for up to six guests. Private sails include options such as sunset and breakfast sails, and charters are captained by experienced skippers who tailor the outing to the group's preferences. There is no sailing in Kenosha in 2025; private and semi‑private Kenosha sails will resume in 2026.
Safety and vessel upkeep are emphasized across all trips. The crew provides life jackets, safety briefings, and navigation oversight appropriate to Lake Michigan conditions. The Red Witch II and Red Witch III are maintained for comfort and performance to support relaxed recreational sailing and special occasion charters.
Milwaukee Sailing Adventures LLC targets visitors seeking authentic sailing experiences on Lake Michigan, including locals, tourists, and groups celebrating milestones. The operator provides clear booking information, schedule details for Milwaukee public sails, and communicates temporary location changes to keep guests informed. By combining historic vessels, experienced captains, and concise public sails, the business delivers accessible, memorable outings on the water. Bookings are organized online and by phone, with transparent policies and clear scheduling for guests directly.
Location
Kenosha, Wisconsin
Home port and administrative base
Vessels
Red Witch II & Red Witch III
Historic and small‑group sailboats
Public Sails
90 minutes
Milwaukee day and sunset sail duration
Private Capacity
Up to 6 guests
Private Red Witch III charters
Book a seat on a 90‑minute Milwaukee public sail or plan a private charter for up to six guests — check Kenosha availability updates for 2026.
Check the Weather
Lake Michigan's conditions can change quickly—dress accordingly and check the forecast before heading out.
Bring Sunscreen
Protect your skin from sun exposure during daytime sails, especially on clear days.
Arrive Early
Arriving 15 minutes early ensures timely boarding and a relaxed start to your cruise.
Sunset Timing
Book sunset sails for the most breathtaking views and photo opportunities.
Sunscreen
Helps prevent sunburn during daytime cruises.
summer
Hat & Sunglasses
Provides protection from the sun and improves visibility.
summer
Layered Clothing
Bring layers to stay comfortable as temperatures can vary on the water.
Camera or Smartphone
Capture stunning lake views and memorable moments.