KENOSHA BOAT TOUR FIELD GUIDE
Kenosha’s Red Witch III: Private Six-Guest Sails — Not Available in Kenosha in 2025
This guide explains the private and semi-private Red Witch III sails (90 minutes, $49/person), and — critically — that there will be no Kenosha sailings in 2025; Kenosha sails resume in 2026.
Kenosha’s Red Witch III: Private Six-Guest Sails — Not Available in Kenosha in 2025.
On the shore of Lake Michigan the Red Witch III promises the elemental clarity of a true sail: canvas filled, engine quieted and a small crew cutting a clean wake. The boat is a fast, comfortable Islander 36 set up for private and semi-private experiences for up to six guests, from breakfast and day sails to sunset and happy-hour departures. Important operational note: there will be no sailing in Kenosha in 2025 — Milwaukee is the only operating location in 2025; Kenosha sails return in 2026.
Highlights
Outing Highlights
Red Witch III — a proven Islander 36
Red Witch III is an Islander 36: seaworthy, fast and comfortable for up to six passengers. The Islander 36 design has a long offshore pedigree and has been praised in cruising circles for ocean passages.
Private and semi-private 90‑minute sails
Operators offer a range of sailing events — breakfast sails, day sails, sunset and happy-hour departures — run as private or semi-private trips designed for small groups of up to six guests.
Seasoned captain and required safety gear
The operation emphasizes safety: the captain is an experienced Merchant Marine officer and the vessels are equipped with all required safety gear appropriate to coastal Lake Michigan operations.
What the day feels like
What the sail feels like
Boarding at the marina, you move quickly from dockside bustle to the hush of open water: once outside the harbor the crew hoists the sails and the engine is turned off so the boat truly sails. In 90 minutes the Red Witch III delivers a compact, focused offshore experience that balances instruction and leisure for a maximum of six guests.
Suitability
Who it's for
Who this outing is for — and who should look elsewhere.
Practical planner
Details to review before reserving
Standard sails run 90 minutes and are priced at $49 per person.
The vessels are equipped with all required safety gear for coastal Lake Michigan operations.
Boarding is at A‑Dock in Southport Marina (meet outside the Marquis building). For private bookings check the operator calendar at redwitch.com or call 312‑469‑0233.
Review cancellation policies before reserving.
Frequently asked questions
Planning Your Outing
Is sailing available in Kenosha in 2025?
No. There will be no sailing in Kenosha in 2025; Milwaukee is the only operating location in 2025. Kenosha sails will be available again in 2026.
How long is a typical sail and what does it cost?
Sails are 90 minutes long and cost $49 per person.
How many guests can I bring on Red Witch III?
Red Witch III carries up to six guests for private or semi‑private sails.
Can you accommodate larger private events?
Yes: for private events with more than six guests the operator can accommodate up to 28 guests on Red Witch II in Milwaukee.
Do you actually sail or just motor around?
Yes — once outside the harbor the crew hoists the sails and the engine is turned off so the trip proceeds under sail; the captain can explain sailing mechanics to interested guests.
Where do we meet for the Kenosha sails?
When operating in Kenosha, boarding is from A‑Dock in Southport Marina — meet outside the Marquis building at the south end of the marina’s west parking lot (outside the southernmost locked gate).