Set Sail on Mackinac’s Only Sailing Charters
Private sails, sunset cruises, and custom journeys aboard a classic 1966 Columbia 50.
Your Windy Escape Awaits
At Windy Escapes, we specialize in exceptional sailing charters that allow you to explore the breathtaking Mackinac Island shoreline.
Don’t miss out on the adventure of a lifetime! Book your charters today and create unforgettable memories with friends and family!
At Windy Escapes, we understand that every group is unique. Our custom charter options allow you to tailor your sailing experience to fit your needs and desires! Connect with us to plan yours.
Choose Your Adventure
2-Hour Private Cruise
Max 6 guests.
Non-alcoholic beverages provided.
Concierge services for other food and drink included.
Prices start at $400.
Customized for You Cruise
Up to 6 guests but may be fewer depending on request.
Variable duration.
Variable ports of call.
Prices vary.
Connect with Us
Prefer to talk to a real person? Give us a call or text. If we are out on a cruise, we will call you back as soon as we are able. 906-298-1744
What to Expect Onboard
Calm, scenic routes with views of Mackinac’s historic coastline
A classic 50-foot sailing yacht with a comfortable deck
Guests are welcome to relax or help sail
Friendly captain and crew
Bring your own snacks and drinks (or talk to us about concierge service)
As a veteran-owned and operated business, we proudly honor those who serve and have served. Veterans and active-duty military hold a special place with us—reach out to learn about exclusive discounts, personalized offers, and flexible booking options.
Are you looking for Adventures with Vagari? Select the button to visit svvagari.com and learn more about the adventures Mark, Christy, and their friends and family have aboard Vagari, a Whitby 45.
