About Sip n' Sail Cruises
Sip n' Sail Cruises operates scenic sailing cruises from the Main Street waterfront on Mackinac Island, blending time on the water with a relaxed, social atmosphere. Guests board to sip custom cocktails and fine wines as the boat sails into the sunset beneath the mighty Mackinac Bridge, often accompanied by performances from local musicians — a signature way to wind down an island day.
The company runs several themed cruise options throughout the season, from the hugely popular Sunset cruise to specialty sailings built around music, drinks and the dramatic scenery of the Straits of Mackinac. Sailings depart on a regular schedule during the warmer months, and the onboard bar service and live entertainment make each trip as much an event as a sightseeing outing.
For visitors who want to experience Mackinac and the surrounding Straits from the water without the commitment of a private charter, Sip n' Sail offers an easy, festive option. The combination of a classic sailing vessel, sunset timing, drinks and music has made it a favorite for couples, friend groups and anyone looking to see the bridge and shoreline glow at golden hour.
