Run by Traverse City natives and lifelong sailors Ben and Kyle, Two Brothers Sailing Adventures offers private charters on the sparkling waters of West Grand Traverse Bay. Their spacious sloop becomes your own floating lounge as t...
Run by Traverse City natives and lifelong sailors Ben and Kyle, Two Brothers Sailing Adventures offers private charters on the sparkling waters of West Grand Traverse Bay. Their spacious sloop becomes your own floating lounge as t...
Guests consistently rave about the attentive crews who make these Traverse City sailing trips memorable. Captain Michael, Eugene, Denny, Pete, and other team members get praised repeatedly for being knowledgeable, friendly, and going above and beyond to ensure everyone feels comfortable and safe. They serve drinks, share local lore, answer questions, and even let interested guests take the wheel for a bit. The relaxed atmosphere stands out, with comfortable bean bag chairs on the bow where you can settle in and enjoy the views. The booking process runs smoothly, and the hospitality shines from start to finish. Families appreciate how kind the crew is with children, while couples find these sunset sails perfect for romantic occasions. Multiple guests mention returning for second trips or already planning their next sail, which speaks volumes about the consistent quality of the experience. If you're looking for a laid-back evening on the water with friendly, professional hosts who genuinely care about showing you a great time, this comes highly recommended.
Capt Denny and the owner, Eugene, took us on a 4 hour sail on West Bay. We traveled to Power Island for a refreshing swim. There were 6 of us, in total. A great family memory was made!! The weather was ideal and they made accommodations to start our trip an hour earlier. It was a brilliant plan as the wind drives the waves in the bay and we were coasting into port just as white caps were forming.
Russell Staggs
July 7, 2026
Capt Denny and the owner, Eugene, took us on a 4 hour sail on West Bay. We traveled to Power Island for a refreshing swim. There were 6 of us, in total. A great family memory was made!! The weather was ideal and they made accommodations to start our trip an hour earlier. It was a brilliant plan as the wind drives the waves in the bay and we were coasting into port just as white caps were forming.
Russell Staggs
July 7, 2026