
As you spend time on this body of water, you’ll enjoy breathtaking views of the mainland and islands. Bayfield is particularly picturesque when viewed from a boat! Along with rising brownstone bluffs covered in conifers and hardwoods stands, you’ll see historic lighthouses, and spectacular sunsets. You might even find a shipwreck or two!
Bayfield is a part-time home to many sailors who dock their boats here in one of the harbors. But what if you are just visiting and want to sail the Apostles? Old Rittenhouse Inn’s guests have several options for adventure sailing trips, and most are located just blocks away at the City Dock located at the bottom of Rittenhouse Avenue.

Another sailing charter we recommend is Animaashi (Ojibwe word meaning: to Sail Away). Your captain is a 1993 U.S. Coast Guard Retired Chief Petty Officer, and he truly knows the ropes of sailing on Lake Superior! Learn the ropes if you’re adventurous, or just relax and enjoy the sights.

Below are options for Bayfield Sailing Charters and Boat Charters from the Bayfield Chamber, and don’t forget to make your lodging reservations soon! Summer is filling fast, and there’s nothing like returning to your room at the Inn and having a nice dinner after a day of sailing!
Adventures Ahoy Sailboat Charters
Animaashi Sailing Company
Dreamcatcher Sailing
PMG Charters LLCManitou Classic Sailing Charters
Sailboats Inc.
Superior Charters & Yacht Sales