Sailing

Sail Kennebunkport with options to relax or take the helm

Sail into the evening light along Kennebunkport’s rocky coast

Sail Lake Michigan with Chicago skyline views

Share a peaceful Lake Michigan sail with Chicago skyline views

A quiet private weeknight sail with Chicago skyline views

Sail Lake Michigan on a private weeknight cruise with sunset and skyline views

Build practical keelboat sailing skills in a small-group course

Build coastal cruising skills through hands-on sailing and ASA certification testing

Sail into a Lake Erie sunset on the Black Pearl

Sail Lake Erie for about 8 hours on a private charter for up to 6 guests

Sail around Lake Erie’s islands on the Black Pearl for 4 hours

Learn basic coastal cruising skills in a 2-day sailing class

Review and refresh your ASA 111 sailing skills in a 3-hour class

Help Hoist the Sails on Grand Traverse Bay

Private classic sail with room to relax above or below deck

Help sail Boothbay Harbor’s oldest windjammer

Take in Maine’s rugged coastline with open views from every seat

Take in Maine's rugged coast with 360-degree views from your seat

Take in Maine's rocky coast with 360-degree views from your seat

Sail into a Gorge sunset on a romantic 2-hour cruise aboard Wy'East

Sail Lake Erie your way, from shoreline explorations to sunset cruises

Sail Lake City's waterfront by afternoon or evening

Sail from Roanoke Island aboard the Downeast Rover

Reserve the Rover for a relaxed sailing cruise on the sound