Reserve your charter for The America's Cup now! Our Sailboat Charter is located in Wilmette, IL

Cruises for the Louis Vuitton America's Cup World Series now available for purchase. Reserve your spot on the "Free at Last," our 42-foot, two-masted 32,000 lb. ketch sailboat located and docked at Wilmette Harbor on the North Shore of Chicago.

We are now taking reservations for the Chicago Air and Water show. Reserve now while the boat is available. Please check our Rates page for details.

Regular Cruises are available in two hour blocks of time for your guests . Take a relaxing trip up the Lake Michigan shoreline to view the exclusive North Shore homes or sail south to see the amazing Chicago skyline.

Your captain, Allen Smith, is a fully licensed Coast Guard captain of over 22 years. Take the helm yourself and experience a well-founded cruising vessel that has participated in 3- Chicago Mackinac races or just sit back, relax and enjoy! Kids and family members are invited to crew and help operate the boat. Free sailing lessons, taught by the captain himself, are included with your package.

"Free at Last" made the trip all the way from Wilmette to the Caribbean and back in 2001-2 proving it is a safe, sea-worthy boat comfortable for all occasions including business excursions, birthdays, private parties, graduations, wedding parties, couples, partners, friends, families or just plain sailing enthusiasts, any time!

Chicago Yacht Club Race to Mackinac


"Free at Last" participates in the world-famous race from Navy Pier in Chicago to Mackinac Island, Michigan. It is the longest annual freshwater sailing distance race in the world.
2008: 1st Place Cruising Division
2007: 2nd Place Cruising Division