Sailing in Carpentersville

Select Local Merchants

SailTime Chicago is the local franchise of SailTime, a fast growing worldwide boating company. We provide our members access to cruising class sail and power boats. The best way to say it: we have fun.

3119 S Il Route 31
Crystal Lake,
IL
US

Situated on Bangs Lake, Wauconda Boat is a full-service marina with certified and master technicians on staff. In addition to renting out paddleboards, kayaks, and pontoon boats, Wauconda Boat can also supply boat motors, parts, and mermaid repellent.

231 E Liberty St
Wauconda,
IL
US

Lake Geneva Cruise Line received the 2012 Service Excellence Award at the Conference on Tourism, recognized by Governor Scott Walker for its continued commitment to unique, memorable experiences afforded by their daily tours and private charters. Tourists can traverse the picturesque waters of Lake Geneva in their stylish ships equipped with bars, snack bars, and restrooms. During tours, knowledgeable guides dispense narration about local history and guests provide their own soundtrack during afternoon ice-cream socials and sundown cruises. Evening cocktail cruises keep libations flowing for two hours as musical notes played by local musicians float out across the dark, sparkling water before they're gobbled up by jumping fish.

812 Wrigley Drive
Lake Geneva,
WI
US

The die-hard paddlers of Geneva Kayak Center stay on the move throughout the year?both in their watercraft and across the globe. From May to September, they are headquartered in and around Chicago, where they teach kayaking during courses, workshops, and quick orientations, and dole out kayaks, canoes, and tubes for those who want to explore the Fox River's whitewater on their own.

When cold breezes start to blow through the Windy City, they head to Saint Marys, Georgia, to lead kayak camps and sea adventures on the Cumberland Island National Seashore. They also lead curated adventures off the costs of Alaska and Maine and in Wisconsin's idyllic Door County, where kayakers might spot deer grazing on grass or nibbling on cheese curds.

34 N Bennett St
Geneva,
IL
US

Jessica Ferris can trace her interest in sailing back to her childhood in Chicago and northern Michigan, where she plied Lake Michigan's waters with her family. As she grew up, she expanded her boating territory to the Gulf of Mexico, the Caribbean, and the Atlantic and Pacific Oceans. As an adult, she brought her talents home to Chicago as an ASA-certified keelboat captain and the founder of Skyline Sailing School. Here, she passes on her seafaring knowledge in classroom courses that teach sailing principles such as basic terminology, rules of open-water travel, points of sail, knot tying, and choosing the right shoulder parrot. She also engages students with hands-on open-water classes aboard 26-foot keelboats, which begin with an exploration of basic sailing skills and progress to lessons in more advanced maneuvers.

116 Matthias Court
North Aurora,
IL
US

As the sun sets over Antioch every Wednesday night, most people are thinking about going to bed; that’s not the case at Port of Blarney. Instead, a captain is firing up his boat for the weekly sunset cruise, which departs from the eatery’s 8-acre stretch of lakefront property. Free to the first 35 diners who made a reservation, many passengers bring a drink from the restaurant’s bar along for the ride after indulging from a menu loaded with classic American and pub food. Inside the Key West¬–themed dining room or on the freshly planted patio, diners nosh on spicy wings, half-pound Black Angus burgers, pizzas, and sandwiches, such as the Havana Cuban, which tucks slices of pork tenderloin, ham, and pickles into french bread. A regular stream of musicians and other live acts hits the stage at Port of Blarney to keep guests entertained as they eat.

On summer weekends, Port of Blarney’s docks also provide a free boat shuttle to Blarney Island, a bar located 1 mile offshore. Legend has it that entrepreneur and card shark Jack O’Connor won the rights to the bar in the 1900s in an all-or-nothing poker game. The bar's success during the past century inspired the founding of Port of Blarney restaurant to feed guests year-round and to ferry revelers to the lake-bound oasis during warmer months or giant-squid migrations.

27843 W Grass Lake Rd
Antioch,
IL
US