Sailing in West Loop, Chicago


Select Local Merchants

  • Offshore Adventures Chicago
    The 35-foot Alpha Puppy and the 30-foot Sundog could be the names of two extremely long dachshunds, but they're actually the two boats comprising Offshore Adventures Chicago's fleet. Captain Rick, a USCG Master Captain, helms the boats on the company's Lake Michigan cruises, with routes that highlight views of the city's skyline. As he steers, passengers enjoy beverages they brought along and listen to their personal playlists rather than the music of a nearby seagull pecking its xylophone. During the summer, twice-weekly night cruises augment the typical cruise selections and offer spectacular views of the city's fireworks displays.
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    321 South Sangamon Street
    Chicago, IL US
  • Corporate Tailgate and Boat Rentals
    During summer months, the night sky above Lake Michigan bursts to life with booming colors. Fireworks displays launch from Navy Pier every Wednesday and Saturday, and crowds gather to marvel at the spectacle. However, the best views are arguably on the water, where boats float beneath the glow of explosions. Not all of these spectators own their own boats. Some sit aboard vessels from Corporate Tailgate and Boat Rentals. The company transforms its customers into temporary captains of yachts and electric boats, which groups can use to tour Chicago's waters. They might have lunch out on Lake Michigan or travel the Chicago River, passing by the city's renowned waterfront architecture and that one building everyone pretends to like.
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    800 South Wells Street
    Chicago, IL US
  • SideTour - Leisure
    Sound Excursions describes their carefully curated group experiences as "field trips for adults." It's easy to see why: every outing takes groups to a new realm of Washington, whether it's the frothy shores of Puget Sound, inland forests and mountains, or tables at Seattle's thriving restaurants. The events held at these diverse locations range from culinary workshops on topics such as sushi-making and moonshine-tasting, to adventurous excursions with whitewater rafting or kayaking, to laid-back themed party cruises. For many outings, luxury transportation is provided.
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    116 Hubbard St.
    Chicago, IL US
  • Chicago Electric Boat Company
    Chicago Electric Boat Company's canopied, comfortable vessels navigate the scenic waters of the Chicago River, stirring up the reflected lights of the Loop's skyline in their wake. Groups lounge in plush seating as their elected driver easily steers the boat, bobbing along at cruising speeds of 4–5 miles per hour. Integrated sound systems pump out sailing music from iPods and other devices, and onboard accommodations create ample space for staging drinks, light refreshments, and Battleship tournaments. The company keeps a roster of certified captains and tour guides on hand.
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    300 N State St.
    Chicago, IL US
  • Set Sail Chicago
    Whether you're a sailor, fisher, or just a pleasure-cruiser, Set Sail Chicago in Chicago has many vessels for rent that are sure to float your boat. Every great place has a restaurant on the side. When you come to this center, it's no different. Little ones are just as welcome as their parents at this center. Parking is plentiful, so patrons can feel free to bring their vehicles. Or, if you prefer, leave the car at home and catch public transportation at nearby stops at Madison/Wabash (Orange, Brown, Purple Express, Green, Pink) and Washington (Blue, Red).
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    25 East Washington Street
    Chicago, IL US
  • Chicago First Lady
    Aboard Chicago’s First Lady and its sister vessels, Chicago Architecture Foundation–certified guides expound on the history of more than 50 buildings along the river. Each boat is equipped with bars and climate-controlled lower cabins.
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    112 East Wacker Drive
    Chicago, IL US

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