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When it comes to a yacht rental in Chicago, Adeline’s Sea Moose offers much more than a very enjoyable private yachting experience with spectacular views of Chicago’s skyline, shoreline, and riverfront. She and her crew provide an exclusive safe space and pampering environment for celebrating any occasion, taking a respite, boosting employee spirits and business, or just making fond memories that will last a lifetime.

We offer charters for up to 45 guests, beautiful catering options and top shelf bar packages.

Perfect Imperfection, LLC is a Lake Michigan fishing, boating, and sailing charter service that also offers boat maintenance, repair, canvas, upholstery and other marine services.

AFFORDABLE LUXURY BOAT CHARTERS
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​ChicaGo By Boat offers Chicago's premier affordable luxury boat charters. We invite private groups of up to six passengers aboard the S/V Nightswimming for two to three hours based on our guests' needs.

While on board you can watch the sun set behind Chicago's skyline or watch a full moon rise out of Lake Michigan. You can also experience the Wednesday and Saturday Navy Pier Fireworks from the front row. Want to host your corporate outing? We can do it. Want to propose to your partner on a sailboat? Perfect! The annual Air and Water Show as well as Museum Campus, Northerly Island, and Soldier Field events are some other opportunities to experience the water. Or, maybe just sail with us because it's your Sunday Funday or you're on a staycation!​
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Whether it's your first time, only time, or just the next time; we want your sailing experience with us to be the best time you have this Summer.

XIII Charters LLC offers Chicago's most exquisite yacht rentals. Rent one of our three beautiful yachts and cruise Lake Michigan!

Come join us for a beautiful Lake Michigan tour departing from Michigan City, IN. We have a beautiful 42' Avanti Yacht with seating up to 12 of your family or friends comfortably. The Ahoy Yacht is kid friendly!

The enjoyment of getting people out on the water with ease and their love for retro boats led to their next business venture of renting out their fleet of retro boats, pontoons, kayaks, paddle boards, canoes, and more.

The Angler is a beautiful, fully equipped 35' Trojan fishing charter boat with all the modern amenities necessary to make for an exceptional fishing experience. We'll take you out on a memorable trip to where the big fish are at! Come out for the Chicago Fireworks every Saturday evening at 10:15pm, and every Wednesday evening at 9:30pm. You'll never want to watch the Chicago Fireworks from land again!

Leading Pontoon Boat Rental Company On The Chain Of Lakes

Chicago’s top-rated gas powered boat rentals. You are the driver, which allows you and your group the privacy you deserve. BYOB and snack or we can have your food and drink waiting.

Formed in 2019, Chicago Classic Boat Charters brings a different kind of boating to the shores of Lake Michigan. Experience Chicago's waterways like never before. Cruise aboard one of our vintage vessels and take a step back into boating history.