Chicago Catamaran Charters. Welcome aboard Chicago's largest chartering catamaran "Latitude Adjustment"! With a spacious cockpit design and roomy interior, she's the perfect choice for any occasion. The double-hull design means a smooth sailing experience for you and your guests. In the summer, we offer private cruises on Lake Michigan. And in the off-season we take her south and offer trips in warmer climes. Come and join us! Chicago, Illinois

We are Chicago's fastest growing sailing school and club. Our USCG licensed captains and certified instructors are knowledgeable, experienced and patient. We teach on 30-foot-plus cruisers from 8 different yacht manufacturers, giving you sailing skills that are easily transferable to other boats. Also offering charters. Chicago, Illinois

Anita Dee Yacht Charters has specialized in customized "private and exclusive" yacht charter services for over 30 years. Our clients have the freedom and flexibility to choose all aspects of their cruise from the charter times, cruising routes, bar packages, catering, entertainment and more. Whether it's a group of 25 or 400, our guests occupy the vessel themselves and never share space with another party; it's truly your yacht for your event! If you're ready to let us help you plan an event to remember, call us today at (312) 379-3191. Chicago, Illinois

Welcome to Barefoot Cove Marina at Clinton Lake! Whether you need to fill your gas tank or restock your cooler, we've got you covered. The marina store offers boating essentials (Ice, snacks, drinks,, etc.). Rental slips and dry land storage is available. We offer yearly slip rentals as well as transient slip rentals. Rent a pontoon boats for a half day or a full day. Our pontoon boats are perfect for family and friends. Kayaks are now available to rent. Weldon, Illinois

The acclaimed Pinnacle Yachts lease-share program allows Members personal use of a magnificent Sea Ray Powerboat or Jeanneau Sailboat from Chicago's finest marinas without the cost and obligation of ownership. The cost saving benefits of Pinnacle's yacht share program are undeniable, when compared to expenses associated with purchasing or renting a boat. Members make personal use of a stylish, well-equipped Sea Ray Powerboat or Jeanneau Sailboat in the 37 to 46 foot range across the entire season for an all-inclusive, single-season lease fee. Operating expenses associated with yacht ownership are eliminated, so Members can enjoy their boat worry free. Chicago, Illinois

Carlyle West Access Marina offers many things at our 250 slip marina besides just dock rental. We offer dry storage, boat repair and service, pressure cleaning, towing, and pontoon, kayak, boat, bicycle and paddle board rental as well. Our newest offering is Glamping (yes, glamorous camping in our floating house boat.) Also offering brokerage boats for sale. We are truly your full service marina. Carlyle, Illinois

The Chicago Electric Boat Company offers a unique, memorable and environmentally friendly way to see the great city of Chicago. By renting boats that are comfortable and easy to drive, the Chicago Electric Boat Company gives even new boaters a chance to get behind the wheel and see the city from this exceptional point of view. Our fleet of 100% electric boats are not only easy to drive but have been certified as zero emissions watercrafts, making them the green option for exploring the Chicago River by boat. Chicago, Illinois

Chicago Sailboat Charters provides the best variety, service, and value for any sailing experience you desire. With many sailboats to choose from, we can arrange the perfect sail to meet your wishes and fit your budget. Whether you are looking for a romantic sailing trip for two, or a sailboat for up to ten people, we are open every day of the week and will be sailing any time you wish from early in the morning until late at night. Chicago, Illinois

We offer over 90 new boat models combined with a dynamic inventory of brokerage and trade-in boats that provides a boat option for anyone with any budget. Our staff of trained, certified, technicians can solve any problem you encounter. Inboards, Outboards, diesels, gas—you name it we have worked on it and can repair or replace your mechanical problem promptly and professionally. We can install, repair or replace any electrical system you need. Whether you need a fiberglass repair, a new windshield or want to enlarge your flybridge, to carpet, canvas, cushions, flooring, anything and everything to make your vessel stand tall. We build, repair, wash, wax, clean detail, etc. Also offering Storage, Boat Parts & Accessories, and Boat Rentals. Chicago, Illinois

​​Come Sailing is Chicago's premier sailing experience and private sailing charter offering a variety of private and shared semi-private sailing experiences on Lake Michigan for small groups of up to 6 passengers. Whether you're an experienced sailor or a person looking to try something new with the family, you're going to have fun! Feel free to take a turn at the helm or just kick back, relax, and enjoy the ride. Either way, our professional captains will be there to ensure a safe and enjoyable sailing experience! ​Chicago, Illinois

Fairwind is Chicago's oldest American Sailing Association certified training facility and premier Sailing Yacht Lease Share Program where you can sail your own yacht all season long for a fraction of what it costs to rent or own. Fairwind offers award winning American Sailing Association certified sailing instruction from Basic Keelboat and Basic Coastal Cruising through Bareboat Charter and Coastal Navigation. Fairwind's legendary Dragon Fleet features NEW BENETEAU yachts. Chicago, Illinois

Findlay Marina is located at the heart of Central Illinois' Lake Shelbyville, which features over 11,000 acres of water and 172 miles of shoreline. The lake is a perfect host for a great variety of activities including boating, fishing, hiking, and camping. Findlay Marina offers sales, service and slips for boats ranging from 8' to 80' in length. Offering: Boat and Motor Sales, Brokerage Sales, Parts & Accessories, Boat Repair, Boat Lifts, Boat Storage, Slip Rentals, Boat Rental, Gas & Oil, Bait, Guide Service. Findlay, Illinois

Five Star Boat Center. Featuring New boats by Larson and Veranda. Private gated marina with 105 wet slips and Dry-Stack boat storage. We service most all makes and models of boats and engines. We also offer Larson Escape Pontoon Boats for rent. Five Star Boat Center is the clear leader in providing a premier luxury marina with slip rentals for Chain O Lakes, Lake Geneva, and Illinois boaters. Featuring the best location and closest marina coming north out of Chicago, new pier system, blacktop parking right next to your boat, Wi-Fi, air conditioned bathrooms, Morretties™ restaurant on the east side of the property, fully perimeter gated, with 24-hour security. Covenants protect our marina and provide you a resort-like atmosphere. Fox Lake, Illinois

If it's a day for fishing, boating, or just good ole' fun, the marina will provide you with all of your needs. The marina is a full-service facility, offering: Overnight moorage, Covered slips, Marine Supplies, Gas & Diesel, Mechanic service, Food and Drink, Shower facilities, Fishing Tournaments, and more. Golconda Marina makes boat rental fun in Southern Illinois on the Ohio River. The Marina provides great, reliable rental boats for many different types of adventures on the river. Golconda, Ilinois

Whether traveling by land or water our five anchor marina boasts on being "The Harbor of Hospitality." Grafton Harbor invites you to experience marina life at its finest. Whether you have a small pleasure craft or mega yacht Grafton Harbor can accommodate your needs. Floating swimming pool and hot tub, sanitary slip side pump-out, spacious gated concrete docks, Wi-Fi, satellite TV, concierge dock service and adult and family festivities are just a few of the royal amenities of Grafton Harbor. We offer Boat Rentals, Hakuna Matata Boat Tours, Slip Leasing, Transient Reservations, a Marina Store, and a wide range of Amenities. Grafton, Illinois

Island Party Boat is Chicago's premier party boat fleet. We can accomodate 6 to 90 passengers, boats with waterslides, party decks, wavepads, premium sound systems and great staff make every trip a blast. Also offering Bachelor & Bachelorette Parties, Fireworks Cruises, Multi-Boat Parties, Lake Front Cruises, River Cruises, Corporate & Business Outings, Sailboat Trips, and more. Chicago, Illinois

Jet Funn is a premier boat & Waverunner rental service located on the Chain O' Lakes. We’ve been in business since 1989 and offer personalized customer service that places you and your safety above all else. Whether you are looking for a relaxing day on the lake or an exhilarating ride across the waves. We have it all! We rent Pontoon Boats, Deck Boats, Wave Runners, Hydrobikes, and Fishing Boats. Fox Lake, Illinois

2-5 Hour Private Charters. Take a cruise tailored to your preferences. Spend some time anchored, sunning or swimming! Let us customize the perfect cruise for you. I don’t think we have ever said no unless it was illegal. Knock Out Charters is an award-winning company in Chicago. We want you to be as happy as we are to be enjoying Lake Michigan and the spectacular views of Chicago from both the Lake and The Chicago River. Chicago, Illinois

Lake Springfield Marina provides a home for your boat and so much more! We're here to enhance your experience at Lake Springfield by providing boat and personal watercraft sales, rentals, storage, and service. In short, we are your ultimate resource for boating and water recreation in Central Illinois. Our service and amenities are second-to-none! Springfield, Illinois

Since 2001 Olson's Classic Yachts has been making the sailing lifestyle accessible for Chicago area boaters through our fractional leasing operation. Pioneers of the fractional leasing concept, we have spent the past sixteen seasons honing our operation to best serve the needs of Chicago area sailors. With 10 boats ranging from 27 to 42 ft., we have a boat for every sailor, experience level and a plan for every budget. Monroe Harbor, Chicago, Illinois

Quest Watersports offers new, used & brokered boats, Quest Express Boat Club, Hobie Kayaks, stand-up paddleboards, and complete marine services. Imagine your choice of premium boats, whenever you like. Better yet, NO boat loan, NO maintenance expense or hassle, and NO storage or trailering. Just choose a boat online, pick a time to go boating, and that boat will be ready & waiting for you at the marina. Try some tubing or wakeboarding behind a nimble sport boat, or perhaps a relaxing cruise on a luxury pontoon. Also offering Mechanical Services, Winterization, summerization & shrink-wrapping, Electonics/marine audio-visual installations, Canvas & vinyl repair/replacement, Haul-out & launch, Bottom cleaning & painting, Trailer repairs, Cleaning & detailing, SUP & Hobie Kayak Rentals, Boat Storage, and more. Ottawa, Illinois

A full service marina on beautiful Rend Lake. New and used boats for sale. Dealer for Lowe Boats. Services include Covered Storage, Marine Engine Service, Slip Rental, Shrink Wrapping/Winterizing, Jon Boat Rental, Pontoon Boat Rental. Benton, Illinois

Here at S.S. Charters Chicago we have everything you need to plan your day on the water! Whether it's the thrill of landing that trophy fish, enjoying a lakefront cruise, a breathtaking city architecture river cruise, or just a party cruise with friends; our fleet of boats and experienced crews are sure to meet your needs! Chicago, Illinois

Since 1980, Sailboats Inc. Sailing School in Bayfield & Superior, Wisconsin has certified over 11,000 sailing skippers. We also offer sailing charters on Lake Superior, Lake Michigan and Lake Pepin in Bayfield & Lake City, Wisconsin, and Chicago, Illinois. We have full service marinas in Superior, Wisconsin and Knife River, Minnesota, and we also offer yachts for sale.

Windy City Cruises. Located in the heart of Chicago, the Sophisticated Lady offers the largest cruise vessel in the 49-passenger category in Chicago. For a comparable price the Sophisticated Lady offers more cabin space, deck space, total square footage than any other yacht in its class. This 72 foot Chris Craft Motor Yacht can carry 49 passengers in style and comfort. Tinley Park, Illinois

Family owned and operated since 1984 - Spring Lake Marina offers a quiet, friendly place for boaters and campers to get away from their hectic day-to-day lives. We are a full service marina and RV park with over 65 boat slips, 14 seasonal RV sites as well as one of the widest selections of rental power boats on the Chain O' Lakes. Our rental fleet includes power boats, pontoon boats, fishing boats & wave runners. Antioch, Illinois

Sail aboard the Tall Ship Windy, Chicago's Official Tall Ship! The WINDY is a 148 foot traditional four masted gaff topsail schooner/Tall Ship. Built of modern materials, but like the old trading schooners and sail training ships, the WINDY has all the character and charm of the great Age of Sail. The Tall Ship Windy, located on Chicago’s Navy Pier, brings you exciting boat tours that are educational, creative, and inspiring. From our daily storytelling adventures and field trips for students to our concert sails, there is something for everyone. She offers fireworks cruises, pirate cruises, and a variety of other public and private cruises in Chicago. Come enjoy the Chicago skyline as you sail on our tall ship! Chicago, Illinois

With six boat dealership locations throughout Florida, Wisconsin & Illinois, The Boat House services our customers with quality brands including Hurricane, Nautique, Moomba, Supra, Bennington, Cobalt and Godfrey Pontoons. Working with top tier manufacturers and qualified mechanics, we maintain outboard motors from Yamaha, Evinrude, Mercury as well as all major inboard brands. The Boat House has several boat rental options available including daily and weekly rentals at select locations. The Boat House offers a wide range of services including: winterization, storage, engine diagnostics and repair, summerization, pickup and delivery services, fiberglass and gel repair, canvas repair as well as aftermarket installation.

The Salty Dog Sailing Co. invites you to experience the serenity and adventure of a private Chicago sailing charter aboard our performance cruising yacht, "SALTY" – the legendary Peterson 34. Whether you're new to town, just visiting, or a Chicago native, a private sailing adventure is a unique event that delivers lasting memories. Our affordably priced, 2 hour private Chicago sailing events for groups up to 6, include free parking at Burnham Harbor and the company of our lovable first mate "Woody" – a 26 lb. hypo-allergenic, mini golden-doodle. Chicago, Illinois

Windy City Sailing provides World-Class recreational, romantic and educational experiences to individuals and small groups. Experience the thrill of sailing, with United States Coast Guard certified captains on our custom sailing yachts. Chicago, Illinois