THE ADVENTURE COLLECTIVE® · Independent discovery and booking for outdoor travel
Step aboard Chicago’s Sea Ray 35’ Sundancer for a luxurious day on Lake Michigan. With spacious comfort and smooth rides, this charter boat redefines waterfront adventure.
Step aboard Chicago’s Sea Ray 35’ Sundancer for a luxurious day on Lake Michigan. With spacious comfort and smooth rides, this charter boat redefines waterfront adventure.
Book with Chicago Sailboat and Yacht Charters
Verified experiences and guided adventures in the surrounding area.
Operated by Chicago Sailboat and Yacht Charters · Chicago, Illinois
Lake Michigan’s sweeping shoreline and Chicago’s iconic skyline form the backdrop for a standout boating experience aboard the Sea Ray 35’ Sundancer. Operated by Chicago Sailboat and Yacht Charters, this powerboat offers a premium way to experience the city’s vast freshwater expanse from the water. The 35-foot Sea Ray Sundancer balances luxury with capability, boasting a wide, stable design that smooths out typical lake chop, making it ideal for both novice and seasoned boaters.
From the moment you step aboard, the Sundancer’s spacious layout invites relaxation and quiet indulgence. Equipped with air conditioning, a private bedroom, and a large bathroom, the boat reinvents what a day on the water can feel like, mixing comfort with adventure. Two refrigerators, dual sinks, and a large cooler in the seating area ensure that refreshments stay chilled throughout your three- to eight-hour charter—perfect for a day punctuated by swims, sunbathing, and sightseeing.
Chicago Sailboat and Yacht Charters stands out in the local outdoor recreation scene for its dedication to delivering accessible, high-end boating trips that emphasize both leisure and connection with Lake Michigan’s natural beauty. The city’s lakefront has long been a playground for sailing and powerboating, but the Sundancer’s amenities and smooth ride place it in a tier of its own—offering a rare blend of elegance and versatility.
Whether you’re celebrating a special event or simply seeking respite from city streets, this charter is a seamless way to soak in Chicago’s waterfront from a unique perspective. The boat’s size accommodates groups comfortably, making it a memorable outing for families, friends, or corporate gatherings. With knowledgeable captains who navigate Lake Michigan’s waters confidently, guests can lean back, take in the skyline views and discover parts of Chicago’s waterfront unseen from land.
Timing your trip around Chicago’s vibrant seasons unlocks a variety of moods on the water, from crisp fall air to warm summer sun. Chicago Sailboat and Yacht Charters offers distinctive, personalized journeys to meet any schedule, making the Sea Ray Sundancer experience a must-do for outdoor enthusiasts keen on blending urban energy with lakeside tranquility.
easy.
3–8 hours.
Minimal physical exertion required; suitable for all fitness levels including families and seniors.
The boat comfortably fits up to 12 passengers, perfect for small groups or family outings.
Yes, stops for swimming are incorporated when weather and conditions permit.
Guests are encouraged to bring their own snacks and beverages stored in soft-sided coolers.
No boating experience is necessary; a professional captain handles all navigation and safety.
The boat has wide decks but limited accessibility for wheelchair users; contact the company for specific accommodations.
Policies vary; please contact Chicago Sailboat and Yacht Charters directly for the most current information.
Chicago’s lakefront has been a hub for boating since the late 19th century, growing alongside the city’s industrial and recreational development.
Operated with an emphasis on minimizing environmental impact, Chicago Sailboat and Yacht Charters encourages waste-free charters and respects local wildlife habitats.
Chicago Sailboat and Yacht Charters offers private boat charters on Lake Michigan departing from Chicago, Illinois. The company specializes in three main experiences: the 51′ Sea Ray Sundancer powerboat, the 35′ Sea Ray Sundancer powerboat, and a Sunset Cruise that highlights Chicago’s skyline. Each offering includes on-board amenities described in the trip summaries and opportunities for swimming, relaxing on sun pads, and viewing city landmarks. On the 51′ Sea Ray Sundancer powerboat guests find spacious lounging areas, two bedrooms, two bathrooms, a sun pad, and a four-person inflatable raft for swimming. The 35′ Sea Ray Sundancer powerboat features A/C, a bedroom, and a large bathroom, and is available for three- to eight-hour trips. The Sunset Cruise follows a scenic route past Willis Tower, Buckingham Fountain, Navy Pier, and other downtown sights, with options for evening skyline views and nightly fireworks at Navy Pier when scheduled. The operator focuses on safe, private charters and encourages groups to bring personal snacks and drinks for a comfortable day on the water. Trips depart from Chicago and run on Lake Michigan waters; all descriptions reflect the actual boat models and trip experiences listed. Dates, times, and availability vary by booking; customers should consult the operator for exact schedules, guest capacity, pricing, and safety information prior to reservation. Chicago Sailboat and Yacht Charters presents straightforward, amenity-focused lake charters for visitors and locals seeking private boating, skyline views, swimming, and special-event cruises. Experienced crew manage each trip following safety checks and clear communication procedures for guests.
Book with Chicago Sailboat and Yacht Charters