Adventure Brief
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.
3–8 hours
easy
Family Friendly
No Experience Required
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.
More ways to explore the area's outdoor wonders
Hang tight — photos are loading
This usually takes just a second.
Difficulty
easy
Duration
3–8 hours
Fitness Level
Minimal physical exertion required; suitable for all fitness levels including families and seniors.
Wildlife
History
Chicago’s lakefront has been a hub for boating since the late 19th century, growing alongside the city’s industrial and recreational development.
Conservation
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
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.
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.
Boat Models
51' & 35' Sea Ray
Spacious, amenity-rich vessels
Routes
Lake Michigan
Scenic Chicago skyline routes
Trip Length
3–8 hours
Flexible durations available
Tours Offered
3 tours
Private charters for groups
Select a 51′ or 35′ Sea Ray Sundancer or book a Sunset Cruise — check availability and plan snacks and drinks for your trip.
Arrive Early For Boarding
Arrive at the dock at least 15 minutes before your scheduled departure to ensure smooth boarding and safety briefing.
Pack Swimwear and Towels
Bring swimwear and towels if you plan to take advantage of swimming opportunities during the charter.
Apply Sun Protection
Lake Michigan’s sun can be strong; use sunscreen before boarding and consider sunglasses and hats for sun safety.
Keep to Soft-Sided Coolers
Bring snacks and drinks in soft-sided coolers to avoid damage onboard and maintain cleanliness.
Sunscreen
Protect skin from intense UV rays while on open water.
summer
Swimwear
Necessary for enjoying swimming breaks during warmer months.
summer|spring
Light Jacket
Helps stay comfortable during cooler breezes on the water.
spring|fall
Sunglasses
Reduces glare off the lake surface and protects eyes.