easy
2.5 hours
Minimal physical activity required, suitable for most guests
Discover Chicago’s stunning skyline from the water on a private sunset cruise. Enjoy scenic views, BYOB snacks, and a relaxed atmosphere onboard a luxurious sailboat.
Getting to the dock early ensures you secure the best spots and a more relaxed start.
Enhance your cruise experience by bringing beverages and small bites to enjoy while sailing.
Wind can be cooler on the water, so wear layers to stay comfortable during the trip.
Weekend cruises tend to fill quickly, so reserve ahead to secure your preferred date.
Chicago’s lakefront has been a vital part of the city’s development since the late 19th century, shaping its maritime culture.
Operators strive to minimize environmental impact by adhering to sustainable boating practices and maintaining the water quality.
Protect your skin during sunny hours on the water.
summer specific
Shield your face from sun exposure while sailing.
summer specific
Stay comfortable if it gets breezy or cooler along the lake.
spring; fall; winter specific
Capture scenic views and memorable moments from the boat.