Tall Ship Windy
About
Set sail on Lake Michigan aboard this authentic 148-foot tall ship for an unforgettable hands-on sailing adventure. Kids can help hoist the sails, take the helm, and learn maritime skills from the crew while experiencing what life was like aboard historic sailing vessels. It's an educational and thrilling experience that gets children off screens and into real-world adventure on the water.
Highlights
- ✓Hands-on experience hoisting sails and steering the ship
- ✓Educational crew demonstrations about sailing and maritime history
- ✓Up-close views of Chicago's iconic skyline from the water
- ✓Learning nautical knots and traditional sailing techniques
- ✓Feeling the wind power a historic tall ship across Lake Michigan
Pro Tips
- 1.Book the sunset sail for spectacular skyline views and cooler temperatures during summer months.
- 2.Arrive 15-20 minutes early for parking and check-in. Parking is available at nearby Navy Pier garages.
- 3.Dress in layers and bring light jackets even in summer, as it's always cooler and windier on the water.
- 4.Kids can volunteer to help the crew with sailing tasks, so encourage them to raise their hands when asked.
- 5.Bring sunscreen and hats for daytime sails, as there's limited shade on deck.
Best Time to Visit
Weekday morning or early afternoon sails are less crowded than weekends. May through September offers the best weather, with calmer waters in early summer. Sunset cruises are magical but book well in advance as they sell out quickly.
What to Know
Moderate pricing with family packages available. Navy Pier parking garages are within walking distance. No food service onboard, but you can bring water bottles. The ship is not wheelchair accessible due to its historic design and requires climbing aboard.
Seasonal Notes
Operates primarily from May through October, weather permitting. Sailing season typically runs late spring through early fall. Winter months have limited or no operations. Special themed sails and events may be offered during peak summer season.
Nearby Eats
Navy Pier (just steps away) has numerous family-friendly options including Giordano's for Chicago deep-dish pizza and Harry Caray's Tavern with a kids menu. For quicker bites, the pier's food court offers everything from hot dogs to ice cream.
More Activities Near Chicago
Navy Pier
Navy Pier is Chicago's ultimate family entertainment destination, spanning 50 acres along Lake Michigan with attractions for all ages. From the iconic 200-foot Centennial Wheel offering breathtaking city views to the charming vintage carousel, plus interactive museums, boat cruises, and seasonal festivals, there's enough here to fill an entire day of family fun.
Skydeck Chicago
Skydeck Chicago puts you on top of the world at the Willis Tower, where kids can stand on The Ledge,clear glass boxes that extend out from the 103rd floor, letting them see straight down to the streets below. It's an exhilarating experience that combines breathtaking views of the entire city with the thrill of feeling like you're floating in mid-air.
Centennial Wheel
Soaring 200 feet above Navy Pier, this modern Ferris wheel offers kids breathtaking 360-degree views of Chicago's skyline and Lake Michigan from climate-controlled gondolas. The ride takes about 15 minutes for three full rotations, giving families plenty of time to spot landmarks, take photos, and enjoy the bird's-eye perspective of the city. Even kids nervous about heights feel comfortable in the enclosed, temperature-controlled gondolas that seat up to eight people.
360 CHICAGO
360 CHICAGO offers stunning views from the 94th floor of the John Hancock Center, featuring the thrilling TILT experience where kids can lean out over Michigan Avenue in a slowly tilting glass and steel platform. The observation deck provides interactive touchscreens to identify landmarks, and the floor-to-ceiling windows offer spectacular views of Lake Michigan and the city skyline.