How many guests can Captain Tony’s charter accommodate?

Group size can vary; please contact Captain Tony directly at 773-562-5911 to confirm availability and group limits.

Are meals or drinks included on the boat?

The standard charter does not include food or beverages, but you’re welcome to bring your own onboard.

Is prior boating experience necessary?

No experience is needed. Captain Tony handles navigation, making it suitable for all skill levels.

What happens in case of bad weather?

Trips may be rescheduled or canceled for safety; Captain Tony will coordinate with guests to find alternatives.

Where do trips depart from?

All journeys start at 31st Street Harbor on J Dock in Chicago, Illinois.

Can the charter accommodate special requests, like celebratory events?

Yes, Captain Tony is happy to tailor trips for special occasions—reach out to discuss your plans.

Yachting Adventures with Captain Tony Cartagena in Chicago

Adventure Brief

Set sail on Lake Michigan with Captain Tony Cartagena, whose 15 years of yachting expertise shape every journey into an unforgettable maritime adventure. Discover Chicago’s shoreline and skyline like never before—calm, scenic, and expertly guided.

3–4 hours

easy

From $321.00

Just offshore from Chicago’s skyline, where Lake Michigan’s vast waters meet urban energy, Captain Tony Cartagena helms Knot My Boat Charters. With over 15 years of yachting expertise, Captain Tony transforms a simple boat ride into a carefully crafted maritime journey. Operating out of 31st Street Harbor—one of Chicago’s premier recreational marinas—this experience invites adventurers to see the city from a fresh, liquid perspective.

Lake Michigan’s western shores reveal geological layers shaped over millennia by glacial activity, with sandy beaches punctuating the shoreline and the Chicago skyline rising distinctly beyond. The waters here shelter a mix of waterfowl and native fish species, enriching the environment as you cut through gentle waves. Knot My Boat Charters stands out by offering intimate, expertly guided trips where every detail is handled seamlessly, from navigation to sharing local insights.

Captain Tony’s affable professionalism and extensive knowledge deliver more than sightseeing—it’s a hands-on chance to engage with the lake’s dynamic environment. Guests can expect panoramic views of city architecture, the historic steel bridges, and occasionally, glimpses of passing sailboats and wildlife like double-crested cormorants and freshwater eagles.

The charter fits perfectly into Chicago’s outdoor recreation scene, complementing urban biking and lakeside running with a tranquil waterborne escape. Whether you’re a local looking to unplug or a visitor wanting a deeper connection to the city’s natural canvas, this yachting adventure offers a personal, memorable perspective rarely found in crowded tourist spots.

Setting off from 31st Street Harbor on J Dock, the trips last 3 to 4 hours, balancing leisure and discovery. With a USCG 100 Ton Captain at the helm and tailored routes that adapt to weather and guest interests, Knot My Boat Charters crafts an authentic and safe lake experience for all levels of water lovers.