Captain Roland Senn

Your Lake Michigan adventure begins here!

by Knot My Boat Charters· Chicago, IL
From$300

What to Expect

About Me

Meet Captain Roland — Your Lake Michigan Adventure Starts Here!

Originally from Texas and now cruising the waters of Lake Michigan, Captain Roland brings a perfect mix of Southern charm, local knowledge, and a love for life on the water. Whether you're looking for a laid-back cruise, a skyline sightseeing tour, a birthday celebration, or just an excuse to get out on the lake, he’s here to make your day unforgettable.

Offering private 3–4 hour charters, Captain Roland specializes in creating fun, personalized experiences for groups of all kinds. From soaking up the sun and snapping photos of Chicago’s iconic skyline to enjoying great company and lakefront views, every trip is designed around making memories.

Fluent in both English and German, Captain Roland welcomes guests from around the world and makes everyone feel right at home from the moment they step aboard.

Safety is always the top priority, but that doesn’t mean you can’t have a fantastic time. With a steady hand at the helm and a passion for hospitality, Captain Roland ensures every cruise is smooth, relaxing, and filled with good vibes.

So gather your crew, bring your favorite drinks, and get ready to experience Lake Michigan from the best seat in the city. Adventure, relaxation, and unforgettable views are waiting aboard with Captain Roland!

Includes

A cooler, fridge, restroom, and bluetooth sound system are on every boat! Be sure to bring ice, sunscreen, towels, and snacks! Any drinks are welcome.

Duration

3-4 Hours

Address

31st Street Harbor on J Dock

Pricing

Captain for Hire - Three Hours (Paid for Directly) · Starting at $100 per hour$300
Captain for Hire - Four Hours (Paid for Directly) · Starting at $100 per hour$400

Prices are typical; see the booking calendar for live availability and rates.

Cancellation Policy

Cancel up to 2 days before the start time.

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