Captain Marty

Sail, Power & Pontoon Boat Charters

The One Man Party

Sure, it rhymes with Captain Marty,
but it’s not just about fun.

Safety is the top priority:
my guests, the boat, and other vessels.

    • 11 years • USCG Licensed Master - 100 GRT

    • 30 Chicago to Mackinac Island Sail Races

    • 45+ years of sailing experience

    • Sailing Instructor

“What a fabulous afternoon on the water with Captain Marty. He is such a professional and we felt super safe on the water! It was such an adventure and he even taught my 14 year old and his friends how to sail. This was the best way to celebrate his birthday! I highly recommend this experience! Worth every dollar! Thank you Captain Marty!”

Rache A. | Chicago, IL

“We had such a great time with Captain Marty and his first mate. We had two kids with us, and they made it so much fun for them while keeping everyone safe. They both taught the kids a lot about sailing and the grownups enjoyed it as well. I have only wonderful things to say about the whole experience and look forward to doing it again next summer!! Thank you for the awesome summer memory!!

Rkrimbel | Sarasota, FL

“Marty and Lori were wonderful as captain and crew. The boat was beautiful and more than spacious enough for a large group. This is our second year having Marty as a captain, and would definitely use him again. He put our safety and fun first, and was very accommodating for all of our requests. Thank you!”

Kabromitis | New York City, NY

My Services

  • Most are aboard a beautiful Beneteau 393, with a Bimini to shade the sun. Whether it’s sailing to anchor and swim, cruising along the skyline at sunset, a bachelorette party, fireworks cruise, or you name it, we tailor our cruises to the satisfaction of our clients.

  • We’re hired on boats from companies all over the city, in several harbors. You choose the boat, then hire the captain, for a cruise through the locks into the Chicago River. Or, anchor in the Playpen and frolic in the cool clear waters of Lake Michigan. On Wednesday or Saturday nights, watch the fireworks off Navy Pier, a view most people never see.

  • We work with RentChicago Boats out of River City on one (or two for a float-zilla) of their generous-sized pontoon boats. A three-hour sightseeing cruise along the river, (at night to watch the fireworks). Or, for a longer trip, cruise out onto the lake and drop the hook for a dip in one of two dedicated anchorages.  

  • If you have a sailboat or powerboat that needs to be brought to or from another harbor, we have decades of experience crossing the lake, or can recommend an experienced delivery captain.

  • Ten years of experience teaching big boat sailing to members of Pinnacle Yachts fractional ownership program. Eighteen years teaching co-ed teens big boat sailing through the Sea Scouts program. Certified ASA (now American Sailing) Instructor for Keelboat Sailing, Coastal Cruising, Bareboat Chartering, Navigation.

Book me!

Phone
(312) 498-8410

Email
martybernsteinx15@gmail.com