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Page 2 of 16 • 383 listings
HG
Hardik
26 ft. Chaparral SSX257 Luxury Vessel
I rented this boat for the weekend to propose to my girlfriend, with the stunning backdrop of the Navy Pier and Chicago skyline — and the entire experience was absolutely perfect. From the start, the process was seamless and professional. Mark was incredibly responsive and helpful, answering all of my questions quickly and thoroughly. Communication was smooth throughout, and the boat itself was exactly as described — clean, well-maintained, and just like the listing photos. A special shout-out to our captain, Eduard, who went above and beyond to help with planning and flawlessly executing the proposal. He was not only professional and accommodating, but also a genuinely great person to spend time with. This experience exceeded all expectations, and I couldn’t have asked for a better setup for such a memorable moment.
MC
Matthew
Prestige Flybridge 59ft Luxury Yacht Charter in Chicago, Illinois
This trip was way better than I expected! Getting to the boat was simple, communication was excellent, and the boat itself was amazing. We couldn’t have asked for a better way to spend our last day in Chicago. Huge shout-out to our Captain, Matt, who went above and beyond to make the day special, and his deckhand, Dan, who was just as great. Truly an incredible experience from start to finish.
JH
Jared
25ft Cruiser – $85–$150/hr • LaSalle, Ontario, Canada
Dave was an incredible captain. He knew my wife and I just got married and wanted to do a sunset cruise in celebration and provided us with a bottle of champagne and a cake to celebrate. The charter was very romantic and memorable, we would highly recommend Dave! - The Hunt’s
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Sarah
46' Spacious Portofino Party Yacht in Chicago For Every Occasion
What a great time!! We rented Kyle’s boat for a bachelorette party and 10/10 would recommend to another group. There were 12 of us and we had plenty of space between the front, back, and inside of the boat. Captain Dan was fantastic and we would recommend him as well! Overall a great experience and our favorite part of our bachelorette weekend! Definitely would rent again!!
SF
Susannah
**Affordable Luxury Chicago Boat Rentals for 12 on Lake Michigan / Playpen**
I cannot say enough good things about Bad Beaches Only! Planning a bachelorette party can be chaotic, but this company made everything SO easy. Their communication was top-tier, and they were always quick to respond to my questions. The day of the boat charter, they went out of their way to make us feel welcome and ready to have the best time. A huge shout-out to our captain, Mike, who was truly fantastic and the perfect guide for our adventure. This women-owned business is truly exceptional, and I'd recommend them to anyone looking for a fun and professional charter experience.
Liz
Diversey Harbor 48 ft Luxury Yacht Perfect Play Pen Boat
We had a fabulous day on the water! Jason was responsive and helpful during the booking phase making the process seamless. Captain Justin was awesome as well. I recommend for anyone looking for a fun day on Lake Michigan!