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Page 8 of 12 • 270 listings
Husein
20' Lund Bass Boat for 3 in Chicago, Illinois
I honestly didn’t expect to walk away from this trip with a whole new hobby, but here I am—hooked for life. Guy has this way of making the entire experience feel effortless and exciting, whether you’re a total beginner or someone who’s been at it for years. From teaching the basics with real patience to creating an atmosphere that’s both laid-back and full of energy, he made it easy to fall in love with fishing. The way he explained the gear, read the water, and shared his stories made every moment out there on the water feel like something special. You can tell he truly loves what he does, and that kind of passion is contagious. I went in thinking this was just a one-time adventure, but now I’m already planning my next trip—and buying my own gear. Can’t thank Guy enough for turning what was supposed to be a relaxing weekend into the start of a lifelong obsession. If you’ve ever been on the fence about trying fishing, let Guy be the reason you dive in—you won’t regret it.
Mariah
44' Sea Ray Express Luxury Motor Yacht Rental in Chicago
Jimmy’s boat was great and so was our captain! He was patient helped us out—the dock was towards the end of the harbor and he offered to drive closer to pick up so we wouldn’t need to walk so far with all our things! Thanks for a great experience!
AV
Alex
Spacious Crusing Yacht 40' on the Chicago Lakefront $275.00 per Hour Weekdays
Great booking experience. The captain was very kind and accommodating. Itinerary allows you to build your own adventure. Would definitely recommend
Sinead
44' Sea Ray Express Luxury Motor Yacht Rental in Chicago
Fantastic time! Must book in Chicago!
KC
Kate
Explore the Mississippi River aboard our Vintage Cabin Cruiser!
Debi and Matt are a delight to work with! I had a sunset photoshoot engagement vision as I’m a photographer and needed a vintage boat. They were communicative, accommodating and overall great in helping me achieve this idea. They also have an adorable Airbnb campground with retro campers they let us shoot on as well!
Jahkayah
Chicago Private Boat Rental - Explore Chicago's Skyline and Waters - SUCESSION
What a fantastic experience! I rented Alex's boat yesterday and had an absolute blast with my group of 12 friends. From the moment we arrived, Alex was super friendly and welcoming. He showed us around the boat and made sure we felt comfortable and at ease. The boat itself was immaculate - clean, well-maintained, and organized to perfection. Alex had thought of everything to ensure our day on the water was stress-free and enjoyable. His assistant was also super helpful in getting us settled and answering any questions we had. Alex himself was an absolute pleasure to be around. He was knowledgeable about the area and gave us great recommendations for things to do and see. His enthusiasm was infectious, and he really made us feel like we were part of his own little crew. We had an amazing time cruising around the water, taking in the sights, and enjoying each other's company. The boat handled beautifully, and we were able to fit all 12 of us comfortably. Overall, I would highly recommend renting from Alex. His attention to detail, warm hospitality, and love for boating make for a truly unforgettable experience. We can't wait to come back and do it again!