“I've spent most of my boating years in the Great Lakes in the US and Canada. I've owned my 40 foot sailboat for the past 5 years and have sailed her on trips throughout Lake Michigan. ”
Aboard since 2013
From Chicago, IL
This review is long over due but we rented this boat for a birthday/summer kick-off celebration. We had an amazing time! Chris was easy to work with and responded quickly to any questions. The boat was clean and beautiful and provided the perfect scene.
Chris was great to work with and got us set up with everything we needed (Captain/directions) easily. It was clear the boat was new to Chris / Captain Kelly. The anchor was not big enough causing our boat to drift, so we were unable to stay in the "Play Pen" near other boats. This was a bummer, but it wasn't a beautiful day so we were okay with it. Chris allowed us to hang out on the boat (docked) longer than scheduled which we appreciated. Hopefully the anchor is sorted out by now!
It was super easy renting from Chris! It was my first time going to the PlayPen and renting a boat and planning this event for my friends. I appreciate how seamless the process was with Chris. I would definitely recommend renting from Chris! Wonderful experience!
We had such a blast!!! It was so easy to book and Chris was great with communication. Captain William I highly recommend as well. Knowledge able friendly and fit right in with our group. Thanks for the good time. We will see you again shortly
This was an amazing experience. The boat was clean and comfortable. Chris made sure all of our questions were answered. He was available and extremely helpful.
Our group really enjoyed ourselves. We will definitely be back. You will not be disappointed.
We will de
We had a phenomenal time celebrating on Chris’s boat. It was clean and Chris was welcoming as he checked us in. We were all set and even the planning went extremely smooth. We can’t wait until next summer to book again!
My friends and I had the absolute best time!! Big Blue is a beautiful yacht with an AWESOME sound system. Plenty of space and the boat is in great condition. Chris and his crew were very hospitable and we will definitely look into booking with them again. Also, Captain Brady is THE BEST! So fun and accommodating. He arranged a great itinerary that we thoroughly enjoyed. Can’t wait to recreate this epic experience!
Our group of 7 had a great time on Chris' boat, Big Blue! Chris and his team reached out to me right away with more information and the whole renting process was seamless and straight forward. Captain Cortney was our captain and he was great as well. Would definitely recommend and we will definitely book again!
I booked with Chris for my husband’s 40th birthday. We had a great experience. Chris was prompt and responsive during the booking process and accommodating. The Mainship 39 was awesome and clean and the perfect size for me, my husband and our son. Our captain was Cortney. He was awesome! He was knowledgeable about the architecture, he taught my son to throw the life ring (to save a life) and he was an easy conversationalist. I’d totally book again.
We had an incredible time on Chris's boat! He made everything super easy for us ahead of time so it was a completely stress-free day. Chris was easy to work with and very helpful when it came to the many questions I had. The boat itself was great: very clean, everything in working condition, and certainly surpassed expectations. I will definitely be renting from Chicago Yachting again!
Rented out Big Blue from Chris and it was such a beautiful and amazing experience. Chris was great as well as our Captain. Definitely will be doing it again! The boat was beautiful and super clean. Great communication the whole time with everyone. Honestly one of our best experiences! Highly recommend to anyone who is trying to have an awesome fun time with family and friends, get in contact with Chris and prepare your selves for a great time!
We had a great time. We had 5 teenagers on the boat and all of them had a great time. Captain Jimmy was really nice. It's a fun activity to do in the summer. Its a lot of money for four hours but during Covid its a great socially distant escape.
I had the best experience when I rented Chris' boat for 4 hours. The boat is absolutely beautiful, clean bathrooms, and lots of seating for guests. Chris was also friendly and easy to communicate with. Any questions or help I needed he responded right away. I will definitely book with him again!
We celebrated my mom’s birthday yesterday on Chris’s boat and had an amazing time! The booking process was easy and the boat ride was beyond perfect. I selected William Russell to be our captain and I highly recommend him as well. Don’t hesitate to book with Chris. It was the best social distanced birthday activity I could think to do. I can’t wait to do it all over again!
Chris was downright awesome!! He is very responsive and ensured that we had all the necessary information for our fourth of July boat trip! His recommendation to hit the playpen was great! The yacht was in fantastic condition! I hired Captain Cortney for our trip, who also proved to be an amazing captain. We definitely plan on renting from Chris in the future!!
We had an amazing time on Chris’s boat today! Everything went so smoothly- Chris made our entire experience so easy- perfect communication, great instructions, easy check in process, honest details! His boat was spotless, with incredible room to move around. We will definitely call Chris again and would highly recommend him for anyone looking for a fantastic boat owner who really cares about his customer’s experience! Thank you Chris!
We had the best time on this boat! The whole renting process was seamless and straight forward. The owner, Chris, was very responsive and got back to me right away with all my questions. The boat was beautiful, very spacious, and clean! Captain Patrick was amazing, would definitely recommend! Overall we had a fantastic experience! Highly recommend this boat and Captain Patrick :)
we had a great experience.
although boat older , in very good condition and best design/layout for day of boating on lake Michigan. rear seating area very large and in the sun.
Chris provided great service and i would highly recommend
We had the BEST time celebrating a 30th birthday on Big Dog with Captain William! The boat is beautiful and certainly large enough for a small group of 6 to take adequate social distancing measures. Chris and Captain William took care of everything and it really felt like a mini vacation from reality. I would love to rent Big Dog again in the future!
Chris was incredible. He made the whole booking process very easy. He met us directly on the boat with our captain to sign all paperwork. His boat is in great condition and was perfect for our group of 12. We booked only 3 days in advance and he was able to help me put everything together within 48 hours. I would definitely book with Chris!
Our group of 11 adults rented Chris's boat for Saturday evening of the Chicago Air and Water show. Chris was great with communication and even though our captain backed out last minute, he helped me secure Captain Pat two days before our trip! Captain Pat was great and the boat had plenty of room for all of us! Great experience!
My group and I had an absolute blast on Chris's boat during the Air and Water Show. This boat was perfect size for a party of 12! It had tons of space! We really enjoyed the float pad as well! Chris made it super easy to reach him and was quick to respond with any and all of my questions. I highly recommend renting the Mainship 39 Express!
Our bachelorette party had a blast on the Big Dog! It was a perfect day out on Lake Michigan. Chris was great and was very quick with response time. We had Derek as our captain and he did a great job with our group. I would definitely rent from Chris again and use Derek as our captain!
We were in town for a bachelor party and rented Chris’ boat for a 6-9pm cruise. The boat was the perfect size for our party of 12. We had a great time cruising the shoreline and visiting the playpen. The Chicago skyline was an incredible sight at night! Chris and our captain were very friendly and accommodating. Would highly recommend if visiting the city!
Chris was VERY helpful through the entire booking process. Our boat was BETTER than expected and our Captain, Cortney Scott, was absolutely INCREDIBLE. I have nothing but incredible things to say about our entire experience. We had 10 ladies on this boat and there was MORE than enough room for all of us to relax in the sun, swim and hang out.
Chris was AWESOME, when another boat owner canceled last minute (because they got a better deal) Chris came through and provided a super nice boat for us. Chris is very prompt with emails, and even got us a captain last minute. Chuck was a great Captain!
Boatsetter customer service is terrible, so do your homework, and make sure you hire someone reputable, I can’t stress this enough!
Couldn't have been happier with the experience. The boat was a beauty, and we had more than enough room for 8 men. On top of that, Chris made the experience easy for us, setting us up with an appropriate captain, and going out of his way to address any issues that arose.
Thanks for a great trip Chris!
We had a great time! Chris was extremely responsive and our captain Will was super fun and accommodating. The boat was clean, fun and fast! We had an incredible time with our family and friends. We will be renting again and using captain Will again. The experience was smooth, fun and professional.
Chris made the rental process quick and simple. He was very efficient in his responses and gave all the information upfront. Our group had an amazing time on his boat. Will definitely be renting from Chris again! Thanks for everything!
My group of 11 had a FANTASTIC time on Chris’s boat! It was perfect for what we needed and included multiple coolers, floaties, and Bluetooth speakers. Chris was very communicative and provided all necessary information upfront—there were no surprises. Our captain Patrick Gosciminksi was also fabulous. He was very helpful and fit in well with our group of folks in our mid-twenties. I would absolutely rent from Chris again! Thanks for everything!
You won’t regret renting this boat!! Took this baby out on the 4th of July and it was absolutely perfect! Boat was in great condition and fit 12 adults very comfortably. Already making plans to rent again! Chris was very responsive and made the whole process seamless. Thank you!
I rented Chris' boat for my birthday with 9 of my friends. It was such a great experience! Chris is very thorough and responds quickly and professionally to all messages. Even when our captain backed out a few days prior, Chris had a back-up within an hour. Chuck ended up being our captain and he was wonderful as well! The boat itself was lovely, clean, and a perfect place to watch the Navy Pier fireworks. Highly recommend!
Chris and Captain Patrick were amazing! They kept in constant communication and were professional and friendly and provided a wonderful experience for our group. The boat itself is amazing and offered plenty of seating for our party of ten. The weather was actually cooperative as well and made the experience that much more memorable! I would gladly rent again from Chris!
Chris was great and the boat was perfect for our group of 12. He communicated everything upfront and thoroughly. And, he connected us with a great captain! The boat has a nice large area in the back for everyone to hangout in. He provided a cooler, ice, there's a nice bathroom on the boat and a cabin area beneath. We didn't have great weather, but still had an amazing day on the boat!! Thanks, Chris!
We couldn’t have asked for a better time in the playpen! We rented 2 of Chris’s boats and tied them together for the day. The captains be arranged for us we’re a lot of fun and well organized. I would definitely choose this boat again!
Chris was so great! From my questions at the beginning, leading up to my rental, before and after our trip - communication was seamless. The boat was incredible! We had such a good time. Thank you so much for everything Chris! I would highly recommend renting from him.
Had an amazing time! Chris was very helpful with details on how to prepare for our day on the water. The boat was much larger than we expected, perfect for our group of 12. Our captain Patrick was great and helped us set up when we arrived. Meeting place was very easy to find as well! Will definitely be booking again!
Chris was perfect! This boat was amazing for a bachelorette party of 11 girls just looking for a nice day on the water with some booze and snacks. Coordinating with Chris was easy and helpful. The forecast was looking like rain but cleared up and everything worked out.
We rented the Mainship 39 Express for my birthday for 12 people. The boat was much larger then the pictures showed and we had plenty of room to move around. It was very comfortable and had a great sound system, I couldn't have asked for a better time at the Playpen. Chris was very easy to get in touch with and communicated very quickly when I had any questions. Thanks for providing a fantastic time and an unforgettable experience.
We had a great time on Chris's boat! He was extremely helpful and easy to book with and always got back to me quickly and answered all of my questions. He set us up with a great captain to take us to the Play Pen for the morning. Would highly recommend renting from Chris!
Chris's sailboat is beautiful and very fun to be on. In terms of logistics, Chris was very prompt in answering questions and found a great captain. We were a group of 9 guys for a bachelor party and it was a great experience!
This was my first time using Boatsetter. I was planning my parents 50th anniversary celebration and I couldn't screw up the event or I never would have heard the end of it. Chris answered all of my many questions patiently and promptly. He also set us up with an amazing captain. The boat was perfect for our group of 8. I would highly recommend this experience.
Chris was extremely helpful throughout the entire process and found a fantastic captain to raise the sails and man the wheel while we had one of the best weekends of the summer. The boat was fantastic and very roomy for 10 people. Highly recommended!
I would 10/10 recommend Chris, his beautiful sailboat and captain Marty! Chris was extremely responsive and helpful with all my questions. We took his boat out for a birthday with 8 girls - all the age of 24 - it was an absolute blast. No complaints!! Would book again in a heart beat.
My friends and I did the sunset/night cruise...Highly recommend for anyone who wants to see some pretty cool scenery of the Chicago skyline. From the beginning, Chris was very responsive and helpful when figuring out the best day and time to book. Once we got our time set, the directions of getting to and on the boat were simple. Our captain Chuck was very professional and often pointed out the big boats he sailed around the area. My friends and I left wanting to do it all over again! Highly recommend!
Had a really great time sailing on this boat with the captain Chris he did a great job provided 2 coolers with ice for us, helped us carry stuff into the boat and answered all of our questions...would really recommend it for anyone, a group of 10 people is perfect for this boat...me and my friends really loved it and will probably do it again this year before the summer ends.
The boat was really awesome and Captain Bill was fantastic! There was plenty of space to move around the cabin and we never felt crammed. Chris was very helpful throughout the booking process and helped us whenever we had questions. We had a slight weather delay and the captain was very communicative throughout the process. Would rent this boat again.
Me and my friends rented Hunter 40 from Chris on August 13, 2016 and it was a delightful experience. We also got to see the Navy Pier fireworks which was an added bonus. Our captain was Bill Mintz who was also very professional and experienced. Chris was very responsive throughout the process and answered all our questions with sufficient clarity. I highly recommend this boat to other Boatbound users.
My friends and I had so much fun on our beautiful sunset sail aboard Chris' boat! Captain Bill was very knowledgeable and friendly. He showed us the ropes and kept things light and fun. The boat was comfortable and easy to move around on. We will definitely be booking another sail with Chris!
Chris was very responsive and made sure that I got the best deal possible. The boat was beautiful and very reasonably priced for what's out there. Really enjoy the experience and everyone else on the boat did too. Thanks again Chris!
We had a wonderful day on Chris' Hunter 40. The boat was beautiful and spacious and Chris was easy to work with through the booking process. Captain Bill, who spent the day with us chartering the boat truly made the experience memorable. He was knowledgable, friendly, interesting and someone you just wanted to spend time with. He taught us about sailing and spent time to explain everything we had questions on. The group felt like they were spending time with an old friend. Thank you so much Captain Bill and Chris for a fantastic day on the Hunter 40!
My group and I had a wonderful time sailing on Chris's Hunter 40. We enjoyed out day tremendously and it was made better by the helpful insight from both Chris and Captain Bob. Chris is quick to respond and made sure that all questions were answered prior to setting sail. The boat is clean, well kept, and has character. Would recommend to others.
It was a great day!
Chris did everything to make the rental comfortable.
The boat was easy to use.
We sailed with more than 20 knots of winds and we had no problems.
The boat was very reassuring and Chris learnt us how to do the docking.
It was a great day. Don't hesitate.
Nice, clean cruiser with plenty of room our 6-person day sail. The boat could easily accommodate 2-4 more on board.
Chris was very good about communicating throughout the process. I performed a quick "checkout" sail a few weeks in advance, which mostly consisted of a basic walkthrough of the boat and some docking practice. No matter how many boats you've sailed, docking is a new boat for the first time can be a challenge and Chris was a patient instructor.
The boat performs reasonably well (8kts of speed off the wind with ~13kts of breeze) and the cockpit layout is a good balance between size and access to the controls. I was able to single-hand most of the time when needed without too much help from my inexperienced guests.
Overall, a solid value for a well-kept boat in the city.
We had an amazing time on Chris's boat. It was very spacious, clean, and came equipped with everything we needed for a day on the lake. There was an aux cord and speakers so we could play music and there were coolers for food and drinks. The captain (Jeff) was GREAT! He taught us about sailing and made the trip really fun. I would recommend this boat to anyone!
We had the best day on Chris's boat! It's the perfect size boat for a small group of people. The boat was very nice and clean, & had a small bathroom. The captains were very accomodating & respectful of us. It was a great day for sailing and the captains knew exactly where to take us and taught us a little about how to sail, they made it really fun.
Chris was great to work with, easy to communicate with, and even gave us a 1/2 day rate. I have already forwarded his info onto some friends of mine looking to charter a sailboat.
I have nothing negative to say about the whole expierence-thanks Chris!!!
I recently bareboat chartered a Hunter 40 from owner Chris over the 4th of July weekend. Wow what a great time! The owner Chris has a nice mid 1980's Hunter 40 that seems pretty well maintained. He came and made berths and made sure all was clean before leaving us the first evening. He came back the following day for our shakedown cruise since the wind was blowing to 30 knots the day prior. He made sure we could get in and out of the slip without crashing into his neighbors and we did a short sail to his satisfaction. We had a great time sailing along the Chicago shoreline for the next few days and then going to the GD concerts in the evenings. Truly epic! All the dock neighbors were pleasant and welcoming.
If you are looking for a pristine sailing yacht this isn't the boat for you but if you are looking for a good value and a good sailing boat that is located perfectly for sailing the Chicago shoreline and being home base for adventuring into Chicago, Advantage is perfect.