Great fishing charter. Been on the boat for fire works and just cruising too. Grabbed a bunch of…read morefriends we had a blast. -It's a great location, the price is right. -Boat is perfect for a larger group. -The crew: best part, Captain Mike is funny knowledgable makes you feel at home. Anddddd I have fish to eat! Took the filleted fish home on ice. You really can't beat high octane. Lake Michigan is the perfect venue, Montrose is accessible, beautiful boat, great fishing, the best people.

We used Adeline's Sea Moose for a private corporate event (approximately 30 people), and it was an…read moreexcellent experience from planning through execution. The team was extremely responsive and accommodating, helping us build an event with a variety of food. On the day of the eventt, everyone was extremely hospitable, and we found it to be an unexpected nice touch that they regularly checked if we needed beverages, collected our garbage frequently, and passed out the apps to ensure people received food. Would absolutely recommend, and definitely plan to use this crew again. Thanks for a great time!

Responsive | Personable | Flexible |…read more Responsive - The crew at ASM was very flexible. Their website is well laid out with a chat service that answers most of your questions. Chelsea, the administrative assistant and scheduler answers emails in 24 hour or less and is very helpful with answering questions and providing examples to help customize the perfect charter for your group. Personable - the entire crew Flexible - The crew at ASM was very flexible throughout the process of securing the charter and the day of. There was a thunderstorm in chicago 30 minutes prior to Pro Tip: The Captain smokes, so if you have a sensitivity to smoking, just make sure you let Chelsea know that your group is sensitive to smoking. Pro Tip: Call the crew 5 minutes before you show, because they have to come out to a gate to get you. We were in the middle of a rain storm and had to wait 5 minutes at the gate before getting on the boat. Therefore, our group was soaked on our way on. It really affected our group because it set a bad tone. But, once everyone was warm we had a great time.

This is by far my favorite boating experience!!! I have used their services a few times. They will…read morehelp execute your vision and the customer service is TOP NOTCH!! They take pride in their boat and in making sure the passengers are safe while having a good time! This was an awesome and romantic way to spend my birthday on the water. Thank you Pier Pressure!! Not only will I be back, I'm telling everyone I know!

This was the first time my friends and I have booked a rental for an afternoon at The Playpen…read more Quinn quickly corresponded with us from the very start and answered any questions we had leading up to the day. Her instructions via payment, booking, and arrival (via welcome email) were extremely clear, leaving out no details. Upon arrival, she greeted us and gave a quick tour of the boat. She provided water for us and ensured all of our questions were answered before embarking. The boat was as described, included a great Bluetooth speaker/subwoofer, and everyone had a great time. Captain T was a professional and ensured everyone was safe the entire time. We would definitely book with Pier Pressure again.

So the weekend is approaching! It's July! It's Hot! Chicago is surrounded by water, at least on the…read moreEast side. What are your plans? Might I suggest Jet Skiing?! Let me tell you about my 4th of July Adventure....... My plans were to hang out and eat BBQ with a friend, but she wasn't feeling too well and had to cancel our plans. After making sure she was ok, I was on the verge of catching up on a series on MAX. Then it hit me, "It's a BEAUTIFUL holiday, and you are about to watch tv? What are you doing? You said you wanted to go jet skiing before the summer is over. What are you waiting for? Let's Do It!" I called Chicago Water Sport Rentals on 31st and spoke with the owner who assured me that the day was perfect and the water was fine, code for: "No Danger Here". After an exchange of "God Bless You", I hung up the phone, quickly put sunscreen on, gathered my wetsuit and sunglasses and headed out the door toward the lake. When I got to the harbor and my jet ski rental destination, that's where the magic happened. After a thorough tutorial about how to properly use and have fun on the jet ski that I was sitting on, off I went to the high seas, I mean out toward open waters with the rest of the water sports lovers. Once I got past the channel filled with boat lovers, sailers, and jet ski pros, I played around in open-calm waters while the sun and the city were beaming down on me. The views are absolutely spectacular and the experience was exhilarating! I was on that thing for an hour. Yes, an hour. Last time it was 30 minutes. This time I wanted to challenge myself. Once I got into my groove, there was NO STOPPING ME, until my time was up. ‍ Lol. I highly recommend you try something new this weekend. If you have been jet skiing before, try a new venue off the 31st Street Harbor. Then treat yourself to lunch at the restaurant directly next door. This experience will make you feel ALIVE!

We learned a lot about kayaking from the owner, John. He and his staff took their time in…read moreexplaining every detail of the equipment to us. We had a lot of fun paddling in the harbor and checking out all the boats docked there. There was quite a bit of boat traffic this Sunday afternoon so we rolled with the waves as boats come in and out. Some might find that unpleasant but we thought it was a good opportunity to get a taste of what kayaking on the lake could be like. Kayaks and paddle boards stay within the harbor, which is about 9 miles of boat docks. It's quite an different experience from other kayaking locations; it's manmade and urban and the only wildlife is seagulls. There is a parking lot though its $28 for 0-12hrs during the weekends. We chose to park on the other side of the trail and walked to this location. It's a beautiful walk! The best amenity is the private bathroom with shower. We usually don't get wet with kayak but since this is the lake, we were drenched. Highly recommend wearing swimsuit for any water activities. We'll be back to try the jet skis.

I've taken quite a few boat rides over the years. Small boats, large boats, and a few in between…read more So when a friend invited me to join a few people for a ride with this charter service, I was happy to go. I really didn't have any expectations beyond what I already understood a boat trip to be. I figured we'd cruise up and down the waterfront, enjoy the scenery, and eventually make our way back to the pier, just like I've done plenty of times before. Well, I'm not above admitting when I'm wrong. This was an amazing experience. It wasn't because we stopped at an amazing restaurant. It wasn't because we traveled up and down the Chicago River. Those things certainly made the day special, but what really made the experience memorable was the captain and his wife. Before we even stepped onto the boat, we had to change our reservation a few times because of Chicago's bipolar summer weather. The captain was extremely responsive throughout the entire process. He explained why we needed to reschedule, stayed in communication with us, and made sure he personally took care of us when we were finally able to get out on the water. Once aboard, he and his wife were simply wonderful. They made the entire experience feel personal, comfortable, and genuinely enjoyable. All in all, this wasn't just an amazing boat rental. It was an amazing experience because of the people behind it. I would happily take another trip with this team again and again.

I wanted to find an affordable private boat tour for a bachelorette party, and this fit the bill…read more Dan was very accommodating and made sure everything went smoothly for the day. When we decided to bring food onto the water, he met us by the harbor and provided a cart for us to place all the bags of food onto it. He let us choose if we wanted to spend more time at The Playpen or sailing on the open waters. Floaties were also available. Communication was great, the weather was great, the music was great, and the people were great. Thank you for an authentic and fun boating experience!

We did a daytime private charter on the Chicago Motor Yacht for a bachelorette party and the…read moreexperience was perfect. The staff was very attentive and the yacht amenities were wonderful. I would highly recommend this company! Booking with Chicago Motor Yachts is so seamless and Grace is very helpful.

Wanted to leave a review even though we weren't able to venture out due to inclemate weather. I…read moreappreciated how easy it was to get all the info I needed leading up to the trip with Grace. Also, I had to make some changes to the plans and they were very quick to assist me in transferring the reservation to a delegate. Overall, giving a high rating for the ease of booking, the assistance in answering all my questions, and also the expedient processing of the deposit reimbursement due to poor weather. Hope to actually go on a boat ride on a future visit if the weather cooperates!

We got married on the Sophisticated Lady at the end of September 2025 with just our respective kids…read more(his 4, my 2) and siblings/spouses on board...a total of 17 people...most from out of state. I contacted Taylor for all the arrangements early summer and my fiance and I went to the city overnight to see the boat. (We live in Western Suburbs) My kids have always loved our overnights in Chicago and a sunset cruise the second time around seemed like the perfect wedding. We prayed the weather would cooperate! Booking was easy, selecting food options and drink packages was not necessarily cheap but they had a great selection with the premium beverage package that was good for all. The 3 person crew were great...they went with the flow. We got married on Lake Michigan (bartender said it was the first wedding they'd ever had ON the boat.) We are bikers so most of our kids dressed accordingly (as did we). The Captain stopped the boat in a protected harbor for the 20 minute ceremony so no one would get pitched over. Everyone had a fantastic cruise and the sunset did NOT disappoint! We absolutely LOVED this unique wedding experience!

Sophisticated lady is a gorgeous boat, I really like the myriad of spaces where you can sit down…read moreand talk or dance or just take in the view. The food on the boat is excellent and the crew is very attentive. Overall, highly recommended.