I found this boat charter on Yelp! Spoke with Paul and the process to book was so seamless! He…read moreanswered all my questions promptly when wondering how to tip and if we needed to bring coolers. They supplied ice for our trip which was great! At the end of our time we were already trying to book with them again! With the new adjustment we were able to have 30 with proof of vaccines! Highly recommend them!

Captain Paul and team was AMAZING! We had a post graduation cruise for my daughter and best friend,…read morecruising into the sunset. The most memorable trip for my daughter, friends and family. Captain Paul was extremely flexible in making the most beautiful experience. We cruised on both the river, and saw the sunset on Lake Michigan. The experience of a private yacht for my daughter's celebration was priceless. Thank you Captain Paul for your hospitality!

We Went to the little event they had in Plainfield and immediately left because I couldn't stand by…read morewhile a bunch of animals are stuck in plastic crates and closed bins on a 100 degree day, there were 2 ducks in one crate, what I assumed was chicks in another container, a Turkey and multiple closed bins of whatever else they brought with them and they were just left out in the 100 degree heat, it was way too hot outside for the event, it was awful. The event felt very disorganized as they put a chinchilla on a bunch of kids heads for the first 15 minutes while the other animals were sitting in a hot crate making noise. It should have either been rescheduled or at minimum they should have had them in an air conditioned vehicle on a day like today.

Such a great experience. My daughter and all my nieces and nephews loved it. (I didn't book it)…read more My wife didn't want to do anything with the snake.

I had a rather disappointing experience with Captain Larry's boating service. From the start, there…read morewas a noticeable lack of warmth or welcoming vibes. The staff seemed disinterested in providing a pleasant customer experience. When we had questions about the safety procedures and tour details, their responses were curt and lacked empathy. The boat itself was fine, but the overall experience was dampened by the staff's indifferent attitude. Even when we expressed some concerns about the route due to weather conditions, our worries were dismissed without proper consideration. It's unfortunate because the potential for a great boating experience in Chicago is there, but the customer service left a lot to be desired It's interesting that I see a review mentioning discrimination because I couldn't help wondering if the treatment we experienced was related to fact that my partner was with me. We are not ones to display affection in public but our body language is obvious Not recommending this service if you care about equality and not supporting a biased business

I would not return. We were recommended by someone we trust so we had our hearts open. My…read moregirlfriend (who is a strong woman of color) felt patronized and, dare I say, discriminated. We will not recommend Captain Larry services to anyone who values respect

Captain Kirk Kessler, a United States Coast Guard - Certified Master Captain, goes all out to give…read morehis passengers a wonderful experience. His boat, the Peony, is equipped in a manner to meet the needs of his guests. His first mate, Woody, a chipper mini Golden Doodle, adds a fun touch to each outing. Kirk is extremely professional, going over his shipboard rules with all his charges before they embark. His rule #1 - "Stay on the boat!" Captain Kirk gets a sense of each of his sets of guests, and how comfortable (or apprehensive) they are on the water. Passengers preferring a sedate, "gentle" excursion will get one (to the extent weather and lake conditions permit); those guests up for a more adventurous outing with 15-30 degrees of heeling will have their wishes fulfilled. As a USCG-certified Master Captain, Kirk knows what he needs to do to trim the sails and change his headings to make his cruises pleasant ones for his passengers and their predilections. A charming host/skipper, Captain Kirk will make your sail/cruise an unforgettable one - withe the beautiful Chicago skyline as your sunset backdrop. You can't do better than Salty Dog Sailing Co.!

I highly recommend chartering with Salty Dog. Captain Kirk () was very professional. I was a…read morelittle nervous, but he set everyone in our party at ease. The boat comfortably fits 4 people, and you can just sit back and relax. Woody is extremely friendly, greeting us on the dock when we arrive, and sleeping next to us the entire trip, except when we turned and he had to flip to the other side! And it's true sailing, we went about 3.5 miles from shore, getting some incredible views of the city. It was a great day, great conversation and an overall awesome time!

This was my second time renting this party bus for my birthday, and once again it was an amazing…read moreexperience. Everything was seamless from start to finish, and the service was extremely professional. Paul was fantastic to work with and made the entire process easy and stress-free. This will be the only party bus company I use going forward. Thank you so much, Paul!

Great service! Hired him for my daughter's party bus excursion last weekend. He even drove around a…read morelittle bit when he arrived at the venue while we were still setting up the party, so we could surprise her. Will definitely hire them again! Timely, organized and reliable! Thank you!!

The absolute best charter there is on the Lake! Highly recommend a morning on the lake in the…read moreoffice! You will be on the fish!

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.

If I could give them 10 stars I would. Philomena was absolutely amazing. Picked up my in-laws on…read moretime and drove them to a retirement party. Philomena took care of them the entire night and delivered them home sweet and sound after the party. They do not make good people like this anymore. Thank you so so much!

Great Service,Beautiful cars and Safe Drivers. I will…read moredefinitely recommend this company. Thank you,