RATES

It was a Great experience sailing with captain Kirk! I strongly recommend!

Our sunset sail with Captain Kirk was such a memorable date night! He is highly capable and a great guide and host. Woody (the dog of Salty Dog) was so sweet, calm, and quiet during the entire evening. Seeing Chicago from the water gave us a whole new appreciation for the city, and it was lovely to slow down and enjoy the evening together. If you’re looking for something special to do, this is a wonderful way to spend an evening. The highlight of our time in Chicago!

Great experience with Captain Kirk and Woody. No doubt if we come to Chicago we’ll go on the charter again.

My friends and I were in Chicago for a girls' weekend and booked a chartered sunset sail. It was a wonderful experience. Captain Kirk was great and Woody the dog was a perfect addition; he's SO CUTE! We happened to sail on a perfect Fall evening where the full Harvest Moon was rising, and the sun was setting. Amazing. Blankets and everything we needed were included. Thanks so much for a great experience!

Captain Kirk (and Woody!) we're fantastic hosts and gave us a true sailing experience. It was a lovely couple of hours on the water and a perfect date night. Couldn't recommend booking a sailing trip with Captain Kirk any more!

My girlfriends and I did an amazing sunset cruise last night with the salty dog. It was an amazing sail! We really enjoyed our time and the Chicago skyline

It was a great and relaxing boat trip. We enjoyed it. Capt. Kirk was a great host.

We went as a couple for the moonlight sail and had such a great time! Captain Kirk was good vibes from start to finish super friendly, happy to answer all of our questions, and full of fun anecdotes from his experiences as a local Chicago sailor. It was such a relaxing and unique way to enjoy the city, and we’ll definitely be back whether we’re bringing family or friends along, or just feel like going out for another sail when the weather fairs! And honestly, you can’t beat a boat dog named Woody. 🐶⛵️ Highly recommend!

Great experience sailing with Captain Kirk! He was friendly and knowledgeable, and Woody was the sweetest first mate. ⛵🐾 Would definitely recommend and rent again!

I highly recommend Salty Dog to anyone looking to enjoy a top notch sail on Lake Michigan. My husband and I and two of our friends enjoyed a fantastic cruise right during sunset. Captain Kirk could not have been a better host - he engaged with us while still allowing us our own space, played great tunes, and made us feel safe and comfortable the whole time. The Peony is a beautiful boat and having Woody (the 'salty dog') on board with us made it extra special.

Terrific experience on Lake Michigan! Captain Kirk was extremely competent and made our day trip enjoyable. Great views of the city with the thrill of real sailing. The boat was very comfortable and in excellent condition. I hope to book the trip again next Summer.

Great sail will an expert captain; with the help of the pup,Woody.

A beautiful and fun experience!

Had a great time sailing on beautiful Lake Michigan! Captain is extremely knowledgeable and created a fun experience for the two of us. 100% would recommend and sail with them again! ⛵️

We would highly recommend Salty Dog Sailing Co. The boat was in excellent condition, and Captain Kirk was professional, fun, and informative. This was the best part of our Chicago visit.

What a fantastic experience! We had a sunset sail with Kirk and it was wonderful. Kirk was very personable, knowledgeable and helpful. We were able to watch the sunset behind the Chicago skyline. And for an added treat, we got to see the full moon rise over the lake. It was the perfect, relaxing, peaceful evening. 10 outta 10 recommend!

Brought my daughter for her 17th birthday and we had a blast. There is not one thing about our charter that I would change. Captain Kirk was amazing and Woody was so cute. Already planning on planning another charter next month.

Captain Kirk was a fabulous captain - very informative and a great guy to spend the afternoon with. Would highly recommend Salty Dog!

Captain Kirk was excellent! His first mate Woody is the PERFECT pup so friendly and calm for the trip. The boat is gorgeous and all tricked out to sail effortlessly. He gives you a great rundown on what to expect and everything went to plan. There’s no awkward silence or awkward conversation he gave us a good chat about the boat and what not and we still had plenty of time to be a couple. The location was easy to find and offered parking. Everything was very comfortable and price was fair for the amazing time we had. Definitely will be sailing with him again!

Kirk the smartest captain ever! He gave me an efficient yet practical experience handling in-mast furling main and code zero for the first time. We were able to sail at a decent 5.5-6.5kt in breeze on the lake. Don't just sail with him, talk to him, you'll find treasures in this guy.

Kirk and his trusty sidekick, Woody, were the best. Top notch excursion that I would recommend to anyone. Affordable and fair, first time out on Lake Michigan and certainly won’t be the last

We had such an amazing evening with Salty Dog Sailing Co.! Captain Kirk and Woody are so friendly and made our first time on Lake Michigan an experience we will never forget!! We’re so grateful Captain Kirk shared his beautiful sailboat with us - We would absolutely book again and highly recommend to anyone considering!

Amazing Captain Kirk and dog Woody is a hoot!! Highly recommend the best experience ever for family and groups! JTS Naples, Florida