Sea Dog Sailing

This was the BEST experience, I could not recommend it enough! I came to visit my sister in Milwaukee after she moved here and decided to try this because it sounded fun but it was by far our favorite thing from my entire visit (and I work in the travel industry so I am great at finding lots of fun things to do). Captain Bob was fantastic, so knowledgable about sailing and the lake and city, plus we got to try steering some which was really cool!

We had a fantastic time sailing with Captain Matt in Lake Michigan from the shore of Milwaukee, WI. Recommended!

Had an absolute blast today! It was my first time to sail and it was an experience I will never forget. Captain Bob and his crew were very informative and amazing. Beautiful boat, great conversation, great music, a 10 out of 10 experience. Thank you Captain Bob!

Excellent! I booked a sunset sailing trip with my family for our Milwaukee vacation. The communication setting up the trip was clear and the captain was responsive. The directions on where to go and what to prepare for were clear and very useful. We had an amazing time on the sailing trip! It was a beautiful night and the crew was great. The captain and his crewmate treated us very well and were a lot of fun to chat with during the voyage. I would not hesitate to recommend or even book another trip with Sea Dog Sailing. Thank you for a wonderful experience!

Had a fantastic sunset cruise with Captain Matt. He was ready to go and we started on time and went a little bit long. Matt made sure we were safe, made the best of light wind and was engaging the entire time. I highly recommend!