Skip to content 
Stories from the Sea
Real adventures, real smiles — hear from those who made waves with us.
Trustindex verifies that the original source of the review is Google. Had an amazing time on this stunning sailboat, will definitely be back to do this again!Trustindex verifies that the original source of the review is Google. We had a fantastic time sailing with Captain Matt in Lake Michigan from the shore of Milwaukee, WI. Recommended!Trustindex verifies that the original source of the review is Google. 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!Trustindex verifies that the original source of the review is Google. 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!Trustindex verifies that the original source of the review is Google. 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!Trustindex verifies that the original source of the review is Google. Magical and fun. Captain Bob was the best host and made the day spectacular. I have lived in Milwaukee for many years and have never savored the view of the skyline as we did from 5 miles out in Lake Michigan on a beautiful sunny day. He answered my incessant questions with patience and knowledge. I look forward to another charter with Sea Dog Sailing. the one down side— Now I have what may be a burning desire for a sail boat of my own!Trustindex verifies that the original source of the review is Google. Capt. Robert and his crew were so welcoming as soon as you walk down to the boat. If you have never been sailing you absolutely have to book a trip with this crew. My wife and I have never been and they made an amazing trip for both of us, explaining what they were doing with lines and sails, telling us how things work with the lake and sailing, and overall making us feel as comfortable and safe as possible. The boat is a beautiful vessel, the only downside was we wished we could’ve stayed and sailed longer! So if you’re in Milwaukee and want to experience something fun and exciting with a expert captain and friendly crew, book a trip with sea dog sailing!Trustindex verifies that the original source of the review is Google. Had a great time sailing with Captain Bob and his crew. 5 stars, would recommend!
