Sea Dog Sailing on Lake Michigan, Milwaukee, WIsconsin

Sailing on Lake Michigan with Sea Dog Sailing

After staring at the glimmering waters of Lake Michigan all throughout lunch, we had the chance to actually get out on the water right after we ate. We were heading out for an afternoon of sailing, and I couldn’t have been more excited.

Sea Dog Sailing on Lake Michigan, Milwaukee, WIsconsin

I’ve been sailing on a few different occasions, but never on the Great Lakes or a boat of this kind. The weather on the Great Lakes is known to be unpredictable and it can change for the worse in barely a minute’s notice, but we were lucky to have absolutely perfect weather all afternoon long!

Sea Dog Sailing on Lake Michigan, Milwaukee, WIsconsin

We made our way down to the McKinley Marina along Milwaukee’s lakefront and boarded the 38-foot yacht, Quinn Marie. Captain Bob of Sea Dog Sailing welcomed us onto the gleaming white boat and we all settled into our seats.

Sea Dog Sailing on Lake Michigan, Milwaukee, WIsconsin

Everyone started off sitting in the main seating area, but soon enough we were all playing musical chairs to check out the views from all angles. At one point, we all even crowded at the bow of the boat for a group photo! I was on this trip with Visit Milwaukee and several other bloggers, and the group consisted of Katy, Maggie, Lauren, Carolynn, Red, and Cedric.

Sea Dog Sailing on Lake Michigan, Milwaukee, WIsconsin

One of my favorite spots on the boat was sitting out on the bow. With the sun shining bright and a gentle mist of water spraying up from the lake, I was in heaven. I also enjoyed the high seats in the back of the boat, especially when we made sharp turns and it felt like I was about to take a dunk in the water! If you can’t already tell, I don’t know many technical sailing terms, but I did make an effort to learn a little bit about sailing when we were out on the water.

Sea Dog Sailing on Lake Michigan, Milwaukee, WIsconsin

Sea Dog Sailing on Lake Michigan, Milwaukee, WIsconsin

It was fun to explore one of the other Great Lakes for a change—we spend a lot of time near Lake Superior as it is located only two hours north of our base in St. Paul, Minnesota. Lake Michigan is unique from the other Great Lakes as it is the only one that is located entirely within the United States—the other four Great Lakes are shared with Canada.

Sea Dog Sailing on Lake Michigan, Milwaukee, WIsconsin

Sea Dog Sailing on Lake Michigan, Milwaukee, WIsconsin

Our sail brought us through the Milwaukee Harbor and out on Lake Michigan for fantastic views of the Milwaukee skyline and the Milwaukee Museum of Art. We were graced with calm water and perfect wind all afternoon long, which allowed us to keep the sails up for almost all of our adventure!

Sea Dog Sailing on Lake Michigan, Milwaukee, WIsconsin

Guests are welcome to bring refreshments for your sail, and on private sails you can even bring along your own playlist of music. Sea Dog Sailing offers a variety of different tour options—you can go on a 90 minute day sail, a two hour sunset sail or book a private charter.

Sea Dog Sailing on Lake Michigan, Milwaukee, WIsconsin

Sea Dog Sailing on Lake Michigan, Milwaukee, WIsconsin

While I had never considered learning to sail in the past, this little trip out on the water had me dreaming about learning the ropes. I would love to head out on more sailing adventures in the future, but for now, I’ll keep dreaming about our wonderful afternoon out on Lake Michigan!


Special thanks to Sea Dog Sailing and Visit Milwaukee for hosting me on this fun adventure in Milwaukee. As always, all opinions are our own.

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  • Mike ( Nomadic Texan )
    Posted at 10:37h, 02 November Reply

    Unbelievable I looked at your group photo and immediately recognized Cedric. Then when I read your post I noticed I was correct. So tell me did Cedric display good sailing techniques? LOL!

  • Chrysoula
    Posted at 09:29h, 05 November Reply

    It looked like you had a great day. The weather looks perfect for sailing and exploring lake Michigan..That’s an activity I would love to do!

  • Anne
    Posted at 11:30h, 05 November Reply

    I love sailing. I don’t know a great deal about it other than I enjoy it. I have such great memories of sailing around the whitsundays

  • Fiona Maclean
    Posted at 14:20h, 05 November Reply

    LMAO, I spent the first five minutes reading through looking for the sea dog…as in the canine sort! You do looks as if you were having a ball – even if there wasn’t a real dog on board!
    Fiona Maclean recently posted…Athletes and Barbarians – Seabourn #extraordinaryworldsMy Profile

    • Jenna Kvidt
      Posted at 02:07h, 11 November Reply

      Haha, yeah I can see where you would be looking for a dog! 🙂 Would have been amazing to have a cute pup on board, but we did have a fantastic day out on the water regardless!
      Jenna Kvidt recently posted…Setting out for a Road Trip Through NebraskaMy Profile

  • danik the explorer
    Posted at 16:28h, 05 November Reply

    Looks like you had fantaastic fun 🙂 Never done sailing but willing to give it a try one day

  • Megan Jerrard
    Posted at 02:51h, 06 November Reply

    I’ve heard amazing things about the Great Lakes and am dying to get there at some stage. I would love to head out sailing and spend a day on the water while there. Fabulous photo as always – thanks for the inspiration!

  • Arzo Travelsi
    Posted at 04:42h, 06 November Reply

    I love everything related to ferry/boad rides etc. but I have never done sailing. It looks so much fun and I put it on my list as well.

  • melody pittman
    Posted at 14:20h, 06 November Reply

    Wow, I may try to do that when I go to Milwaukee this spring. I am hoping to add on a big post trip and Lake Michigan looks like something that would definitely be fun. Loved your photos. Looks like a fun group, too.

  • Mar Pages
    Posted at 23:43h, 06 November Reply

    Gorgeous! just the thing one needs to get out for a little escape and nothing like being on the water with the wind and beautiful views. Really help takes the mind off things, so yes sailing can be so addictive! Envious you got spent a lovely afternoon on the sea! 🙂

  • John M.
    Posted at 04:06h, 07 November Reply

    I recently took a short sightseeing cruise in Milwaukee, which was fantastic, but wasn’t true sailing and only went down the rivers/into the harbor. I’ll definitely consider a sail adventure next time I am near Lake Michigan.

    • Jenna Kvidt
      Posted at 01:31h, 11 November Reply

      The sightseeing cruise sounds like a fun time, as well–I always love exploring rivers that run through cities. Hope you can check out the sailing next time for sure–it was a great time!
      Jenna Kvidt recently posted…Setting out for a Road Trip Through NebraskaMy Profile

  • Anita Hendrieka
    Posted at 05:55h, 10 November Reply

    When I quickly looked over the title I thought there was a dog involved and got really excited haha! Think I love dogs too much. It looks like you had a great time. I have been sailing only once in my life, must do it again!

  • James
    Posted at 01:17h, 14 November Reply

    Awesome blog! Michigan is the best place, and I love to travel here with a yacht. Thanks for sharing and keep posting about such great places of sailing.

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