Sea Dog Sailing
Sea Dog Sailing
5
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Private Milwaukee sailing charters with US Coast guard certified captain. Enjoy a sailing trip and see the art museum and one of the most beautiful skylines in the country.
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Most Recent: Reviews ordered by most recent publish date in descending order.
Detailed Reviews: Reviews ordered by recency and descriptiveness of user-identified themes such as wait time, length of visit, general tips, and location information.
5.0
28 reviews
Excellent
26
Very good
1
Average
1
Poor
0
Terrible
0
Sebastian G
5 contributions
Aug 2023 • Friends
Captain Bob is a world class sailor with excellent knowledge of sailing, the city of Milwaukee, and how to have a grand ole time. The Quinn Marie is a lovely ship with plenty of amenities that are all exceptionally maintained. First mate Christian is quite attentive and has a great knowledge of sailing and Lake Michigan. I highly recommend you check out Sea Dog next time you’re in Milwaukee - you won’t regret it!
Written August 21, 2023
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
Thanks for the review!
Written September 4, 2024
This response is the subjective opinion of the management representative and not of Tripadvisor LLC.
Rachel M
11 contributions
Aug 2023
Sailing with Captain Bob was the BEST experience, I could not recommend it enough! I'm visiting my sister in Milwaukee after she moved here and decided to take a chance and try this 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, he is very knowledgable about sailing, the lake and city, plus we got to try steering some which was really cool! Make sure you add this to your MKE bucket list, there is no better way to enjoy the lake and see the city!
Written August 5, 2023
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
Jason G
1 contribution
Aug 2024 • Family
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!
Written September 2, 2024
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
Thanks for the review!
Written September 4, 2024
This response is the subjective opinion of the management representative and not of Tripadvisor LLC.
buckhall
Pensacola, FL81 contributions
Aug 2021
Capt. Bob and his capable first mate Jared gave us a wonderful sailing adventure. I'm not a sailor, we own a powerboat and have for years. Peaceful ride, an extremely experienced and knowledgeable Capt. made this summertime ride on Lake Michigan a blast.
Written August 1, 2021
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
snowseekerWA
washington104 contributions
Jun 2011
I grew up in Milwaukee, but it was never easy to get out onto the water of Lake Michigan without knowing someone who has a boat or taking a larger commercial boat. Sea Dog Sailing is the answer to this problem! Captain Bob was great. He was VERY flexible with his scheduling, and offers private tours, 2 hours or more, and 1.5 hour quickies. The rates are very reasonable, and his boat is VERY nice and comfortable. We took a very nice nearly entirely wind powered cruise out of the McKinley Marina in Milwaukee past the nice downtown lakefront area and headed north along the shore and made a loop back to the marina. It was a perfect afternoon. It's totally bring your own drinks and food and you can hook up your music to his nice sound system. I highly suggest checking Sea Dog on your next visit to Milwaukee, you'll enjoy it.
Written July 8, 2011
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
rfeller808
Carpentersville, IL10 contributions
Jul 2014 • Couples
We sailed with Captain Bob and his crew member William on 7/15/14. Had an absolutely wonderful sail. The boat is beautiful and comfortable (38 ft Catalina). The sail was approx 90 minutes. We went on a cool summer day (65 degrees) but dressed warm and enjoyed the breeze. The views from the lake are stunning! You actually sail...unlike catamaran excursions where they motor with the main sail up. Captain Bob was easy to schedule with and very friendly. Would highly recommend to anyone who enjoys the water. Money well spent....would definitely go again.
Written July 16, 2014
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
Carol L
Appleton, WI10 contributions
Jul 2015 • Family
Found Captain Bob through travel WI website. Sent a text on a whim if he was doing any day sales the next day. Got right back to me and we were all set. With the construction we were a little delayed arriving. He called to make sure I was on the way and gave great directions. It was a beautiful day, not a lot of wind. Took us out and we sailed a little bit, unfortunately not much wind to make it worthwhile. so he motored us around and got to see a new side to Milwaukee. We sat out on the front of the boat and thoroughly enjoyed ourselves. They were so nice and so friendly.
Written July 31, 2015
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
julie_rode
52 contributions
Jul 2018 • Family
If you are in the area you must try out Sea Dog Sailing! Captain Bob and Captain Sam are the nicest and most personable people! They were great with the kids we had on board and since the weather was so perfect they even let all of them drive the boat! They do everything in a safety manner and made me feel very comfortable on board! I couldn't have asked for a nicer sail out on to Lake Michigan!
Written July 11, 2018
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
Christina R
1 contribution
Sep 2015 • Friends
Excellent! Would definitely recommend...We were in Milwaukee on business and Capt. Bob made our day after having been in class for two days. What a way to relax and enjoy the scenery! Thank you Capt. Bob!
Written September 24, 2015
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
SPTrophyWife
Sun Prairie, WI108 contributions
May 2015
My Aunt (who has lived in Milwaukee for 40+ years) had wanted to try this to celebrate our birthdays. We kindof booked it on a whim. Boy were we happy we did!
The owner does sailing trips for charter b/c he truly loves sailing. He is very accomodating. He took just us two out for a couple of hours in the afternoon. He did not require a deposit, a minimum of people to sail, and has no problem rescheduling if the weather is bad.
The boat is very clean and has more space and amenities than you need.
We had the best time! You are allowed to bring any snacks or beverages you like on board. He'll play your music or play requested music on his system.
We are planning on making this a yearly event!
The owner does sailing trips for charter b/c he truly loves sailing. He is very accomodating. He took just us two out for a couple of hours in the afternoon. He did not require a deposit, a minimum of people to sail, and has no problem rescheduling if the weather is bad.
The boat is very clean and has more space and amenities than you need.
We had the best time! You are allowed to bring any snacks or beverages you like on board. He'll play your music or play requested music on his system.
We are planning on making this a yearly event!
Written August 31, 2015
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
Family friendly? Kid friendly? We have a 4 and 7 year old.
Written December 27, 2022
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