Tours/Milwaukee/2 Hour Sailing Adventure in Lake Michigan (up to 6 people)
Viator · group up to 6 pax

2 Hour Sailing Adventure in Lake Michigan (up to 6 people)

5.0(12)Milwaukee1 hour
VIATOR5.0(6)TRIPADVISOR5.0(6)

Description

Our trips are perfect for starters or advanced sailors. We offer a 2 -hour sailing trip overlooking views of the city of Racine and on clear day views of Milwaukee and Kenosha You can lay back and relax to the sounds of the waves, or we can teach you a little about sailing and you can start working as crew. I'm a USCG boat captain along with my son Richie (21) who is a small boat sailing instructor and is my dockhand. My daughter Kayle (24) and my wife Kelley will also help out with boat duties.

Tour Options

2 Hour Sailing Adventure in Lake Michigan (up to 6 people)

Highlights

Life Jackets

What's included

Included
Life Jackets

Traveller Ratings

5.0
12 reviews
5
12
4
0
3
0
2
0
1
0

Important Information

  • Not recommended for travelers with spinal injuries
  • Not recommended for pregnant travelers
  • Suitable for all physical fitness levels

Reviews(12)

C
Curiosity35546152690
July 17, 2026
A Perfect Match of Crew and Clients!

Captain Rich and Co-Captain Kayle gifted our group of four with a simply perfect sailing experience. We had two young ladies (9 & 11) with us who had never been on a sailboat. Both Captain and Kayle interacted with the girls; explaining about the sails, the keel, the compass and helm. Kayle took the nervous nine yo in tow and in a very short time she was all smiles. We couldn't have enjoyed the adventure more!

J
Jeff_J
July 13, 2026
Very pleasant afternoon out on the water

We caught light winds on our cruise, but gliding around on the lake under sail-power was wonderful. Most of us had never sailed before, so it was a cool experience for them and brought back nice memories for the previous sailors. The crew ran the operation very smoothly and were fun to talk to. We were very glad we found this opportunity!

J
Jill_T
July 2, 2026
Beautiful boat & experience!

We had a beautiful sail on the lake and enjoyed learning from the Captain and his daughter. Perfect way to end our trip.

E
E_A
February 10, 2026
Highlight of My Trip

Friendly and professional crew, nice boat, and a lovely experience. Highly recommend to all. I would gladly book again.

J
Julie_B
August 31, 2025
Smooth Sailing with Stellar Hosts

Sailing Lake Michigan was amazing—great views, peaceful vibes, and awesome hosts. The captain & son were fantastic!

M
MacKenzie_T
August 2, 2025
We had a lovely day on...

We had a lovely day on the water! Rich was great. Wish it was longer. The boat is very clean and comfortable

Operator response

It was great having your family on board.

8
883sheridanf
June 3, 2025
Plan on going back! Fantastic time!

This was a random booking. Looked up things to do in Wisconsin on the lake and Rich’s ad appeared and it was one of the highlights of this 6 day trip. I went with my daughter, and Rich brought his daughter. Both were super friendly, easy to converse with and the two hours just flew by. It was drizzling a little, and the winds weren’t strong, but it was still 100% worth it. I can’t say enough good things about that evening. I can’t wait to go back and do this again!!

Operator response

It was such a joy having you both onboard! I’m so glad you got to experience Racine and the beauty of Lake Michigan. Hope to see you again soon!

H
Hopsboyz28
September 5, 2023
Nice sail

It was a great ride - Our host and his son were very nice and informative. Highly recommend. It was a beautiful day for a sail.

M
michaelkO5505IY
August 1, 2023
Exceeded expectations!

Could not have been easier or more relaxed. Captain Rich packed as much as he could into our 6:00 to 8:00 evening cruise without being the least bit pushy. It was the first sailing experience for my wife and the other two people I had invited. They were smiling the whole time.

C
ceren o
June 24, 2023
Amazing experience!

Captain Rich and his wife Kelly provided an AMAZING experience for my friends and I. Not only it was a great time on the water but they went out of their way to make sure we were enjoying ourselves the entire time! We were able to catch a beautiful sunset and great photos! They taught us a little bit about sailing and provided great recommendations for things to do in Racine. Thank you so so much to you both!

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