Intro to sailing lesson on Lake Michigan

Chicago, United States

Experience hosted by Dan And

2.5 hours, Hosted in English
Committed to safety
This host committed to Airbnb’s COVID-19 safety guidelines.
Up to 6 people
Includes drinks

What you'll do

This experience is for anybody who has ever had an interest in sailing. There is no experience necessary. Each guest is encouraged to participate as much as they’re comfortable with.

Our 30 foot Pearson flyer is a day cruiser/racing boat with bathroom facilities and room for a crew of six to have fun while learning. We’ll meet at the dock and once you’re settled in, we’ll discuss safety equipment, protocols, sailing terminology, basic sail trimming and you’ll have a chance to take the helm!

Enjoy beautiful Lake Michigan and the breathtaking Chicago Skyline while also learning a little about Chicago’s boating culture. We’ll have snacks and beverages aboard. Let’s get ready to have some fun on the water!
This experience is for anybody who has ever had an interest in sailing. There is no experience necessary. Each guest is encouraged to participate as much as they’re comfortable with.

Our 30 foot Pearson flyer is a day cruiser/racing boat with bathroom facilities and room for a crew of six to have fun while learning. We’ll meet at the dock and once you’re settled in, we’ll discuss safety equipment, protocols, sailing terminology, basic…

What's included

  • Drinks

Meet your host, Dan And

Host on Airbnb since 2019
  • 4 Reviews
  • Identity verified
We are Dan and Jennifer and we share a love for sailing and our beautiful city, Chicago!

Captain Dan holds a Coast Guard OUPV Master Captain's license from USCG and has over 20 years of experience in cruising, racing, boat chartering, water sports and over-night cruises across Lake Michigan to Wisconsin, Indiana, and Michigan.

First mate Jennifer is an experienced sailor and looks forward to joining Dan sharing with you how serene and magical sailing on the lake can be.
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From $150
/ person
This experience usually sells out. Book now.

Where you'll be

Sailing out of Monroe Harbor and within 3 miles of the Chicago shoreline. We will sail to favorable winds.

Rated 5.0 out of 5 from 4 reviews.

Claudia
July 2021
Lovely experience, definitely different than a motorized boat. Would recommend to others either interested in sailing or those who just want to coast and sail for a few hours. Thank you!
Fabio
July 2021
Dan is very experienced and has lots of stories and information to share. Very laid back and engaging.
Allison
July 2021
We had a great time!
Camila
July 2021
Beautiful day out in the lake! Very knowledgeable captain! Great pictures!

Activity advisory

Expert industry partners
We partnered with the Adventure Travel Trade Association, experts in adventure travel, to define best practices and standards for safety.
Know your comfort level
Please note outdoor activities carry risks, and you may be exposed to dangerous situations as part of this experience. Make sure you can participate safely given your abilities and the conditions (such as location, weather, and equipment).

Things to know

Cancellation policy

Any experience can be canceled and fully refunded within 24 hours of purchase, or at least 7 days before the experience starts.

Government ID

You’ll need to take a picture of yourself that matches the photo on your ID. This is so Airbnb can confirm who’s actually going on the experience. You’ll only have to do this once.

Guest requirements

Up to 6 guests ages 16 and up can attend.

What to bring

Bring a wind breaker, sunglasses, sunscreen, and good boating shoes with good traction and light colored soles. No flip-flops please and no bare feet or socks.