Fireworks Sailing Cruise on a Yacht

Chicago, United States

Experience hosted by Greg

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

What you'll do

Our sailing experience begins at the Monroe Harbor Public Dock (Google maps). Boarding our 37’ luxury cruising class sailing yacht Dragonfly, a Jeanneau Sun Odyssey, we will cast off and motor out to Lake Michigan where we will set sail to a favorable course. Bring your favorite food and drinks, listen to music, relax, and take in the glittering skyline and the city’s iconic buildings from the lakefront. This tour offers an unbeatable up close and personal view of the Navy Pier Fireworks Show- on display every Wednesday and Saturday evenings Memorial through Labor Day. Do note Airbnb experiences are social, and up to 6 guests from different parties can join our standard cruise, however we welcome inquiries about private or custom outings. If you do not see a time on our calendar that works well for you, please contact us!

Other things to note
New friends will join your booking unless you reserve the entire boat. We only wait 15 minutes for a late guest out of courtesy for timely guests. We only cancel for lightning and will refund everyone. If you tend to get motion/seasick, or have a hangover, take motion medication 30 minutes prior.
Our sailing experience begins at the Monroe Harbor Public Dock (Google maps). Boarding our 37’ luxury cruising class sailing yacht Dragonfly, a Jeanneau Sun Odyssey, we will cast off and motor out to Lake Michigan where we will set sail to a favorable course. Bring your favorite food and drinks, listen to music, relax, and take in the glittering skyline and the city’s iconic buildings from the lakefront. This tour offers an unbeatable up close…

What's included

  • Drinks
  • Equipment
    fridge, bathroom onboard
    lifejackets, towels, sunscreen, bug spray, cu...

Meet your host, Greg

Host on Airbnb since 2013
  • 13 Reviews
  • Identity verified
For us, sailing offers adventure, relaxation, and the discovery of new places and people. There is no better place in the world to combine the thrill of sailing with views of a world class skyline! Greg holds a Master Captain’s license from the US Coast Guard, and Cait is a local architect focused in skyscraper design. Our boat is fully licensed as a commercial passenger vessel and operates under the highest safety standards as monitored by the US Coast Guard. We are avid sailors and enjoy sharing our passion for sailing with travelers and locals!
For us, sailing offers adventure, relaxation, and the discovery of new places and people. There is no better place in the world to combine the thrill of sailing with views of a world class skyline! Greg holds a Master Captain’s license from the US Coast Guard, and Cait is a local architect focused in skyscraper design. Our boat is fully licensed as a commercial passenger vessel and operates under the highest safety standards as monitored by the US Coast Guard. We are avid sailors and enjoy shari…
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From $150
/ person

Where you'll be

We will meet you at Monroe Harbor on our boat. There is a drop off cul-de-sac at 400 E. Monroe on the east side of Lake Shore Drive, from there it is a short walk north along the curve of the lake front trail. Our dock is by itself, made of concrete with wood pylons, and runs north-south. Further details sent upon booking. The Lakeside Garage offers parking (about $30) off of Columbus Dr. just north of Monroe St.

Rated 5.0 out of 5 from 13 reviews.

Imani
September 2021
We booked this for the last fireworks show of the summer and it was an absolutely magical night! It was a small group of old friends and Greg our host fit right into the conversation like we’ve known him for years!
Jared
September 2021
Greg was an excellent host! Very easy going, allowed us to bring food and drinks onboard, and provided extra drinks as well for a great time. He was a great captain and got us in an awesome spot to see the fireworks! Will be recommending to all my friends.
Satish
August 2021
I thought this was a really nice way to end my time in Chicago. Greg is nice, knowledgeable, and experienced when it comes to his boat. The fireworks were also a really nice show overall, so the experience was really pleasant.
Jo-Ann
August 2021
Great sailing experience! Greg was knowledgeable and informative, but also thoughtful and very personable. The view of the Chicago skyline and fireworks were exhilarating, but at the same time sailing out in the open water was very calming and peaceful. In addition, it was fun meeting new people, a young couple from New Orleans. We would highly recommend sailing with Greg!
Thielson
July 2021
This experience was definitely one of the highlights of our trip to Chicago. Greg was great host to communicate with. The ride was great and we got to a great spot to view the fireworks. Greg made everyone feel comfortable and was very knowledgable about the sites we saw along the way and recommendations around town! Definitely worth it!
Melissa
July 2021
This experience is an absolute must do while in Chicago in the summertime! Greg was welcoming and the boat was perfect and it was the exactly intimate experience that I was looking for. I brought my 13 year old son and we were joined by a twenty something couple out for a romantic evening. In all there were five of us on the boat. We chatted and sipped wine and sodas, which were provided, and as we got going Greg turned on some music. As we pulled away the sun was setting and the Chicago skyline lit up the sky. The view was magical and just when we thought things couldn’t get better the fireworks began! We were right next to the barge and it felt like the fireworks were exploding directly over our heads. I can’t even describe how special this experience was for my son and me. I would absolutely recommend this experience to any friend visiting Chicago.

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.

Guest requirements

Up to 6 guests ages 5 and up can attend.

What to bring

Rain Jacket, Warm Clothing

Food and drinks if desired, alcohol is permitted