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We will go as far as wind takes us, with no destination, but never loose sight of beautiful Chicago skyline.

Sunsets are so beautiful and almost never the same.

Captained Charter this 36' C & C Cruising Monohull in Chicago, Illinois

With Captain

5.0(320 reviews) ·

570 bookings

the United States,Illinois,Chicago,Sailing

ABOUT THE TRIP: Experience the beauty of Chicago from the water aboard our private 36' C & C Cruising Monohull, “Harmony.” Whether you're celebrating a special occasion or simply enjoying a day on the lake, this sailing adventure is perfect for up to 6 people. Cruise the waters and take in the stunning views of the Chicago skyline, enjoy the tranquility of the lake, and create unforgettable memories with friends and loved ones. This private charter is ideal for birthdays, anniversaries, engagements, photo shoots, or just a relaxing get-together. Set sail during the day to soak up the sun or in the evening for a breathtaking view of the city lights. On Wednesday and Saturday nights, enjoy the spectacular fireworks show from Navy Pier right from the comfort of the boat—no crowds, just a perfect view! ABOUT THE BOAT: “Harmony” is a 36’ C & C racing/cruising monohull, designed for comfort and performance. This sleek and well-maintained vessel offers ample space for up to 6 passengers, ensuring a relaxing and smooth ride on the water. WHAT'S INCLUDED: - A private, luxurious sailing experience for up to 6 guests - Captain to guide your journey - Stunning views of Chicago’s skyline and waterfront - A relaxing and comfortable sail on a well-maintained 36' monohull WHAT'S NOT INCLUDED: - Tips for the captain (always appreciated, but not mandatory) - Food and beverages (available for you to bring along) DEPARTURE LOCATION: Depart from the beautiful Chicago shoreline for your unforgettable adventure on the water. OTHER THINGS TO KNOW: - Minimum booking of 2 hours - Fireworks shows on Wednesday and Saturday nights for an added treat - Food and drinks are welcome to be brought along for your charter

Nijole

570 total bookings

Superowner

Capacity: 6 guests

Sailing: Cruising Monohull

Reviews

5.0 (320 reviews)

Listing Accuracy
Awesome
Departure & Return
Awesome
Vessel & Equipment
Awesome
Communication
Awesome
Value
Awesome
Itinerary & Experience
Awesome

234 photos have been added by reviewers who booked this listing.

Federica

I was so happy to do this experience but I didn’t know that I was going to like it so much ! I would recommend having this boat for a 2 date or double date ! The owners are really lovely but the best part is going to the pope and sitting there ! Make sure you bring wine, glassware and whatever you want to have ! 2 hours was a perfect time for us! Us we were lucky enough to have of the best sunsets of the season !
vp
vadim

I want to thank Nijole for her work . Everything was perfectly organized, swimming and sailing. My daughter got seasick and we received full support from the captain. There was also a miracle dog on board ! Dog swam with us and gave us a good mood! Thank you very much! If you want to have a wonderful time sailing, then you are definitely to Nijole! With respect, Vadim Pliss!
AL
Adam

We loved our experience with Nijole. They took us all around the lake and we loved every minute of it. We even got to swim! They are also a very fun time to hang out with and enjoy the day. Definitely recommend and we will be booking with them multiple times this boating season.
Rachel

Nijole was incredibly helpful, communicative, and kind. She was responsive and went above and beyond to help us reschedule when bad weather struck. We had a lovely trip and she and her husband were delightful to be around! I highly recommend their boat and I can’t wait to sail with them again sometime.
SS
Sam

I can’t begin to express how kind and courteous our hosts were. They made our trip incredible from the time we stepped on the boat until the time we departed. My friends and I all felt that they went above and beyond to make our experience memorable. If you are looking for a good time on the water look no further and book right here!