Serene Private Sunset Sail on Lake Michigan - Navy Pier, Chicago
Recommended by 100% of travelers
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Chicago, USA
- 2 hours (approx.)
- Mobile ticket
- Offered in: English
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Overview
Soak up unbeatable views of Lake Michigan and the Chicago skyline—and stay on the water long enough to watch the lights come on in the city—on this private, sunset sailing tour. This charter is completely customizable, giving you the chance to choose your music, route, and up to five additional guests. Sail into the sunset with your own drinks and snacks (refrigerator and ice on board) and your family or friends by your side, all led by US Coast Guard–certified captain.
- Admire views of Lake Michigan and the Chicago skyline most visitors miss
- Travel on a private sailboat with US Coast Guard–licensed captain
- Choose your adventure by selecting your route
- This private tour offers the most personalized sightseeing experience
What's Included
- Professional captain licensed by the US Coast Guard
- Use of Bluetooth speakers
- All taxes
- Gratuities
- Food and drinks (you may bring your own)
- Parking
Meeting and Pickup
Meeting point
- 801 E Grand Ave, Chicago, IL 60611, USA
We operate from the new Navy Pier Marina located along the north side of Navy Pier. Please gather outside of Navy Pier Marina - Gate D and then text/call us to tell us that you are here. We will welcome you to the marina and escort you to the sailboat.
End point
This activity ends back at the meeting point.Itinerary
1
Come Sailing, Inc.
2 hours • Admission Ticket Included
Navy Pier (Pass By)
Chicago Skyline (Pass By)
Adler Planetarium (Pass By)
Soldier Field (Pass By)
Clarence F. Buckingham Fountain (Pass By)
Additional Info
- Confirmation will be received at time of booking
- Not wheelchair accessible
- Near public transportation
- SWIMMING IS PROHIBITED - Swimming is not allowed on our Sunset Sails.
- FOOD AND BEVERAGE - Food and beverages may be consumed on deck. Please clean up any spilled food or beverage and take your garbage with you. A cleaning fee may be assessed for excessive spillage.
- SEASICKNESS/MOTION SICKNESS - Any person that experiences seasickness must remain on deck. The cabin area below deck is NOT an appropriate place for any person to deal with seasickness. A cleaning fee will be assessed for any person vomiting anywhere in the below deck cabin area of the sailboat, including the “head”/bathroom.
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Cancellation Policy
You can cancel up to 24 hours in advance of the experience for a full refund.
Traveler Photos





Featured review
Agnes_M
A fantastic experience - beautiful weather and relaxing atmosphere. Will definitely try again and recommend to others
Reviews
5.0
based on 27 reviews
Agnes_M, Jul 2025
A fantastic experience - beautiful weather and relaxing atmosphere. Will definitely try again and recommend to others
Xander_H, Jun 2025
Mike was a great guide and very friendly!! Nice boat, pretty ride and would 100% book this again. Highly recommend.
Response from Host, Jun 2025
Thank you Xander!
ElizabethScott_N, Sep 2024
We had a beautiful sunset said with Captain Mike. Wonderful city views, pleasant conversation about sailing, the City of Chicago, and our lives, with milk and chocolate chip cookies to celebrate our Dad's 80th birthday with a memorable experience for us all. Highly Recommended!
Patricia_M, Aug 2024
Captain Mike was awesome! We really enjoyed the trip. It was beautiful and definitely unforgettable.
Daniel_K, Jul 2024
We went for a birthday celebration, myself and 4 other friends, and it truly was the greatest time I have ever had with my closes friends. Captain Mike was easy to talk to and made you feel safe but also knew that we wanted to experience this great time together on the front oh his boat. He let us eat and play music. I couldn’t ask for anything better.
Rene_A, Aug 2023
Capt Rich was an excellent tour guide and helped us have a great experience. Beautiful evening on a beautiful boat.
Christine_W, Aug 2023
Capt. Mike was phenomenal! The sunset cruise was gorgeous and perfect! We got day views…. Sunset views…AND night view! So special! Thank You! ♥️
Curtis_A, Jun 2023
The ENTIRE experience was WONDERFUL!!! Including the very accomodating Captain Mike. Thank you all for EVERYTHING!!
Ernest_A, Sep 2022
There is nothing like seeing Chicago from the lake. And there’s nothing more beautiful than being on the lake and experiencing the sky above. The beautiful color of the waters that surround you. A perfect family moment, great place to pop the question or just to sit in awe.
Jody_N, Aug 2021
Highly recommend the sunset cruise. What a great way to view Chicago’s skyline! Friendly, informative Captain helped us decide on must see spots for the rest of our stay. Thank you.
Likely to Sell Out
From $507.96
per group (up to 6)up to 24 hours before the experience starts (local time)
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Likely to Sell Out

Serene Private Sunset Sail on Lake Michigan - Navy Pier, Chicago
27
2 hours
Free Cancellation
From
$507.96
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