Items | Private Chicago Sunset Sailing Charter on Lake Michigan
Private Chicago Sunset Sailing Charter on Lake Michigan
Important Information
•
Public transportation options are available nearby
•
Infants are required to sit on an adult’s lap
•
Suitable for all physical fitness levels
Cancellation policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
•
For a full refund, you must cancel at least 24 hours before the experience’s start time.
•
Cut-off times are based on the experience’s local time.
•
If you cancel less than 24 hours before the experience’s start time, the amount you paid will not be refunded.
•
This experience requires a minimum number of travelers. If it’s canceled because the minimum isn’t met, you’ll be offered a different date/experience or a full refund.
•
Any changes made less than 24 hours before the experience’s start time will not be accepted.
Become our Lokal Curator
Are you ready to turn your hobbies into a business?
Enjoy a serene evening on Lake Michigan with a private sunset sailing charter, where the stunning Chicago skyline transforms as the sun sets. Departing from Montrose Harbor, this exclusive experience offers a cozy atmosphere for date nights, anniversaries, and memorable celebrations. Aboard the Vagabond, a Beneteau Oceanis 393 yacht, guests can unwind, capture picturesque moments, and savor their favorite BYOB drinks and snacks against the backdrop of golden-hour light. With a dedicated captain overseeing your journey, relish a tranquil escape just minutes from the bustling city.
Highlights
3 hours
Offered in English
Free Cancellation
Mobile Ticket
3 hours
Offered in English
Free Cancellation
Mobile Ticket
What's Included
Private Sailing Charter
Captain Included
Life Jackets Onboard
Gratuity for Captain and Crew
Meeting Points
Departure
Meet at Dock F inside Montrose Harbor. Please arrive early and look for the Dock F entrance/gate near the harbor docks. Your captain or crew member will meet you there and help guide you to the boat. If you have trouble finding the dock, call or text us and we’ll help direct you.
Return
Itinerary
1
Chicago Skyline
Guests board a private sailboat at Montrose Harbor and sail onto Lake Michigan for a scenic Chicago sunset experience. After a brief welcome and safety overview from the captain and crew, relax on deck, take photos, enjoy the lake breeze, and watch the city begin to glow as the sun sets over the skyline.
Depending on wind, weather, and lake conditions, the route may include views toward downtown Chicago, nearby beaches, Navy Pier, the Playpen, and other scenic lakefront landmarks. This private sunset sailing experience is ideal for couples, date nights, anniversaries, proposals, birthdays, visitors, and small group celebrations. It offers a peaceful, romantic, and personal way to experience Chicago from the water during one of the most beautiful times of day.
3 hours
Private Chicago Sunset Sailing Charter on Lake Michigan
About
Enjoy a serene evening on Lake Michigan with a private sunset sailing charter, where the stunning Chicago skyline transforms as the sun sets. Departing from Montrose Harbor, this exclusive experience offers a cozy atmosphere for date nights, anniversaries, and memorable celebrations. Aboard the Vagabond, a Beneteau Oceanis 393 yacht, guests can unwind, capture picturesque moments, and savor their favorite BYOB drinks and snacks against the backdrop of golden-hour light. With a dedicated captain overseeing your journey, relish a tranquil escape just minutes from the bustling city.
Highlights
3 hours
Offered in English
Free Cancellation
Mobile Ticket
3 hours
Offered in English
Free Cancellation
Mobile Ticket
What's Included
Private Sailing Charter
Captain Included
Life Jackets Onboard
Gratuity for Captain and Crew
Meeting Points
Departure
Meet at Dock F inside Montrose Harbor. Please arrive early and look for the Dock F entrance/gate near the harbor docks. Your captain or crew member will meet you there and help guide you to the boat. If you have trouble finding the dock, call or text us and we’ll help direct you.
