From $543
1 Option Available
Watch the sunset over the glittering Chicago towers with this cozy sunset sailing adventure on Lake Michigan.
Sail into the setting sun with this 2-hour Catalina Sailboat sunset cruise! Join family, friends, or a romantic partner for a cozy evening on the water.
Arrive at Monroe Harbor, just East of Lake Shore Drive, where you'll meet your Coast Guard licensed captain and receive an overview of the experience. This flexible charter can be fully customized depending on your interests, from the guest list to the music and even the route you'll sail. Any questions about the experience are best asked at the harbor, but your captain will be there to assist throughout.
Board a stylish 36’ Catalina Sailboat and settle in for a cozy cruise across the lake. Your captain will guide the sailboat out of the harbor, then unfurl the sails and shut off the engine for a wind-fueled adventure. Stretch out on the spacious sailboat and take in the stunning views of Chicago’s skyline. Capture photographs of the iconic buildings as they are colored gold, pink, and a silky lavender by the setting sun. Watch as the first stars peek out from the sky above you. Put together a playlist of your favorite songs and then connect to the bluetooth speakers for the perfect musical accompaniment to your cruise.
This 2-hour private sailing adventure offers a comprehensive tour of the coastline with unrivaled views of the sparkling Chicago skyline. Your captain will take you to the best viewing points, so you get the best experience possible. You'll have plenty of time to capture all the photos that your heart desires and to ask any questions about the art of sailing you like. This experience is perfect as a romantic adventure, for family gatherings, or even as a treat for your clients and colleagues.
See Chicago at its best with this 2-hour Catalina Sailboat sunset cruise!
May - August:
Friday through Sunday - 7:00 PM
September - October:
Friday through Sunday - 6:00 PM
*times are subject to change based on sunset throughout the year
Returns
Experience Vouchers that have not been redeemed can be returned hassle-free within 14 days. All refunds will be made to the original purchaser.
Exchanges
Experience Vouchers that have not been redeemed can be exchanged for anything else in our marketplace at any time. If you choose to exchange for an experience that costs more, you'll simply have to pay the difference. If you choose to exchange for an experience that costs less, you'll have a credit towards your next booking with Virgin Experience Gifts.