2-Hour Sail

What to expect
  • Tour Lake Michigan on a two-hour private sail from Montrose Harbor
  • Experience the stunning Chicago skyline from a unique vantage point
  • Enjoy a day relaxing on the water and escaping the stress of everyday life
Looking for a different way to relax? Are the Youtube videos and Netflix movies just not cutting it? Then why not spend a day on the water enjoying the beautiful sights of Chicago on this two-hour sailboat adventure with you and your loved ones? With Two Brothers Sailing Chicago, set sail from Montrose Harbor with a USCG certified sailboat captain and kick-back with the calming waves of Lake Michigan. This is the perfect tour for couples who want to have a romantic time on a private boat with the Chicago skyline as their backdrop. See the Windy City the way it was meant to be seen… from the water!

Note: This sail is contingent upon the weather. The boat can accommodate a maximum of six people.
Key Highlights
Price $100.00 per guest
Duration / Session 2 hours
# Sessions 1
Cancellation notice must be provided at least one week prior to the lesson. Cancellations will incur a $50 fee, and rescheduled classes will incur a $25 fee.

Kind words from our customers