Duration: 2 hours; $100. 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!
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
Note: This sail is contingent upon the weather. The boat can accommodate a maximum of six people.
3-Hour Sail
Duration: 3 hours; $150. Looking for a different way to relax? Are the Youtube videos and memes just not cutting it? Then, why not spend a day on the water enjoying the beautiful sights of Chicago on a three-hour sailboat adventure? On this weekend tour, 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 Chicago the way it was meant to be seen from the water!
Tour Lake Michigan on a three-hour 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
Note: This sail is contingent upon the weather. The boat can accommodate a maximum of six people.
Sailing Lessons
Duration: 1 hour; $150. Is Jack Sparrow your hero? Do you dream of sailing the open seas with nothing but the wind at your back? Whether you're a rookie mariner or a seasoned veteran, this sailing class has it all. Each lesson is custom tailored and taught by a USCG certified sailboat captain, and the hands-on approach to sailing instruction allows you to maximize your potential while increasing your ability to sail safely and confidently. After this sailing lesson, you'll feel Magellan-like confidence and be ready to sail around the world!
Learn the fundamentals of sailing, such as tieing basic knots, balancing the boat, and tacking
Learn terminology for recreational boating as well as safety procedures
Practice your skills on the water with a USCG Certified sailboat captain
All levels welcome
Note: This sail is contingent upon the weather. The boat can accommodate a maximum of six people.
Cancellation Policy: 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.