Two Brothers Sailing Adventures Chicago

Two Brothers Sailing Adventures Chicago see Chicago skyline from lake Michigan Book your private, custom sailing experience
Call 630-816-1427 or private message us via our Like Page.

04/29/2026

Vagabond is In the water

Sailing The Chicago to Mack race what an adventure
08/03/2025

Sailing The Chicago to Mack race what an adventure

Red Sky in the morning is a sailors warning
08/03/2025

Red Sky in the morning is a sailors warning

Beautifull double Rainbow at the beer can races last night
06/05/2025

Beautifull double Rainbow at the beer can races last night

Congratulations to our team Vagabond sailingWe completed our first regatta. the Chicago Columbia yacht club colors regat...
06/03/2025

Congratulations to our team Vagabond sailing
We completed our first regatta. the Chicago Columbia yacht club colors regatta
And just special thanks to twobrothersailingchicago for making it happen

Having fun at the air and water show
08/09/2024

Having fun at the air and water show

Come sailing on Vagabond
07/29/2024

Come sailing on Vagabond

Having fun out on Lake Michigan Beautiful day
06/04/2023

Having fun out on Lake Michigan Beautiful day

Sailing Vagabond and drifter back to Racine for their winter nap
10/17/2022

Sailing Vagabond and drifter back to Racine for their winter nap

11/30/2021

Vagabond is in the water flying wing on wing

Address

Chicago, IL

Opening Hours

Monday 10am - 12am
Tuesday 10am - 12am
Wednesday 10am - 12am
Thursday 10am - 12am
Friday 10am - 12am
Saturday 10am - 12am
Sunday 10am - 12am

Telephone

+16308161427

Website

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