Why Choose Sail Shop Chicago
Accessible Sailing
Reduce financial barriers through affordable memberships and boat rentals.
Community Network
Connect with fellow entrepreneurs and sailing enthusiasts in our vibrant community.
Year-Round Programs
Enjoy workshops, mentorship, and activities throughout all seasons.
Entrepreneurial Growth
Learn from established entrepreneurs and develop your business skills.
Monthly Workshops
Learn from industry experts and develop skills in maritime entrepreneurship
Social Media & SEO
Learn to leverage social platforms and optimize your online presence.
AI Automation For HR
Discover how to automate HR functions using artificial intelligence.
Solar Energy
Understanding solar power and energy independence on vessels.
AR Engine Diagnosis
Use augmented reality for marine engine diagnostics.
Programs & Certifications
From your first sailing lesson to a USCG captain’s license — Sail Shop Chicago supports every step on the water.
Scholarships & Captain Training
The Captain Candidate Class at Crowley’s Yacht Yard — engine, rigging, carpentry, and the license path. ISMA Chicago Lodge 3 scholarships fund the credential.
Start the path →
ASA Sailing Certifications
ASA 101 Basic Keelboat through ASA 104 Bareboat Chartering on Lake Michigan.
View courses →
Captain Development
USCG licensing support — OUPV, 100-Ton Master, sailboat endorsement, and captain mentorship.
Learn more →
Dive Certifications
PADI Open Water through Divemaster and Instructor. Wreck and scientific diving specialties.
See certifications →
Recent Events
Scientific charters, academic partnerships, and community programs on the water.
See what we've done →
Maritime Workshops
Monthly workshops on marine solar, AI tools, charter business development, and more.
Coming soon
Youth Sailing
Accessible youth programs, scholarships, and summer sailing for underserved communities in Chicago.
Coming soon
Who guides Sail Shop Chicago
Sail Shop Chicago NFP is a 501(c)(3) nonprofit with its own board of directors.
Support the mission
Donations, sponsorships and donated gear fund scholarships, captain training and youth sailing.
Join Our Community
Start your journey with Sail Shop Chicago today and become part of our growing community of sailors and entrepreneurs.