Clear Sailing IT Solutions is headquartered at 701 Market Street in Saint Augustine, Florida, and delivers managed IT, cybersecurity, and cloud services to small and medium-sized businesses across two core regions. Whether your team is down the street from our office or halfway across the country in Chicago, you get the same flat-rate pricing, 24/7 proactive monitoring, and responsive help desk support.
Delivering Comprehensive IT Solutions
Comprehensive IT Services Across Multiple Regions
Saint Augustine, FL
Proudly serving the historic First Coast with premium managed IT and security services. As a locally headquartered MSP at 701 Market Street, we provide both on-site and remote support to businesses throughout Saint Augustine, St. Johns County, and the greater Jacksonville area — backed by our membership in the St. Johns County Chamber of Commerce.
Chicago, IL
Supporting businesses in the Windy City and surrounding suburbs with expert technology solutions, delivered remotely from our Saint Augustine headquarters. Chicago clients receive the same 24/7 monitoring, flat-rate managed IT, and cybersecurity coverage as our Florida clients, with rapid remote response for day-to-day support.
Southeast & Midwest
Wide coverage across the broader Southeast and Midwest United States, ensuring reliable managed IT, cloud, and security services wherever your business operates — with the flexibility to support multi-location and remote teams as you grow.
Don't See Your City Listed?
We support remote and hybrid teams well beyond Saint Augustine and Chicago. Reach out to find out if we cover your area.
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