A skylight transforms a dark room into a bright, open space — but only if it's installed correctly. Skylights are roof penetrations, and roof penetrations are where leaks start. Cuttyhunk Roofing & Maintenance installs skylights the right way: structural curb framed between rafters, ice-and-water shield on all four sides, step flashing and counter-flashing integrated into the shingle field, and a watertight seal verified from inside the attic.
Tubular skylights are the alternative for spaces where a full skylight isn't practical — small bathrooms, closets, interior hallways. A 10-inch or 14-inch dome on the roof captures daylight through a reflective tube that channels it to a ceiling diffuser. Smaller roof penetration, simpler flashing, and effective daylighting in spaces a traditional skylight can't reach.
Our Skylight Installation Process
Site Assessment
Our estimator visits your Cuttyhunk home, inspects the attic framing, and recommends skylight size, type, and placement. We show you product options — fixed, vented, tubular — and provide a detailed written estimate.
Curb Construction
We cut the roof deck opening through the sheathing and shingles, then frame a structural curb between the rafters with doubled lumber. Headers distribute the load around the opening. The curb provides a solid, level base for the skylight unit.
Flashing & Waterproofing
Full flashing system: ice-and-water shield base layer, step flashing and counter-flashing on all four sides, woven into the existing shingle field. Water flows over the flashing and onto the shingles below — never behind them.
Install & Insulate
Skylight seated, sealed, and integrated into the roofline. Interior light shaft insulated with rigid foam. Trim and drywall finished inside. Final inspection from the attic confirms zero gaps, zero daylight showing at flashing joints.
What Cuttyhunk Customers Say
"Our neighbors recommended them and now we understand why. Meticulous attention to detail and they treated our home like it was their own."
"From the first phone call to the final walkthrough, everything was seamless. The team was courteous and efficient. Already recommended them to two friends."
"We called expecting to wait days, but they were here the same afternoon. Fair pricing, quality work, and they kept us informed every step of the way."
Why Choose Cuttyhunk Roofing & Maintenance for Skylight Installation?
Leak-Free Guarantee
Every skylight gets ice-and-water shield, step flashing on all four sides, counter-flashing, and sealant at every transition. Verified from inside the attic before we leave. If it leaks, we fix it free.
Brand Options
VELUX, Fakro, Sun-Tek — fixed, vented, and tubular models. Tempered and laminated glass. Built-in blinds and shades. We help you choose the right unit for your roof, room, and budget.
Roofer-Installed, Not Handyman
Cuttyhunk Roofing & Maintenance is a roofing contractor, not a general handyman. Skylights are roof penetrations — they require roofing expertise, proper flashing materials, and waterproofing knowledge. That's what we do every day.
Code Compliant
Every skylight installation meets MA building code for structural framing, energy performance, and egress requirements. Permits pulled when required.