Skylight Leaking? We Fix It for Good.
Skylights Are Beautiful — Until They Leak
A skylight brings natural light into your home, but it's also a penetration in your roof — and in Florida's storm-heavy climate, penetrations are where leaks start. Over time, the flashing around a skylight degrades, seals crack under UV exposure, and weep systems clog with debris. When water starts showing up around or below your skylight, the fix isn't caulk and hope. It's a proper diagnosis and a permanent repair by someone who understands how skylights integrate with roofing systems.
Wilson Roofing handles skylight leak repair, flashing replacement, seal restoration, and full skylight replacement when the unit itself has failed. We also reset and reflash skylights during roof replacement projects to ensure they're watertight for the life of the new roof.
Get a Free Skylight Inspection
UV, Rain, and Time Do the Damage
Florida's combination of intense UV radiation, daily afternoon thunderstorms, and hurricane-season winds creates the worst possible conditions for skylight seals and flashing. The rubber gaskets and sealant around the skylight frame harden and crack under constant UV exposure. Metal step flashing corrodes or separates from the roofing material. Weep channels designed to redirect water get clogged with leaves and granule runoff. And wind-driven rain pushes water laterally under shingles and into gaps that would stay dry in a normal downpour. Wilson Roofing understands how all these failure points interact and addresses every one during a skylight repair — not just the most obvious one.
"Brad, Mark, Andy and the rest of the team did a phenomenal job in this complete roof replacement on this 1950s home in South Tampa."
See our profileWe'll Tell You Which Makes Sense
Not every leaking skylight needs to be replaced. If the glass is intact and the frame is solid, replacing the flashing and seals is often all that's needed to stop the leak permanently. But if the skylight unit is fogged between panes, cracked, or showing frame deterioration, a full replacement is the smarter move. Wilson Roofing inspects the skylight and the surrounding roofing system together — because a skylight that's properly sealed but sitting in deteriorated flashing will leak again within a year. We give you an honest assessment and let you decide. If you're planning a roof replacement, that's the ideal time to replace or reset skylights, since the flashing gets rebuilt from scratch as part of the new install.
"Wilson roofing did an outstanding job. Roof and gutters. Everything went smoothly. Their crew were very professional. We would highly recommend them. 5 STAR!"
See our profileThe Best Time to Address Your Skylight
If you're getting a new roof, that's the ideal time to address your skylights. Wilson Roofing resets and reflashes existing skylights as part of our roof replacement process, ensuring they're fully integrated into the new roofing system with fresh flashing, new seals, and proper drainage. If the skylight unit is aging or showing signs of failure, we can replace it during the same project — which saves you the cost of a separate service call later. Our crew has reset skylights on everything from modern homes to 1950s-era properties across South Tampa, Clearwater, and Sarasota.
"Very fast service, very professional, quality products. In addition to a new roof, I requested new gutters and leaf filters. All work and quality exceeded my expectations."
See our profileWilson Roofing handles every aspect of skylight repair and replacement — from tracing a leak to its source to installing a brand-new unit integrated with your roofing system.
Skylight Repair Done by Roofing Experts
Skylights sit at the intersection of glass work and roofing — and most leaks are roofing problems, not glass problems. That's why a licensed roofer is the right person to fix them.
- Root-cause leak diagnosis — not just sealant over the problem
- Flashing and seal replacement that integrates with your roof system
- Full skylight replacement when the unit has failed
- Licensed, insured, and locally operated in Tampa & Sarasota
- 100+ verified five-star Google reviews
Skylight Repair FAQ
Condensation typically appears as uniform moisture on the glass, especially in the morning or during temperature changes. A leak usually shows up as water stains, drips, or wet spots around the frame or on the ceiling below — often worse during or after rain. If you're seeing water during storms, it's almost certainly a leak. Our inspection will determine the exact cause and whether it's a flashing, seal, or unit problem.
In many cases, yes. If the glass is intact and the frame is solid, the leak is usually caused by failed flashing or deteriorated seals — both of which can be replaced without removing the skylight unit. We assess the condition of every component before recommending repair or replacement so you don't spend more than you need to.
If your skylights are over 15 years old, it's usually worth replacing them during a reroof. The flashing and surrounding roofing material are already being rebuilt, so adding a new skylight unit at the same time is far less expensive than doing it as a separate project later. Even if you keep the existing unit, Wilson Roofing resets and reflashes it as part of every roof replacement.
Costs depend on the type of repair needed. A flashing and seal replacement is significantly less than a full skylight unit replacement. We provide a detailed written estimate after inspection so you know exactly what's involved and what it costs. No hidden fees and no surprises.
If the leak is caused by storm damage — wind, hail, or debris impact — it may be covered under your homeowner's policy. Normal wear and deterioration typically isn't covered. Wilson Roofing documents every repair with photos and reports that can support an insurance claim if storm damage is the cause.
Brad and the Wilson Roofing team did a fantastic job on our double-lock metal roof. Our roof was tore off, dry in, inspected and installed in less than a week.
Related Roofing Services
Skylight Installation
Want to add a skylight to your home? Wilson Roofing installs new skylights with proper flashing integration into any roofing system.
Learn MoreRoof Replacement
Getting a new roof? That's the best time to reset or replace skylights. We reflash every skylight as part of the install.
Learn MoreRoof Repair
Leaks around skylights often involve the surrounding roof. We repair the full system — not just the skylight in isolation.
Learn MoreWhy Homeowners Trust Wilson Roofing
Licensed & Insured
Fully licensed Florida roofing contractor with workers' comp and liability coverage on every skylight and roofing project.
100+ Five-Star Reviews
Over one hundred verified Google reviews with a perfect 5.0 rating from Tampa Bay and Sarasota homeowners.
Locally Operated
Based in Tampa and Sarasota. We live and work in the communities we serve — accountability comes standard.
Certified Professionals
CertainTeed and GAF certified with BBB A+ accreditation. Our credentials back the quality of every install and repair.
Honest Diagnosis
We don't replace skylights that can be repaired. If a seal fix solves the problem, that's what we recommend.
Photo-Documented Work
Every inspection and repair is documented with photos so you see exactly what was found and fixed.
Areas We Serve
Get Your Skylight Fixed Right
A leaking skylight doesn't fix itself — and caulk is a temporary bandage, not a solution. Wilson Roofing finds the real problem, fixes it permanently, and documents everything. One call gets you started.
Call or Request a Quote
Reach out at 941-422-1737 or submit the form. Describe the issue and we'll schedule a free skylight inspection.
We Diagnose the Leak
Our team inspects the skylight, flashing, and surrounding roof system. You get a documented report with photos and a clear recommendation.
We Fix It Permanently
Flashing replacement, seal work, or full skylight swap — whatever the diagnosis calls for, we handle it and verify the fix holds.