The Nailed It Roofing Caribbean Roof Giveaway
Win a Trip for Two When You Replace Your Roof
Thinking about replacing your roof this year? Now your new roof could come with a vacation.
Book a qualifying roof replacement with Nailed It Roofing & Construction by July 15, 2026, and you could be entered to win a Caribbean getaway for two valued at $5,000 CAD. Imagine celebrating your brand new roof with your feet in the sand in Mexico, Jamaica, or the Dominican Republic.
At Nailed It Roofing & Construction, we believe protecting your home should come with peace of mind — and maybe a little excitement too.
Protect your home. Upgrade your roof. And you might just be planning your next vacation.
How the Promotion Works
- Book Your Roof Replacement
Sign a qualifying roof replacement contract by July 15, 2026.
- Complete Your Roof Replacement
Your roof replacement must be completed by July 31, 2026 AND paid in full by July 31, 2026. Once completed and paid in full, your household will receive one (1) entry into the draw.
- Win a Trip for Two
One lucky homeowner will win a Caribbean trip for two valued at approximately $5,000 CAD. Winner announced August 2026.
No purchase necessary. Skill-testing question required.
Why Homeowners Choose Nailed It Roofing
Your roof protects everything underneath it. That’s why we approach every project with precision, transparency, and long-term performance in mind.
What Qualifies for Entry
A qualifying roof replacement is defined as:
- A full residential roof replacement project
- With a minimum contract value of $10,000 CAD before tax
- Involving complete removal and replacement of the primary roofing system
The following do not qualify:
- Roof repairs or patchwork
- Partial roof replacements
- Insurance repairs not involving full replacement
- Service or maintenance work
- Eavestrough, siding, soffit, or fascia-only projects
- Commercial roofing projects (unless approved by the Sponsor)
Our team will inspect your roof, explain your options, and provide a clear, detailed quote.
If your project moves forward and meets the promotion requirements, you’ll receive an entry into the vacation draw.
Only one entry per household/property address.
The Prize
One (1) Trip for Two — Approximate Value: $5,000 CAD
The prize may include:
- Round-trip airfare
- Hotel accommodations
- Travel package or travel credit
Travel details, destination, and dates will be determined by the Sponsor and are subject to availability.
This promotion is not sponsored, endorsed, or administered by any airline, hotel, or travel provider.
Promotion Details
- Contest runs March 23, 2026 – July 15, 2026
- Contract must be signed by July 15, 2026
- Project must be completed and paid in full by July 31, 2026
- One prize valued at approximately $5,000 CAD
- Winner selected by random draw
- Odds depend on number of eligible entries received
- Open to Ontario residents aged 18+
- No purchase necessary entry option available
- Skill-testing question required
See Official Contest Rules & Terms for full details.
No purchase necessary. Contest open to legal residents of Ontario aged 18+. Contract must be signed by July 15, 2026 and project completed and paid in full by July 31, 2026 to qualify. Odds of winning depend on number of eligible entries received. One prize valued at approximately $5,000 CAD. Skill-testing question required. See official rules for full details.

