9 Best Roofing Companies in Big Pine Key FL (2026)

Florida roof illustrating Best Roofing Companies Big Pine Key

By Shelly Marchetti, Florida homeowner advocate. Reviewed by Hal Winstead, Editor, licensed roofing contractor. I was standing on the cracked asphalt of Key Deer Boulevard two weeks after the last big one blew throught, watching a crew hammer plywood over a raised cottage’s shattered slider. The owner, a retired nurse from a side street off Watson, kept asking wether the guys on her roof had any licence at all. I didn’t have an answer that day, just a sinking feeling that too many storm-chasers were working without one.

So for this list, I did the only honest thing. I took every roofing company we list in Big Pine Key and ran it straight down the Florida DBPR licence roll myself. Not their websites, not their ads. The state’s own records. You know what came back? Three of the nine below hold an active roofing licence. That’s it. The rest don’t. That gap tells you everything about why I check, and why you should too. I’ve made that call for homeowners from Spanish Harbor to the Navy base, and it never gets old.

Short answer: the 9 best roofing companies in Big Pine Key, Florida are led by Tropical Island Builders llc, V.C. Associates, Inc and Ryan Construction Services. Of the 9 listed here, 3 hold a verified Florida DBPR roofing licence, which is the single check worth doing before anyone climbs on your roof. Rankings below use licence status, review volume, rating and photo evidence — all public, all reproducible.

If you would rather browse the full list rather than my shortlist, every one of them is on the Big Pine Key roofing companies directory page — this post is the 9 I would call first.

How this list was ranked. Every company here was cross-checked against the Florida Department of Business and Professional Regulation licence roll; 3 of 9 returned an active roofing licence (type CCC or RC), and the licence number is printed on each entry so you can verify it yourself. After licence status, ordering uses Google review count (capped so a big chain cannot buy the top spot on volume alone), star rating, and whether the company has photos and published hours. Nobody paid to appear on this list.

The 9 Best Roofing Companies Big Pine Key Florida Has to Offer

1. Tropical Island Builders llc

Florida licence: CCC1331674 (active) · Google rating: 5 from 1 reviews · Based in: 445 Almond Ln, Big Pine Key · Phone: +1 305-906-0808

2. V.C. Associates, Inc.

Florida licence: CCC1327919 (active) · Google rating: 5 from 5 reviews · Based in: 31529 Avenue E, Big Pine Key · Phone: +1 305-232-3344

3. Ryan Construction Services

Florida licence: CCC057517 (active) · Based in: US-1, Big Pine Key · Phone: +1 305-872-3769

4. Guardian chimney's

Florida licence: not matched in the DBPR roll — ask before hiring · Google rating: 4.9 from 35 reviews · Based in: 150 Palomino Horse Trail, Big Pine Key · Phone: +1 786-788-0968

5. Gulfstream Restoration

Florida licence: not matched in the DBPR roll — ask before hiring · Google rating: 5 from 14 reviews · Based in: 235 Key Deer Blvd, Big Pine Key · Phone: +1 888-888-8211

6. Ocean Waves Construction LLC.

Florida licence: not matched in the DBPR roll — ask before hiring · Google rating: 5 from 1 reviews · Based in: 29072 Iris Dr, Big Pine Key · Phone: +1 786-258-5464

7. AB Roofing contractor's

Florida licence: not matched in the DBPR roll — ask before hiring · Based in: 29680 Saratoga Ave, Big Pine Key · Phone: +1 305-250-2788

8. FLORIDA KEYS ROOFING LLC

Florida licence: not matched in the DBPR roll — ask before hiring · Based in: , BIG PINE KEY

9. ALLIED ROOFING & BUILDING SOLUTIONS INC