30A Takes an Old Florida Road Trip to Key West

“It’s 780 miles to Key West, we got a full tank of gas, no A/C, it’s July… and we’re wearing sunglasses. Hit it.”

That’s how our little 30A road trip started on Instagram and Facebook. It was pretty spontaneous. Generally speaking, “Truman” — our ex-British Military Land Rover — prefers to lazily lounge out on 30A’s white sand beaches, but sometimes you just need a little adventure to spice things up. So, along with locals Mike and Angela Ragsdale, Truman steered south along the Gulf of Mexico, determined to explore some of both New and Old Florida, with quirky Key West as their ultimate goal.

Here are a few highlights from Truman’s recent road trip:

First Things First — Beer in Apalachicola:

Coming around Florida’s ‘Big Bend’:

An epic lightening storm and island-wide power outages in Cedar Key:

Caddy’s — A Classic Beach Bar:

Captain Tony’s in Key West:

Truman reaches Mile Marker 0:

Learn all about Key West’s Conch Rebellion:

Miami Beach, hot by day and by night:

Somewhere on A1A:

Taking a hard left at Daytona Beach:

We’d like to sincerely thank our friends Henry and Alan at Coastal Customs & Restorations in Freeport, Florida, as well as Mike McCollum at European Parts. One doesn’t dare embark on a 2,000-mile road trip in a 30-year-old military Land Rover Defender without these guys standing by on speed-dial. These guys are true experts and good friends, and their services are highly recommended! We’d also like to thank Rovers North Magazine for supporting our trip. Watch for full editorial coverage of our 30A Sand Rover Rally in their next issue!

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30A Cottages chooses beach houses for their comfort, amenities and style, and each home offers a unique beach experience. We look forward to talking with you about your perfect beach vacation and how we can simplify every step of your planning. Stay on 30A, and forget where you’re from. 30Acottages.com

-2016 30A.com Hot Spot Award winner for “Best Rental Company On 30A.”