Florida Keys Blog

Posted on 9/24/2026

Where to Eat in Key West: Breakfast, Lunch & Dinner

From leisurely breakfasts and waterfront lunches to seafood dinners with a sunset view, Key West has plenty of delicious ways to spend the day. Here are some of our favorite spots for breakfast, lunch and dinner.

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Posted on 9/3/2026

Florida Keys in the Fall: Why You Should Visit

Fall looks a little different in the Florida Keys. Trade cooler days for tropical blues, time on the water, fresh seafood and laid-back island adventures, and keep summer going a little longer.

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Posted on 8/25/2026

New Year’s Eve in the Florida Keys: Where to Celebrate from Key Largo to Key West

Ready to ring in the New Year with a better view? From waterfront celebrations throughout the Keys to Key West’s famously quirky midnight drops, discover where to celebrate New Year’s Eve from Key Largo to Key West.

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Posted on 8/25/2026

Thanksgiving in the Keys

Trade the holiday rush for island time this Thanksgiving. From waterfront dinners and sunset cruises to warm days spent exploring the islands, discover how to celebrate Thanksgiving from Key Largo to Key West.

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Posted on 8/19/2026

Stay for a Month: Why Winter Is Better in the Florida Keys

Trade winter weather for a month of warm days, turquoise water and island time. Discover why a 28-night stay gives you the perfect opportunity to explore the Florida Keys from Key Largo to Key West.

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Posted on 8/14/2026

Just a Few Friends Key West

Celebrate the life, music and island spirit of Jimmy Buffett during Just a Few Friends Key West. This five-day Labor Day weekend celebration fills Key West with live music, waterfront events, island adventures and gatherings inspired by the laid-back lifestyle Buffett made famous. Highlights include free concerts, the Second Line Memorial Parade down Duval Street and the Party in the Park at Truman Waterfront Park.

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Posted on 8/10/2026

Walking the Old Seven Mile Bridge to Pigeon Key

Walk 2.2 miles across one of the Florida Keys’ most historic landmarks to Pigeon Key, the tiny island that housed workers building Henry Flagler’s Overseas Railway. Discover the history, what to expect, and tips for planning your visit.

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Posted on 7/27/2026

Florida Keys State Parks for Snorkeling and Beaches

From offshore reefs in Key Largo to easy shore snorkeling in Key West, discover three Florida Keys state parks worth building a vacation day around.

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Posted on 7/20/2026

Hemingway Days - Happy Birthday, Papa!

Walk in Papa's footsteps through Old Town Key West. Explore Hemingway's historic home, his legendary writing routine, the famous six-toed cats, and the annual festival celebrating one of America's greatest authors.

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Posted on 7/14/2026

Fantasy Fest Key West

Costumes, parades, live music, and unforgettable island energy—discover what makes Fantasy Fest one of Key West's biggest annual celebrations and why it's the perfect time to visit.

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