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Thursdays Are Always Thanksgiving In Key West

Travel Tips | Jim Werner | November 1, 2025

Tired of pretending to like your Aunt Betty’s green bean casserole every Thanksgiving? It might be time to ditch the family drama and head south for Thanksgiving in Key West. Yes, you heard that right. Forget awkward small talk and chilly weather; think palm trees, ocean breezes, and a whole lot of queer joy.

A Thanksgiving Getaway with Extra Sass

Let’s be honest, traditional Thanksgiving can be a drag. Key West offers a carefree escape where the only thing you have to worry about is which cocktail to order next. It’s all the fun with none of the Black Friday madness. Kick back, relax, and enjoy a Thanksgiving that’s actually about giving thanks—for being somewhere amazing.

Dine with Your Chosen Family

In Key West, your “chosen family” is ready to welcome you with open arms. Island House is the place to be for a Thanksgiving feast with your gay family. Picture this: delicious food, even better company, and a stunning poolside setting. It’s Thanksgiving, but make it fabulous.

Craving something more traditional? Pepe’s on Caroline Street serves up a classic Thanksgiving-style feast every Thursday. That means you get all the turkey and trimmings without the family drama, any time you visit.

Make a Splash This Thanksgiving

Why watch the Macy’s Parade on TV when you can be on a boat? Fury Water Adventures offers a much better way to spend your holiday. Whether you’re into snorkeling, kayaking, or just soaking up the sun, Key West’s crystal-clear waters are calling. Plus, you can’t miss a visit to the only living coral reef in the continental U.S. It’s a natural wonder that puts any parade float to shame.

Explore the Island’s Charm

Once you’re ready to dry off, it’s time to hit the streets. Key West is a perfectly walkable and bikeable island, filled with charming sights. For an unforgettable evening, head to Mallory Square to watch the sunset. The street performers—acrobats, musicians, and magicians—are just as spectacular as the vibrant colors painting the sky.

Experience the Legendary Duval Street

When the sun goes down, Duval Street comes alive. The heart of the vibrant gay scene is centered between Angela and Petronia Streets. This is the epicenter of the “gayborhood,” anchored by three legendary spots: 801 Bourbon, Bourbon St. Pub, and AquaPlex. Whether you’re catching a drag show or just sipping cocktails, the party vibe on Duval is irresistible.

Pro tip: Just a block away, you’ll find Bobby’s Monkey Bar. It’s a charming spot with that laid-back, “local neighborhood dive” feel we all crave.

Plan Your Perfect Thanksgiving Escape

Ready to trade the cold for the vibrant energy of Key West? Pack your bags, grab your sunscreen, and get ready for a Thanksgiving you’ll never forget. Whether you’re traveling solo or with friends, the island’s welcoming atmosphere makes it the perfect destination for queer travelers. Book your trip today and get ready to savor the sun, fun, and fantastic food. A Thanksgiving in Key West captures the true essence of the holiday: gratitude, joy, and togetherness—just with better weather and way more fun.

RELATED LINKS:

7 Tips: Thanksgiving Travel Survival Guide

Top 5 Carry-on Considerations for Gay Thanksgiving

LGBTQ+ Thanksgiving: Alternative Holiday Ideas for Friends and Found Families

Turkey Day Parades You’ll Be Thankful To See

Skipping Thanksgiving with Family? Here’s Some Thanksgiving Travel Ideas

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And let’s be honest, that’s pretty darn gay.
 

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