The Galleon Resort

10/15/2026

Who is getting ready? 😁

10/15/2026

The best part of The Galleon isn’t just the beautiful views… it’s the memories made with the people we love. ❤️🌴

From Wisconsin to Key West, this wonderful group reminds us that sometimes the best way to extend summer is to spend it surrounded by family, friends, sunshine, and a place that feels like home.

Thank you for sharing this special moment with us! It’s families and friendships like these that make The Galleon so much more than a vacation destination. 💙

📸 Photo courtesy of Cb Hoskins

10/14/2026

POV: You booked a vacation, but the view makes you wish you’d booked another week. 🌴🌅

Poolside paradise, palm trees, and a front-row seat to the beauty of Key West. Some views are just too good to leave behind! 💙

Who else could get used to this? 😍

📸 Photo courtesy of Christina Matejka

10/13/2026

🎶 What a Wonderful World… 🌅❤️

10/12/2026

Some sunsets are simply unforgettable. 🌅💛

Another beautiful evening at The Galleon Resort & Marina, where the best way to end the day is with a view like this. 🌴✨

📸 Video captured by Maria Ortiz

10/09/2026

FANTASY FEST IS ALMOST HERE! 🎭✨

Key West is getting ready… but are YOU? 👀

Who’s joining us for Fantasy Fest this year? And the most important question — are you dressing up? 😏🎉

Tell us in the comments what you’re planning! 👇


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🎤 Cue the spotlight… the curtain rises… and the crowd goes wild!

The official 2026 Fantasy Fest Theme is here:
✨ “Musical Icons & Iconic Musicals!” ✨

From rock legends and disco divas to Broadway lights and cabaret nights — get ready to turn Duval Street into your stage! 🎸💃

In true Key West fashion, we’re blending our island rhythm with the beats that shaped generations. After all, this island has always danced to its own tune — from Jimmy Buffett strumming at Capt. Tony’s to street performers serenading sunset at Mallory Square to the funky soul roots of the Green Parrot!

So warm up those vocal cords, dust off your sequins, and start dreaming up your show-stopping looks… because next year, it’s showtime in paradise! 🎶🌴

October 16th to the 25th, 2026

10/08/2026

HAVE YOU EVER SEEN A BLUE THIS BLUE? 💙🌊

There’s just something about that Key West blue… 😍

Now we want to see yours! Drop your favorite blue-water view from The Galleon in the comments. 📸👇

📸 Photo by John J. Jabbour

10/07/2026

WHAT KEEPS YOU COMING BACK? 🌴💙

For so many of our guests, The Galleon is more than just a place to stay — it’s a home away from home.

So, we want to hear from you… What do you love most about The Galleon, and what keeps you coming back year after year? 🌅

Tell us in the comments! 👇🏼

📸 Photo by Rena Hooss

10/06/2026

Home sweet home. 🌴💙 There’s no better feeling than coming up this driveway and knowing you’re back at The Galleon.

📸 Photo by John Curton

10/05/2026

Have you ever seen these vintage photos of the Galleon Marina from 1985? 👀⚓
A little throwback to the early days at the Galleon! Who remembers the marina looking like this? 🌴🚤
📸 Images shared by Offshore Vintage