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Welcome to

Captain's Quarters
Key West Getaway

at The Galleon Resort in Key West, Florida
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"Where X Marks the Spot for Sun, Fun, and Rum!"

Your Private Retreat in The Heart of Key West

Discover the ultimate Key West escape at Captain’s Quarters, a premium two-bedroom, two-bathroom timeshare suite located within the prestigious Galleon Resort. Perfectly positioned on the waterfront, our unit offers breathtaking views of the harbor, resort pool, and legendary Key West sunsets.

Unmatched Comfort & Amenities

All of our quarters be decked out in tropical finery, capturing the spirit of Key West and offering comfort fit for a captain. Captain’s Quarters Key West Getaway is stocked with every treasure a weary traveler could need for a legendary escape, including:

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  • Spacious accommodations for up to 6 hearty souls​

  • Private balcony overlooking the sparkling pool & bustling harbor

  • Jacuzzi bathtub in the captain's bath - perfect for a soak after a long day at sea

  • Fully equipped galley, cozy living space, indoor & outdoor dining, and 2 full baths

  • Complimentary WiFi, cable TV, and in-unit laundry

  • Wet Bar for mixing up grog & island concoctions

  • Blender, iron and board, alarm clock, toaster, coffee maker, corkscrew, & hairdryer - no detail overlooked for your crew

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Should your voyage require extra provisions, simply send word to the lobby for:

  • Additional cooking tools

  • Toaster oven

  • Tea kettle

  • Electric skillet

  • Electric juicer

  • Food processor

  • Make-up mirror

The Galleon Resort be your island stronghold, offering the finest amenities in a lush, tropical setting. Lounge by the pool, dip your toes in the Gulf at the private beach, or raise a toast to the sunset at the Tiki Bar overlooking the harbor. The Galleon also boasts:​

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  • Grand waterfront pool

  • Private sandy beach -  perfect for burying your toes

  • Boardwalk for sunset strolls

  • Pirate's Cove Restaurant

  • Sunset Tiki Bar

  • Sauna

  • Diving & Snorkeling adventures

  • Sunbathing decks

  • Exercise Room to keep shipshape

  • 24 hour security for peach of mind

  • One-of-a-kind crow's nest observation deck offering breathtaking 360° panoramic views of Key West

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Check out the Live Webcam at The Galleon Resort!

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The Best of Key West at Your Doorstep

Step outside and you’re moments from vibrant Duval Street, the historic seaport, and Key West’s renowned dining, shopping, and entertainment. Enjoy a stroll along the Harbor Walk, explore local attractions, or simply relax in your private sanctuary as you watch the sun dip below the horizon.​​

captain's quarters

Perfect for Every Getaway

Whether ye be a band of swashbuckling mates, a family of landlubbers, or a pair of starry-eyed adventurers, Captain’s Quarters is the perfect port for your next escape. Gather your crew and drop anchor in comfort—there’s room aplenty for everyone to stretch out and make merry. Start your mornings with a mug of grog on the balcony, set sail for island adventures by day, and return to your cozy quarters to swap tales of treasure and triumph. With all the comforts of home and the spirit of the high seas, Captain’s Quarters be the finest harbor in Key West for pirates of all ages and stripes!

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Availability

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Ahoy, matey! Ye be reachin’ out to the crew of Captain’s Quarters. Whether ye have questions, treasure to share, or wish to parley about yer next voyage, send us a message using the form to the right. Our trusty crew will chart a course to reply swift as the wind fills our sails. Speak yer mind, landlubber or seasoned sailor alike—no message be lost at sea! 

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