Timeshare dream destination - Key West

Dream destination - Key West, Florida

A little island at the tip of the Florida Keys, Key West is the southernmost spot in the continental US. With plenty of sandy beaches and swaying palm trees, it's got the laid-back feel of the islands. After a spectacular sunset, you can relax at your timeshare, or step out and take advantage of the city's fine dining and lively nightlife.

A lovely beach in Key West, Florida Key West means beaches, blue skies and palm trees

Enjoying your Key West vacation

Your time in Key West can be as active or relaxing as you wish. You can grab a beach chair and bask in the sun, read a novel by the pool, or find a hammock for a nap in the shade. The island has a tropical feel, with balmy breezes that seem to soothe your worries away.



Walking around old town Key West, you'll notice the distinctive island architecture, with wooden homes, pastel colors, and gingerbread trim. Tropical gardens provide a lush atmosphere, with brilliant blossoms and shady comfort. It's truly a different feel than you find in mainland cities.

There's also an artistic tradition here, and a unique cultural vibe. Many writers and artists have called Key West home, most famously Ernest Hemingway. You'll find the works of modern artists for sale around the island. It's also a popular spot for musicians, and there are restaurants, bars, and sidewalk cafes of every description.

Key West has pastel colored houses Brightly colored houses give Key West a fun, upbeat feel

5 Fun things to in Key West

  1. Celebrate the sunset - No place does sunsets like Key West, where this evening activity is one of the best parties in town. Crowds line the waterfront at Mallory Square, and street musicians, acrobats, jugglers, and dancers provide entertainment as everyone waits for the sun to drop below the horizon. Who knows? You may even see the fabled green flash.
  2. Get out on the water - You're on a little island, surrounded by this stuff, so get out and enjoy it! You can take a sailboat tour, float around on a tall ship or classic yacht, ride a jet ski, or paddle a kayak. There are lots of options, and plenty of places to explore. If you're into fishing, these waters are home to marlin, sailfish, and many more.
  3. Swim with the fish - There are numerous beaches around Key West where you can lie on the sand watching the waves, or go for a refreshing dip. If you're ready for something more, you can snorkel with colorful coral reef fish, or go deeper with a scuba diving trip to one of the nearby shipwrecks.
  4. Tour the island - Key West has a long and checkered history, being run by the native Calusas, the Spanish, the British and the Americans over the years. Popular sights include the Key West lighthouse, Hemingway's house, and the Key West Aquarium. There are trolley tours available, or you can walk around on your own since the town is fairly compact. The Key West Historic Marker Tour is free, with cool insights into the island's past. This video gives you a great introduction:
  5. Visit the Dry Tortugas - This is one of the most remote National Parks in the US, accessible only by boat or seaplane. The Dry Tortugas park includes Fort Jefferson, a massive island fortress from the 1800s. You can also go fishing, snorkeling, birdwatching, or kayaking here. Day trips are available from Key West.

Timeshare resorts in Key West

There are quite a few timeshares available in Key West. Here are a few to start thinking about.

  • Key West - The Galleon Resort The Galleon The Galleon Resort - Located right on the waterfront, this resort has a small private beach and an observation deck with great views. It's just a couple of blocks from Mallory Square and lots of Key West activities. You can relax by the pool, work out in the exercise room, or sip a cocktail and savor the harbor view from the Tiki Bar.
    How to stay here? This resort is on both RCI (#0902, a gold crown resort) and Interval International (code GLN).
  • Key West FL - Hyatt Windward Pointe Resort Windward Pointe Hyatt Windward Pointe - This luxurious resort faces the Atlantic Ocean, and features lush tropical gardens, and a West Indies style design with period artwork. Spacious villas include private balconies and spa tubs. The property has a lovely negative-edge pool, hot tub, shuffleboard, volleyball, and relaxing garden spots.
    How to stay here? This is part of the Hyatt Residence Club, and it's also on II (code HWP, a premier resort).
  • Key West's Coconut Beach Resort Coconut Beach Coconut Beach Resort - This secluded timeshare resort is hidden away on the quiet side of the island, with lush grounds, old island architecture, and a small private beach. There's a swimming pool and ocean front jacuzzi. The site is tranquil, but it's close to Duval Street, the heart of the city's restaurant and nightlife scene.
    How to stay here? The Coconut Beach Resort is associated with II (code CCN, a select resort).

Destination details

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  • Where it is - Key West is at the end of the Florida Keys, the string of islands that stretches southwest from the tip of Florida. This is the southernmost point in the continental US. (Hawaii is a bit further south, and has the southernmost point in the whole country.)
  • How to get here -
    -- By Air -- You can fly directly to Key West (airport code EYW).
    -- By Land -- You can fly into Miami International Airport (code MIA). From there, you can either drive down through all the keys to Key West, take an airport shuttle bus that does the same route.
    -- By Sea -- You can fly to Fort Myers (Southwest Florida airport, code RSW) on the west coast of Florida, and take the Key West Express high speed ferry from there or Marco Island to Key West.
  • Weather - Key West has nearly ideal temperatures, with average highs in the 70s and 80s year round. Hurricane season runs June to Nov, with Aug and Sept being the peak. Winter days are usually nice, though you can get a cold snap. See weather averages for Key West.

Comments? Questions?

Have you been to Key West? Do you have a favorite place to stay there? Let us know in the Reply section below! 🙂

Timeshare Owner's Guide to Winning the Timeshare Game~~~~~~~~~~~~~~~~~~~~~~~
Staying in a timeshare is a great way to enjoy a relaxing and fun vacation in Key West, for much less per night than you'd pay in a comparable hotel. If you want to get an exchange to this or other desirable destinations, it helps if you know how to work the system. My Timeshare Owner's Guide gives owners the tips and tactics they need to maximize their trade value, and get the best exchanges possible. If you'd like to boost your timeshare trades, check it out.
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Hi! I'm Deanna, founder of Winning the Timeshare Game, and author of the books. After running an international tour company, I'm now into the fascinating world of timeshares. I enjoy sharing all the tips I discover, and I'd love to see everyone have as much fun with their timeshares as we do!

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PHOTO CREDITS:  Beach view - Ed Schipul, House - Lee Edwin Coursey

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