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Which Island is Best for a Florida Keys Timeshare?

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Posted on August 11, 2022

Stretching over 180 miles surrounded by shimmering blue waters, the Florida Keys are a must-see destination. The Florida Keys are a stretch of about 1,700 islands connected by U.S. Highway 1 extending from the Florida mainland south of Miami through to Key West - filled with beautiful flora and fauna, beaches, beautiful resorts and water sports adventures. 

This pops the question: Which Island is best for a Florida Keys timeshare? You can decide that for yourself but first, let’s get into what there is to do in the Florida Keys. 

Islamorada

Overlooking the water off Islamorada

Islamorada is at about mile marker 74 from mainland Florida, closer to the northern part of the Keys along arguably one of the most scenic highways in the United States. This key is known as the sport fishing capital of the world but if fishing isn’t quite your thing, don’t worry, there is still plenty to do here. 

The Theater of the Sea is a wonderful family-friendly exhibit that includes swimming with dolphins, interacting with sea turtles, bottomless boat rides, and more. If you are into the fishing scene, take a trip to Robbie’s Marina to feed the tarpon. You can sit back at the restaurant nearby and watch the feeding if you don’t want to get your hands dirty. 

Take a trip to Indian Key and discover a ghost town of what once was. This isolated key is only accessible by boat but once you get there, you can experience the serene blue waters like no other. On Indian Key you can swim, snorkel, sunbathe, and kayak all day long. 

Marathon

Marina in Marathon

Marathon is a 10-mile-long at about mile marker 47 of the Florida Keys or about half way between Key Largo and Key West. With waterfront restaurants that serve fresh seafood, jet ski tours, soft-sand beaches, and a unique history, there is something for everyone in the city of Marathon. 

Take on fishing with charter services and afterwards, you can take your fish to Angler and Ale for hook and cook options. If fish are friends, not food for you, visit the Florida Keys Aquarium Encounters to get up close and personal with sharks and stingrays. The Turtle Hospital also has awesome educational tours and you can even feed the sea turtles. 

Experience all the species of coral and wildlife at the Sombrero Reef with a diving or snorkeling session for a once in a lifetime opportunity. Furthermore, explore the history of the Florida Keys at the Old Seven Mile Bridge or the EAA Air Museum. 

Key West

Southernmost point market on Key West

Key West is the place we all think of when it comes to the Florida Keys and it is the southernmost city in the continental United States. At mile marker 0, Key West has several museums along with aquariums with touch tanks and interactive experiences for kids and adults alike. You’ll always be learning when you visit Key West. 

Take a stroll down the main strip in Key West, Duval Street and go shopping in cute boutiques, enjoy everything key lime, visit the Ernest Hemingway Home, the Truman Little White House, or explore the Key West Butterfly and Nature Conservatory. Duval Street starts at Mallory Square (remember those sunsets!) and goes all the way down to the Southernmost Point marker, which is also a must-see. 

Take a day trip to the historical Dry Tortugas National Park. This park is around 70 miles off the coast of Key West and is only accessible by seaplane or boat which makes for a great day trip. 

Beach at Dry Tortugas National Park

Spend the day snorkeling in the cerulean blue waters of the gulf or relaxing on the soft beaches. Looking for more history of Key West? You can visit the Oldest House Museum which showcases, you guessed it, the oldest house in South Florida. There are even original paintings and furnishings still in the house. 

Which Island is Best for a Florida Keys Timeshare?

As you can see, there are plenty of things to do in the Florida Keys whether it’s water adventures or just a stroll down Duval Street. However, you still have to find somewhere to accommodate your stay. Listed below are some of the best Florida Keys timeshares to meet all your needs for your trip. 

Key West Timeshares

Hyatt Windward Pointe Resort

Hyatt key west resort

This Key West timeshare is located directly next to the Fort East Martello Museum; a historic site and art museum for a learning experience of Florida’s culture. Go further south and you hit Duval Street with quaint restaurants and shops or go to Barefoot Billy’s Watersports for jet skiing, snorkeling, swimming with dolphins and sunset sailing. 

Hyatt Beach House Resort

This Key West timeshare is right off of US-1 and right near all the fun of Key West. The Key West Golf Club is just up the street for you to perfect your swing at any time. After a long day of play, enjoy outdoor seating on a boat dock and find your favorite dish at the Hurricane Hole. Afterwards, head down to Duval Street and grab a slice of key lime pie at Kermit’s Key West Key Lime Pie Shoppe. 

Galleon Resort

Key West Resort

Overlooking a marina, this Key West timeshare is just one mile away from the historical Ernest Hemingway House. Enjoy house-brewed beers at The Waterfront Brewery nearby and shop at the infamous Ron Jon Surf Shop while you’re there. For some sightseeing, take a one-hour ride on the Conch Tour Train around Key West while enjoying a cool beverage for those hot days. 

Marathon Timeshares

The Reef at Marathon Resort Club

The Reef offers wonderful bungalows for your trip down to Marathon. Just down the street you can go to Crane Point Hammock where you can take a look at the natural history museum, marine touch tanks, bird rescue center, and even go on a scenic nature trail. Grab a bite to eat after a long day of exploring at Herbie’s Bar & Chowder House. This seafood joint is so good even Guy Fieri came to visit. 

Bluegreen Resort's The Hammocks at Marathon

Bluegreen resort on Marathon

Just up the street from this lovely timeshare is the Turtle Hospital mentioned previously. This family-friendly attraction is fun, interactive, and educational for all ages. After feeding the turtles, chow down with lovely waterfront views right in Bluegreen’s backyard at Barnacle Barney’s Tiki Bar. Spend the day on the water with Marathon Mermaid Charters. Take a relaxing sunset cruise, reef snorkel trip, or sandbar experience for a day trip. 

Islamorada Timeshares

Topsider Resort

Topsider Resort is one of the best Florida Keys timeshares because of its uniqueness. This resort in Islamorada offers quaint two-bedroom bungalows right on the water for ultimate relaxation. Take a drive up the island for a laidback meal at Lazy Days Restaurant with ocean views and good seafood. For an outdoor adventure, Green Turtle Hammock Nature Preserve is just north of Islamorada with scenic hiking trails. 

Caloosa Cove Resort

Resort on Islamorada

Located in Islamorada, this oceanfront timeshare is a 15-minute walk from Anne’s Beach and right next to Habanos Oceanfront Dining. Habanos is home to classic Cuban dishes with beautiful views. Take a drive up the island and you can find Sundance Watersports for snorkeling, diving, parasailing, and beautiful sunset cruises. 

These are just some of the best Florida Keys timeshares and if any of these piqued your interest, we’re always here to accommodate you and your travel needs. 

Perhaps you have a different timeshare in mind to experience the Keys? We can help, so please leave a message here for our licensed agents or call 877-624-6889 for more information.

Hyatt

Author

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Elisa Ivanov
Staff Writer

Elisa is a Bulgarian-American student at the University of Central Florida working towards her B.S. in Entertainment Management. As well as studying at UCF, Elisa dedicates her time towards the independent publication, Backward Noise. She is a music photographer and social media manager for the publication's Twitter account.

Elisa was born and raised in Jacksonville, Florida and has been living in Orlando, Florida for the past 7 years. In her spare time, she continues to enjoy taking and editing photos and has been doing so since 2015. She also enjoys playing guitar, going to concerts, going on hikes, and finding new spots in Orlando for fantastic food.