Book Now

Experience the Coastal Charms of Key West This Winter

The Perfect Antidote to a Cold Winter

A beautiful Sunset near one of the best places to stay in the Florida Keys

If you want to plan a little break during the coldest months of the year, we have a roundup of things to do and where to stay in Key West. 

We've also written before about fun Florida road trips and the best beaches in Florida for even more warm-weather inspiration this winter. There's plenty to love about the Sunshine State, but with plenty of things to do in Key West, FL,  why travel anywhere else?

Planning a Trip to Key West

Key West is located at the southern tip of the Florida Keys Archipelago. It is known for its charming pastel-colored, conch-style houses, vibrant coral reefs, laidback vibe, and beautiful beaches. Florida's hurricane season ends in November, and with mild winter temperatures to enjoy, you'll be hard-pressed to find a better time to visit the Florida Keys. 

Daytime average highs during this time of the year hover around the mid to upper 70s, with lows in the 60s. With this kind of fabulous weather, you can find plenty of time to relax beachside and enjoy all of the top-rated things to do in Key West, FL. With all that to offer, don't you think it's time you experienced the best places to stay in Key West?

A gorgeous beach near the best places to stay in the Florida Keys

The Best Place to Stay in Key West

Whether your vacation is all about enjoying a bit of adventure and all the top-rated things to do in Key West, or you're just coming here to spend some time in the sun, relaxing on the beach with your favorite book, there is one place in town considered among the best places to stay in Key West.

Though there are plenty of other lodging options, there's nothing that compares to the elevated guest experience you'll find at this craft lodging property in Florida, part of the Select Registry portfolio of properties. 

High-quality accommodations aren't the only thing that makes our Inns the best places to stay in Key West, though. The warm welcome you'll receive the moment you arrive is unparalleled - and you'll feel as though you're truly experiencing an authentic slice of Old Key West. Stay close to Old Town Key West and many of the top-rated things to do in the area, which means you can hit the ground running and enjoy as much (or little) of this island paradise as you want.  

The Mermaid & The Alligator

Welcome to "your home in Key West." Our circa 1904 Victorian home in the heart of Old Town Key West awaits. Start each day with our delicious full breakfast before venturing out to see what the island offers including beaches, unique restaurants, galleries and wonderful shops.

When it's time to return, retire to one of our comfortable and inviting  guest rooms where wonderful amenities including Turkish bath towels, private porches, bathrobes, and more are waiting for you. Enjoy our lush and tranquil gardens where water fountains, exotic flowers and birds transport you to a place of pure relaxation. At The Mermaid & The Alligator, comfort, serenity, and luxury are perfectly combined for the most enjoyable experience.

Learn More

Relax and unwind on beaches like this and enjoy the best places to stay in the Florida Keys

8 Things to Do in Key West This Winter

Winter in Key West is truly unlike any other place in the world, and this laid-back, beautiful piece of paradise is something we hope you experience this winter. Below, you'll find an array of activities and some top things to do in Key West. Start daydreaming of warmer days ahead! 

  1. Key West has some of the best beaches in Florida, so hitting the beach is one of the top-rated things to do in Key West, FL. Whether your ideal day involves some swimming, snorkeling, or sunbathing, you'll find an excellent spot for it here. Popular Key West Beaches include Fort Zachary Taylor State Park, Smathers Beach, South Beach, and the remote beaches of  Dry Tortugas National Park.
  2. With water on all sides, there are plenty of adventures for those who want to spend some time on the water. Whether you want to swim, kayak, jet ski, boat, or sail, there are plenty of options for you, and these are all rated among the best things to do in Key West, FL.
  3. When you need a break from the beach and water, head into town and explore the area via bike. Key West is small, charming, and perfect for biking. There are bikes for rent and bike tours to enjoy locally.
  4. Brag to all your friends about being at the southernmost point in the continental US, just 90 miles from Cuba. It's one of the most photographed places in the Keys and, of course, one of the most popular things to do in Key West. 
  5. Explore the unique ecosystems in this marine paradise at places like the Florida Keys National Marine Sanctuary or the Key West Wildlife Refuge.
  6. For even more exploration, visit the pristine beaches and underwater reefs at Dry Tortugas National Park, 70 miles off the coast.
  7. Get inspired at the Ernest Hemingway House & Museum, where the famed author lived and wrote for more than ten years. 
  8. Sunset is one of our favorite times of the day, and there are plenty of great places to watch them, including Mallory Square's sunset celebration, Fort Zachary Taylor State Park, Sunset Pier at the Ocean Key Resort, or even your private tiki boat floating through the Key West Harbor. 

Though there are plenty of fun things to do in Key West, nothing compares to the relaxing ambiance of relaxing in paradise. From the moment you arrive, you'll see why they are rated the best places to stay in Key West. A few days here may even convince you never to return. 

Best Places to Stay in Key West

Mermaid & Alligator Front
guest room
outdoor pool
back patio
Bathroom at Mermaid and the Alligator
the mermaid and the alligator exterior
mermaid logo
pool
woodroom
dining room
unique room
guest room
front porch
back patio

The Mermaid & The Alligator

Key West, FL

Related Journal Entries

The Best Winter Honeymoon Destinations in the USA

Finding the perfect vacation location to spend quality time as newlyweds can be hard to narrow down. What are you looking for in your dream winter honeymoon...

READ ON

What Are the Best Places to Visit in February in the USA?

As the holiday season comes to a close, some of us are left thinking, “I need a vacation.” We compiled a list of some of the best...

READ ON

Enjoy the Perfect Getaway in Asheville, North Carolina!

A Fantastic Weekend in Asheville! If you're looking for a fun and memorable place to sweep your sweetheart off their feet this summer, add the charming city...

READ ON

3 of the Most Romantic Winter Cabin Getaways in the US

There’s a certain magic to the way that snow flurries and freezes in the cold wind. It blankets the surrounding landscapes with plush white powder and transforms...

READ ON

This Cape Cod Road Trip Itinerary Will Make You Want to Pack Your Bags Now

Whether you’ve visited Cape Cod every summer since you were a child or you’re planning to go for the first time, you’ll discover that it is equal...

READ ON
 
 
YOUR SELECT FAVORITES
SELECT YOUR FAVORITES

You haven’t selected any favorites. Look for the to add items to your favorites.