Beaches and palm trees

Escape the Winter blues in Key West Florida

Select Registry - December 9, 2021

Warmth, Sun, & Beaches Are Waiting!

Key West beach

With wintry weather setting in around the country, we know many of you are starting to consider winter getaways. With an eye towards the best things to do in Key West Florida and warm, mild weather to enjoy while there, it might just be time to hop a flight and head to the beautiful Florida Keys. 

Hurricane season is over (June – November), and winter temperatures in Key West reach average highs in the mid to upper 70s, with lows in the 60s. That’s a far cry from the arctic blasts experience in other parts of the country in January and February!

Located at the southern tip of the Florida Keys Archipelago, Key West has long been a popular winter getaway. It’s an area known for its charming pastel-colored, conch-style houses, vibrant coral reefs that are great for diving and snorkeling, and beautiful beaches.

The vibe in Key West in winter is relaxed and friendly, and we know all of the best things to do in Key West this winter to keep you having fun. Winter is a fantastic time to visit, especially when you stay at one of our Select Registry Bed and Breakfasts in Key West. Both offer a charming respite from the cold this winter, coupled with elegant accommodations, welcoming hospitality, and the Victorian grace Key West is known for. Escape the winter blues and book your getaway to Key West today!

Key West

Best Things to do in Key West Florida

When the fast pace of the holiday season is over, and you find yourself daydreaming of warm, sandy beaches, we hope you turn your attention to the coastal charms and best things to do in Key West Florida. Winter in Key West is unlike any other place in the country, except perhaps Hawaii. 

There are quite a few options when it comes to finding the best things to do in Key West this winter. Start by taking a deep breath of the fresh ocean air, and continue there.  Here are what we consider to be some of the best things to do in Key West this winter: 

  1. Step one as you relax into your winter getaway will be to hit the beach – and there’s no shortage of great beaches to enjoy in Key West! Swim, snorkel, sunbathe, and kayak to your heart’s content. For a secluded beach that may be less crowded, head to secluded Fort Zachary Taylor State Park. Other great beaches include Smathers Beach and South Beach.
  2. No trip to Key West would be complete without getting out on the water – it’s by far one of the best things to do in Key West. Whether you want to swim, kayak, jet ski, boat, or sail, there are plenty of options for you.
  3. Nature-lovers shouldn’t miss the Florida Keys National Marine Sanctuary or the Key West Wildlife Refuge.
  4. Key West is small, charming, and perfect for biking. There are bikes for rent locally, as well as bike tours you can take if you’re interested in learning more about this unique coastal paradise. 
  5. Visit the southernmost point in the continental US, just 90 miles from Cuba. It’s one of the most photographed places in Key West. 
  6. Head to Dry Tortugas National Park, 70 miles off the coast, but one of the best things to do in Key West. This area is accessible by boat or seaplane. 
  7. Visit the Ernest Hemingway House & Museum, where the famed author lived and wrote for more than ten years. 
  8. Sit back, relax, and enjoy a quintessential Key West sunset.  Sunsets here are legendary, and watching the sky alight in color is easily one of the best things to do in Key West. Great places to watch a sunset include 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. 
Watch gorgeous sunsets

Best Places to Stay in Key West Florida

Now that we’ve covered all of the best things to do in Key West let’s talk about where to stay!  There are many options for lodging in this popular vacation destination, but our Select Registry Bed and Breakfasts genuinely are the best places to stay in Key West. The accommodations at our Inns are exquisite, and the hospitality is second to none. 

Like all Select Registry properties, these Key West Bed and Breakfasts have passed the most comprehensive inspection in the industry to bring you the reliable quality you can count on.  More importantly, though, they off an authentic slice of life near the heart of Old Town Key West.

Both Inns offer comfortable accommodations in historic homes, offering you a chance to experience Key West as few others can.  Not only that but these Inns are situated near many of the best things to do in Key West.   

There are countless other reasons our Select Registry Bed and Breakfasts are ranked among the best places to stay in Key West, but you’ll have to see it for yourself.  It’s time to start planning.  Book your winter escape to beautiful, sunny Key West Florida today!

Bed and Breakfasts in Key West

The Mermaid and 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. Enjoy our lush and tranquil gardens with water fountains, exotic flowers and birds. At The Mermaid & The Alligator, comfort, serenity, and luxury are perfectly combined for the most enjoyable experience.

The Conch House Heritage Inn

The Conch House was meticulously restored to its original elegance with every modern amenity, our Key West bed and breakfast retains the Victorian grace that truly embodies the distinct character of Key West architecture.

Originally constructed by Bahamian shipbuilders in 1889 and listed on the National Register of Historic Places, this Key West family home has been owned and operated for five generations. Spacious accommodations with traditional antique furnishings in the main house, tropical island decor in the cottages, a large pool, and gardens with sprawling grounds await you in one of Key West’s premier Bed and Breakfasts. We pride ourselves on extending a warm welcome and excellent guest service. 

Give The Gift Of A Getaway!

Give your loved ones a reliable and coveted present: a Select Registry gift certificate! Gift certificates can be redeemed at hundreds of our quality-approved properties throughout the U.S.