Key West in December is an ideal escape for travelers looking to trade cold weather for warm breezes, turquoise waters and endless outdoor adventures. With mild temperatures and sunny skies, winter is one of the best times to explore everything the island has to offer. Whether you’re diving into its vibrant underwater world, paddling through serene mangroves, or setting out on a fishing excursion, there are countless winter things to do that showcase Key West’s natural beauty and exciting activities.
Outdoor Adventures
Snorkeling and Scuba Diving
Key West in December offers perfect conditions for exploring the underwater world. With clear, warm waters and thriving coral reefs, snorkeling and scuba diving are among the top winter things to do on the island. The Florida Keys National Marine Sanctuary is a must-visit destination, home to vibrant marine life and fascinating shipwrecks like the famous Vandenberg wreck. Whether you’re floating above shallow coral gardens or descending into deeper waters, every dive offers a chance to see colorful fish, sea turtles and other incredible marine species. First-time snorkelers and seasoned divers alike will find this a thrilling and unforgettable way to experience Key West’s stunning aquatic ecosystem.
Kayaking and Paddleboarding
For a peaceful yet immersive way to explore Key West in December, kayaking and paddleboarding offer the perfect blend of adventure and relaxation. Paddling through the island’s mangrove tunnels reveals a hidden world of winding waterways and abundant wildlife. Keep an eye out for playful dolphins, gentle manatees and a variety of native bird species soaring above. The cooler temperatures make winter an ideal time to enjoy these water-based excursions without the heat of summer.
Dolphin-Watching Tours With Fury Water Adventures
One of the most magical winter things to do in Key West is set out on a dolphin-watching tour with Fury Water Adventures. The island’s calm waters provide the perfect setting to observe bottlenose dolphins in their natural habitat. These playful creatures are often seen swimming in pods, leaping from the water, or riding the wake of passing boats. Many tours also include snorkeling stops, allowing you to experience the vibrant marine life beneath the surface. With expert guides providing insight into dolphin behavior and the local ecosystem, this is an unforgettable way to connect with Key West’s marine wildlife.
Fishing Trips
For anglers, Key West in December is one of the best times of year to enjoy a fishing adventure. The waters surrounding the island are teeming with sought-after species, from snapper and grouper to mackerel and barracuda. Charter boats are led by knowledgeable captains who help visitors navigate the best fishing spots while sharing tips and techniques. Those looking for an extra thrill may even have the chance to reel in a sailfish or marlin, adding to the excitement of a day on the water.
Jet Ski With Fury Water Adventures
For those craving high-speed adventure, Jet Skiing around Key West’s coastline is a must. These guided tours provide an exhilarating way to explore the island’s scenic waterways, with stops at landmarks like the Southernmost Point and the stunning mangrove channels. Along the way, you may spot local wildlife, including sea turtles, pelicans and even dolphins.
Winter Festivals and Events
Key West in December is more than just warm weather and beautiful sunsets — it’s also the perfect time to experience the island’s lively festival scene. From literary gatherings and world-class music festivals to exciting New Year’s Eve celebrations and culinary events, there are countless winter things to do that bring together visitors and locals alike.
Key West Literary Seminar
Book lovers won’t want to miss the Key West Literary Seminar, a prestigious annual event that brings together some of the world’s most acclaimed authors, poets, and scholars. Held each January, this seminar offers engaging panel discussions, author readings, and in-depth workshops covering a variety of literary topics. Writers and aspiring storytellers can gain inspiration from insightful presentations while soaking in the island’s creative energy. With its rich literary history — once home to figures like Ernest Hemingway and Tennessee Williams — Key West is the perfect setting for this thought-provoking event. For those seeking intellectual enrichment, attending the seminar is one of the most unique winter things to do on the island.
New Year’s Eve Festivities
If you’re looking for an unforgettable way to ring in the new year, Key West in December delivers celebrations unlike any other. The island’s famous New Year’s Eve festivities feature exciting countdowns and quirky local traditions, from the Shoe Drop at Bourbon St. Pub to the Conch Shell Drop at Sloppy Joe’s Bar. As the clock strikes midnight, the energy of Duval Street comes alive with street parties, live music, and dazzling fireworks over the water. Welcoming the new year in Key West is an experience like no other.
Mile 0 Fest Key West
Music fans visiting Key West in December or January should plan to attend Mile 0 Fest, one of the island’s most anticipated live music events. This annual festival celebrates the best of Americana and Red Dirt music, featuring performances from top artists in the genre. Set against the stunning backdrop of Key West, the festival offers a laid-back island atmosphere combined with high-energy performances. Concerts take place at venues across the island, from intimate indoor stages to open-air settings that showcase the beauty of the Keys.
Key West Food & Wine Festival
For food lovers, the Key West Food & Wine Festival is one of the top winter things to do on the island. This multiday celebration of cuisine, wine and cocktails showcases the best of Key West’s dining scene. Guests can indulge in exclusive wine tastings, chef-led dinners, and unique mixology events that highlight the island’s renowned culinary talent. The festival’s lively and welcoming atmosphere makes it a favorite among visitors looking to savor the flavors of the Keys while enjoying the perfect winter weather.
Old Town Trolley’s Sights and Lights Tour
Experience the holiday magic of Key West in December with Old Town Trolley’s Sights and Lights Tour. This festive adventure takes guests through the island’s most beautifully decorated neighborhoods, showcasing dazzling light displays and charming holiday decorations. Passengers enjoy a relaxing ride aboard the trolley while taking in the cheerful spirit of the season. The tour is a fun, family-friendly way to embrace the holidays while discovering the island’s festive side.
Historic and Cultural Activities
Key West in December is the perfect time to explore the island’s rich history and culture. With cooler temperatures and fewer crowds at many sites, winter offers a great opportunity to step into the past and uncover stories of shipwrecks, literary legends, and presidential retreats. Whether you’re fascinated by maritime history or curious about Key West’s role in shaping American politics, these winter things to do provide a glimpse into the island’s storied past.
Fort East Martello Museum
Once a Civil War-era fortress, Fort East Martello Museum now houses a collection of artifacts, folk art, and historical exhibits that showcase Key West’s past. The fort’s preserved brick walls and open courtyards give visitors a look at 19th-century military architecture, while its exhibits explore everything from local history to the island’s more mysterious side. One of its most famous residents, Robert the Doll, has captivated visitors for years, earning a reputation as one of the most well-known haunted artifacts in the country.
Audubon House & Tropical Gardens
The Audubon House & Tropical Gardens provides a look into Key West’s 19th-century past, set within a beautifully restored home once owned by Captain John Huling Geiger. The house features period furnishings and a collection of artwork inspired by naturalist John James Audubon, who visited the island in the 1830s. Outside, the gardens are filled with tropical plants, orchids and winding pathways that offer a quiet retreat in the heart of Old Town. Visiting Key West in December allows guests to enjoy the property’s lush landscape in cooler weather, making it an ideal winter stop for those interested in both history and nature.
Ernest Hemingway Home & Museum
A visit to the Ernest Hemingway Home & Museum offers a glimpse into the life of one of America’s most celebrated authors. Hemingway lived in Key West during the 1930s, and his former home remains much as it was when he wrote some of his most famous works. The Spanish Colonial-style house is filled with memorabilia, from typewriters to old photographs, and is home to the famous six-toed cats, descendants of Hemingway’s own pets. Strolling through the gardens or standing in the writer’s studio, it’s easy to picture the creative life Hemingway led here. With mild winter temperatures, this is one of the best winter things to do for literature lovers and history enthusiasts alike.
Mel Fisher Maritime Museum
For those interested in treasure hunting and underwater exploration, the Mel Fisher Maritime Museum tells the story of legendary treasure hunter Mel Fisher, who discovered shipwrecks filled with gold, silver and artifacts from 17th-century Spanish galleons. The museum houses an impressive collection of recovered treasures, including coins, jewelry and navigational tools, along with exhibits that explore the science behind shipwreck salvage. Learning about the challenges of underwater archaeology and seeing actual artifacts pulled from the ocean floor brings a whole new appreciation for Key West’s maritime history.
Truman Little White House
The Truman Little White House is a significant part of Key West’s history, serving as the winter retreat for President Harry S. Truman during his time in office. This unassuming home became a working presidential residence where Truman conducted official business and made key decisions during his presidency. Guided tours provide insight into his time in Key West, from the policies he worked on to his personal routines while staying at the house. For those interested in political history, this stop offers a unique perspective on the intersection of leisure and leadership. With smaller crowds in Key West in December, it’s a great time to visit and explore at a relaxed pace.
Key West Lighthouse and Keeper’s Quarters
A climb to the top of the Key West Lighthouse provides panoramic views of the island and its turquoise waters. Built in the 1800s, the lighthouse played a crucial role in guiding ships safely to shore, and the accompanying Keeper’s Quarters Museum offers a glimpse into the lives of those who maintained it. The museum’s exhibits highlight the challenges lighthouse keepers faced, from harsh weather to long hours of isolation. The cooler winter months make it an excellent time to take in the sweeping views without the intense summer heat, making this one of the best winter things to do for those who love history and scenic landscapes.
Key West Shipwreck Treasure Museum
The Key West Shipwreck Treasure Museum brings to life the island’s shipwreck salvaging history, an industry that once made Key West one of the wealthiest cities in Florida. Through a mix of historical exhibits and live storytelling, visitors can learn how wreckers recovered valuable cargo from ships that ran aground on the treacherous reefs surrounding the island. Artifacts, recovered treasures and dramatic reenactments make this museum a fun and engaging way to experience Key West’s past. Don’t miss the observation tower, where you can take in one of the best views of the island — just as wreckers would have done when scanning the horizon for ships in distress.
Relaxation and Leisure
Not every adventure in Key West in December requires excitement and adrenaline. Sometimes, the best way to experience the island is by slowing down and enjoying its peaceful side. No matter what you choose, there are plenty of winter things to do that allow you to soak in the beauty of Key West at a relaxed pace.
Private Charter Tours
For those looking to escape the crowds and enjoy a personalized experience, private charter tours offer a relaxing way to explore the waters surrounding Key West. These customizable excursions let you set the itinerary, whether that means stopping at hidden coves, snorkeling along coral reefs, or simply cruising under the sun with a drink in hand. With the cooler temperatures and clear skies that define Key West in December, there’s no better time to enjoy a peaceful day on the water.
Sunset Cruises
A sunset cruise is one of the most breathtaking ways to end the day in Key West. As the sun dips below the horizon, the sky erupts into brilliant shades of orange, pink and purple, creating a view that feels almost unreal. The cooler winter air and gentle ocean breezes make this the perfect season to enjoy a front-row seat to one of nature’s most spectacular displays.
Beach Time
Even in winter, Key West’s beaches offer the perfect spot to relax under the sun. Smathers Beach is ideal for long walks along soft, sandy shores, while Fort Zachary Taylor Historic State Park offers a more secluded setting with a mix of sand and coral rock, plus incredible snorkeling just off the shore. The warm waters and gentle ocean breeze make Key West in December an ideal time to enjoy the beach without the intense heat of summer.
Spa Days
Sometimes, the best way to recharge is with a day of pampering. Key West’s spas offer a tranquil escape, featuring a range of treatments designed to help you unwind. Many spas also incorporate ocean views, gentle island breezes and natural elements into their treatments, creating a peaceful ambiance that enhances relaxation. For those looking to embrace self-care during their visit, a spa day is one of the most rejuvenating winter things to do in Key West.
Art Galleries
For a quiet yet enriching way to experience Key West’s culture, take a stroll through the island’s art galleries. Exploring these spaces at a slower pace allows you to appreciate the craftsmanship and unique perspectives that define the island’s creative community. With Key West in December offering mild weather and fewer crowds, it’s the perfect time to take in the art scene at a leisurely pace.
Winter Dining Experiences
Key West in December is the perfect time to enjoy the island’s diverse culinary scene. With cooler temperatures and outdoor dining available year-round, winter is an ideal season to explore fresh seafood, Cuban flavors and island-inspired dishes.
Key West Food Tours
One of the best ways to experience the island’s flavors is with Key West Food Tours, where expert guides lead visitors through historic neighborhoods, stopping at some of the best local eateries. These tours highlight the island’s mix of Caribbean, Cuban, and Southern influences, with stops featuring everything from fresh seafood to traditional conch fritters. Along the way, guests get insight into Key West’s food culture, its connection to maritime history, and the stories behind the dishes that define the island. With the mild winter weather making strolls through town even more enjoyable, this is one of the top winter things to do for food lovers.
For those who love to cook, a visit to the Key West Cooking SchoolTM offers a hands-on way to bring the island’s flavors to life. These interactive classes focus on Caribbean-inspired recipes using fresh local ingredients, allowing guests to sharpen their culinary skills while creating delicious meals. These classes provide a unique and engaging winter activity. Key West in December is the perfect time to try your hand at new dishes while enjoying the island’s relaxed atmosphere.
Sunset Pier Dining
Few dining experiences in Key West compare to enjoying a meal at Sunset Pier, where tables are set against the backdrop of the Gulf’s brilliant evening colors. Fresh seafood, tropical cocktails and a lively yet laid-back ambiance make it an unforgettable place to dine. Watching the sky shift from blue to fiery orange as sailboats glide across the horizon adds to the experience, making winter one of the best times to enjoy an open-air meal by the water.
Outdoor Dining With Views
One of the perks of visiting Key West in December is the ability to dine outdoors comfortably, whether at a beachfront restaurant or in a lush garden setting. Many of the island’s top eateries feature open-air patios, offering views of the ocean or hidden courtyards filled with tropical plants. From casual seafood shacks to fine-dining spots, there’s no shortage of restaurants where the scenery is just as enjoyable as the meal.
Key West Coffee Shops
For a slower-paced start to the day, Key West’s coffee shops provide cozy and welcoming spaces to enjoy a warm drink. Locally owned cafes and roasteries serve up everything from Cuban-style espresso to smooth, locally blended coffee.
Iconic Key Lime Pie Spots
No trip to Key West is complete without indulging in its most famous dessert — Key lime pie. Found in nearly every restaurant and bakery across the island, this sweet-tart treat is a must-try. Some spots serve it with a graham cracker crust and whipped cream, while others offer a meringue-topped version. No matter the style, tasting a slice is one of the most iconic winter things to do for visitors looking to experience a true Key West classic.
Rum Distillery Tastings
Rum has long been a part of Key West’s history, and visiting a local rum distillery is a great way to learn about the island’s connection to this tropical spirit. Several distilleries offer tastings of handcrafted rums infused with flavors like coconut, vanilla and Key lime. Guests can tour the facilities, meet the distillers and gain insight into the process of creating these small-batch spirits. Whether you prefer your rum neat or in a craft cocktail, this experience offers a laid-back way to toast to island life.
Nearby Winter Excursions
While there’s no shortage of winter things to do in Key West, venturing beyond the island offers even more opportunities for exploration. These nearby destinations make for excellent day trips during Key West in December.
Dry Tortugas National Park
One of the most breathtaking places to visit near Key West, Dry Tortugas National Park is accessible only by ferry or seaplane, adding to its secluded charm. The park is home to Fort Jefferson, a massive 19th-century fortress that offers a glimpse into military history against the backdrop of pristine turquoise waters. Snorkeling here is a highlight, with coral reefs teeming with marine life just off the shore. The clear winter skies and mild temperatures make this one of the best winter things to do, offering both adventure and history in a single excursion.
Key West Butterfly & Nature Conservatory
For a peaceful and immersive nature experience, the Key West Butterfly & Nature Conservatory is a must-visit. This indoor tropical habitat is filled with hundreds of butterflies flitting among exotic plants, waterfalls and vibrant bird species. The conservatory provides a quiet retreat from the bustle of downtown, making it a great stop for families or anyone looking for a relaxing break. Visiting Key West in December offers the added bonus of fewer crowds, allowing for a more serene experience inside this tropical sanctuary.
Bahia Honda State Park
Located about 40 minutes from Key West, Bahia Honda State Park is known for its natural beaches and scenic views. With calm waters and an abundance of marine life, it’s an excellent spot for kayaking or snorkeling. The park’s sandy shores offer a peaceful setting for those who prefer to simply enjoy the views and cooler winter breezes. With fewer visitors in the cooler months, it’s an ideal destination for those looking to experience Florida’s natural beauty without the summer crowds.
Big Pine Key
A short drive from Key West, Big Pine Key offers a quiet escape into nature, making it one of the best winter things to do for those looking to experience the Florida Keys’ wilder side. This island is best known as the home of the endangered Key deer, a small subspecies found only in this region. A visit to the Blue Hole, a freshwater pond that attracts alligators, turtles and wading birds, provides a unique look at the island’s diverse ecosystem. With scenic trails and a peaceful atmosphere, Big Pine Key is a great destination for wildlife lovers and those seeking a slower pace during their trip.
Conclusion
With its mild temperatures, clear waters, and endless opportunities for exploration, Key West in December is the perfect winter escape. From relaxing nature walks to adventurous excursions, this time of year offers the best of Key West without the heat of summer, making it an unforgettable destination for a winter getaway.
FAQs
What are the best things to do in Key West during winter?
Key West offers a variety of activities during winter, from exploring the vibrant Duval Street to relaxing on pristine beaches like those at Bahia Honda State Park. You can visit the Hemingway Home & Museum, enjoy a sunset sail, explore nature at spots like the Key West Butterfly & Nature Conservatory or savor local seafood at iconic restaurants.
Are there any winter festivals in Key West?
Yes, Key West hosts several exciting winter festivals, including Holiday Fest and the New Year’s Eve celebrations. The Lighted Boat Parade and the Annual Conch Republic Polar Plunge are also well-loved, providing the perfect blend of entertainment and unique island charm.
Can I go snorkeling in Key West during winter?
Absolutely! The waters around Key West remain warm enough for snorkeling in the winter months. Popular snorkeling spots like the coral reefs at Dry Tortugas National Park and Bahia Honda State Park are great for admiring marine life and vibrant underwater scenery.
Are there any kid-friendly activities in Key West in winter?
Key West has plenty of activities for families with kids. The Key West Butterfly & Nature Conservatory, the Florida Keys Eco-Discovery Center, and guided nature tours are excellent options. Beaches and water-based activities like kayaking or glass-bottom boat tours are also great for keeping children engaged.
Is Key West crowded during the winter season?
Winter is considered the peak tourist season in Key West due to its mild and pleasant weather. While this means the island can be bustling, early planning and exploring less-traveled spots like Big Pine Key can help avoid crowds.
What are some unique Key West experiences to enjoy in winter?
For a unique experience, consider visiting the quirky Old Seven Mile Bridge or taking a ferry to the remote Dry Tortugas National Park. You can also attend a Sunset Celebration at Mallory SquareSM, sign up for a dolphin-watching tour or sample the fabulous Key lime pie at local bakeries. Key West’s vibrant culture guarantees a memorable winter vacation.
