Are you dreaming of escaping the harsh winter weather but also want to keep that cozy winter feeling? If that’s the case, Naples, Florida, is your perfect destination.
To enjoy your stay in Naples, FL, you need a thorough plan to get the best out of your trip. If this is your first time in Naples, FL, or your first time here during the winter season, planning alone can be a little overwhelming.
That is why we are going to give you a detailed guide on how to plan your cozy winter trip to Naples, FL, so you can enjoy and relax, both now and during your getaway!
Why Choose the Winter Season for Your Cozy Getaway to Naples, FL?
Winter in Naples, Florida, is unlike anywhere else in the country. While northern states battle snowstorms and freezing temperatures, Naples enjoys what many would consider perfect weather. Let's explore why winter is indeed the ideal time to visit this charming Florida city!
The Weather Calls for It!
Naples in winter is a dream for anyone who wants to escape icy roads and snow. Typically, daytime temperatures stay in the 60s to low 70s. You’ll certainly be able to enjoy the warm days, perfect for outdoor fun, and cool evenings ideal for cozy nights.
Since Naples offers mild temperatures, sunshine, no snow, and barely any rain, it has become a refreshing contrast to colder, snowier winter destinations. Rather than bundling up indoors, you can enjoy Naples’ welcoming weather for outdoor activities or cozy night outings—strolls along the beach, nature hikes, or dinner at the best fine dining restaurants.
It’s definitely the perfect winter retreat for those craving sun and open air.
Naples Winter Festivals Will Welcome You
Winter in Naples, Florida, brings a lineup of events you won't want to miss! For instance, The Naples Winter Wine Festival (Jan 24-26, 2025) kicks things off with fine wine, gourmet food, and an auction—all supporting local children’s programs.
For car lovers, Cars on 5th Concours (Feb 6-8, 2025) also is a dream come true with over 650 exotic and classic cars on display, all for a good cause.
Besides, check out the Naples Seafood and Music Festival for amazing local seafood and live music, with free entry. The Chubb Classic golf tournament and Naples’ St. Patrick’s Day Parade then round out the season, adding a bit of sport and Irish flair to your Naples winter experience.
Select and Book the Perfect Stay for Your Naples, FL Cozy Winter Getaway
Finding the right accommodation sets the tone for your entire vacation. Naples Florida Rentals offers a variety of properties that combine comfort with luxury, ensuring you feel at home.
For those seeking the ultimate cozy experience, consider checking out the Naples Paradise Pool Home. Since it offers a heated pool, it is perfect for those slightly cooler winter evenings. On top of that, they allow pets, so you don’t have to worry about leaving your furbabies in foster care.
Many of the vacation properties in Naples are suitable for long-term stays also. You just have to call them directly to avoid paying extra to third parties. Some properties offer special winter rates and extended stay discounts, perfect for those looking to settle in for a longer, more relaxing stay.
Remember to book early, as Naples is particularly popular during the winter months when tourists flock there to escape colder climates.
What Items Do You Need for a Comfortable Stay in Naples, FL?
Packing for a winter trip to Naples, Florida, is simple—just bring a few essentials to keep things comfortable and fun.
Firstly, start with light layers like sweaters and cardigans for warm days and a cozy jacket for cooler nights. Comfortable shoes are key for exploring downtown, parks, and the beach. And don’t skip the sunscreen or a reusable water bottle; the Florida sun doesn’t take a winter break!
In addition, insect repellent is also smart to have, especially near mangroves, more so if you’re sensitive to insects or seasonal plants. Finally, pack swimwear and a beach tote for those sunny beach days—even in winter!
Don't Miss These Indoor Experiences When You Are in Naples, FL!
Sometimes you want to stay cozy indoors, and Naples offers plenty of options! The Baker Museum provides a perfect indoor retreat, featuring stunning art collections in a climate-controlled environment. To enjoy your time here, spend an afternoon exploring their rotating exhibitions and permanent collections.
For families, the Naples Zoo at Caribbean Gardens is a fun, tropical escape with lots to learn and explore. And if you’re up for some local history, the historic Palm Cottage takes you back to 1895 with a charming look at Naples’ early days. Without a doubt, these visits will be perfect when you’re ready for a change from the sun.
Best Outdoor Activities to Enjoy in Winter During Your Naples, FL Trip
Winter in Naples is pure magic for outdoor enthusiasts. You will never run out of outdoor fun options!
Beach Days: Visit Lowdermilk Park for a family-friendly beach experience with picnic areas and volleyball courts.
Golfing: Known as the “Golf Capital of the World,” Naples has over a hundred golf courses to enjoy in mild winter weather. If you love golfing, Naples can be your paradise!
Boating and Fishing: Take a boating tour or rent a boat to explore Naples’ scenic waterways. The peaceful Gulf waters are perfect for fishing and dolphin spotting.
Hiking and Bird-Watching: Visit the Corkscrew Swamp Sanctuary to immerse yourself in nature and spot unique Florida wildlife, including alligators, birds, and rare plants.
Enjoy Naples, Florida’s Fine Dining Restaurants and Tea Shops
Naples is known for its inviting culinary spots that blend warmth and elegance. From fine dining to charming tea shops, these locations can give you the perfect setting for a cozy winter experience.
For example, if you love seafood, you can check out The Claw Bar at the Bellasera Hotel. It has a comfortable vibe with a great raw bar and plush seating, which makes it perfect for a special meal. On top, the unique decor and fresh menu items really set it apart. For a taste of France, visit The French Brasserie Rustique on 5th Avenue South.
And if you’re in the mood for tea, stop by Brambles English Tea Room, where you can enjoy delicious scones and a wide selection of teas in a cozy setting. It’s the ideal spot to unwind and enjoy a nice afternoon in Naples!
However, you should keep in mind that most places close really early in Naples, Florida. So, don’t forget to check the closing time when you’re headed for a cozy evening at a restaurant or tea shop!
Looking for more insider tips and local secrets for your Naples winter getaway? Check out Dana's Guide to Naples, which is packed with expert recommendations and hidden gems that will make your winter escape truly special.