Nearly one million sunseekers spend their winter getaway in Naples, Florida each year! Visiting Naples in the winter is like finding a sun-soaked sanctuary while the rest of the country is shivering. You can trade your snow boots for flip flops and soak up the warmth on the pristine sandy beaches.
Think about enjoying an alfresco lunch at The Village Shops on Venetian Bay, with a gentle sea breeze for company. Or how about a serene walk through the Naples Botanical Gardens, where you’ll feel like you’ve stepped into a tropical paradise?
If you’re a digital nomad looking for a sunnier office, Naples Florida Vacation Homes has some great long term vacation rental homes for you to check out. For all other visitors wanting to spend Christmas on the beach or enjoy a family vacation during the happiest time of year, we have some incredible short-term rentals. Here is everything you need to know when planning to spend winter in Naples.
Winter Weather In Naples, Florida

Winter weather in Naples, Florida, is one of its main attractions, drawing visitors looking to escape colder climates (snowbirds) and enjoy the outdoors. Mild temperatures and lower humidity characterize Naples’s winter climate compared to the hot and humid summer months.
The daytime average temperatures in the winter months (December to February) typically range from the mid-60s to low 70s °F (18-23 °C). Perfect for outdoor activities. Winter evening temps in Naples can be cooler, often in the mid to upper 50s °F (12-15 °C). Perfect for sleeping with an open breeze!
There’s a saying in Florida, “weather you can wear”, but the humidity it is referring to is typically absent in the winter. Clear skies and sunny days make it an ideal time for outdoor adventures.
Things To Do In Naples During Your Winter Vacation
Naples offers a wide range of activities and attractions to enjoy during the winter months. We’ve listed the most popular things to do. Naples vacation itinerary, CHECK!
Head to the Beach

Naples is known for its beautiful, white-sand beaches. Spend your winter days soaking up the sun, swimming, or collecting seashells on the pristine shorelines. The Naples Pier Beach is one of the top spots, offering panoramic views of the Gulf and an iconic pier perfect for fishing or sunset strolls.
Seagate Beach is another gem, known for its tranquility and beautiful surroundings. If you’re looking for a beach with ample amenities, Lowdermilk Beach is a great choice. It features volleyball courts, picnic areas, and a concession stand.
Clam Pass Park is not only a beautiful beach but also a fascinating nature spot, accessible via a scenic boardwalk through a mangrove forest and finally, Vanderbilt Beach Park is loved for its wide sandy shore and nearby restaurants.
For a more secluded experience, consider visiting 12th Avenue South Public Beach or the pristine beaches around nearby Marco Island.
Try Winter Golfing

The city is a golf enthusiast’s paradise, with numerous world-class golf courses to choose from. Enjoy a round of golf in the pleasant winter weather or even a round of mini-golf.
Naples has a variety of top-rated courses that cater to both seasoned players and beginners. Tiburón Golf Club is one of the most renowned golf courses in Naples, consistently rated among the top 20 in Florida by both GOLF Magazine and Golf Digest. It offers two Greg Norman-designed courses that provide a quality golfing experience.
For those seeking a blend of natural beauty and challenging layouts, the Naples Grande Golf Club and TPC Treviso Bay are worth booking a tee time at!
Go Wildlife Spotting in Naples Green Spaces

Winter is an ideal time for bird-watching and wildlife spotting. Explore the region’s natural beauty at places like the Corkscrew Swamp Sanctuary or the Naples Botanical Garden.
Tour the Local Museums and Art Galleries

Visit local galleries and museums, like the Naples Art Institute or the glass-domed Baker Museum for American modern and ancient Chinese art and artifacts, to appreciate the vibrant arts and culture scene.
Rather something more relaxing? There are plenty of spas in Naples to choose from, sure to help you wind down and get in vacation mode.
Grab Holiday Gifts in Downtown Naples

Stroll along 5th Avenue and Third Street South in Olde Naples for boutique shopping, dining, and people-watching. There are so many shops and restaurants with outdoor seating. In the evenings, the trees are lit up to welcome you. Enjoy live music playing on the sidewalks as you stroll along.
You’ll find great shopping at The Village Shops at Venetian Bay. There are over 50 boutique shops here.
Enjoy Winter on the Water with a Fishing Tour

Naples offers opportunities for boating, kayaking, and paddle boarding in its many waterways and the Gulf of Mexico.
Naples is also a dream destination for angling enthusiasts. With its abundant marine life and exceptional fishing spots, you’re in for an adventure. One of the most popular places to fish is the Naples Pier, known for its redfish, snook, Speckled Trout, and tarpon. Other prime fishing locations include Wiggins Pass, The Posts, Gordon Pass Jetties, and the Gordon River.
Holiday Events in Naples in 2025/2026

Experience the festive spirit with Christmas and holiday-themed events, including parades, tree-lighting ceremonies, and seasonal performances. These are some of the most beloved annual winter events in Naples.
- 50th Annual Christmas on Fifth Avenue South: Celebrate the holidays on Fifth Avenue South at Naples’ most spectacular Christmas showcase. The event features festive decorations, live music, and plenty of holiday cheer.
- Naples Boat Show: Held at Naples Municipal Airport in mid-January this event showcases a variety of boats and marine products.
- Naples Winter Wine Festival: Scheduled for January 30 to February 1, this charity wine auction features world-class wines and is one of the most prestigious wine auctions in the world.
- Mullet Festival: Taking place at Stan’s on Goodland at the end of January, the Mullet Festival celebrates this local fish with seafood dishes, live music, and the unique Buzzard Lope dance contest.
- Snowfest Naples: This unique event trucks in 1200 blocks of ice and transforms them into snow. It also features a full-scale carnival, making it a must-visit for families. This early December event promises to bring a touch of winter to Southwest Florida. The complex will be filled with family-friendly activities and, yes, even real snow.
- Everglades City Seafood Festival, Naples National Art Show, St. Katherine Greek Festival: These events take place in February and offer a variety of food, art, and cultural experiences
How To Pack
Depending on which airline you’re traveling on your luggage options may be limited. Packing for your winter vacation to Naples, Florida, requires a balance between beachwear and a few cozy items for cooler evenings.
Remember to pack only the essentials to keep your luggage manageable. Naples is all about relaxation, and you don’t want to be burdened with unnecessary items.
- Light Clothing: Pack lightweight and breathable clothing, including shorts, tee shirts, and sundresses, for sunny days at the beach.
- Swimwear: Don’t forget your swimsuits and cover-ups (as if)! Naples has the most beautiful beaches, and you’ll want to take full advantage.
- Sun Protection: Sunscreen, sunglasses, and a wide-brimmed hat are crucial to protect yourself from the Florida sun. They don’t call it the Sunshine State for nothing.
- Footwear: Bring comfortable sandals, flip-flops, and water shoes for beach outings. Ladies can definitely get away with a strappy wedge for downtown strolls.
- Layering: Include a few long-sleeved shirts, lightweight sweaters, and a light jacket for cooler evenings or unexpected temperature drops.
- Rain Gear: While Naples is generally dry in the winter, it’s a good idea to bring a compact umbrella in case of unexpected showers.
- Active Wear: If you intend to explore nature reserves (and you should) or take part in outdoor activities, consider packing comfortable activewear and your favorite sneakers.
- Evening Attire: Naples has a few upscale dining and entertainment options, so include some smart casual outfits for nights out. Here’s where those purses may come in handy.
Celebrate the Winter Season in Naples
Visiting Naples in the winter is unquestionably worth it for a multitude of reasons. The warm days and comfortably cooler evenings offer the perfect escape from harsher northern winters. Its pristine beaches, outdoor activities, and diverse cultural experiences offer something for every traveler in your family.
All this makes Naples a winter destination well worth experiencing. Book a stay with Naples Florida Vacation Homes today!

