The Best Time of Year to Visit Naples, Florida: Weather, Events, and Deals
Naples, Florida, is a year-round destination with its sugar-sand beaches, vibrant local culture, and stunning Gulf Coast sunsets. But when is the best time to visit? Whether you're chasing the sun, planning a romantic escape, or looking for the best travel deals, timing your trip right can make all the difference.
Here’s our guide to the best times to visit Naples—based on weather, local events, and unbeatable seasonal offers.
☀️ Best Weather: December through April
Naples shines brightest during the winter and early spring months, with average temperatures ranging from the mid-70s to low 80s. Low humidity, cool breezes, and abundant sunshine make this the perfect time for beach days, al fresco dining, and exploring Southwest Florida's natural beauty.
Visit Naples Pier to catch a breathtaking sunset or try your hand at fishing.
Stroll through the Naples Botanical Garden, which is in full bloom during the cooler months.
Explore upscale shopping and dining on Fifth Avenue South.
🌴 Tip: This is peak season, so booking early is key. The Compass Hotel offers modern comfort, walkable access to downtown, and a laid-back Margaritaville vibe—perfect for your winter getaway.
🎉 Best Events: January through April & November
Naples is alive with festivals and events that draw visitors from around the country. If you're looking to pair your beach vacation with live music, art, or foodie experiences, here’s when to come:
Top Events:
Naples Winter Wine Festival (January) – One of the world’s premier wine charity auctions.
Naples National Art Festival (February) – Ranked among the top art festivals in the U.S.
Stone Crab Festival (November) – A delicious celebration of Florida's seafood season.
🎶 Bonus: Many events take place near Tin City, just minutes from our hotel!
💸 Best Travel Deals: May through September
If you’re looking for fewer crowds and the best hotel rates, plan a trip between May and September. While the weather is warmer and more humid, this time of year offers big savings and the perfect excuse to slow down and enjoy a frozen cocktail by the pool.
Summer promotions and weekday specials at The Compass Hotel Naples make it easy to plan a budget-friendly escape.
Take advantage of happy hour deals and waterfront dining at The Dock at Crayton Cove or Pinchers at Tin City.
Book an eco-tour or dolphin cruise with Pure Florida for off-season prices.
☔ Insider Tip: Afternoon rain showers are common in summer, but they’re typically short-lived—and leave behind gorgeous evening skies.
Plan Your Naples Escape Today
From seasonal festivals to unbeatable travel deals, there’s no bad time to visit Naples. Whether you're coming for the sunshine, the seafood, or a little bit of both—Compass Hotel by Margaritaville is your perfect home base.