You’ve seen the postcards. Those blindingly white beaches and palm trees swaying against a neon blue sky. Most people assume that once you cross into Southwest Florida, it’s just an endless loop of 80-degree days and poolside cocktails. Honestly, if you’re looking at the naples florida 14 day forecast right now, you might be in for a bit of a surprise.
Florida winters are weird. They aren't "winter" in the sense that you'll need a shovel, but they aren't exactly a Caribbean summer either. Today, Sunday, January 18, 2026, the temperature in Naples is sitting at a crisp 65°F. It’s nighttime, mostly cloudy, and the humidity is a heavy 91%. If you stepped off a plane from Chicago, it feels like heaven. If you’ve been living here for a decade, you’re probably looking for your Ugg boots and a puffer vest.
The Cold Front Reality Check
Basically, what most visitors get wrong is the wind. People see a high of 73°F and think "beach day." But today, the wind is kicking up at 21 mph from the west. That’s enough to make a 70-degree day feel more like 60, especially when you're standing on the pier. We’re actually in the middle of a temperature rollercoaster.
Tomorrow, Monday, January 19, is going to be the literal definition of "sweater weather" for the locals. The high is only hitting 63°F. The low? A bone-chilling (for us) 44°F. If you’re planning on a sunrise walk at Lowdermilk Park, you better have layers. The humidity drops to 48%, which makes the air feel thinner and much cooler than that 91% soup we’re currently sitting in.
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It’s the "Dry Season" paradox. You’ll see 0% chance of rain for Monday, but you’ll be trading the umbrella for a windbreaker. North winds at 13 mph will keep things brisk.
Why the 14 Day Outlook Matters for Your Trip
If you’re watching the naples florida 14 day forecast because you have a tee time or a boat rental, pay attention to Tuesday and Wednesday. Tuesday, January 20, starts to rebound with a high of 71°F and clear skies. By Wednesday, we’re back to the "postcard" version of Naples: 78°F, partly sunny, and just a 10% chance of a stray shower at night.
Here’s a quick look at how the next several days are shaping up:
- Thursday, Jan 22: High of 76°F, but 35% chance of light rain. It’s gonna be a bit gray.
- Friday, Jan 23: Rebounding to 77°F. Great for a Fifth Avenue stroll.
- The Weekend (Jan 24-25): Perfection. Highs of 78°F, mostly sunny, and calm winds. This is when you book the Keewaydin island boat trip.
Most people don't realize that the Gulf of Mexico acts like a giant thermostat. In January, the water temperature usually hovers in the mid-60s. This means that even if the air is 78°F, a breeze off the water is going to be cool. If you're coming from the north, you'll probably still see people in the water, but they’re almost certainly tourists. Locals don’t touch the Gulf until it hits 80°F in May.
What You Should Actually Pack
Forget the heavy coats, but don't just pack bikinis. You need "The Naples Uniform."
Basically, it’s layers. Start with a t-shirt or a polo. Add a lightweight quarter-zip or a linen sweater.
If you’re hitting the restaurants on Third Street South, keep in mind that many places have outdoor seating with heaters, but the draft off the water is real. A light jacket is non-negotiable for evenings when the mercury dips into the 50s or 60s. For the next two weeks, those lows are going to range from 44°F to 63°F. That’s a massive swing.
Honestly, the best part of the naples florida 14 day forecast is the UV index. Even on the "cool" days like Monday where it's 63°F, the UV index is still a 4. You will get burned. The Florida sun doesn't care that the air is chilly; it’s still working overtime.
Boating and Beach Hazards
Kinda important: keep an eye on the rip current statements. Just a few days ago, the NWS Miami issued advisories for coastal Collier County with breaking waves of 4 to 6 feet. That’s huge for our flat-water coast. Today’s 21 mph west winds are going to keep the surf choppy.
If you're planning on fishing, the northeast winds coming later this week (Jan 20-21) at 10-15 mph will flatten things out a bit, making it much better for backwater fishing in the 10,000 Islands.
Actionable Takeaways for Your Visit
- Layers are King: Pack at least one medium-weight sweater. Monday’s 44°F low is no joke if you're out late.
- Watch the Wind: A 75°F day with 20 mph winds is not "lie on the beach" weather. It’s "go shopping or hit the botanical gardens" weather.
- Sunscreen Always: Don't let the 60-degree temps fool you. The sun is still strong enough to ruin your trip with a nasty burn.
- Flexible Scheduling: Save your boat rentals for the Jan 24-25 weekend when the winds die down to 5-7 mph.
Check the naples florida 14 day forecast daily because these fronts move fast. One day it's a tropical paradise, the next it's a windy autumn afternoon. Enjoy the break from the humidity while it lasts!