Late Summer in Naples, FL: Labor Day & Beyond
Late summer in Naples is like one long golden hour—warm days, breezy nights, and a whole coastline’s worth of things to do before fall sets in. As Labor Day approaches, the Gulf is still inviting, the mangroves are full of life, and the town buzzes with just enough energy to make every moment feel like vacation.
Whether you're a beachcomber, early riser, sunset chaser, or slow-sipper of morning coffee, Naples has the kind of laid-back luxury and natural charm that makes summer's last stretch feel like the best part.

Labor Day 5K at Baker Park
Start the holiday weekend off on a healthy note with a scenic 5K that loops through some of Naples' most beautiful trails. With a kids’ dash, community atmosphere, and peaceful riverside views, it’s the perfect excuse to get outside and get moving before diving into your weekend plans.
Labor Day Sidewalk Sale at The Village Shops
Enjoy big savings and boutique charm during this annual event along Venetian Bay. Stroll the waterfront, shop local finds, and treat yourself to a breezy afternoon of coastal shopping with a view.
Shelling & Wildlife Tours
The waters around Naples are calm and clear this time of year, making it ideal for a boat tour to Keewaydin Island or a slow cruise through the mangroves. Spot dolphins, gather seashells, and let the sea breeze do the rest.

Fun Fact About Naples Area Shelling:
Naples is one of the top shelling destinations on Florida’s Gulf Coast thanks to its unique underwater shelf, which allows a wide variety of shells to wash ashore with the tide. Early mornings—especially after a full moon or summer storm—often reveal treasures like lightning whelks, tulip shells, and the prized junonia. Keewaydin Island and Barefoot Beach are local favorites for finding these natural souvenirs, and best of all, no two shelling strolls are ever the same.
Barefoot Beach & Delnor-Wiggins Pass
This is the season for long walks on the sand and toes in the surf. Both of these natural preserves offer gentle waves, soft sand, and a quieter atmosphere perfect for relaxing or paddleboarding along the shore.
Gordon River Greenway
Ideal for a morning bike ride or a sunset stroll, the Greenway weaves through coastal estuaries, native gardens, and shaded boardwalks. A must-do if you’re craving some peaceful nature tucked right into the heart of town.


Just north of Naples, Bonita Springs brings its own rhythm to the end-of-summer mix. Think small-town charm with wide-open natural spaces, peaceful beaches, and riverside kayaking that winds past sleepy turtles and waving palms. Riverside Park often hosts live music and community gatherings, especially around holiday weekends, and the Everglades Wonder Gardens adds a colorful twist with tropical birds and lush gardens perfect for a low-key outing.
Bonita’s beaches—like Bonita Beach Park—are just right for sunset picnics or a slow paddle through the back bays. It’s an easy day trip that feels like a hidden gem, and a sweet way to round out your holiday.
Nature, Culture, and Summer’s Last Hurrah
From waterfront art galleries and charming downtown streets to the wild beauty of Naples Botanical Garden and Corkscrew Swamp Sanctuary, there’s no shortage of ways to explore. Enjoy a peaceful walk under the palms, hop on a nature cruise, or simply sit still long enough to watch the sky shift from blue to gold.
Whether you spend your time outdoors or tucked into a shaded café downtown, this stretch between summer and fall is what Gulf Coast dreams are made of.
Juniper Holiday + Home has the perfect home away from home waiting for you in Naples, FL. Our new selection of homes should be onboard shortly.










