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Weekend in Naples, Florida: Sunshine, Scenery & Coastal Charm

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As a local, I think Naples, Florida is the perfect spot for a weekend escape - whether you’re looking to relax on white-sand beaches, explore nature, or enjoy world-class dining. From boutique hotels and beachside resorts to outdoor adventures and fr...
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Where to Stay

From beachfront resorts to charming boutique hotels, Naples offers accommodations that fit every style of getaway. Whether you want luxury on the sand or a convenient downtown stay, you’ll find the perfect base for your weekend.

 
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One of my favorite upscale stays in Naples, this resort has it all - beachfront access via a private boardwalk, three pools (including one with a 100-foot waterslide), a spa, golf, and clay tennis courts. It’s the perfect mix of relaxation and fun fo...
Naples Grande Beach Resort, Naples (updated prices 2025)
 
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A chic, all-suite beachfront hotel with spacious rooms and ocean views. Great if you want luxury with a relaxed coastal vibe.
Edgewater Beach Hotel, Naples (updated prices 2025)
 
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Feel like a romantic retreat - this beachfront resort has impeccable Gulf views, four pools, fine dining, and an 18-hole golf course. Pure indulgence.
LaPlaya Beach & Golf Resort
 
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Upscale boutique hotel right in the heart of 5th Avenue South. Perfect for walking everywhere - shops, restaurants, art - yet refined and calm when you want to unwind.
Inn on Fifth
 
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A bright, Mediterranean-style resort with modern luxury and friendly service. Tranquil feel in a beautiful setting - great for relaxing after a day of adventure.
Bellasera Hotel
 
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Lush tropical gardens, personalized service, and serenity in downtown Naples. A cozy escape that still keeps you close to the action.
Hotel Escalante
 
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Waterfront elegance with marina views, five pools, upscale design, and a vibe that’s both grand and welcoming. We stayed here with the family for Christmas one year, and it was great!
Naples Bay Resort and Marina, Naples (updated prices 2025)
 
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Modern, sleek, opened in 2023 - nice rooftop pool and restaurant. Stylish base if you want contemporary comfort and great location.
AC Hotel Naples 5th Avenue - Rooftop Pool, Bar, & Restaurant

Where to Eat

Naples is a foodie’s paradise, with everything from fresh Gulf seafood and waterside dining to upscale international flavors. These are some of my favorite picks that highlight several of the best spots to savor the local taste of Southwest Florida.

 
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Located on 5th Avenue South, this restaurant offers classic French cuisine in a charming setting.  A pretty setting!
The French Brasserie Rustique
 
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Known for its contemporary seafood dishes and extensive wine list, Sea Salt provides a sophisticated dining experience on Third Street South.
Sea Salt
 
Janet Cohen profile picture
Everything on the menu is delicious and I love the French toast with berries. Most of the seating is outside around the fountain, which is lovely. They do not take reservations, and seating is first come, first served. They always win the best brunch...
Jane's Cafe on 3rd
 
Janet Cohen profile picture
One of our favorite restaurants on 5th Avenue!  Excellent food and cocktails.
Bistro 821
 
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I like getting a slice of New York style pizza on 5th Avenue - it is delicious!
Slice Shop
 
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A perfect place for a meal and to watch the sunset!!!
The Turtle Club
 
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I love their cupcakes!!!
Grace and Shelly's Cupcakes & Ice Cream

Things to Do

With sugar-sand beaches, nature preserves, art, shopping, and family fun, Naples has activities for every interest. This list covers the must-do experiences that make a weekend in Naples unforgettable.

 
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The heart of downtown Naples - boutiques, galleries, dining, and plenty of people-watching.  Love it at night with the palm trees lit up!
5th Avenue South
 
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Old-Naples charm two blocks from the Gulf. Great for markets, seasonal events, and a classic Naples stroll.
Third Street South
 
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A beautiful, peaceful escape with lush tropical gardens and walking trails.  Also check out Foggs Cafe for lunch or a snack!
Naples Botanical Garden
 
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Quirky, historic maritime buildings with local shops and casual waterfront bites - fun for souvenirs and a breezy visit.  We always get the Monkey Bread when we visit!
Tin City Waterfront Shops
 
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Cruise the bays, admire Port Royal mansions, and watch for dolphins - relaxing and scenic (sunset rides are lovely)..
Naples Sightseeing Boat Tour
 
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A family-friendly beach with rentals, picnic spots, and easy facilities - my go-to for a comfortable beach day.
Lowdermilk Park - Naples, FL
 
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One of my favorite local experiences: a wildlife-rich boat ride plus an hour hunting shells on Keewaydin’s pristine beach.
Eco Shelling Cruise to Keewaydin Island
 
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In just three days, you can soak up Naples’ beaches, stroll 5th Avenue South, explore gardens and galleries, and sample great dining. It’s the perfect taste of the city’s charm and a relaxing getaway.
Is Naples Florida Worth Visiting in 2025? (By a Local) - Practical Travel Concepts