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Naples, Florida Weekend Travel Guide

Ah, Naples, the picturesque part of Florida that most only see online. If Fort Lauderdale is for spending days unapologetically lounging by the beach and Miami is a foodies paradise, Naples is the combo of the two (with a pinch of sophistication added into the mix), and a short drive away from Fort Myers.

From stunning architecture to magical sunsets, Naples is a city for people with refined taste. A quick drive the tree-lined streets will let you know that in a city with exquisite taste in food and architecture.

Whether you’re looking for a romantic escape or a sun-soaked weekend getaway with your friends, Naples is the place to be.

The ultimate guide of things to do in Naples Florida. Including where to shop, where to stay, and what to eat.

If you’re like us and wanted to take a girls getaway trip to Naples, then you’re in luck!

We’ve gone ahead and put together the itinerary to make your trip to Naples, Florida that much easier.


Naples Grande Resort: We loved our stay at this beachfront resort! Featuring pools, a tennis court, spectacular views of the Gulf of Mexico, a world-class spa, multiple pools (including an adult only one!), a stay at this property makes for the perfect beach-side escape. We stayed in one of the villas and loved every second of it.

Located close of the action, but tucked away enough to not be on a busy street. Naples Grande Resort is a true gem.

Find the best rates here.

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Edgewater Beach Hotel: This is the perfect place to go if you’re looking to have more of “on the beach” experience. The friendly atmosphere, the great pool, and being steps away from a fantastic beach makes staying here (especially with a family) a no-brainer. We also can’t say enough great things about the tacos right by the pool! Some of the best we’ve had!

Find the best rates here.


Salt Cave: Sometimes you have to treat yourself, and Naples boasts one of the coolest wellness centers we’ve ever been to! Head over to Salt Cave for a halotherapy session in a seriously unique setting. You’ll come out rejuvenated and ready to tackle the rest of your adventure.

Travel back in time at Tin City: In the mood for old school vibes? Visit Tin City, an open-air market where you can find local handmade goodies, all sorts of antiques, and funky jewelry. We also recommend heading down here later on in the evening and grabbing a drink right by the water. It’s certainly an experience that you won’t find anywhere else in Naples.

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Bayfront Inn 5th Avenue: No trip to Naples is complete without taking a picture of the seriously Instagrammable buildings of this colorful hotel. Afterward, head over to Shane’s Cabana Bar, a waterfront gazebo where you can grab a cocktail.

Window shop along Fifth Avenue South: Whether you’re looking to go on a shopping spree or to sit at a trendy outdoor cafe and watch the time go by, you’ll love this beautiful pedestrian street set right in the heart of downtown Naples.

Stroll through Third Street South: Situated among the bustle of Naples’ historic district, a stroll through Third Street South was one of our favorite things to do in Naples. If you happen to be in Naples on a Saturday, don’t miss their famous farmer’s market, and make sure not to leave the city without checking out Marissa Collections, a stunning luxury fashion boutique. There are many wonderful cafes, and restaurants where you can grab a drink or a bite and people watch.

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Catch the sunset at the pier: A favorite activity for visitors and locals alike is to watch the sun go down from Naples’ historic pier. Show up around sunset (or if you an early riser, sunrise) and watch the crowds of people taking in the magical light. Don’t be surprised if you see multiple photoshoots happening there- the location really is that great!

Get your steps in while shopping: One of our favorite things to do in Naples is going and there are 3 wonderful outdoor walking malls so you can get some sun while getting your shopping done. All three malls,  Waterside Shops, The Village at Venetian Bay, and Mercato have great restaurants, too.

Take a sunset cruise: It’s hard to beat Florida’s sunset, and Naples certainly has one of the best. Head over to Tin City for a sightseeing cruise that not only can provide lunch or dinner, but also a wonderful way to see the city.


The Catch of the Pelican: Relaxed but sophisticated, this restaurant celebrates the vibrant and varied flavors of Florida. Every dish is made with locally-sourced produce, some of which is hand-picked from their very own garden!

Poolside at The Edgewater Beach Hotel: Overlooking the Gulf of Mexico, this poolside restaurant at the Edgewater Hotel is one of the best places to have lunch in Naples.

Osteria Tulia: A trendy eatery set right in the heart of Naples’ most stunning avenue where you’ll find something for every palette – from gourmet pizzas to Wood Roasted Faroe Island Salmon!

Sea Salt: Contemporary seafood and sustainable, locally-sourced ingredients meet at this hip restaurant set in a patio. Make sure to try their raw oysters and Swordfish “Milanese”!



Naples is a wonderful city that’s spread out (so those big houses have room), and having a car will make it easier to explore, although taxis and Uber/Lyft are also an option.


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