Plan The Perfect Itinerary for your Naples, FL Vacation

Welcome to Naples, a stunning city nestled on Florida’s Gulf Coast, where the sun, sand, and palm trees are the perfect ingredients for a dream vacation!

Naples is known for its glam and glitter but don’t let that fool you, it also has a charming small-town feel that’ll have you feeling right at home. 

Naples has it all if you’re looking for a romantic escape, luxurious retreat, family fun adventure, or a laid-back beach vacation. We’re here to help you plan your perfect Naples, FL itinerary! 

Best Time to Visit Naples

You might wonder when the best time to visit Naples, FL is. Naples is especially busy during winter from December through March when snowbirds flock south to escape the freezing temperatures up north. If you’re longing to escape the cold winter, Naples is the place to be from December to March with its ideal weather conditions. Just remember that Christmas in Naples is super busy, so make reservations for activities and dinner ahead of time. 

If you’re looking to avoid the crowds and still enjoy great Florida weather, the shoulder seasons, before and after, are perfect for you. From April to the end of May, the Gulf water is crystal clear, temperatures are comfortable, and the weather is just right. Late September through November is also a fantastic time to visit when the hot summer has passed but before the peak season starts.

Getting to Naples FL

So you’re ready to embark on your adventure to sunny Naples! Let’s talk about how to get there!

The closest airport to Naples is the Southwest Florida International Airport, also known as RSW, and it’s just a short 30-40 minute drive away, depending on where you’re staying.

Although Naples does have its own airport, APF, it’s typically reserved for smaller corporate and charter flights. 

For better flight deals and more options, RSW is most likely your best bet. 

aerial view of Marco Island
Photo from Shutterstock

Things to Do In Naples 

In Naples, Florida, the good times roll, and the fun never stops! 

If this is your first time visiting, prepare to be blown away by all the incredible Naples things to do.

With over 700 restaurants in Naples alone, gorgeous beaches, unique ecosystems to explore, year-round outdoor activities, and a laid-back tropical lifestyle, Naples is truly the jewel of southwest Florida’s Paradise Coast.


Naples has some of the best beaches in the world, with 16 miles of shoreline to explore. 

The soft white sand is perfect, and the water is crystal clear and calm from early spring to late summer. 

You won’t find any major thoroughfares or highways running along the beach, making it a peaceful and relaxing experience.

There’s a unique beach for everyone in Naples, from Lowdermilk Park for family fun to Delnor-Wiggins Pass for quiet solitude. For total isolation, Keewaydin is a secluded beach accessible only by boat, and it’s also one of the best places to see nesting Florida sea turtles.

Visit Celebration Food Truck Park 

Celebration Park is a must-visit spot in Naples for anyone looking for a fun and casual place to hang out with friends or family. 

Located on Bayshore Drive, Celebration Park boasts scenic views of the inland waterways leading to Naples Bay.

With about a dozen high-quality food trucks offering a wide variety of tasty bites, you’ll surely find something that suits your taste buds. Be sure to arrive early, especially during peak season, to snag a table and order drinks from the bar.

Group outside of food truck in Naples Florida
Photo from Shutterstock

Shelling on Keewaydin Island 

Naples has plenty of beaches that offer incredible shelling opportunities. 

Barefoot Beach in North Naples and the southern barrier island of Keewaydin are both excellent spots for finding seashells. 

A good thing to note is that Keewaydin is a well-kept secret, and it’s only accessible by boat, which helps keep it untouched and unspoiled. 

Plan Your Visit

Whether you’re looking for beach activities, fine dining, or cultural experiences, Naples has plenty to offer. Start planning your trip today!

Naples Breweries 

If you’re a craft beer connoisseur, Naples, FL, has got your taste buds covered. From local favorites to hidden gems, you’re sure to find a brew you love!

Riptide Brewery is one of the most popular among the locals, with lots of fun events like Trivia Nights and live music.

Bone Hook Brewing Co. is another great option with their unique crafting style.

And if you’re looking for something really different, try Ankrolab Brewing Co. They take their beer craft very seriously and offer a wide array of unique styles.

Visit Naples Botanical Gardens 

Naples Botanical Gardens is a fantastic place to visit if you want a break from the beach scene. 

This natural oasis spans a massive 170 acres of land, with carefully curated gardens representing seven unique natural habitats. 

You’ll get to see over 1,000 native plant species, and the gardens are divided into several themes.  

One of the most remarkable features of the Botanical Gardens is the 90-acre wetlands preserve teeming with all kinds of wildlife. 

You’ll also find tranquil water features throughout the gardens, which provide the perfect backdrop for a peaceful stroll or a picnic lunch.

Naples Museum 

If you’re into history, Naples has many museums catering to your interests.

You can delve into the rich history of the Seminole and Calusa natives or explore the fascinating lives of the pioneers who helped shape Naples.

Car enthusiasts will be delighted by the engineering feats on display at the fine automobile museums, while art lovers can lose themselves to world-class works of art.

There’s bound to be a museum that piques your interest!


When you think of Florida, you might not immediately think of hiking, but there are some great spots to explore! 

In Naples, you’ll find scenic boardwalk trails that showcase the lush local terrain and wildlife.

Take a trip inland to the Corkscrew Swamp Sanctuary, where you’ll find well-maintained trails and boardwalks. 

And if you’re looking for a peaceful and smooth hiking experience, check out the Gordon River Greenway. This 2-mile system of trails and paved walkways is easily accessible from Baker Park or the SWF Conservancy, making it a convenient spot to explore.

Naples Pier
Photo from Shutterstock

Naples Pier

For over a century, the Naples Pier has been a favorite spot for locals and visitors alike. 

The pier offers breathtaking views of the Gulf of Mexico, making it a perfect spot to watch the sunset or even spot some dolphins playing in the water. 

You can also go fishing and maybe even catch your dinner! 

Plus, the pier is just a short walk away from the beach, so you can spend your day soaking up the sun and building sandcastles. 

Where To Stay? 

Remax Affinity Plus Naples Rentals can help you find your perfect Naples vacation rental. Our team is dedicated to finding you the perfect rental property to make your stay in Naples a true “home away from home.”

Our upscale amenities, friendly staff, and convenient location have made us a top choice for global travelers, and our Naples vacation rentals offer everything you need to relax and unwind, with flat-screen TVs, high-speed internet access, washer and dryer, access to pools, exercise facilities, beach equipment and more! 

At Remax Affinity Plus Rentals, we’re here to make sure you have the best possible experience, start planning your adventure today!