Not-Your-Mom's Guide to Navigating Naples, FL

Visit Naples Pier: Take a walk along the historic Naples Pier for views of the Gulf of Mexico, breathtaking sunsets, and a chance to spot dolphins.

Explore Naples Botanical Garden: Wander through the stunning gardens featuring a variety of themed gardens and tropical plants.

Lay out on Vanderbilt Beach: Spend a day on the pristine white sand beaches of Naples. Enjoy swimming, sunbathing, or simply taking in the serene coastal atmosphere.

Shop on Fifth Avenue South: Explore the upscale shops, boutiques, art galleries, and restaurants along Fifth Avenue South, known for its vibrant and sophisticated atmosphere.

Golf at Renowned Courses: Naples is known for its world-class golf courses. Tee off at one of the many championship courses, such as Tiburón Golf Club or The Ritz-Carlton Golf Resort.

Take an Everglades Airboat Tour: Experience the unique ecosystem of the Everglades by taking an airboat tour. Encounter wildlife, including alligators, and learn about this fascinating natural environment.

Take a Tin City Tour: Visit Tin City, a waterfront shopping and dining district with a rustic charm. Explore shops, grab a bite to eat, or take a boat tour from the marina.

Kayak or Paddleboard at Delnor-Wiggins Pass State Park: Explore the waterways and mangrove estuaries.

Attend the Naples Winter Wine Festival: If visiting in January, consider attending the annual Naples Winter Wine Festival, a prestigious charity event featuring world-class wines, gourmet cuisine, and unique experiences.

Day Trips:

There are so many options for day trips from Naples. You can head north to Fort Myers, Captiva and Sanibel Island. Or you can take a boat ride over to Marco Island to spend the day exploring their beaches and shopping. Lastly, consider a trip down to the Everglades and cruise through the tropical wetlands.

Campiello (downtown Naples) - You are 100% here for the atmosphere and cocktails. Sit back on the patio and enjoy the essence of downtown Naples. The staff are incredibly welcoming and make killer drinks.

Bar Tulia (downtown Naples and Mercato) - Probably some of the best pizza you’ll eat in Naples. They have two locations so easy access no matter where you’re staying. Another great set of bartenders here…see a trend?

Vergina (downtown Naples) - Middle school me still giggles at the name, but don’t let that deter you. Vergina has some great authentic Italian dishes and has some great late night dancing. With dancing comes drinks, so you know the bar is workin’ it.

Blue Martini Bar (Mercato) - Let’s start by saying their happy hour runs until 8 p.m., that’s a happy night if you ask me! Super fun to go when there is live music, but it can definitely get a little rowdy if you catch my drift.

Aqua Bar - Another prime happy hour spot with fantastic seafood. You can go any day of the week and expect a dinner rush. Despite that, the staff is accommodating and will try to fit you in as best they can. You may even meet the owner as he likes to check-in table to table.

The 239 Naples - So not only does this place do happy hour, but they also do a fab brunch. They have a great little outdoor patio and they have tons of Gluten free and vegan options.

Mediterrano - An absolute gem that can be a little tricky to find, Mediterrano serves, you guessed it, Mediterranean food. And it is to die for. Great for a date night and food that makes you feel like you’re somewhere on the Aegean.

The Bevy - An interesting set up, when you walk in you are almost immediately at the big square bar, but then they have cute little patios to either side with a retractable roof and tons of seating. Make sure to get a rez because this place will be packed on the weekends. If you are feeling adventurous, get the octopus.