view profile

Enjoy a Weekend in Naples FL for Family-Friendly Fun

Are you ready to escape to Florida’s Paradise Coast? As you head off on an adventure to Marco Island and the Everglades, you’ll want to spend a night or two in Naples—a city known for its shopping, dining, and cultural attractions. Situated on the Gulf of Mexico with miles of beaches and dolphin-watching opportunities, there’s plenty to experience outdoors while also saving time to peruse all downtown has to offer.

Looking for waterfront dining? Visit The Dock at Crayton Cove for family-friendly dining with views of Naples Bay. The menu features an assortment of seafood, salads, pasta, and more, along with a Sunday Brunch. Or visit the original Tommy Bahama Restaurant, located on Third Street South, for upscale dining and an extensive craft cocktail list. If you visit in the fall, join the annual Naples tradition of the Stone Crab Festival. To satisfy your sweet tooth any time of year, head to Kilwin’s chocolate and ice cream shop. Their fudge is a must-try treat!

Fifth Avenue South is hands-down the most notable shopping district in Naples. This fashionable district stretches all through the center of downtown Naples, with local boutiques surrounded by sidewalk cafes, eateries, and galleries. Another notable shopping nook is Third Street South where you’ll find more than one hundred shops and eateries lining the street. If you’re bargain hunting for national brands, visit Naples Outlet Collection for a great selection of swimwear, sandals, and so much more. 

Take a walking tour of Naples Historic District. You’ll visit historic downtown sites and learn about famous previous residents. Consider a family-friendly fishing charter for a little adventure. Tarpon Tamer Fishing Charters offers backwater adventures from Naples Bay to Everglades National Park. Participate in the annual Great Dock Canoe Race, or simply enjoy being a spectator at this community event and watch musical performances during the festivities.  Peruse the modern and contemporary art collection at The Baker Museum, or take in a performance at the Naples Philharmonic. For a little R&R, kick back on the soft white sand of Naples Beach for a relaxing day under the sun.

For a centrally located retreat, consider a family-friendly stay at Hyatt House Naples/5th Avenue. Less than half a mile from the Fifth Avenue South shopping district, Hyatt House offers a resort-like experience within walking distance of fine dining, cultural attractions, and shopping. I loved the laid back beach vibe of my suite, with an ocean-inspired color palette. My room had a plush king bed with a separate work space, lounge area, and homey comforts including a mini-fridge and coffee maker.  Plus, with a free buffet breakfast including custom made omelets, there’s plenty of value to be found at this family-friendly venue. Families big and small will appreciate the large waterfront pool deck surrounded by lounge chairs, poolside dining, and a host of water sport rentals from paddleboards to kayaks. And, with on-site restaurant Latitude 26, daily Happy Hour is within reach, as is a diverse fine dining menu if you feel like staying in for the night.

Want more ideas and tips for planning your getaway to Naples? Visit the Paradise Coast website for itineraries, maps, and so much more. For even more Florida planning tips, peruse the Visit Florida website

Lori A. May is a Seattle-based travel writer.
Photography courtesy of Paradise Coast and Hyatt House Naples/5th Avenue.

Where I stayed / started

Have you done this? What can you add to this jrrny?

Related Posts

More Jrrnys by this Contributor