Weekend in Naples, Florida: A Local’s Guide to the Perfect Getaway
You would be surprised at how much you can see and do during a weekend in Naples, Florida. This Gulf Coast city is known for its white-sand beaches, lively downtown, and beautiful natural spaces. I live nearby, and Naples is one of my favorite places for a quick getaway.
In three or four days, you can balance beach time with cultural stops, outdoor experiences, explore great restaurants, and enjoy stunning sunsets. Here’s how I recommend spending a few days in Naples for the perfect mix of relaxation and adventure.
Disclosure: Some of the links below are affiliate links. If you make a purchase using one of the links, we may earn a commission, at no additional cost to you. Please see our Disclaimer for additional information.
Day 1: Arrival & First Taste of Paradise – Weekend in Naples
After arriving in Naples, check into your hotel and get settled. Most resorts have inviting pools, so it’s nice to unwind for a bit before heading out. It gives you a chance to shake off travel and slip into vacation mode.
Explore Downtown Naples
Once refreshed, make your way to 5th Avenue South, the heart of downtown. I love coming here in the afternoon for a cocktail at a sidewalk café, some light people-watching, and browsing boutiques and galleries.
Just a few blocks away, Third Street South has a more historic feel, with charming courtyards and a relaxed vibe. It’s the perfect place to stroll and soak up Old Naples charm.
If you want the full downtown experience, check out my complete guide to Downtown Naples – it covers all five districts, what to see in each, and my favorite local spots.
Dinner & Sunset
As evening approaches, stay downtown for dinner. Campiello is one of my favorite Italian spots with wood-fired pizza and a lively atmosphere. For something a little more tropical, try Tommy Bahama Restaurant & Bar, which often has live music.
After dinner, head to the beach for sunset. It’s a tradition here, and no matter how many times I go, the sunset sky always takes my breath away.
Day 2: Nature, Water, and Naples Charm – Weekend in Naples
Naples is full of natural beauty, from lush gardens to sparkling waterways. Day 2 is all about exploring the outdoors and soaking up the local charm at a relaxed pace.
Morning in the Gardens
Start your day at the Naples Botanical Garden. I love walking through the themed gardens in the morning when it’s cooler and less crowded. It’s peaceful, colorful, and a nice balance to all the beach time.
If you’re traveling with younger family members, the Naples Zoo at Caribbean Gardens is an exciting alternative. Here you can enjoy tropical gardens and get up close to the animals. Everyone will love the Primate Expedition Cruise around Lake Victoria to see the monkeys in action.
For more ideas of what to do in Naples with kids, check out my full guide to family-friendly activities in Naples.
Lunch and Waterfront Fun
After the gardens, head to Tin City for a casual waterfront lunch. The historic buildings are filled with quirky shops, and I enjoy grabbing something to eat while watching the boats go by.
From here, you can also take a sightseeing boat tour. Cruising past Port Royal mansions, spotting dolphins, and feeling the Gulf breeze is always a highlight.
Here are some boat trips you may consider taking during your stay in Naples.
- Naples Sightseeing Boat Tour on the M/V Double Sunshine
- Gulf of Mexico Sunset Cruise from Naples on the M/V Double Sunshine
Evening Dining
For dinner, I recommend The Turtle Club, where you can sit on the sand and watch the sun dip into the Gulf. If you prefer something cozy, Blue Provence offers French cuisine with a romantic atmosphere. Both feel special, and both are local favorites.
Day 3: Adventure and Relaxation – Weekend in Naples
Today is your chance to mix a little adventure with some downtime. Whether you’re hunting seashells on a quiet island or lounging on the beach, it’s a memorable way to wrap up a weekend in Naples.
Morning Cruise to Keewaydin Island
On your last day, I suggest you take an eco-shelling cruise to Keewaydin Island. This is one of my favorite Naples outings. The boat ride is beautiful, and once you arrive, you’ll have time to explore the pristine beach and search for shells. It feels like a true escape from everyday life.
- Eco Shelling Cruise to Keewaydin Island – A 3-hour guided boat tour for shelling and beach fun. Cruises depart from Tin City.
Afternoon at Lowdermilk Beach Park
After your cruise, spend a relaxing afternoon at Lowdermilk Beach Park. You can grab a bite at the Flip Flops concession pavilion, with convenient access to restrooms and showers.
Rentals are available for beach chairs, umbrellas, kayaks, and stand-up paddleboards, making it easy to enjoy the sand and surf.
Farewell Dinner
Before heading home, I recommend The Dock at Crayton Cove. It’s casual, right on the water, and the seafood is always fresh. I love ending a weekend here – it feels like the perfect way to remember Naples.
Where to Stay in Naples, Florida
Naples offers a wide range of hotels, from beachfront resorts to boutique gems. Naples Grande Beach Resort and Edgewater Beach Hotel are perfect if you are looking for classic luxury right on the Gulf.
For something smaller and more personal, I love the Inn on Fifth. It’s in the heart of downtown, so you can walk to shops, galleries, and restaurants in minutes.
If you prefer something sleek and modern, the AC Hotel Naples 5th Avenue is stylish with a rooftop pool. Personally, when friends ask me where to stay, I suggest they choose based on whether they want to be on the sand or in the heart of town.
For more options, check out my guide on the best hotels in Naples, from the beach to the city.
🎈Check out Room Options. Click here to Book Your Stay Now!
Other Things to Do in Naples
If you have extra time – or if the weather changes – Naples has plenty of alternatives to keep your weekend exciting:
- The Baker Museum – A beautifully curated art museum inside Artis–Naples, perfect for an inspiring (and air-conditioned) afternoon.
- The Conservancy of Southwest Florida – Interactive exhibits, wildlife rehab, and guided nature boat tours.
- Revs Institute – A hidden gem for car lovers, showcasing one of the finest automobile collections in the world. Advanced reservations are recommended.
- Golisano Children’s Museum of Naples (C’mon) – Ideal for little ones needing an engaging indoor activity.
- Corkscrew Swamp Sanctuary – A peaceful boardwalk through wetlands, offering a chance to see birds, alligators, and ancient bald cypress trees.
Whether you love art, history, nature, or family fun, Naples has something for everyone. If you want even more ideas, check out my popular guide on 33 best day trips from Naples.
Local Tips for a Weekend in Naples, Florida
- Best time to visit: Winter and spring bring perfect weather. Summer and fall are hotter, rainier, and quieter – but you’ll find better deals.
- What to pack: Resort casual works almost everywhere. Don’t forget beachwear, sandals, and a light sweater or jacket for cooler evenings. Need help packing? Check out my article on how to travel with carry-on luggage and a personal item.
- Getting around: A car makes it easy to explore beyond downtown. If you’re staying near 5th Avenue South or 3rd Street South, you can walk to shops, restaurants, and the beach.
- Local insight: When spending time outdoors in Naples, it’s important to stay hydrated and wear sunscreen – the Florida sun can be strong even on cooler days. Make restaurant reservations in advance during the busy winter months, as popular spots tend to book up quickly. Most public beaches have paid meter parking, so keep a credit card handy and try to arrive early for the best spaces. I also recommend bringing a hat, sunglasses, and a refillable water bottle if you plan to be out exploring for the day.
Final Thoughts: Weekend in Naples, Florida: A Local’s Guide to the Perfect Getaway
A weekend in Naples, Florida, is the perfect blend of relaxation and discovery. Whether you’re sipping coffee on Fifth Avenue, watching the sunset on the beach, or wandering through the lush gardens at the zoo, the city slows you down while still offering plenty to explore. I always tell visitors that Naples is best enjoyed at your own pace – leaving room to linger at a café, take an extra stroll on the beach, or popping into a shop that catches your eye.
What makes Naples truly special is its balance: upscale yet welcoming, natural beauty mixed with vibrant culture, and just the right mix of “vacation mode” and everyday charm. From fresh Gulf fish to endless outdoor adventures, every moment feels like a chance to recharge.
If you’re planning a short trip, pick a couple of must-do activities, then let the rest unfold. Naples rewards both the planners and the wanderers. And who knows – like many visitors, you may find yourself already planning your next trip back before the trip is over.
Please contact me if you have any questions about visiting Naples. Also, please refer to our Travel Planning services if you would like assistance in planning a trip.
Recent articles about Southwest Florida:
Free Naples Airport Tour – It’s Worth Taking!
Is Naples Florida Worth Visiting in 2025? (By a Local)
16 Best Naples Florida Rainy Day Activities
Day Trip to Ave Maria Florida: 5 Best Things to Do in 2025 (By a Local)
22 Best Things to Do in Bonita Springs Florida in 2025 By a Local
