Welcome to Paradise 🌴
Naples, Florida, is where white-sand beaches, luxury shopping, and small-town charm meet the Gulf of Mexico’s sparkling blue waters. Whether you’re visiting for a long weekend or a short getaway, this 3-day Naples itinerary covers the best beaches, restaurants, and attractions — all curated by locals who know this city best.
Day 1 – Beach Bliss & Downtown Charm
Your Naples adventure begins with sunshine, seaside views, and a taste of Old Florida charm.
☀️ Morning:
Start your trip with breakfast at EJ’s Bayfront Café, one of the top-rated breakfast spots in town, known for its eggs benedict and waterfront views. Afterward, walk through Tin City, a colorful cluster of shops and seafood restaurants overlooking the Gordon River. Grab a local souvenir or treat yourself to a scoop of saltwater taffy before heading out to explore.
🚲 Afternoon:
Hop on a guided Electric Trike or Moped Tour with Fun In The Sun Tours — Naples’ #1-rated way to sightsee. Cruise through Old Naples, past Cambier Park, Third Street South, and 5th Avenue South, with plenty of photo stops along the way. It’s a fun, eco-friendly way to see the city’s most iconic landmarks and hidden gems.
🌅 Evening:
Finish your first day with sunset views from the Naples Pier, one of Florida’s most photographed landmarks. Then, enjoy dinner at The Dock at Crayton Cove or The Boathouse on Naples Bay, both offering fresh seafood and unforgettable waterfront dining.
Day 2 – Adventure & Hidden Gems
Day two is about exploring Naples’ natural beauty and outdoor adventures.
🌿 Morning:
Start early at the Naples Botanical Garden, a lush 170-acre paradise filled with tropical plants, waterfalls, and serene walking paths. Next, explore the Gordon River Greenway, a scenic boardwalk trail through mangroves and natural Florida wetlands — perfect for a peaceful stroll or casual bike ride.
🌊 Afternoon:
Head toward Clam Pass Park for paddleboarding or kayaking through the mangrove tunnels. Keep your eyes open for dolphins and manatees, especially near the inlet. After your paddle, relax at Lowdermilk Park, one of Naples’ most family-friendly beaches with shaded picnic areas and volleyball courts.
🍝 Evening:
Head to 5th Avenue South, the vibrant heart of Naples nightlife. Enjoy a handcrafted cocktail at Bar Tulia, indulge in wood-fired pizza at Campiello, or dine on French cuisine at The French Brasserie Rustique. After dinner, stroll through Cambier Park or grab a dessert gelato at Kilwins Naples.
Day 3 – Leisure, Luxury & Local Flavor
Your final day in Naples is all about unwinding in style.
☕ Morning:
Enjoy brunch at Jane’s Café on 3rd, a cozy garden spot tucked between palm trees on Third Street South. Try the crab cake eggs benedict and fresh-squeezed orange juice — it’s a local favorite. After brunch, browse the nearby art galleries, boutiques, and antique stores that make this district so charming.
🛍️ Afternoon:
Spend a few hours at Waterside Shops, Naples’ premier luxury shopping destination featuring designer brands like Gucci, Louis Vuitton, and Tesla. If you prefer to stay seaside, head to Seagate Beach or Naples Grande Beach Resort to soak in one last stretch of sunshine.
🍹 Evening:
Celebrate your final evening with dinner at The Bay House, known for its live music and stunning views of the Cocohatchee River, or return downtown for fine dining at Ocean Prime on 5th Avenue South. End the night with a toast — you’ve experienced the best of Naples, Florida.
Bonus Tips for Visitors 🌞
- Best time to visit Naples: November through May for perfect beach weather and fewer summer storms.
- Getting around: Naples is walkable, but renting a trike, moped, or bike makes exploring downtown easy and fun.
- Local favorites: Try grouper sandwiches, Key lime pie, and fresh Gulf shrimp at local seafood spots.
- Parking tip: Free parking is available at Cambier Park and Tin City — great spots to start your downtown adventures.
Plan Your Adventure with Fun In The Sun Tours 🚲
See the best of Naples the fun way! Book your guided Electric Trike or Moped Tour at FunInTheSunNaples.com and cruise through Old Naples, 5th Avenue South, Naples Pier, and more — all with a friendly local guide leading the way. Perfect for families, couples, and groups, it’s the most exciting and scenic ride in Southwest Florida.