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Naples Itineraries

Planning a trip to Naples? Our experienced travel editors break down the town so you can make the most of your stay. Let these itineraries be your guide, whether you're here for a weekend or a whole week.
  • Day 1
  • 1 Get to Vanderbilt Beach early to secure a prime spot on the sand.
  • 2 Cool off on the way back to your hotel with an Amalfi Italian Ice (51 Ninth St. S., Naples).
  • 3 Take in dinner and a show at Off the Hook Comedy Club in Marco Island.
  • Day 2
  • 1 Power up with a breakfast of Cinnamon French Toast Foster at McCabe’s Irish Pub.
  • 2 Get your shopping on at the Waterside Shops; while there, grab lunch at Brio Tuscan Grille and pick up some beach reads at Barnes & Noble.
  • 3 Nosh on some wine and pizza at Naples Flatbread & Wine Bar.
  • 4 Dance the night away at Vision Nightclub (as long as it’s a Thursday, Friday or Saturday, that is.)
  • Day 4
  • 1 Spend the morning trying out one of the dozens of golf courses (visit to review a list of courses and to book tee times).
  • 2 Follow up with a Golfer’s Delight Massage at Salon Bamboo.
  • 3 Settle in for a late lunch at The Dock at Crayton Cove.
  • 4 Try your luck at the Seminole Casino Immokalee.
  • Day 6
  • 1 Drive up to Coconut Point for a day of shopping and lunch.
  • 2 Take a pre-dinner dip in the hotel pool to recover from the day’s expedition.
  • 3 Have a casual dinner at McCabe’s Irish Pub & Grill, then hang out for the festivities until your eyelids start to droop.
  • Day 7
  • 1 Check out the Naples Zoo and its many photo ops.
  • 2 Afterward, rent a couple of Jet Skis from Naples Watersports just across from Tin City and zip around the back bays.
  • 3 Refuel with an early dinner at the Riverwalk Restaurant in the Old Marine Marketplace at Tin City.


  • DAY 1
  • DAY 2
  • DAY 3
  • DAY 4
  • DAY 5
  • DAY 6
  • DAY 7