Naples, Florida
Naples checks a lot of boxes for accessibility, great weather, delicious restaurants and fun shopping. It's the kind of town you want to rinse and repeat!






- More about your Oliver Guide: Cynthia Pillsbury
- Trip type: Adult, Family, Group getaway, Beach
- Activity level: moderate
- Ideal length of trip: A weekend escape or a week long Beach vacation, Naples is an ideal locale!
to & from
Fly into Fort Myers (RSW) and rent a car or uber south to Naples (about 45 minutes). You will most likely want a car, unless you are staying near downtown (5th Ave or 3rd Street) which means you can walk to the beach, restaurants and shops!
Where to Stay
While I am sure there are great VRBO’s, we always stay with family. However, there are lots of hotel options depending on your budget and where you want to stay.
La Playa – High end, small and right on the beach in North Naples. It’s about a 20 minute drive to Old Naples/downtown where most of the shops/restaurants are located, but La Playa is special!
Ritz Carleton- Typical big luxe hotel, on the beach, great vibe and service and has a sister property (Ritz Carleton, Tiburon) that has a golf course.
Inn on 5th- Great boutique hotel right in the center of downtown.
The Edgewater Beach Hotel and Club– Beachside hotel, not in the middle of the hustle and bustle of downtown, great amenities.
The Capri Inn- Slightly more affordable and lovely hotel near downtown.