Explore Naples
Arrive Ready to Relax
We want you to get the most of your time in Naples. Here is your local connection with insider tips for dining on the water, the closest beaches, and the sunset cruise you can't miss.
Naples' favorite restaurants, tours, tee times, and golf cart rentals fill up fast, especially in season. So we've done the legwork for you: handpicked local favorites, insider tips, and offers available only to True South guests.
A little planning now, and the rest of your trip is just sun, saltwater, and time well spent.
Street Legal Golf Cart Rentals
Cruise the neighborhood and get to the beaches, shops & restaurants in a 4- or 6-person street legal golf cart.
Carts are limited and it's recommended to book ASAP.
Pre-Arrival Fridge Stocking
Arrive, unpack, and start your vacation! Your fridge can already be stocked with your favorite groceries, spirits, and vacation essentials. Place your order before arrival and skip the grocery-store stop, so you can head straight to the pool and start enjoying Naples.
Orders must be placed at least 24 hours prior to arrival.
Neighborhood Beaches
Vanderbilt Beach: located at 100 Vanderbilt Beach Rd, Naples, FL 34108.
- Parking garage available for $8 per day
- Free bike racks available
- The Ritz Carlton
Delnor-Wiggins Pass State Park Beach: located at 11135 Gulf Shore Dr, Naples, FL 34108.
- Open 8:00am – sundown every day
- Parking costs $6 per vehicle; pay at stations with exact cash or credit cards
- $4.00 single-occupant vehicle
- Overflow parking available nearby at Conner Park, at Bluebill Avenue and Gulf Shore
- Public restrooms
- Bike racks available
Dine on the Water
- The Dock at Crayton Cove — 845 12th Ave S
- The Bay House — 799 Walkerbilt Road
- The Turtle Club — 9225 Gulfshore Drive N
- MiraMare — 4236 Gulf Shore Boulevard
- M Waterfront Grill — 4300 Gulf Shore Blvd N
- Fish Restaurant — 4360 Gulf Shore Blvd N
- Baleen — 9891 Gulf Shore Dr
- The Ritz Carlton Dining — 280 Vanderbilt Beach Road
- Gumbo Limbo is the tiki hut restaurant on the beach
- The Boathouse on Naples Bay — 990 Broad Ave S
- The Four Seasons Dining — 801 Gulf Shore Blvd N
Naples Princess
As a valued True South Vacations guest, you'll enjoy 10% off unforgettable cruises with Naples Princess when you book using your exclusive True South discount code.
- Sightseeing cruises featuring Naples' spectacular waterfront estates and mansions
- Lunch cruises
- Sunset dinner cruises
- Sunset hors d'oeuvres cruises
Miss Naples
Whether you're looking for a relaxing afternoon on the water or a memorable evening at sunset, Miss Naples specializes in smaller, more intimate experiences aboard catamarans and sailboats, offering a unique way to explore the beautiful waters of the Gulf. True South guests enjoy 10% off with their exclusive discount code.
The Best Local Fishing Charter
For serious anglers looking to head farther offshore and the real local experience, Offshore is our top local charter recommendation. Venture out into the Gulf for reef, wreck, and artificial reef fishing, or spend the day trolling for some of Southwest Florida's most sought-after catches.
You have trip options for:
- Half day
- 3/4 day
- Extended day
Boat Rentals & Fishing Charters
Pure Florida offers unforgettable adventures for every type of traveler. True South Guests get an exclusive 10% off when booking with your code.*
Pure Florida offers:
- Deep sea and backwater fishing charters
- Private boat charters for families and groups
- Half-day and full-day deck boat rentals to explore Naples at your own pace, including Keewaydin Island and the surrounding waterways
Public Golf Courses
- Arrowhead Golf Course — 2205 Heritage Greens Drive
- Tiburon Golf Course — 2620 Tiburón Drive
- Hibiscus Golf Club — 5375 Hibiscus Drive
*Discount code is not valid on holidays or special event bookings.
Tours & Activities
- Sunset cruises
- Dolphin sightseeing tours
- Scooter/moped tours
- Glow-in-the-dark kayak adventure
- Airboat ride in the Everglades
Neighborhood Golf Cart Shuttle Service
- Breeze Beach Shuttle — starting at $7
- Naples Park Beach Shuttle — works off tips
Neighborhood Park & Courts
Pelican Bay Community Park is free and offers numerous amenities which include:
- Basketball Courts - Lighted
- Bocce Ball Courts
- Lake
- Multipurpose Fields
- Pavilion
- Pickleball Courts
- Playground - Lighted
- Tennis Courts - Lighted
- Walking Paths
General park information can be found here, and for information on tennis and pickleball courts click here.
Coffee & Cars
What better way to experience Naples than a free exotic car show. Every 3rd Sunday of the month Mercato hosts Cars & Coffee 239, where hundreds of impressive cars, from exotics and classics to custom builds and American muscle, come together for one of Southwest Florida's favorite automotive gatherings. The event typically draws around 400 cars.
The activities, tours, restaurants, and services featured on this website are provided for informational purposes and guest convenience only. We are not responsible for the operation, safety, quality, availability, or performance of any third-party providers, and any participation or bookings are made at your own discretion and risk.