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Downtown Naples Florida. Shopping, entertainment, gourmet dining and culture galore!

This Naples shopping district, naturally combines all the glamor, charm and history, Naples Florida is famous for! Downtown Naples takes in approximately a five mile stretch that runs along the Naples coastline on the Gulf of Mexico.

This fantastic shopping, dining and entertainment district, cleverly mixes up two very different styles: glamor and casual, and does it successfully!

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Fifth Avenue, Third Street South and Bayfront are the epitome of glamor, with their tropical lush landscaped streets, modern European architecture, chic boutiques, sidewalk cafes, award-winning restaurants, elegant hotels and world-class art galleries.

Then there’s the laid-back Old Florida style of Tin City and Crayton Crove, with their eclectic shops and services, nautical displays and casual restaurants.

Looking for hotels close to Downtown Naples?
Here are a few choices,
with more detailed information and current rates!

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5th Avenue South

One of my favorite Naples shopping spots is Fifth Ave. South in Naples! Fifth Ave is no doubt ‘all about shopping’!

Besides shopping, you can enjoy the weather, a wonderful lunch at an open air bistro, take in the beautiful scenery, and meet some good people.

I could easily spend my entire vacation on Fifth Ave.! I still get very excited about spending a morning of retail therapy in this sophisticated shopping district of Downtown Naples!

You can dress casually or ‘dress to the nines’! Either way, you’ll fit in beautifully! That’s one of the things I really love about Naples!

The Fifth Ave. Shops

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The tropical landscaping and beautiful palms provide plenty of shade from the hot sun. Banyan, Poinciana and palm trees line many of the sidewalks and walkways.

There are lots of fun clothing stores such as Island Trends, Petunias of Naples, Julie’s of Naples, Vogue Petite Shoppe and Chico’s.

Wind in the Willows, a ladies clothing store, with the beautiful live Persian cats with ‘lion cuts’ in the windows, is a really 'fun' store. Lots of bright, attractive displays in the windows, always! I love the great selection of clothing and fashion jewelry too.

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If you visit Wind in the Willows in the evening, they have really cool lights outside that twinkle and shine on the sidewalk. I've watched parents stand back and let their kids wear down their excess energy, by dancing around and chasing the moving lights!

Fifth Avenue Restaurants

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There's lots of restaurants in the area to choose from. If you haven't made reservations, I suggest dining early to avoid waiting for a table. Many of these Downtown Naples restaurants have great 'early dining' deals.

Some of the restaurants on 5th Avenue include Zizi’s (at Bellasera), Bice Ristorante, Bistro 21, Chops City Grill, Bleu Provence, Café Luna, Café Lurcat, Ciao, 5th Avenue Coffee Company, Fifth Avenue Deli, Mangrove Café, Paddy Murphy’s Irish Pub, Truluck’s, Vergina and the Yabba Island Grill.

I recommend Truluck’s, for superb food and stellar service! There's live entertainment is a very nice touch (often a piano player). Everything on the menu is fabulous: the salads, the seafood, the appetizers, the steaks! I adore the scallops!

They have a tantalizing dessert called ‘Bag of Chocolate', which is a humungous tower of melted chocolate, loads of fresh berries and whipped cream: heavenly! Every dining experience I’ve ever had at Truluck’s, is always a memorable one. It’s a great way to wind down with a great dinner and a class of wine at the end of a great shopping day!

If you are looking for something less expensive and more casual for a quick lunch, try the Fifth Avenue Coffee Company. They have great breakfast selections, sandwiches, paninis, wraps, salads and soups. If we hit Fifth Ave early in the morning, we like to stop here, for a nice cup of coffee and a bagel. The coffee is good and the food is home cooked and fresh.

Third Street South

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This historic area of Downtown Naples boasts many fine shops of clothing, accessories, jewelry, antiques, gift and house décor.

There’s art galleries, spas, salons and restaurants, too!

As if ritzy shops, gourmet restaurants, chic art galleries, exquisite spas and salons set in a real tropical setting wasn’t enough, there are delightful markets and wine shops loaded with absolutely delicious flavors and aromas!

There’s always lots happening on Third Street South! For the history buffs, there’s tours at Palm Cottage House and Gardens, the oldest house in Naples, Naples Historic District walking tours, fund raisers by various restaurants for charities, every Thursday, there’s live music, special Christmas events, cooking classes, and wine tastings.

Dining on Third

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It’s so difficult to choose a spot to dine. You can start the day with breakfast at one of the delightful sidewalk cafés or dine at sunset at an award-winning gourmet restaurant, such as Tommy Bahamas!

Several of the restaurants offer live entertainment, outdoor dining, extensive wine lists, and take-out.

Or try Tony’s Off Third or Bad Ass Coffee, for some great coffee and a light breakfast. Tony’s Off Third also offers an excellent selection of wines, cheeses, foods and desserts to take home to enjoy!

One spot I recommend you check out for dinner is the Italian themed restaurant, Sea Salt. The menu is dedicated to seafood. Everything is wonderful, but do try the Irish Organic Salmon or the Black Grouper! Yummy!!! The wine list consists of over 500 different wines and they stock over 5,000 bottles in all price points!

Third Street Farmer's Market

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The Third Street Farmer’s Market is a weekly event, from 7:30 am to 11:30am, behind Tommy Bahama in the Neapolitan parking between Third Street South and Gordon Drive.

This is an event you shouldn’t miss……fruits, veggies, homemade pastas, desserts, cheeses, fresh seafood, plants, flowers, gift items, souvenirs, handbags and more!
The market is much like a festival atmosphere with the live music and the ‘hustle and bustle' of buyers and browsers!

I purchased some fabulous homemade pastas from the 'Naples Pasta' company, which were absolutely heavenly: a garlic linguine and leek and onion linguine! I also bought a fabulous quinoa salad from another vendor for lunch, just 'brimming' with flavor.

This farmer's market is well worth spending at least an hour of your Saturday morning! Lots of tasty, fresh handmade goodies and lots of other gifts and craft items to purchase, too.

Location: Third Street South is pretty close to Fifth Avenue South. As you head west, toward the end of Fifth Avenue, turn left and then head south. There’s a few blocks of houses and apartments, and then you’ll see the shops of Third Street.

Take in the glamor and the fun,
in this fantastic shopping district in Downtown Naples Florida!


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Bayfront is a mega-luxury residential and shopping area! Expect high fashion, gourmet dining, upscale salons, and galleries! This is a very upscale area located on Naples Bay at the end of Fifth Avenue South. The colorful architecture is absolutely stunning!

Restaurants include Roy’s, Stoney’s Steakhouse, and Shane’s Cabana Bar. Don’t forget the sports bar, ‘Tavern on the Bay’!

The Bayfront Marina is convenient to the Bayfront dining and shopping area, for those boaters who wish to enjoy one of the Bayfront restaurants!

Tin City

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A visit to Naples Florida just isn’t complete until you’ve visited Tin City, in Downtown Naples!

Tin City is a unique shopping spot located on Naples waterfront! You’ll find a wonderful collection of over 40+ shops and restaurants! Stroll the boardwalk, do a little shopping and enjoy some lunch!

What a great way to spend a few hours in this tropical island paradise!

Crayton Cove

Crayton Cove has some very ‘funky’ shops and some that are more traditional. The shops feature clothing, decorations, sports gear, flowers and food.

The Dock, a casual laid-back waterfront restaurant is a local favorite. The prices are reasonable and the menu includes lots of selection, including seafood and a raw bar.

Take a stroll on the docks, book a boat charter to sail, fish or just enjoy the scenery! It’s fun just to hang around and enjoy watching the boats launch and cruise by!

Location: 12th Ave South & 8th Street South, on Naples Bay. Crayton Cove is on The City Docks in Naples, about four blocks east of Third Street South.

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Whether your taste be the casual laid-back style of Old Florida or that of glamor and luxury, you’ll find definitely find something to ‘tickle your shopping fancy', in beautiful Downtown Naples Florida!

Take in a delightful shopping excursion in charming Downtown Naples! It's is a definite must when visiting the Naples Florida area. Shop or browse…‘It’s all good in Downtown Naples’!

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