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Naples, FL

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Fifth Avenue South

4.7 (13 reviews)
Closed • 11:00 am - 9:00 pm
Updated over 3 months ago

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Ariel W.

Fifth Avenue South dates back to Florida's land boom years in the 1920's. The road stretches five miles from Tamiami Trail to the Gulf of Mexico in old Naples. Ed Frank's Garage was the first commercial building on the avenue. Ed owned the first car dealership in town and invented the swamp buggy. Other early businesses on the ave included a machine shop, the Chamber of Commerce, the train depot, a telephone company, a pub, gas station, and small shops. Fifth Avenue was the unofficial Main Street in Naples. In the 30's a golf course opening brought more traffic to the area and the 40's saw the opening of Cambier Park. Through the years Naples continued to grow and in the 90's, the Naples Players at Sugdem Community Theater was built, making Fifth Avenue a destination for the arts, music, and culture on Today on the avenue you will find art galleries, boutiques, hotels, the performing arts center and thirty restaurants and bars.. There is a plenty of free parking on the side streets and at a garage by the performing arts center. In 2010, the Business Improvement District formed to promote the prospering of business on Fifth Avenue South. In addition to shopping and dining I enjoyed discovering the many different sculptures that are part of the Naples Sculpture Walk. Throughout the year Fifth Avenue hosts many events. During St. Patrick's Day the streets turn green. During the Holidays the street is beautifully decorated. They also hold an event called Art in the Park. I love so much about Fifth Avenue South, the historic 1920's architecture, the festive holidays decorations, the delicious food, the music, the art, and the fun shopping. There is so much to see, do, and eat here. This is destination you will want to add to any trip to Naples.

Amy L.

Must visit when visiting Naples. Looks much better after sunset. You will see many art galleries here as well as some of the best restaurants in Naples.

Sunrise taken from my hotel balcony.
Britt Z.

Fifth Avenue has everything from restaurants, art galleries, antique shops, a ton of stores, theater, banks, boutiques, private offices and even a Starbucks. It's a swanky spot with steep prices and you will definitely see Tesla's and other luxury cars coming and going. I had lots of fun window shopping and people watching. Most if not all of the restaurants have outdoor seating and are dog friendly. It was great to see so many fur babies dining with their parents. Lots of dogs looking very content just hanging out and drinking water. So cute. My hotel was on Fifth and we didn't need to use our car at all. Both the locals and tourists were out and about enjoying everything Fifth Avenue has to offer. Everyone was super friendly, there were benches to sit and rest and the architecture is stunning. Looking forward to going back in October.

Kara M.

I've been coming here for years to visit family. This street is filled with expensive shops and overpriced restaurants. They do put up some cute Christmas decorations during the holidays, be sure to check out the tree by the theater. There is also a free parking garage by the theater. This is the shopping spot du jour for your average retired upper-middle class midwestern Trump voter. I don't fit into that demographic, so I find this shopping district (and city) stuffy. This street reminds me a bit of Mizner Park in Boca, but I'll take Boca Raton and my fellow New Yorkers over this part of Florida any day. There are public bathrooms back by Shea's and the outdoor band shell.

Lino V.

This is such a beautiful and unique district. It's my first time in Naples and happened to stumble upon this gem. They have various high end restaurants, small retail shops and other independently owned businesses. The entire area was so appealing and welcoming, yet elegant too.

Justin W.

There are very very many shops in this area. I can't validate from many of them as I am not a shopper. however I have family members who absolutely adore this place. The architecture however is amazing. Trulia Paradise for a shopper or someone who loves architecture like me

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Review Highlights - Fifth Avenue South

“A bit of culture (a theater or two), banks, parking garages (free parking).”

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Naples Historical Society - Chickee at Historic Palm Cottage, in the Norris Gardens.

Naples Historical Society

4.8(11 reviews)
0.8 mi

Kathy gave an amazing historical overview of Naples and the Palm Cottage. Debra's warm welcome was…read moregenuine and we connected with her immediately. Kathy had a historical knowledge of The Palm Cottage and her presentation brought history to life. We are so happy that we met both Debra and Kathy. Shortly before we left, we met a 3rd member of the historical society team. They were all informative and were pleasant to talk to. We have shared our experience with others and we will mosvisit again. Nate and Ingrid

The Naples Historical Society is a non profit that was formed in 1962 to preserve the history of…read moreNaples for "future generations to enjoy". The Naples Historical Society is also the steward of the Naples Historical Society Foundation, Inc. which raises funds for historical preservation. The headquarters of the Naples Historical Society is the Historic Palm Cottage which is the oldest house in Naples. The 3,500 sq ft house was built in 1895 to be used as a summer cottage by Walter N. Haldeman, the owner and editor of the Louisville, Kentucky Courier Journal and Times. The house has now been turned into a museum. On May 24, 1982, Palm Cottage was added to the U.S. National Register of Historic Places. Tours are given of the house and educational programs are staged there. The Naples Historical Society purchased the 1/2 acre lot next to the house and turned it into a cottage garden that can be rented for events. Administration and archives is held at another historic property, a house built in 1910 that is a half block from Palm Cottage. Some of the programs the Naples Historical Society implements are the Naples History Tours, Christmas at Palm Cottage, Garden Side Chickee Chats, fund raising events, and guest speakers. Palm Cottage is currently closed due to the pandemic but I still enjoyed paying it a visit. I had to make my own history tour but I look forward to coming back to take the Naples Historical Society's downtown history tour that includes the cottage. Anyone who is interested in history will want to avail themselves of the excellent programs provided by the historical society.

Photos
Naples Historical Society - Edible Garden in the Norris Gardens at the Historic Palm Cottage.

Edible Garden in the Norris Gardens at the Historic Palm Cottage.

Naples Historical Society - This 3,500 sq ft house-turned museum is listed as a Landmark in the National Register of Historic Places (listed in 1982).

This 3,500 sq ft house-turned museum is listed as a Landmark in the National Register of Historic Places (listed in 1982).

Naples Historical Society

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Island Time Dolphin & Shelling Cruises

Island Time Dolphin & Shelling Cruises

4.9(40 reviews)
25.2 mi

Captain Jessica is a wealth of knowledge about local wildlife and history and knows how, when and…read morewhere to find the Dolfins. It was a great thrill to see them playing and leaping in our wake and was definitely the highlight of our vacation! Don't miss It!

Our family of 5 had an absolutely wonderful experience with Captain Jessica and the Island Time…read moreDolphin & Shelling Cruise! Our four-hour trip was the perfect mix of relaxation, wildlife, and adventure. Captain Jessica and her crew went above and beyond, providing iced drinks, snacks, and buckets for collecting shells. They took us to Old Hickory Island, where we found some amazing shells, a Pygmy octopus, conch, and a sand dollar. Throughout the trip, Captain Jessica shared her knowledge about the local ecosystem, answering all of our questions about the dolphins, manatees, mangroves, and the area. One of the highlights was when she spotted a pod of dolphins. She carefully brought the boat alongside them, and we got to watch them swim and jump in our boat's wake--it was unforgettable! Communication was outstanding from start to finish. We had to reschedule twice due to weather. Captain Jessica made the process incredibly easy and stress-free. She is friendly, welcoming, and shared lots of great local recommendations for places to visit and things to do. If you're looking to support a fantastic local business while having an unforgettable day on the water, I can't recommend Captain Jessica and Island Time Dolphin & Shelling Cruise enough. It was truly one of the highlights of our trip!

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Island Time Dolphin & Shelling Cruises - Dolphins in our wake

Dolphins in our wake

Island Time Dolphin & Shelling Cruises - Dolphins in our wake

Dolphins in our wake

Island Time Dolphin & Shelling Cruises - Dolphin tour

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Dolphin tour

Fifth Avenue South - landmarks - Updated October 2026

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