The Estero Island Historic Society cottage is open to visitors on Saturdays from 10 a.m. to noon, October through May.


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Another Loss For Fort Myers Beach: RIP AJ Bassett

Ellie Bunting • April 28, 2023

Another Loss For Fort Myers Beach: RIP AJ Bassett

Ellie Bunting


The passing of longtime Beach resident AJ Bassett this week is another loss for our island. AJ was one of the few residents still alive who were on the island in the 1940s. When her newly widowed mother, Mildred, packed up her three children (AJ, Connie, and Frandy) and her mother and drove from Philadelphia to Fort Myers Beach, there were just 279 people living on the island. Connie and AJ were only 6 years old. The family rented a cottage on the beach and began their new life as islanders.


Mildred was a graduate of Bryn Mawr College in Philadelphia, so it did not take long for her to get a job teaching Latin in Fort Myers. She was instrumental in helping to raise funds to build the second Beach School on Sterling Street. Eventually, she became a teacher at the school, and later the principal when the third school opened.


I did not know AJ growing up on the island as she was older and in college when I was a kid. However, I did get to know Mildred as she and my mother became good friends since my mom taught at the Beach School when Mildred was principal.  AJ attended Florida State University where she was a competitive swimmer. She became a teacher herself and spent many years teaching in Miami.


AJ was very close with her twin sister, Connie, who passed away several years ago. These girls, along with Fran Santini, Jean Matthew, and Jo Hughes grew up on the island when it was nothing but a jungle of sea oats and mangroves. They had a wonderful childhood running barefoot on the beach, sailing in the back bay, and fishing in the Gulf. They were instrumental in forming the Estero Island Historic Society in 1991 and getting the Davison’s “We’re Here” cottage donated and moved to Bay Road to become a museum.


When AJ asked me to join the Board of Directors of the Historic Society about twenty years ago, I did not hesitate. We worked closely together for many years, and I learned more about the island’s history from her than from any history books.


Prior to September 28, I was organizing some of the files that AJ had been working on before her health began to fail. I was amazed at the work that she had put into these files. She had separate files for all kinds of information about the Beach. Everything from environmental issues to people who had shaped our history were included in the hundreds of files she had been working on. Unfortunately, these were all destroyed in the hurricane.


In addition, AJ was the curator of the museum. She set up all the exhibits and kept the museum alive with history. She would invite the Beach School kids to come to the cottage each Christmas to eat homemade cookies and learn about island history.


For many years, FGCU students would visit the cottage once a semester as part of their environmental education courses. AJ and Jo Hughes would share stories growing up on the island in the 40s as they toured the museum and the preserve.


AJ was always coming up with new ways to earn money for society. The Historical Boat Tours and Trolley Tours were very popular with residents and snowbirds alike.  She got the last remaining rain barrel donated to the Historic Society. At the time, my son was on track to become an Eagle Scout, and AJ convinced him that moving the rain barrel and setting it up at the cottage would make a great project. He successfully completed the project, and the rain barrel survived the storm although it will need some TLC to get back into its previous shape.



The Historic Society will miss her as we begin our rebuilding process. Once the museum is ready to open, we will be planning an event to celebrate the lives of AJ, Jo Hughes, Tom Myers, Bill Van Duzer, Bill Semmer, Jack Underhill, and others whom we have lost in recent years.

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Although the story of Anne Bonny and Calico Jack honeymooning on Estero Island may be less fact than fiction, it is a refreshing part of the history of Estero Island. According to Jack Beater’s book, Pirates and Buried Treasure on Florida Islands, Anne Bonny was the daughter of a wealthy lawyer who lived in North Carolina.
March 11, 2024
For many years, Estero Island was home to Calusa Indians, Cuban Fishermen, Spanish Missionaries, and some say, pirates. It was not until the mid-1870s that the first family settled on Fort Myers Beach. Sam Ellis, his wife, and his son, George Underhill, settled at the end of Connecticut Street where the Mound House now sits. Although Ellis and his family ended up moving to Sanibel where they homesteaded a track of land near Tarpon Bay, George’s son (also named George) returned to Fort Myers Beach where he raised his family.  The Homestead At of 1862 brought new settlers to the island. Intrigued by the idea of getting free land, the settlers came from all over the United States and Europe hoping to prove their claim by living on the land for five years, clearing it, farming it, and improving it.
March 11, 2024
Opened in 1912, the Winkler Hotel was the first hotel on the island. The early part of the 20 th century brought more development as the first subdivisions were platted on Fort Myers Beach. H.C. Case platted the first of these subdivisions in 1911. Originally this was part of the Robert Gilbert homestead. Starting at Connecticut Street, the subdivision extended about three quarters of a mile both north and south. At this time, Estero Boulevard was called Eucalyptus Avenue. This was a north-south shell road that ended at Connecticut. If you wanted to travel farther south, you would need to continue your journey on the beach. Another five years passed before T.P. Hill subdivided a large tract started at Crescent Street and ending just south of Gulf Drive. The lots that were on the beach side of Estero were normal sized lots. However, the lots on the other side of the road were approximately 9-10 acres running from the street to the bay. Land on the island in the 1900s was filled with brush and palmettos that were so thick no engineer would agree to complete an accurate survey because wading through the mangroves to accurately measure an acre of “cheap land” did not seem like a good idea. Three years later, Seagrape Subdivision was put on the market. These lots were located on Mango and Avocado streets in 1919 (Avocado Street was renamed Chapel Street in 1952). At this time, Crescent Beach (as it was called at that time) was becoming a popular destination for people living in town. In 1912 the Winkler Hotel was opened at the end of Pompano Street. At this time, the island was only accessible by boat. The guests would arrive by schooner and would dock at a pier on the gulf side in front of the hotel.
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Yesterday I was surfing the Internet, and I came across an article about haunted restaurants. This article mentioned the Whale (formerly the Beached Whale and before that the Mermaid Club) as being haunted by the ghosts of Jim and Mary Galloway (I covered their murder in an earlier posting). Suddenly, I remembered reading about another haunted restaurant on the island: the Holmes House. This led me down a rabbit hole as I got caught up in trying to learn more about the ghost that was supposed to be the daughter of the restaurant owner who had died (I can’t remember how she was supposed to have died). Unfortunately, I came up empty on the ghost story, but I did learn some interesting facts about this lost icon of Fort Myers Beach.
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