Story by Barbara Angelakis
Photos by Manos Angelakis

St. Augustine Tourism bus

St. Augustine… a little town with a big history

St. Augustine is a picture perfect, charming, historic, cultural and haunted city; in other words, something for everyone.

St. Augustine is a little town with a big history. Founded in 1565 by the Spanish, it boasts of being the first permanent European settlement in the new world and home to Ponce De Leon’s Fountain of Youth. Its rich Spanish colonial past, in combination with Native American influences, British rule, and finally United States possession, makes for an artistically diverse and culturally unique mix.

St. Augustine fountain of youth park

Because of its diminutive size, St. Augustine’s Old Town is wonderful for walking and every turn provides an opportunity for exploration and adventure. However, to get your bearings start out by taking one of the charming sightseeing trains or horse drawn carriage tours. This will give you a good overview of the old city and its many places of historical and cultural interest and then, take off on your own. I enjoyed a ride that took us through the Old Town City Gate and along the cobblestone streets where our driver pointed out sights of interest including the oldest house in the city dating back to the 1650’s. We drove through the Colonial Historic district and the central Plaza, which was the original Spanish core of the city, and along the waterfront past the massive Castillo de San Marcos, built by the Spanish to safeguard the harbor. In order to preserve historic continuity, city ordinance dictates that facades of all buildings in the historic area architecturally adhere to a palette of paints available in 1740, giving the area a warm and muted look in the bright Florida sunshine.

St. Augustine Ponce De Leon Hotel

St. Augustine really blossomed in the building boom initiated by financial wizard Henry Flagler at the turn of the 20th century. Henry Flagler along with John D. Rockefeller and Samuel Andrews made a fortune in oil. By the late 1890’s Florida was little more than marsh land when the then middle-aged Flagler, perhaps yearning after the elusive Fountain of Youth allegedly sought after by Ponce De Leon, but more likely seeking a financial opportunity, decided to open a luxury destination hotel for his rich and famous friends and name it after the famous explorer. His hotel was to be le nec plus ultra in comfort and luxury and aside from the difficulty in getting there, the hotel was a stunning achievement. In order to make the trip to the fabled Ponce De Leon Hotel less stressful Flagler built a railroad to transport his guests, the cream of high society, in the comfort they demanded. His extension of the Florida East Coast Railway all the way to Key West and the magnificent hotels he built along the way opened the state to development and secured both his fortune and his legacy.

St. Augustine Florida Flagler College 1

To construct the Ponce De Leon Hotel, Flagler commanded an army of topnotch artists and craftsmen, some of them personal friends, including painter George Maynard, artist Louis Comfort Tiffany, and Thomas Alva Edison, who personally attended to lighting the hotel with his newest invention, the light bulb. Although Flagler was not known for his good humor or sparkling personality, he did have a talent for nuance and detail and his hands-on attention during construction greatly contributed to the magnificence of the structure.

St. Augustine Hotel Alcazar

Another of Flager’s palatial hotels in St. Augustine was the Hotel Alcazar. Slightly smaller but with the same Moorish design reminiscent of the castles of Seville, this hotel offered less costly accommodations and additionally, contained amusements for his elegant Ponce De Leon Hotel guests. It had reading and game rooms, Turkish, Roman or Russian baths, bowling lanes and billiard tables and a large indoor swimming pool fed by artesian well water with a vaulted ceiling that could be cranked open to the sky. Legend has it that every New Years Eve at the stroke of midnight, a gentlemen in full dress, top hat and tails, dove off one of the third floor balconies into the pool. Plays, musicals and concerts were performed on its grounds well attended by the locals as well as the hotels guests, but by the mid 1930’s the Golden Age had passed and the aging hotel was in dire need of restoration. Step in O.C. Lightner, a wealthy Chicago publisher, who was looking for a building to house his collection of art and artifacts. An avid collector, his eclectic collection ranged from buttons to objects d’art from the homes of the wealthy. While his contemporaries were looking toward the future, Lightner amassed a huge collection of treasures from the past. The history of the Hotel Alcazar and that of Otto C. Lightner, who turned the building into a museum are fascinating as is the collection itself, and no visit to St. Augustine would be complete without spending time at the Lightner Museum.

St. Augustine Florida Villa Zorada Interior New

Another not to be missed museum is the Villa Zorayda. Reopened after a major restoration, this unique building was designed and built in 1883 by Bostonian Franklin W. Smith as his winter residence. Smith developed the use of a local material, coquina (shellstone) bonded with cement, to create this scaled down version of the famous Alhambra in Spain, and filled it with works of art amassed on his travels throughout Europe and the Orient. If the St. Augustine art scene only consisted of these three buildings it would be enough but this is just the tip of the iceberg.

Flagler long a patron of the arts, sponsored an artist community to entertain his prosperous guests during their long stays at his hotels. Today, contemporary art galleries and craft studios line the streets surrounding the Plaza. Artists and craftspeople were eager to meet and greet, as were the long term resident ghosts. Ghosts?

St. Augustine Haunted Cigar Bar

St. Augustine has a reputation for ghostly hauntings and there are any number of nightly tours to titillate the seeker of supernatural fantasy… or is it fact? We climbed aboard the “Trolley of the Doomed” that was guided by an aberration in top hat and black cape through the creepy and bloody stories of madness and mayhem. As we passed by the old Presbyterian graveyard we were challenged to “take a picture of the lady in the white veil” that purports to hang around. Laughingly I stuck my digital camera through the fence and snapped a picture of the pitch black scene along with about a dozen other members of the group. Lo and behold, my picture appeared to capture a ghostly image hovering in front of a tomb. Since I was the only one in the group that captured the image I leave it up to you to decide if “the lady” did indeed pose for me.

Hotels and Bed & Breakfast accommodations as well as a wide range of restaurants dot the landscape of the Old Town and I enjoyed an outstanding dinner at Columbia Restaurant, the oldest restaurant in Florida and a Hispanic gem in both décor and cuisine. The food was authentic Spanish and delicious, the sangria made at tableside from fresh citrus and sparkling wine, and the service efficient.

My recent trip to St. Augustine was to explore its historical roots and continuing tradition as an artist’s community and my quest was amply satisfied. 




© October 2018 LuxuryWeb Magazine. All rights reserved.


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