Landmarks & Regions

Get full details on each landmark at Historic Spanish Point, and select your favorite each week by voting online here.

South Region

Mary's Chapel (Eliminated in Round 3)

This historic chapel is a reconstruction of a chapel built in 1895 to honor the memory of Mary Sherrill, a 25-year-old woman who was staying at the Webb Winter resort when she died from tuberculosis. Six of the stained glass windows in the reconstructed chapel are original, and the bell atop the chapel is a replica of the historic bell.

Easily one of the most recognizable buildings at Historic Spanish Point and sporting a bell that can be heard at dozens of weddings a year, Mary’s Chapel is a powerhouse and will be a favorite to bring home the “rings” this year.

MAGIC (Eliminated in Round 1)

The MAGIC was originally a sailboat, that had its mast removed, and a motor installed. Launched around 1900, this was the first motorboat on Little Sarasota Bay, and was used to transport and entertain guests at the Webb’s Winter Resort. The current vessel today was reconstructed in in 2006, and is now used to offer boat tours at Historic Spanish Point.

The MAGIC lives up to its name and has become increasingly more popular in recent years. Let’s see if it can reconstruct the magic of its early 20th century days in this tournament.

Pioneer Cemetery (Eliminated in Round 2)

The Pioneer Cemetery is home to some of our most famous friends at Historic Spanish Point: John Webb, Ginnie Webb, Frank Guptill, and Mabel Webb to name a few. Most of the early Webb family, along with a few other pioneers such as John Blackburn, are buried in this historic cemetery. Inside the cemetery, Oak logs covered in resurrection ferns bring a special touch to the spirit of the location.

This historic cemetery is one of the most well-maintained historic cemeteries of the Gulf Coast, and has a whole “body” of work to show for it. Expect to see the Pioneer Cemetery make a real push for the daisies to extend its life in this tournament.

Packing House (Eliminated in Round 1)

Built in 1870, the packing house was the heart of the Webb’s citrus business. They grew oranges, lemons, and limes to sell at markets in Key West and Cedar Key. The original packinghouse is thought to have been destroyed in the 1921 hurricane. The current packinghouse was reconstructed in 1990.

While the packinghouse may be looking for sweet orange victory, it is far more likely that its fans will be left a little sour. Just like the original packing house, this one is likely to get blown away by its competition.

North Region

Guptill House (Eliminated in Round 4)

The Guptill house was first built in 1901 by Frank and Lizzie Guptill. The three bedroom home was handcrafted by Frank Guptill and built almost entirely out of Florida yellow pine. Since it was restored in 1989, the Guptill house has been open for guests to view early pioneer home life.

This well-built structure brings into the tournament a long tradition of being a premier location at Historic Spanish Point, appearing on magazine covers, Kodak pictures, and iPhone cameras alike over the last 30 years. With a strong foundation and a recent restoration that has it looking its best in years, the building also features a superstar duo inside of it with Lizzie Webb’s piano and Frank Guptill’s violin on display. There are big expectations for this location to win the tournament, and it may have to face the music if it brings home anything but the championship.

Jungle Walk Garden & Aqueduct (Eliminated in Round 1)

Another of Bertha Palmer’s gardens, the jungle walk features native vegetation with a winding shell walkway and a concrete aqueduct. Approximately 500 feet in length, the aqueduct was created as a part of the jungle walk along the Archaic Shell Midden. The aqueduct began at a tank raised 15 feet above the ground and ended at the shell cascade and clam pool.

Welcome to the Jungle! This location is ready to provide the fun and the games in this tournament. Despite being located far off the beaten path at Historic Spanish Point, it has still landed a 2-seed ranking, boding well for its chances in this tournament.

Archaic Midden (Eliminated in Round 2)

Going back as far as 5,000 years ago, the Archaic Midden is the grand-daddy of all the historic locations at Historic Spanish Point. The archaic midden was built by ancient indigenous people who were living along the same shallow water bays that we see today, fishing and harvesting shellfish to survive. This midden is in a U-shape, making it an extremely rare archaeological site in the Southeast United States.

One word: Tradition. No other location at Historic Spanish Point has a longer tradition than the Archaic Midden, In fact, the recent powerhouses of the Guptill House and the Jungle Walk Garden are built on the foundation of the Archaic Midden. The Archaic Midden is geared up, and looking to make a comeback and school these young historic sites on how to really run a tournament.

Butterfly Garden (Eliminated in Round 1)

A mainstay for the better part of two decades at Historic Spanish Point, the Butterfly garden showcases Florida-friendly plants that are beloved by our butterflies. Walking through this serene location, you may catch sight of a Monarch or a Zebra Longwing, the Florida state butterfly.

The Butterfly Garden has been a favorite of both children and adults alike. Seeing these majestic insects flitter about can bring out a smile from anyone. This location is the strongest 4-seed in the tournament, and in most regions would be a strong dark horse to win the region. However, with a first round match-up against the Guptill house, the Butterfly Garden might lose the air from under its wings sooner rather than later.

West Region

White Cottage (Eliminated in Round 2)

First built in 1884 by Jack Webb, the White Cottage would later become the Dormitory used for housing guests who were attending the Webb Winter Resort. From the 1930s to the 1960s, the house was lived in by Bertha Palmer’s son Potter Palmer II, and her grandson, Gordon Palmer. Years later it would serve as Historic Spanish Point’s first visitor center.

The White Cottage has been a base of operations for people at Historic Spanish Point for the building’s entire 135-year history. It is extremely flexible and is capable of building on its past success every time it adds a new room or function. This valuable skillset will prove vital for the White Cottage as it looks to add yet another achievement to its history.

Sunken Garden & Pergola (Eliminated in Round 3)

Built in 1912, the Pergola and Sunken Garden was placed on the most prominent vista of the estate, with views of the water to the north, south and west. Bertha Palmer once stated, “Here…is a pergola of which I am very proud and which I planned myself.” This beautiful Victorian garden features bougainvillea plants climbing the columns of the pergola. First restored in 1989, it was restored again in 2018 with the help of a D.A.R grant.

With a fresh new look, the Sunken Garden and Pergola is ready to roll into this tournament and sink the competition. It didn’t earn its nickname “Slam Dunk and Pergola” for nothing. This location is a serious contender to ride its razzle-dazzle all the way to the championship.

Window to the Past (Eliminated in Round 1)

A Window To The Past is a premier archaeological exhibit that allows visitors to view the inside of a shell midden. Inside the exhibit, guests learn about the daily lives of the ancient indigenous peoples as well as see the artifacts and material they left behind, such as shell tools, shark vertebrae, and the evidence of where they burned fires.

A Window To The Past. More like a Window To The Future. This location brings resounding success and praise as one of the most unique archaeological exhibits in the United States. This exhibit is ready to show how it can use its many-layered skills and ancient fire to put up a wall against its competition.

Point Cottage (Eliminated in Round 1)

The Point Cottage was built in 1931 for Bertha Palmer’s grandson, Potter Palmer III. Potter only lived in the house for a short time, and it continued to interchangeably be used as a guest house and housing for the head gardener until the 1960s. Today, Point Cottage is used as part of the education programs at Historic Spanish Point. During the school year, visiting schoolchildren are taught how to weave, and during the summer, it is the base of operations for summer camps.

Point Cottage is a mystery location that not many people know about. Its activities often occur outside of the public eye, causing it to often be overlooked. However, the Point Cottage has some of the most enthusiastic and dedicated fans out there, who may rally around an underdog cry to propel their favorite location to victory.

East Region

Cock's Footbridge (WINNER)

In 1904, Daniel Cock, an innkeeper from Virginia, was living at the Fiddler’s Lodge, a building no longer standing. He built a footbridge that connected the northern part of the property to the Webb homestead houses, post office, and the boat docks on the point. The reconstructed footbridge provides beautiful views of Little Sarasota Bay, Casey Key, and Siesta Key.

Cock’s Footbridge clocks in as the most surprising 1-seed in the tournament. This location does not offer much more than views and a place to walk but has its excitement sustained by the thrill people get when they walk over water. This location is hoping to make a splash but may find its pathway too difficult to overcome.

Duchene Lawn & Classic Portal (Eliminated in Round 2)

The Duchene Lawn was first built in 1912 and named after the French landscape architect, Achille Duchene. It is a Victorian style garden, featuring a classic portal feature and Washingtonian and Phoenix palm trees. It is often thought that Bertha Palmer planned to build a mansion overlooking this lawn before her death in 1918.

This open-space location allows visitors to take a breath of fresh air from the high density of historic locations all around the rest of Historic Spanish Point. The Duchene Lawn will bring that same breath of fresh air to this tournament as it uses its wide space to box out the competition.

Burial Mound (Eliminated in Round 1)

The Burial Mound was used by the prehistoric Manasota culture that was living at Historic Spanish Point 2,000 years ago. In 1959, the Burial Mound was excavated by archaeologists Ripley and Adelaide Bullen. When excavating, the archaeologists most notably discovered a ceremonial burial of an alligator just inches below the surface.

This surprisingly under-rated location was a favorite of the Palmer family. The burial mound is not ready to let what happened in the past, stay in the past and is looking to bury its competition in this tournament.

Gazebo (Eliminated in Round 1)

The Gazebo at Historic Spanish Point is a reconstruction of a gazebo that once stood to the north of Bertha Palmer’s Oaks mansion. In the 1910s, it was a location to relax and view the ornamental pond when taking a break from playing at Bertha Palmer’s tennis courts.

The Gazebo is by no means a stand-out location in the context of the rest of Historic Spanish Point, but the Gazebo is not unseen. It is the gateway to the property, where all tours start and becomes an amazing life-size Fairy house during our Fairy House Festival. While not expected to win, the Gazebo should put in hard work and perform admirably in this year’s tournament.