Skip to content

Islamorada, Florida Keys · checked Oct. 21, 2026

Islamorada history: the 1935 hurricane, the railroad and the islands

The short answer

On the evening of September 2, 1935, NOAA says, the most intense hurricane on record to strike the United States roared through the Florida Keys, taking hundreds of lives. The Florida Keys Memorial, the Hurricane Monument, stands at US 1 at Mile Marker 81.5 in Islamorada and is on the National Register. The Village traces people here back two to three thousand years and incorporated on December 31, 1997.

Last checked October 21, 2026

The pale keystone hurricane monument stands on a raised stepped plaza: a stepped-top pillar carved in relief with palms bending in the wind above waves, with a dark bronze plaque below. Four coconut palms and leafy trees frame it under a clear blue sky, and a shopping strip and a communications tower show at far left.
Photo: Upstateherd, CC BY-SA 4.0 (cropped)

This is Islamorada’s history as the primary sources tell it: the Village of Islamorada, NOAA, the National Park Service, Florida State Parks and FDOT. Where they are silent, we are too. We do not give a death toll for the 1935 hurricane, because the sources disagree and we did not read one on a primary page. Every record was checked on Wednesday, October 21, 2026.

Before the railroad

The Village says archaeological evidence shows Native American populations lived on these islands two to three thousand years ago, and that the first historical record dates to 1513, when Ponce de Leon passed through the Keys. Early settlers from the Bahamas and New England shipped pineapples, sponges and shipwreck goods to northern markets. Offshore, Florida State Parks says the San Pedro, a Dutch-built ship in a Spanish flotilla, sank in a hurricane on July 13, 1733.

Indian Key had its own short boom. Florida State Parks says Jacob Housman bought it in 1831 and in 1836 had it made the first county seat of Dade County. In 1840, Indians attacked the island, destroying all but one building and killing Dr. Henry Perrine. Only stone foundations remain, and the park has been closed since April 2026 for a dock rebuild; see our Indian Key and Lignumvitae page.

Flagler’s railroad and the Windley Key quarry

The Village says the population grew after Henry Flagler’s railroad to Key West opened in 1912. Some of the railroad was built from Windley Key: Florida State Parks says the Key Largo limestone there was sold to the Florida East Coast Railroad to build the Overseas Railroad, and the quarry went on producing decorative Keystone until the 1960s. Today you can walk along its 8-foot-high quarry walls at Windley Key Fossil Reef Geological State Park, MM 84.9, open 8 a.m. to 5 p.m. Thursday through Monday for $2.50. The Florida Keys Overseas Heritage Trail incorporates 23 historic Flagler Railroad bridges. In 1919, William J. Matheson, a Miami chemist, bought Lignumvitae Key and built the caretaker’s home that is now its visitor center.

The 1935 Labor Day hurricane

NOAA’s Atlantic Oceanographic and Meteorological Laboratory says that on the evening of September 2, 1935, the most intense hurricane to strike the United States on record roared through the Florida Keys, taking hundreds of lives. It says the storm was found by Capt. Leonard Povey, flying for the Cuban army air corps, in what it calls an unprecedented flight that warned of its approach. Read NOAA’s account on its hurricane blog.

Black-and-white aerial photograph of a railway embankment running through flattened, debris-strewn land, with a long train of cars knocked over on their sides beside the track and the locomotive still on the rails.
The relief train derailed near Islamorada by the 1935 Labor Day hurricane. Photo: Unknown (US government photograph), Public domain

The photo above shows the relief train derailed near Islamorada by the storm. We do not add numbers or details to NOAA’s account.

The Florida Keys Memorial at MM 81.5

The National Park Service lists the Florida Keys Memorial, known locally as the Hurricane Monument, in the National Register of Historic Places under reference number 95000238, at US 1 at Mile Marker 81.5 in Islamorada. Some listings say MM 82; we use the NPS figure. The NPS record gives the memorial’s period of significance as 1925 to 1949 and its areas of significance as social history, politics/government and art, and names Harold Lawson and Lampert Bemelmans as architect and builder. The Morada Way Arts & Cultural District describes its corridor as marked by the cornerstones of the Green Turtle Inn and the Hurricane Monument. We did not find an official page with visiting hours or parking for the monument.

Close, upright view of the keystone memorial pillar: the carved relief of wind-bent palms over waves, the stepped top and the dark plaque at the base, with a palm frond and blue sky at the top.
The carved relief on the Florida Keys Memorial, February 2015. Photo: Bcrford, CC BY-SA 4.0

See the NPS record for the nomination details. Library Beach Park, MM 81.5 bayside, is listed at the same mile marker.

After the storm: bridges, a museum and a village

FDOT says it rehabilitated the Tea Table Relief Bridge at Mile Marker 79.8 starting November 2023, with final acceptance received January 27, 2025; details are on FDOT’s project page. Robbie’s says it has been part of Islamorada since 1976, the year Robbie and Mona started feeding a tarpon called Scarface. The History of Diving Museum was incorporated in 2000, opened part-time in September 2005 and began full-time operation in September 2006. The Village itself was incorporated as a municipality on December 31, 1997, and runs under a Council-Manager form of government.

History you can visit

  • The Florida Keys Memorial, US 1 at MM 81.5.
  • Windley Key Fossil Reef Geological State Park, MM 84.9: 8 a.m. to 5 p.m., Thursday through Monday, $2.50.
  • History of Diving Museum, 82990 Overseas Hwy (MM 83): daily 10 am to 5 pm, adults $15.
  • Florida Keys History & Discovery Center, 82100 Overseas Hwy on the Islander Resort property: Tuesday to Sunday, 10 a.m. to 5 p.m., general admission $15.00.
  • Lignumvitae Key’s Matheson house: by boat or kayak, Thursday through Monday.
  • The San Pedro shipwreck preserve: boat only, free, 8 a.m. to sunset.

The day planner can put these in mile-marker order.

History FAQ

What is Islamorada?

Islamorada, Village of Islands is a municipality in the middle of the Florida Keys in Monroe County. The Village says it was incorporated on December 31, 1997.

Source: Islamorada, Village of Islands: Why Islamorada Matters

When did people first live on these islands?

The Village says archaeological evidence shows Native American populations lived here two to three thousand years ago. The first historical record dates to 1513, when Ponce de Leon passed through.

Source: Islamorada, Village of Islands: Why Islamorada Matters

When did the railroad reach the Keys?

The Village says population grew after Henry Flagler's railroad to Key West opened in 1912.

Source: Islamorada, Village of Islands: Why Islamorada Matters

What happened in the 1935 Labor Day hurricane?

NOAA's AOML says that on the evening of September 2, 1935, the most intense hurricane to strike the United States on record roared through the Florida Keys, taking hundreds of lives.

Source: NOAA AOML: 80th Anniversary of the Labor Day Hurricane and first hurricane reconnaissance

How was the 1935 hurricane spotted?

NOAA's AOML says Capt. Leonard Povey, flying for the Cuban army air corps, found the storm in what it calls an unprecedented flight that warned of its approach.

Source: NOAA AOML: 80th Anniversary of the Labor Day Hurricane and first hurricane reconnaissance

Where is the Hurricane Monument?

The National Park Service lists the Florida Keys Memorial at US 1 at Mile Marker 81.5 in Islamorada.

Source: National Park Service NPGallery: Florida Keys Memorial (NRIS 95000238)

Is the Hurricane Monument on the National Register?

Yes. The NPS lists the Florida Keys Memorial under National Register reference number 95000238, with areas of significance in social history, politics/government and art.

Source: National Park Service NPGallery: Florida Keys Memorial (NRIS 95000238)

How did the History of Diving Museum start?

The museum says it grew from the collection of Drs. Joe and Sally Bauer, opened part-time in September 2005 and began full-time operation in September 2006.

Source: History of Diving Museum: Museum History

How long has Robbie's been feeding tarpon?

Robbie's says Robbie and his wife Mona started feeding a tarpon called Scarface in 1976.

Source: Robbie's of Islamorada: Feed the Tarpon

What is Windley Key Fossil Reef Geological State Park?

A former quarry where Key Largo limestone was cut for Flagler's Overseas Railroad and later for decorative Keystone until the 1960s. Visitors walk along 8-foot-high quarry walls.

Source: Florida State Parks: Windley Key Fossil Reef Geological State Park

Why is Indian Key historic?

Florida State Parks says Jacob Housman bought it in 1831 for a wrecking business and made it the first county seat of Dade County in 1836. In 1840 an attack destroyed all but one building and killed Dr. Henry Perrine.

Source: Florida State Parks: Indian Key Historic State Park, History

What is the Matheson House?

Florida State Parks says William J. Matheson, a Miami chemist, bought Lignumvitae Key in 1919 and built a caretaker's home with a windmill and cistern. It is now the visitor center.

Source: Florida State Parks: Lignumvitae Key Botanical State Park

What is the San Pedro shipwreck?

Florida State Parks says the San Pedro was a 287-ton, Dutch-built ship in a Spanish flotilla that sank in a hurricane on July 13, 1733. It was found in 1960 in Hawk Channel near Indian Key.

Source: Florida State Parks: San Pedro Underwater Archaeological Preserve State Park

Where is Alligator Reef?

NOAA says Alligator Reef lies about four and a half miles east of Indian Key, marked by a black and white lighthouse visible from land in the Upper Keys.

Source: NOAA Florida Keys National Marine Sanctuary: Alligator Reef SPA

Does the Heritage Trail use old railroad bridges?

Yes. Florida State Parks says it incorporates 23 historic Flagler Railroad bridges and parallels US 1, a National Scenic Highway and All-American Road.

Source: Florida State Parks: Florida Keys Overseas Heritage Trail

Dates, rules and hours can change. The organisers have the final word: Village of Islamorada (official site)

Thinking of staying longer

A week on the flats turning into a second-home question?

LPE Realty LLC, a licensed Florida real estate brokerage, is behind this guide. If Islamorada has you thinking about a place of your own, call or write and we will talk through the questions to ask first. Where a question needs a Keys specialist we say so, and we only pass your details on with your consent.

Visit LPE Realty LLC Call LPE Realty LLC (561) 652-6917

What is it like to live in Islamorada? · Thinking of selling a home in Islamorada?