Morada Way Art Walk
Organiser date for 2026Monthly third Thursday art walk: gallery openings, local artists, live music, food.
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A community guide by LPE Realty LLC · (561) 652-6917
Village of Islands · Florida Keys
Islamorada runs from Mile Marker 90.0 to 72.6 on US 1 in the Florida Keys. The things to do here are on the water: flats and offshore fishing in FWC's seasons, Alligator Reef, beaches and kayak launches, Lignumvitae Key, the 1935 Hurricane Monument and the diving museum. Indian Key is closed while its dock is rebuilt.
Turquoise flats near Islamorada. A film cut from 9 real photographs of Islamorada, Florida Keys. Credits
Next in Islamorada
Dates from the Village, the Islamorada Chamber of Commerce and each organiser, checked October 21, 2026. Every card adds to your calendar in one tap.
Monthly third Thursday art walk: gallery openings, local artists, live music, food.
Add to calendar: Google Apple / Outlook (.ics)
Snow Mountain, Holiday Parade around the Great Lawn, Santa photos, holiday bazaar and ornament auction.
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Two-day pro and non-pro sailfish tournament; first leg of the 2027 Florida Keys Gold Cup.
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Decision tool · day planner
Pick how long you have and what you like. The planner chooses sourced stops along US 1 in Islamorada and puts them in order from the Hurricane Monument at MM 81.5, so you are not driving back and forth between the keys.
Coming back to Islamorada more often than you planned? LPE Realty LLC, a licensed Florida real estate brokerage, will talk you through the questions to ask before you look at a place of your own.
Or start from one of three ready-made plans:
Breakfast, the tarpon at Robbie's, then Anne's Beach and lunch on the dock.
The 1935 memorial, the diving museum, the fossil reef quarry and the discovery center.
A mangrove-tunnel paddle, a small beach on the creek, then dinner by the bay.
Every stop comes from our sourced list of places in Islamorada (checked October 21, 2026). Distances are straight-line estimates from OpenStreetMap coordinates, not driving routes along US 1. Time per stop is your chosen time split evenly, not an official duration. Check each place's hours before you go; Indian Key is left out while its dock is rebuilt.
Planning your next trip before this one ends? See what living in Islamorada is like.
Since 1513
From Ponce de Leon's passage to a county seat on a tiny island, the railroad, the 1935 hurricane and a village incorporated in 1997, each step as the Village, Florida State Parks and NOAA record it.
1513
The Village says archaeological evidence shows Native American populations lived on the islands two to three thousand years ago, and the first historical record dates to 1513, when Ponce de Leon passed through the Keys.
Source: Islamorada, Village of Islands: Why Islamorada Matters, checked 2026-10-21
1836
Florida State Parks says Jacob Housman bought Indian Key in 1831 and in 1836 had it made the first county seat of Dade County.
Source: Florida State Parks: Indian Key Historic State Park, History, checked 2026-10-21
1912
The Village says early settlers from the Bahamas and New England shipped pineapples, sponges and shipwreck goods to northern markets, and population grew after Henry Flagler's railroad to Key West opened in 1912.
Source: Islamorada, Village of Islands: Why Islamorada Matters, checked 2026-10-21
1919
Florida State Parks says William J. Matheson, a Miami chemist, bought the island 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, checked 2026-10-21
1935
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, checked 2026-10-21
1997
The Village says Islamorada was incorporated as a municipality on December 31, 1997.
Source: Islamorada, Village of Islands: Why Islamorada Matters, checked 2026-10-21

A run down US 1
The Village says Islamorada runs from Mile Marker 90.0 to Mile Marker 72.6 on US 1. These four stops are in the order you reach them driving south; the day planner above orders any mix of stops for you.

MM 84.9 · Windley Key
Walk beside 8-foot quarry walls cut through ancient coral, where the stone for Flagler's railroad came from. Open Thursday to Monday, 8 a.m. to 5 p.m.

MM 81.5 · Upper Matecumbe Key
The 1937 Florida Keys Memorial to the people lost in the Labor Day hurricane of 1935, on the National Register of Historic Places.

MM 77.5 · Lower Matecumbe Key
Robbie's says it has been feeding tarpon from its dock since 1976. Dock admission and a bucket of fish are priced on its own site.

MM 73.5 · Lower Matecumbe Key
The Village's oceanside beach, open sunrise to sunset, with 300 feet of boardwalk, six pavilions and leashed dogs allowed.
Decision tool · what's in season?
Pick a date. We check it against the published rules and schedules: FWC's recreational seasons for the fish and shellfish people come here for, the lobster and stone crab seasons, dated events from their organisers, and hurricane season.
Planning your trips around the seasons and starting to think about a second home here? LPE Realty LLC, a licensed Florida real estate brokerage, will answer your questions by phone or through the contact form.
WedNov 18
History of Diving Museum "Immerse Yourself!" talk, 3rd Wednesday 7pm · 7 pm
ThuNov 19
Morada Way Art Walk, third Thursday 6 to 9pm · 6 to 9pm
WedDec 16
History of Diving Museum "Immerse Yourself!" talk, 3rd Wednesday 7pm · 7 pm
ThuDec 17
Morada Way Art Walk, third Thursday 6 to 9pm · 6 to 9pm
WedJan 20
History of Diving Museum "Immerse Yourself!" talk, 3rd Wednesday 7pm · 7 pm
ThuJan 21
Morada Way Art Walk, third Thursday 6 to 9pm · 6 to 9pm
Worked out from rules and schedules checked October 21, 2026, on each agency's or organiser's own page. Fishing rules change, sometimes at short notice: check FWC's current regulations (and the Florida Keys National Marine Sanctuary rules on the water) before every trip. This checker is a planning aid, not a legal statement of the rules.
Coming back every season? See what living in Islamorada is like.

The reef
The Village describes the Keys as protected by the only living coral reef in the continental U.S. NOAA calls Alligator Reef Lighthouse the most readily visible lighthouse from the Overseas Highway, and says anchoring of any kind will be banned in most Sanctuary Preservation Areas in 2027.
Photo: Peter Pryharski, CC0 (cropped)
Eat and drink
From each restaurant's own website, checked October 21, 2026. We list places with an Islamorada address and published hours. Hours change; check before you go.
Seafood restaurant (Bass Pro Shops restaurant group)
81532 Overseas Hwy (Mile Marker 81.5) Islamorada, FL 33036
The Islamorada location of the Bass Pro Shops restaurant brand, next to the World Wide Sportsman store; its page says it is home to 'the most sought after landmark location, overlooking the amazing bayside' with 'legendary sunsets and soft bay breezes'. Breakfast is served Friday through Sunday.
Sunday 11:00 am to 8:00 pm; Monday 11:00 am to 8:00 pm; Tuesday and Wednesday closed; Thursday 11:00 am to 8:00 pm; Friday and Saturday 11:00 am to 9:00 pm. Breakfast Friday through Sunday 8:00 am to 11:00 am.
Source: Islamorada Fish Company: Contact, checked 2026-10-21
Waterfront restaurant
88000 Overseas Highway Islamorada, FL 33036
'Located in Plantation Key, in the Village of Islamorada, Florida, Marker 88 has been serving guests since 1967.' The site also runs an on-site boutique (The 88 Boutique).
Monday to Thursday 11AM to 9PM; Friday 11AM to 10PM; Saturday 11AM to 10PM; Sunday 11AM to 9PM.
Source: Marker 88, checked 2026-10-21
Cafe, espresso bar, breakfast and lunch
80499 Overseas Hwy, Islamorada, FL 33036
'In the heart of Islamorada Florida, Midway Cafe offers a full Espresso Bar, Breakfast, Pastries, Coffee and Lunch.' The home page says it is closed Thanksgiving and Christmas Day.
Monday to Sunday 7:00am to 2:00pm (closed Thanksgiving and Christmas Day).
Source: Midway Cafe: Location, checked 2026-10-21
Sports bar and grill
85361 Overseas Hwy, Islamorada, FL 33036
'Our oceanfront restaurant serves lunch and dinner daily'; the site also says 'Catch all the action with 27 TVs showcasing your favorite sporting events'.
Bar: Sunday to Thursday 11am to 2am, Friday and Saturday 11am to 4am. Kitchen: Sunday to Thursday 11am to 1am, Friday and Saturday 11am to 2am.
Source: Hog Heaven Sports Bar and Grill, checked 2026-10-21
Bayfront restaurant and cabana bar
Mile Marker 82, Bayside, Islamorada, FL 33036
The site says to 'Look for the mermaid at MM 82, bayside' and to 'come by land or sea!' It says it serves breakfast, lunch and dinner daily with views of Florida Bay. The site gives no street number; OpenStreetMap files it at 96 Madeira Road.
Open every day 7 am to 10 pm. Breakfast 7 am to 10:30 am; lunch and dinner 11 am to 10 pm; happy hour daily 4 pm to 6 pm.
Source: Lorelei Restaurant and Cabana Bar, checked 2026-10-21
Oceanfront seafood restaurant
79867 Overseas Highway Islamorada, FL 33036
'Enjoy Relaxing Oceanfront Dining While Feasting On Exquisite Keys Style Dishes.' The upstairs patio is described as 'Overlooking The Beautiful Waters Of The Atlantic.'
Open every day 11 am to 10 pm. Lunch 11 am to 4 pm; dinner 4 pm to 10 pm.
Source: Lazy Days Restaurant, checked 2026-10-21
Waterfront bar and grill
83413 Overseas Highway, Islamorada FL 33036
Waterfront bar and grill at Whale Harbor; the site says 'This is the Keys at it's Best' and that outside food and beverages, including cakes, are not allowed.
Open 7 days per week: Sunday to Thursday 11:00 to 9:00; Friday and Saturday 11:00 to 10:00. Happy hour Monday through Friday 4:00 to 7:00.
Source: Wahoo's Bar and Grill, checked 2026-10-21
Wood-fired restaurant at a resort (open to the public)
84001 Overseas Hwy, Islamorada, FL 33036
'A crackling wood-fired hearth welcomes you to our signature Islamorada upscale restaurant.' The page says locals get 15% off with a Monroe County ID and asks diners to park in the Marina parking lot.
Breakfast Monday to Friday 7 am to 11 am, Saturday and Sunday 7 am to 10 am; brunch Saturday and Sunday 7 am to 2 pm; dinner Wednesday to Sunday 5 pm to 10 pm; happy hour Wednesday to Sunday 5 pm to 6 pm. (The same page's FAQ says breakfast is Monday through Sunday 7:00 AM to 11:00 AM.)
Source: Islamorada Resort Collection: Kindler Wood-Fired Fare, checked 2026-10-21
Thinking of staying longer
The Village says it has just over 6,000 permanent residents. LPE Realty LLC, a licensed Florida real estate brokerage, publishes this guide and can talk you through the questions to ask before buying or selling here.

Quick answers
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
The Village names five inhabited islands: Plantation Key, Windley Key, Upper Matecumbe Key, Lower Matecumbe Key and Tea Table Key.
Source: Islamorada, Village of Islands: Why Islamorada Matters
The Village says it sits between Mile Marker 90.0 and Mile Marker 72.6 on U.S. Highway 1.
Source: Islamorada, Village of Islands: Why Islamorada Matters
The Village says it is no more than one mile wide at its widest point, with an average elevation of about five feet.
Source: Islamorada, Village of Islands: Why Islamorada Matters
The Village says Islamorada is "known by many as the sportfishing capital of the world" and has perhaps the world's highest density of professional offshore charter boats.
Source: Islamorada, Village of Islands: Why Islamorada Matters
The Village describes the Keys as protected by the third largest barrier reef in the world and the only living coral reef in the continental U.S. The surrounding waters are designated Outstanding Florida Waters.
Source: Islamorada, Village of Islands: Why Islamorada Matters
Journal

Snook harvest in Islamorada and the rest of the Florida Keys closes Tuesday, December 1, 2026, because FWC puts the Keys in its Southwest…

NOAA says that in 2027 anchoring of any kind will be prohibited in Sanctuary Preservation Areas in the Florida Keys, with six named exceptions.…

Florida's state waters stone crab season opened Thursday, October 15, 2026, and in Islamorada and the rest of the Florida Keys it runs through…
Thinking of staying longer
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
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