Living in the Upper Keys
Community & Events
From annual festivals and fishing tournaments to conservation efforts, new business openings, and the latest local news - here's what's happening in Key Largo, Tavernier, and Islamorada. Updated October 16, 2026 with real local knowledge from someone who lives and works here.
What's Coming Up
Upcoming Events in the Upper Keys
These are the events worth putting on your calendar. I update this page regularly as new events are announced and past events are archived.
Taste the Keys
Key Largo & Upper Keys
A month-long culinary celebration organized by the Key Largo Chamber of Commerce. Participating restaurants offer prix-fixe menus, Foodie Trolley Tours, and the Signature Dish Showdown where guests vote for their favorite. A great way to experience the Upper Keys food scene.
Hush Money Murder Mystery Dinner Show
Key Largo
A live murder mystery dinner show in Key Largo with three Friday performances in October. Guests enjoy dinner and drinks while helping solve the evening's mystery in a lively, interactive night out.
REEF Fest
Key Largo
Divers, snorkelers, and ocean lovers gather in Key Largo for a weekend celebrating marine life and conservation. Hosted by the Reef Environmental Education Foundation, the event features diving, workshops, guest speakers, and a chance to contribute to citizen science.
Casting for Cats Backcountry Tournament
Islamorada
A backcountry fishing tournament benefiting the Upper Keys feral cat community, with ladies, co-ed, and junior divisions. A fun, community-driven day on the water for a good local cause.
Ladies, Let's Go Fishing! Saltwater Seminar & Fishing Fever Tournament
Islamorada
A weekend seminar introducing women to offshore and inshore fishing, with an optional two days of charter fishing and a tournament courtesy of the Florida Keys. A fun, supportive atmosphere for beginners and experienced anglers alike.
Treasure Treat Night at the History of Diving Museum
History of Diving Museum, Islamorada
The History of Diving Museum hosts its annual Halloween-themed Treasure Treat Night, with trick-or-treating through the galleries, a haunted exhibit, and a costume contest. A family favorite in Islamorada as October winds down.
Annual Trunk or Treat Halloween Party
Founders Park, Islamorada
The Village of Islamorada's annual Trunk or Treat Halloween celebration at Founders Park, with decorated trunks, costumes, games, and family-friendly Halloween fun. A safe, festive way for kids to enjoy the holiday in the Upper Keys.
Cheeca Lodge All-American Backcountry Tournament
Cheeca Lodge & Spa, Islamorada
An annual all-release backcountry tournament at Cheeca Lodge & Spa targeting snook, redfish, bonefish, tarpon, and permit. A long-running tradition that draws anglers from across the country to Islamorada waters.
16th Annual Light Up Key Largo
Murray E. Nelson Government & Cultural Center, Key Largo
The annual kickoff of the holiday season in Key Largo with a tree-lighting ceremony, live music, and family festivities at Mile Marker 102. A festive evening that marks the start of the holidays in the Upper Keys.
Islamorada Holiday Fest
Founders Park, Islamorada
The 22nd annual holiday celebration transforms Founders Park into a winter wonderland with a 30-ton Snow Mountain, live entertainment, food vendors, and community festivities. One of the most beloved family traditions in the Upper Keys.
63rd Annual Islamorada Sailfish Tournament
Islamorada
The flagship event of the Florida Keys Gold Cup Championship Series kicks off the winter sailfish season with pro and non-pro divisions. Festivities begin Friday, December 4, with fishing on December 5-6 in the legendary Islamorada grounds.
Islamorada Half Marathon, 10K & Rumrunner Run
Robbies of Islamorada
The annual race weekend returns with the Half Marathon and 10K on Sunday, December 13 starting at 7 AM from Robbies of Islamorada, plus the Rumrunner Run 5K/10K and the popular Beach N' Beer Mile on Saturday, December 12. Incredible ocean views straight down the Keys the whole way.
41st Annual Key Largo Holiday Boat Parade
Blackwater Sound, Key Largo
The 41st annual parade takes to Blackwater Sound under the theme "Holidays Under the Sea": decorated boats line up near Dusenbury Creek and cruise past the shoreline in a blaze of holiday lights. Waterfront restaurants and parks fill with spectators for the show.
Morada Way Art Walk
Morada Way Arts & Cultural District, Islamorada
Open galleries, working artists, live music, food, and wine vendors along Morada Way. Upcoming dates: October 15 and November 19, 2026. This monthly art walk is one of the most charming community events in the Upper Keys, a great way to meet neighbors and discover local talent.
Florida Keys Farmers Market
Islamorada
Fresh local produce, baked goods, tropical plants, and artisan products at Mile Marker 81. A weekly gathering that supports Keys farmers and small businesses.
Key Largo Artisan Market
Dolphins Plus Bayside, MM 102, Key Largo
A monthly artisan market at Dolphins Plus Bayside featuring local makers, crafts, and vendors on the first Tuesday of each month. A great evening to browse, shop small, and catch the sunset.
MarineLab Haunted Lagoon
Key Largo Undersea Park, 51 Shoreland Drive, Key Largo
MarineLab's free annual Haunted Lagoon brings creepy-crawly critters, snacks, and family-friendly underwater fun to the Key Largo Undersea Park. A favorite Halloween tradition for Upper Keys families, with the exact date announced closer to the event.
Bungalows Key Largo Halloween Weekend
Bungalows Key Largo
An adults-only Halloween celebration at Bungalows Key Largo with specialty dining, dancing, live music, and a costume contest. A festive way to close out October on the water.
Fish & Friends: Monroe County's Artificial Reef Program
REEF Ocean Exploration Center, Key Largo
The free monthly Fish & Friends seminar series at the REEF campus takes a closer look at Monroe County's artificial reef program, from reef deployments to the marine life they attract. A welcoming evening for anyone curious about the waters around the Keys.
Tour de Keys
Key Largo to Key West
A charity cycling ride with a 100-mile route starting in Key Largo and a 50-mile route from Marathon, both finishing in Key West. A scenic ride down the Overseas Highway supporting local causes, popular with cyclists from across Florida.
Stone Crab Season Is Open
Upper Florida Keys
Stone crab season officially opened October 15, and Upper Keys restaurants from Key Largo to Islamorada are already cracking fresh claws daily. A beloved culinary milestone that runs through mid-May, marking the start of the best eating season of the year.
Thanksgiving in the Keys
Key Largo, Tavernier & Islamorada
Upper Keys restaurants and resorts host special Thanksgiving dinners, from traditional buffets at waterfront resorts to casual local favorites. A warm, community-centered way to spend the holiday before the season of lights arrives.
First State Bank Key Largo Bridge Run
Jewfish Creek Bridge, Key Largo
A 10K and 5K run/walk that crosses the Jewfish Creek Bridge between the mainland and Key Largo. One of the most scenic road races in the Keys, drawing runners from across South Florida for the ocean-view course.
Conservation & Environment
Protecting What Makes the Keys Special
The Florida Keys National Marine Sanctuary, coral reef restoration, and local conservation efforts directly affect property values, quality of life, and the ecosystem that draws people here. Here's what's happening right now.
October 15-18, 2026
REEF Fest 2026 Celebrates a Weekend for Ocean Lovers in Key Largo
REEF Fest returned to the REEF Ocean Exploration Center at Mile Marker 98.3 with free marine-life seminars, a lionfish jewelry workshop, dive and snorkel outings, and a silent auction. The lineup featured deep-sea explorer Dr. Sam Purkis and NOAA Mission: Iconic Reefs specialist Kai Lopez, a weekend that underscores how central conservation is to life in the Upper Keys.
October 14, 2026
Coral 'Trees' Helped Save Florida's Reefs. Now Heat Threatens Them
A new feature chronicles how Ken Nedimyer invented the coral tree method that seeded Florida's largest restoration nurseries, and how extreme heat now endangers the very corals those nurseries protect. The Coral Restoration Foundation recently moved roughly 1,000 corals representing 130 genotypes from its Tavernier nursery to Elbow Reef as a second in-water gene bank, preserving the genetic diversity that could repopulate the reef.
October 8, 2026
Reef Restoration Continues After Warmer-Water Damage
Scientists, conservation groups, and young divers are restoring Florida coral reefs after years of heat stress and the 2023 bleaching event, including restoration work carried out in the Florida Keys during summer 2026. The effort pairs hands-on outplanting with research into which corals can best survive warming seas.
October 5, 2026
Heat Plus Disease Is a Deadly Combination for Keys Corals
A University of Georgia study published in the journal Coral Reefs found that during the 2023 Keys marine heat wave, diseased corals faced a nearly fourfold higher risk of death than healthy corals. The research shows heat stress and disease act together to kill reefs, sharpening the urgency of restoration and monitoring near Key Largo.
October 2, 2026
18 New Mooring Buoys Installed at Keys Reef Sites
Tourism tax dollars funded the installation of 18 new mooring buoy anchors at three popular reef sites within the Florida Keys National Marine Sanctuary. The buoys let boats tie up without dropping anchor, protecting fragile reef habitat from anchor damage while keeping the sites open to visitors.
October 2, 2026
Underwater 'Umbrellas' Reduce and Reverse Coral Bleaching, Study Finds
A new study in Frontiers in Marine Science, led by Nova Southeastern University's Dr. Karen Neely, shows that temporary underwater shades floating above corals cut light by 60% and reduced, and in some cases partly reversed, bleaching during heat waves. The field experiment on Florida Keys brain corals offers another tool for reef restoration as marine heat stress continues.
September 2026
Keys Reefs at Bleaching Alert Level 4 as Record Heat Stress Continues
The Florida Keys Reef Restoration program reports Keys reef areas at Bleaching Alert Level 4, with Florida Bay and backcountry sites at Alert Level 5, as marine heat stress continues through the fall. Alerts are expected to remain at or above Level 2 for roughly the next 9-12 weeks, keeping restoration teams on evacuation footing into November.
September 8, 2026
Repeated Bleaching Erodes the Reef's Ability to Keep Up With Sea-Level Rise
A new study in Frontiers in Marine Science documents how repeated coral bleaching events are undermining the Florida Keys reefs' ability to keep pace with sea-level rise. The findings add urgency to restoration and heat-hardening efforts as bleaching becomes a near-annual reality for Florida's Coral Reef.
September 14, 2026
The Florida Aquarium Joins Statewide Effort to Create the Next Generation of Florida's Coral Reef
Coral experts from The Florida Aquarium joined 11 other scientific and conservation teams in the Florida Keys to collect eggs and sperm from elkhorn coral colonies grown by Reef Renewal USA in an ocean-based nursery offshore. The coordinated effort builds directly on the record August spawn, when partner organizations produced more than 1.5 million coral embryos near Key Largo.
September 1, 2026
NOAA Says Florida's Coral Reef Is Worth Billions
NOAA highlighted the enormous economic value of Florida's reef, which runs roughly 350 miles from Martin County to the Dry Tortugas. Beyond its habitat and tourism value, the reef functions as a natural breakwater that absorbs wave energy before it reaches shore, protecting coastal property and communities.
September 10, 2026
Meet the 'Founders' Corals: A Genetic Lifeline for Elkhorn Reefs
In late August and early September, the largest collection of Florida's most endangered coral spawned at the Reef Renewal nursery off Key Largo, producing more than 60,000 embryos crossbred with heat-tolerant elkhorn coral from around the Caribbean. Scientists hope this genetics-driven approach can revive elkhorn on North America's only barrier reef after the catastrophic heat waves of recent years.
September 10, 2026
Scientists Plant and Study Heat-Resistant Corals in the Keys
Researchers and volunteers are planting corals across the Florida Keys and studying which species can best withstand warming seawater, monitoring pigmentation to detect the earliest signs of thermal stress. The work aims to identify and propagate the most resilient genetics as ocean temperatures continue to rise.
September 8, 2026
Warming Seas Disrupt King Crab Larvae, Threatening Reef Restoration
A study in Frontiers in Marine Science found that heatwave-level ocean temperatures, now common in Florida Keys summers, disrupt the swimming behavior of coral-restoring king crab larvae, nearly tripling larval mortality. The finding raises new questions for the reef restoration program that relies on these crabs to clear algae from outplanted corals.
September 1, 2026
Coral Whiteout: Experts Urge Assisted Gene Flow as Bleaching Deepens
Amid a coral "whiteout" across the Keys this summer, the Coral Restoration Consortium Genetics Working Group urged the restoration community to move quickly on assisted gene flow, warning that waiting would close off options for saving Florida's Coral Reef. The guidance lands as local restoration groups juggle bleaching rescues with the height of the annual coral spawning season.
July 24, 2026
New Keys Partnership Connects the Public to Coral Restoration
Sunset Watersports Key West and the Plant A Million Corals Foundation announced a partnership that connects visitors and locals to hands-on coral restoration work. The effort builds on the region's expanding network of nurseries and outplanting sites as bleaching threats continue.
August 2026
12 Organizations Join Forces in Landmark Coral Spawning Collaboration
In the first week of August, a historic collaboration of 12 organizations united to protect Florida's Coral Reef during the annual coral spawning event. Divers collected spawn off Key Largo and produced more than 1.5 million coral embryos, aimed at preserving genetic diversity after a devastating 2023 heatwave left elkhorn and staghorn corals at roughly one percent of their former abundance. Funded through a four-year NOAA grant, the effort is part of the Re5 (Resilient Reef Research, Rescue and Restoration) initiative led by the University of Miami Rosenstiel School, which dubbed it "the coral reef's second chance."
July 2026
Coral Bleaching Alert Level 1 Triggers Emergency Evacuations
NOAA marked the Florida Keys at Alert Level 1 for coral bleaching as offshore water temperatures matched the record pace of 2023. The Coral Restoration Foundation evacuated 246 elkhorn and staghorn corals to land-based facilities, and additional deeper-water holding locations were staged as backup response tiers.
October 2025 - June 2026
Nearly 16,000 Corals Returned to Reef Sites Across the Keys
The Coral Restoration Foundation returned nearly 16,000 corals from 17 species to 10 reef sites across the Florida Keys Reef Tract. The milestone reflects the largest active coral restoration pipeline in the world, with landscape-scale outplanting continuing despite challenging ocean conditions.
June 2026
Plant a Million Corals Foundation Opens Expanded Nursery
A newly expanded land-based coral nursery was unveiled to shield vulnerable coral genotypes in a stable, controlled environment. The expansion adds critical holding capacity for genetic diversity preservation as ocean temperatures continue to rise.
June 2026
Keys Marine Lab Completes New Temperature-Controlled Seawater System
USF's Keys Marine Laboratory completed a new temperature-controlled seawater system with Florida DEP funding, adding 20 seawater tables for emergency coral holding. The facility significantly expanded the region's capacity to rescue and hold corals during heat stress events.
June 2026
Vanguard: A New Private Undersea Habitat Installed in the Keys
A new private undersea research habitat named Vanguard was installed in the Florida Keys in June 2026, enabling extended underwater research and habitat monitoring. The facility represents a new chapter in marine science infrastructure for the region.
July 2026
Queen Conch Lawsuit: Conservation Groups Push for Critical Habitat
The Center for Biological Diversity filed a lawsuit against the National Marine Fisheries Service after the agency missed a deadline to designate critical habitat for the queen conch, the unofficial mascot of the Florida Keys. The iconic mollusk faces threats from overharvesting, habitat loss, and ocean acidification.
July 2026
Three Rare Keys Reptiles Gain Federal Protections
The Key ring-necked snake, rim rock crowned snake, and a third rare species received federal Endangered Species Act protections following more than a decade of advocacy. These species face extinction-level threats from development and rising sea levels in the Florida Keys.
March 2026
NOAA Moves Forward with Restoration Blueprint in Federal Waters
After the Restoration Blueprint was vetoed in state waters, NOAA announced it would implement new marine zone rules in federal waters covering approximately 51% of the Florida Keys National Marine Sanctuary. The agency continues working toward consensus with state agencies on remaining areas.
2026
Mission: Iconic Reefs Continues Landscape-Scale Restoration
NOAA's Mission: Iconic Reefs initiative continues restoring nearly three million square feet of reef across seven sites in the Florida Keys. The goal of boosting coral cover from 2% to 25% remains the most ambitious coral restoration effort in the world. New Iconic Reef Guardian volunteer programs launched in 2026.
2025-2026
Record Derelict Vessel Removal Cleans Keys Waters
Monroe County and FWC removed more than 248 derelict vessels from Keys waters in a 12-month period ending July 2025, funded by a $3 million ARPA grant. The backlog dropped from over 300 cases to under 80 pending, with 36 vessels removed in June 2025 alone. The cleanup continues through 2026, restoring water quality and navigable channels.
2026
State Invests $9.5 Million in Florida Keys Coral Reef Grants
Florida awarded $9.5 million in reef restoration grants supporting science-based coral nurseries, diver-led monitoring programs, and research into climate-resilient coral genotypes. The funding flows through Mote Marine Laboratory and the Coral Restoration Foundation, directly supporting the Mission: Iconic Reefs goal of restoring seven reef sites across the Keys.
2025-2026
Community Mangrove Nursery Program Expands Across the Keys
Coastlove Inc., funded by a Wildlife Foundation of Florida grant and partnered with Seatrees, expanded a community-driven mangrove nursery and planting program throughout the Keys. The initiative combats shoreline erosion and sea-level rise while engaging local volunteers in hands-on restoration.
August 2026
Anti-Offshore Drilling Events Mobilize Keys Community
The Endangered Species Coalition, Oceana, and Surfrider Foundation hosted a Lunch & Learn session at the History of Diving Museum in Islamorada on August 26 to oppose federal offshore drilling rule changes threatening Florida Keys coral reef and marine ecosystems. The well-attended event reflected strong community engagement in protecting the Keys' marine environment.
What's Happening Locally
Community & Development News
Infrastructure projects, new construction, business openings, and policy changes that affect daily life and property values in the Upper Keys.
October 9, 2026
Islamorada's 'Blueprint for Balance' Prioritizes Housing in Updated Comprehensive Plan
The village rolled out its updated, 300-plus-page Comprehensive Plan, which prioritizes affordable and workforce housing, road congestion relief, environmental protections, and village character. Officials point to roughly 20 new commuters added to Islamorada roads every year because of jobs without local housing, making the plan a road map for the village's next chapter.
October 8, 2026
$3.8 Million Founders Park Baseball Field Project Breaks Ground
The Village of Islamorada and Monroe County School District broke ground on a $3.8 million improvement project for the Founders Park baseball field, the home of Coral Shores High School. The result of years of negotiations, the upgrade adds a significant new community sports amenity for Upper Keys families.
October 6, 2026
Islamorada Approves 6% Annual Sewer Rate Hikes
The Village Council voted 5-0 to raise wastewater utility rates 6% annually through fiscal 2030-31, effective retroactively to October 1. A typical household bill rises from $77.05 to $81.66 per month in the coming fiscal year, reaching about $103 by 2030-31, as the village works to fix a troubled system.
October 1, 2026
Islamorada Council Adopts Budget with Pay Bumps for Staff
The Village Council unanimously adopted its 2026-27 budget, approving a 7% increase in total property tax revenue with the millage rate unchanged at 2.65 mills. The roughly $67 million spending plan includes raises for village staff after debate over bonuses versus merit increases.
September 14, 2026
Coast to Coast Pizza Company Opens in Key Largo
Coast to Coast Pizza Company opened its third location at 99625 Overseas Highway in Key Largo, serving New York, Detroit, and Sicilian-style pies. The woman- and veteran-owned shop held a Key Largo Chamber of Commerce ribbon-cutting and has quickly become a local favorite.
September 2026
Former HGTV Dream Home Compound Listed at $13.9M in Islamorada
The former 2008 HGTV Dream Home on Plantation Key, expanded into a 3.2-acre waterfront compound at 139 Gimpy Gulch Drive, hit the market at $13.9 million. The estate includes a main residence, guest house, media house, 100-foot pool, 250 feet of private beach, and a dock, a striking example of the upper end of the Islamorada market.
September 10, 2026
Breakwater Project off Sea Oats Beach Seeks to Protect U.S. 1
A village-led breakwater project off Islamorada's Sea Oats Beach (MM 74.5-75) aims to protect a storm- and erosion-prone stretch of U.S. 1 on Lower Matecumbe Key. The project is part of a broader effort to harden the Overseas Highway against increasingly frequent storm surge.
September 2026
Monroe County Invests $2M in Pennekamp Discovery Center & Aquarium
Monroe County committed $2 million to the new Discovery Center & Aquarium at John Pennekamp Coral Reef State Park in Key Largo. The roughly $52 million project, which broke ground in April 2026 and is slated to open in 2028, will feature seven saltwater tanks totaling 43,000 gallons, anchored by a 23,000-gallon reef tank, plus new education space.
July 2026
Islamorada Foundation Transforms Former Tennis Center Property
The Islamorada Foundation is converting the former Tennis Center property at 76800 Overseas Highway into community green space with tennis, pickleball, and bocce courts, a golf practice center, and a basketball court. The project adds recreation options in the heart of the village.
September 16, 2026
Islamorada's Post Office Closure Raises Community Concerns
The U.S. Post Office on Upper Matecumbe Key is reported to be closing for good in the coming months, triggering community petition efforts and concern that mail service would shift to Tavernier Towne Plaza. Residents are rallying to keep services local.
September 3, 2026
The Lorelei, an Islamorada Icon, Hits the Market at $18 Million
The Lorelei Restaurant and Cabana Bar, the iconic mermaid-sign watering hole on Upper Matecumbe, was listed through Berkshire Hathaway with an asking price of $18 million. One of the most beloved waterfront properties in the Keys, it represents a landmark hospitality opportunity.
September 2026
A Record Quiet Hurricane Season So Far in the Keys
No Atlantic hurricanes had formed through late September 2026, a 112-year record. Tropical Storm Fay, the season's sixth named storm, formed September 20 far out in the central Atlantic and never threatened Florida. Locals know it only takes one storm, so preparation never really ends.
September 17, 2026
'Best of Upper Keys' Nominations Now Open for 2026
The annual Best of Upper Keys vote launched with nominations open in more than 80 categories covering local businesses, food, people, and organizations. Locals pick their favorites in a community-wide celebration of everything that makes the Upper Keys special, with voting open through the fall.
September 14, 2026
New Playground Opens at Islamorada's St. James Children's Center
A ribbon-cutting marked the opening of a new playground at the St. James Children's Center in Islamorada, funded in part by a student read-a-thon. Chamber president Rob Stober and State Representative Jim Mooney joined the celebration of the new community amenity for local families.
September 14, 2026
All Keys Commercial Joins TCN Worldwide
Key Largo-based All Keys Commercial was welcomed as the newest member firm of TCN Worldwide, expanding its commercial real estate coverage across Monroe County including Key Largo, Tavernier, and Islamorada. The move strengthens the local commercial brokerage's reach for Upper Keys business property.
September 2026
Ocean Drive Indoor Golf Opens on Upper Matecumbe
The former Lions Lair building on Upper Matecumbe is now Ocean Drive Indoor Golf, a new entertainment venue with three golf simulator screens and lessons from golf professional Dillon Fay. A new indoor option for rainy days and evening activities in Islamorada.
August 2026
Morada Way Grows Into Islamorada's First True Downtown
Morada Way in Islamorada now hosts more than 40 businesses, with a rebuilt Fishing Club, new restaurants, and the Morada Way Arts & Cultural District managing properties at 151 Morada Way. The district has evolved into the closest thing the village has to a walkable downtown, and a centerpiece of Upper Keys nightlife and culture.
August 28, 2026
Islamorada Council Weighs Wastewater Rate Hikes Through 2031
The Village Council is considering a resolution to raise wastewater rates up to 6% annually from 2027 through 2031. A rate study flagged operating costs of roughly $7.2 million expected for fiscal 2026, outpacing the $6.9 million in ratepayer revenue, even as the village works to fix a troubled system that could cost $7.5 million to repair.
August 14, 2026
Islamorada Finalizes Tentative Budget for the New Fiscal Year
The Village Council wrapped up a tentative budget with about $23.7 million for day-to-day operations and $25.1 million for enterprise functions, proposing a 2.7231 millage rate while grandfathering benefit contributions for current employees.
2026
Pinfish Entertainment Opens Arcade at Tavernier Towne Center
A new family entertainment arcade opened at the Tavernier Towne Center, giving Upper Keys families another indoor option for fun on rainy days and weekends. Another sign of the retail and entertainment momentum building in Tavernier.
August 20, 2026
"Occupational Hazard: The First Coral Reefers" Film Premieres
The documentary "Occupational Hazard: The First Coral Reefers" premiered at the Key West Theater, highlighting the pioneering work of coral reef conservationists in the Florida Keys. The film profiles the scientists, divers, and advocates dedicated to protecting and restoring the region's coral reefs.
July 2026
ALDI Opens in Key Largo to Enthusiastic Crowds
ALDI opened its first Upper Keys location in Key Largo on July 23, 2026, to lines of eager shoppers. The new grocery store at a renovated former retail space gives residents a fresh option for affordable groceries in a market where food prices have been a persistent concern.
June 2026
Bass Pro Shops Acquires Cheeca Lodge & Spa in Islamorada
Bass Pro Shops' resorts division agreed to acquire the historic Cheeca Lodge & Spa in Islamorada in a June deal brokered by JLL, uniting the oceanfront resort with the adjacent World Wide Sportsman Store & Marina, which Bass Pro already owned. The storied property has hosted Ernest Hemingway, Ted Williams, and Jack Nicklaus. The acquisition signals continued investment in the Upper Keys hospitality market from major national brands.
July 2026
Monroe County Approves Workforce Housing Allocation Plan
The Monroe County Commission approved a plan to distribute the county's share of 900 new residential building allocations from Senate Bill 180. A new market-rate workforce housing category ensures roughly 80% of allocations go to property owners who derive at least 70% of their income as workforce members in Monroe County, targeting 55 allocations per year.
July 2026
New Water Pipeline Completed Through Islamorada
The Florida Keys Aqueduct Authority completed installation of a new 36-inch steel drinking water pipeline through most of Islamorada, with water fully connected and flowing in Plantation Key as of July 11. The new main replaces an aging transmission line and improves water reliability across the Upper Keys.
July 2026
$21 Million Twin Lakes Flood Mitigation Project Completed
The $21 million Twin Lakes community flood mitigation project in Key Largo was completed in late July, designed to address chronic street flooding that had plagued the neighborhood for years. The project is a major quality-of-life improvement for Twin Lakes residents.
July 2026
Islamorada Council Sets Preliminary Tax Rate at 2.8 Mills
Islamorada's Village Council opted for a preliminary tax rate of 2.8 mills on July 7, representing a 13% increase in total property tax. The decision came amid discussions about funding for infrastructure projects and community services.
July 2026
The Hideout Restaurant: New Mexican-Inspired Dining in Key Largo
The Hideout Restaurant at 47 Shoreland Drive in Key Largo was profiled for its authentic Mexican-inspired cuisine from the Placencia family. The new addition to Key Largo's dining scene has quickly earned a local following.
May 2026
Steps Therapy Center Opens Key Largo Location
Steps Therapy Center, a Coral Gables-based multidisciplinary medical and therapy practice, opened a new location in Key Largo, expanding access to healthcare services for Upper Keys residents.
February 2026
Monroe County Approves New Multifamily Townhome Complex in Key Largo
The Monroe County Planning Commission approved a new multifamily townhome complex in Key Largo to address the critical housing shortage in the Upper Keys. The project adds much-needed workforce housing inventory in a market where supply remains extremely tight.
Ongoing 2026
Tavernier Publix & Workforce Housing Project Moves Forward
The long-anticipated development at MM 92.5 in Tavernier cleared additional county commission approvals in 2026. The 49,000+ sq ft Publix supermarket, liquor store, and 86 workforce housing units represent the largest commercial development in the Upper Keys in years. At least 43 housing units must be completed before the supermarket opens.
August 2026
Hurricane Season 2026: NOAA Lowers Forecast as El Nino Strengthens
NOAA reduced its 2026 Atlantic hurricane season forecast in August, now calling for 7-13 named storms, 2-6 hurricanes, and 0-2 major hurricanes, reflecting a 75% chance of below-normal activity due to strong El Nino conditions. Despite the lower overall forecast, Monroe County emergency management officials stress that it only takes one. The U.S. Air Force Reserve and NOAA hosted a preparedness mission in the Keys in April, and Hurricane Preparedness Week was held May 3-9. Evacuation zone information is available at monroecounty-fl.gov.
January 2026
State Approves First 300 New Building Rights Under SB 180
Governor DeSantis and the Cabinet greenlit the first round of new building rights under Senate Bill 180, allocating up to 900 new units over 10 years for the Florida Keys. The initial batch of 300 units began distribution in January 2026, providing a measured but meaningful increase in housing supply.
2026
State Budget Allocates $750,000 for Keys Affordable Housing
The Florida state budget earmarked $750,000 for Habitat for Humanity affordable housing projects in the Florida Keys, reflecting ongoing recognition of the workforce housing crisis.
April 2026
Ultimate Marine Opens Boat Dealership in Key Largo
Ultimate Marine expanded into the Florida Keys with a new boat dealership in Key Largo, bringing a wider selection of new boats and marine services to the Upper Keys community.
2026
Founders Park Ballfield Slated for $6.1 Million Upgrades
Islamorada's Founders Park is scheduled for $6.1 million in ballfield upgrades, improving recreational facilities for the community. The project reflects the village's commitment to maintaining quality public spaces.
July 2026
Islamorada Comprehensive Plan Update Open for Public Comment
The Village of Islamorada is updating its Comprehensive Land Use Plan, which will shape zoning, development density, and conservation priorities for the village for years to come.
April 2026
Monroe County Adds Safeguards for Conservation Lands
The Monroe County Commission placed additional safeguards on future uses of conservation lands across the Keys, ensuring protected natural areas remain preserved. The measure also explored alternative funding models for Keys health and social service nonprofits.
March 2026
Resilience Projects Continue Across Monroe County
Monroe County advanced multiple infrastructure upgrades, shoreline protection measures, and canal restoration projects across Keys communities to address flooding and sea-level rise. Led by Chief Resilience Officer Rhonda Haag, the projects represent a coordinated, long-term approach to climate adaptation.
Local Favorites
Where to Eat in the Upper Keys
I eat locally and share what I love. These are the restaurants I recommend to clients and friends - organized by community.
Key Largo
Coast to Coast Pizza Company
New York, Detroit, and Sicilian-style pizza at 99625 Overseas Highway. The woman- and veteran-owned shop opened its third location in Key Largo in September 2026 and quickly became a local favorite.
Vicky Bakery
The Miami-based Cuban bakery chain cut the ribbon on its first Keys location - its 30th in Florida and its first with a full-service bar - at 97630 Overseas Highway. A quick local favorite.
Bar Victor at Vicky Bakery
Vicky Bakery's first full-service bar opened inside the Key Largo shop in 2026, pouring tropical cocktails alongside croquetas and tapas. A new evening stop on the Overseas Highway.
The Hideout Restaurant
New Mexican-inspired restaurant from the Placencia family at 47 Shoreland Drive. Authentic flavors from a family-run kitchen that has quickly earned a loyal local following.
Caribbean Club
The iconic "Crib" got a savory upgrade in 2026 - a Key Largo institution with fresh energy and great food.
The Golden Buffalo
A new bar and restaurant in Key Largo featuring tacos, American fare, and a 5-star rating from locals.
Snook's Bayside Restaurant & Grand Tiki Bar
Waterfront dining with live music and sunset views.
DiGiorgio's Cafe Largo
Italian-inspired cuisine in a casual Keys setting.
Mrs. Mac's Kitchen
A beloved Keys institution famous for its Key lime pie, fried fish, and hearty breakfasts. Two locations in Key Largo with a fiercely loyal local following.
Key Largo Fisheries Backyard Cafe
Waterfront cafe serving the freshest seafood straight from the fishery. A hidden gem for stone crab claws, lobster Reubens, and Key West pink shrimp.
Snappers Oceanfront Restaurant & Bar
Oceanfront dining with incredible Keys views, live music, and a menu featuring fresh local seafood, steaks, and tropical cocktails.
The Fish House
A Key Largo staple for fresh seafood since 1986. Known for their fish dip, hogfish, and key lime pie.
Italian Food Company
Family-owned Neapolitan pizzeria offering waterfront dining with authentic Italian flavors.
Angela's Mexican Bar & Grill
Newly opened in Key Largo, bringing fresh Mexican cuisine with a Keys twist.
Zaika
Fresh Indian cuisine by chef Ganesh Selvam, featuring made-from-scratch recipes with a signature 72-hour preparation process. A welcome new flavor in Key Largo.
Calusa at Bakers Cay
A newly opened restaurant at the Bakers Cay resort in Key Largo, one of the newest dining additions in the Upper Keys for 2026 with a coastal-focused menu.
Tavernier
Poppa Wahoo Foodie Boat Excursion
A popular Upper Keys culinary boat tour visiting local waterfront spots. A unique way to experience the Keys dining scene by water.
What the Fish
New seafood spot beside The Mar Bar near Tavernier Creek Bridge - already drawing a following.
The Mar Bar
A fresh addition to the Tavernier Creek dining scene with a casual, waterside vibe.
Lido 73
Modern casual dining on the Tavernier Creek.
Habanos On The Creek
Cuban-inspired flavors right on the marina.
Old Tavernier Restaurant & Lounge
A community staple since the old days - classic Keys atmosphere.
Dillon's Pub & Grill
Local pub vibes with solid food.
Islamorada
Rhum House at Grassy Flats
A new waterfront dining concept emphasizing locally sourced fish and market proteins.
Kindler
Signature restaurant at Three Waters Resort & Marina. Open-hearth live-fire cooking - one of the most exciting dining additions to the Keys in years.
Mercado Morada
Central American street food at Three Waters Resort & Marina (MM 84), one of the newest additions to the Islamorada dining scene in 2026. Pupusas, tacos, and tropical cocktails.
Kaiyo Grill & Sushi
A newer sushi and grill spot at Mile Marker 88 that has expanded its presence in 2026. Fresh rolls and grilled plates for a change of pace in the Islamorada dining scene.
Flagler Station
A new waterfront steakhouse combining prime steakhouse classics with a rooftop cocktail lounge overlooking the Atlantic. One of the most exciting new dining concepts in Islamorada.
Papa Joe's Waterfront
Islamorada's newest and most beautiful restaurant and Tiki Bar, reimagined on the historic grounds of the original 1938 site.
Square Grouper - Islamorada
The popular seafood concept from Cudjoe Key reopened October 9 at the Islamorada Marina (MM 80.4) after its seasonal break, serving fresh catches bayside for lunch and sunset drinks.
Punta Morada - Raw & Fire Coastal Kitchen
A new coastal dining destination at MM 81 inspired by Baja and Florida Keys flavors. Features a Jungle Bar for wines and flatbreads.
Lazy Days Restaurant
Iconic waterfront dining - one of the most popular in the Keys.
Lorelei Restaurant & Cabana Bar
Sunset drinks and seafood right on the water.
Wahoo's Seafood Bar and Grill
Top-rated seafood in a laid-back Keys setting.
Ziggie & Mad Dog's
Fine dining - a special-occasion favorite.
Chef Michael's
Upscale farm-to-table dining with a focus on local and sustainable ingredients.
Mangrove Mike's
A beloved breakfast and lunch spot known for fresh-squeezed juices and creative pancakes.
Chef Erik's Swordfish Grill
A tiny nine-table gem at Bud N' Mary's Marina (MM 77.5) serving fresh local seafood. Open part of the week by the Stanczyk family - a true local find.
Recently Happened
Past Events Archive
These events have already taken place. I keep this archive so you can see what's happened recently and plan ahead for next year's editions.
September 28 - October 9, 2026
Feed the Keys 2026 Food Drive
Collection sites across the Upper Keys
United Way of Collier and the Keys' annual Feed the Keys food drive collected non-perishable food for families in need across the Keys. Drop-off sites were set up throughout the Upper Keys through October 9, an easy way for neighbors to give back as the holidays approached.
October 7, 2026
Ocean After Hours: Cephalopods and Crafts
REEF Ocean Exploration Center, Key Largo
An educational evening exploring the fascinating world of octopuses, squid, and cuttlefish. Hands-on crafts and presentations made this a great family-friendly learning experience at the REEF campus.
October 3, 2026
Old Highway 5K Run/Walk
Coral Shores High School, Tavernier
A timed 5K run and walk along the legendary Old Highway, starting and finishing at Coral Shores High School. The flat, shaded course benefited the Baptist Health Mariners Hospital Center for Excellence in Nursing.
October 2-3, 2026
Fall Backcountry Fly Championship
Islamorada
Anglers competed for the most inches of snook and redfish caught on fly at the fall backcountry championship, where one inch equals one point. A competitive weekend on the flats that showcased the world-class fishing the Upper Keys is famous for.
October 1-3, 2026
Moon Crush Music Weekend
Key Largo
A multi-day music festival weekend on the water in Key Largo, part of the Moon Crush concert series that brought national touring acts to intimate Keys venues. Live music with sunset views over the bay, a favorite for locals and visitors alike.
September 26, 2026
Coral Restoration Foundation Open Dive with Rainbow Reef
Key Largo
The Coral Restoration Foundation hosted a public dive program with Rainbow Reef Dive Center, giving divers a hands-on look at coral restoration in action, with foundation staff guiding participants through nursery and outplanting work.
September 25-26, 2026
Conch Scramble Charity Golf Tournament
Islamorada
A uniquely Keys boat-based golf tournament where players traveled between waterfront venues by boat. The charity event combined the best of Keys boating culture with a fun golf scramble, all supporting local community causes.
September 25-27, 2026
Take Stock in Children Backcountry Challenge
Key Largo
An annual backcountry fishing tournament organized by the Rotary Club of Key Largo, targeting trout, snook, and redfish. Proceeds support Take Stock in Children scholarships for local students.
September 26, 2026
Friend's Fall Festival
Murray E. Nelson Government & Cultural Center, MM 102, Key Largo
A community fall celebration hosted at the Murray E. Nelson Government & Cultural Center, the bayside cultural hub at Mile Marker 102. The event marked the start of the fall season in Key Largo with neighbors and local performers.
September 18-20, 2026
Herman Lucerne Memorial
Islamorada
A community fishing tradition in Islamorada honoring legendary Keys backcountry guide Herman Lucerne, whose career on the flats spanned decades. Anglers and friends gathered in mid-September to fish the waters he loved and keep his legacy alive.
September 15, 2026
Fish With A Hero Islamorada: Heroes' Welcome & Reception
Islamorada
A heartfelt community welcome for 25 wounded and disabled veterans arriving for the annual Fish With A Hero fishing event. The reception kicked off several days of offshore and backcountry fishing therapy to help participants cope with PTSD, TBI, and other service-related wounds. A moving reminder of the community's gratitude.
September 12-13, 2026
Son Del Mundo Hispanic Heritage Celebration
Florida Keys Brewing Company, Islamorada
A weekend of live music, dancing, and food marking Hispanic Heritage Month at the Florida Keys Brewing Company. A relaxed, low-key way to celebrate the culture and flavors that are part of life in the Keys.
September 12, 2026
Red, White and Blue Paddle Parade
John Pennekamp Coral Reef State Park, Key Largo
A paddle parade celebrating America's 250th birthday: paddlers and kayakers form up on the park's mangrove trail, followed by glass-bottom boat rides, live music, and key lime pie. A fun, family-friendly morning on the water at the nation's first underwater park.
September 10-12, 2026
Swim for Alligator Lighthouse
Islamorada
An annual 8-mile open-water swim to Alligator Reef Lighthouse with the main event on September 12, one of the most iconic endurance races in the Keys. Organized by the Fighting Manatee Masters swim club, it draws athletes from across the country to one of the most beautiful courses in open-water swimming.
September 8, 2026
Fish & Friends: Splash into the Aquatic Preserves
REEF Ocean Exploration Center, Key Largo
The free monthly Fish & Friends seminar series at the REEF campus kicked off the fall with a closer look at the coral reef ecosystem and the Florida Keys Aquatic Preserves. A welcoming, family-friendly introduction to the marine world right on our doorstep.
August 26, 2026
Lunch & Learn: Protecting the Keys from Offshore Drilling
History of Diving Museum, 82990 Overseas Highway, Islamorada
An educational session hosted by the Endangered Species Coalition, Oceana, and Surfrider Foundation to oppose federal offshore drilling rule changes threatening Florida Keys coral reef and marine ecosystems. A critical community conversation about protecting the waters that define our way of life.
August 22, 2026
The Big Splash
Wesley House, 5 Homestead Avenue, Key Largo
A family-friendly community event by Wesley House Family Services featuring five giant waterslides, a foam pit, bounce attractions, and complimentary lunch. A "Pass It On Ticket" program let community members sponsor a child in need.
August 21-22, 2026
State Stand Up Paddle Invitational
Founders Park, Islamorada
Special Olympics Florida hosted this invitational stand-up paddleboarding event at Founders Park. Athletes from across the state competed in one of the most scenic paddle venues in the Keys.
August 16, 2026
Game On! Key Largo Triathlon
John Pennekamp Coral Reef State Park, Key Largo
A USA Triathlon-sanctioned event featuring Olympic and Sprint distance triathlon and duathlon courses through Key Largo.
August 14, 2026
JRN FL Keys Takeover
Key Largo
A community gathering bringing together boaters, music lovers, and Keys locals for a summer celebration on the water.
August 11, 2026
Fish & Friends: Saving Birds in the Florida Keys
REEF Campus, Key Largo
A free monthly seminar series at the REEF campus. This session focused on bird conservation in the Keys, featuring local wildlife experts discussing rescue efforts and habitat preservation.
August 9, 2026
MarineLab Family Day: Snorkel the Reef with a Marine Biologist
MarineLab, Key Largo
A family-friendly day of snorkeling and marine science education led by actual marine biologists. A hands-on opportunity for kids and adults to learn about the coral reef ecosystem.
August 1, 2026
Made on Morada Way Exhibition
The Hale Gallery, Islamorada
A group art exhibition featuring original works by Morada Way Arts & Cultural District artists. The show highlighted the vibrant creative community that makes Islamorada a destination for art lovers.
August 1, 2026
Key Largo Kyalami Coral Reef Dive Restoration
Mote Coral Nursery at Reefhouse Resort, Key Largo
A community dive event partnering with Mote Marine Laboratory to support coral restoration efforts at the Key Largo nursery. Volunteers helped clean coral trees and maintain nursery infrastructure.
July 30-31, 2026
Mini Lobster Season
Upper Florida Keys
The two-day recreational spiny lobster mini-season drew boaters and divers from across the state for this annual Keys tradition.
July 4, 2026
50th Annual Key Largo 4th of July Parade & Fireworks
Key Largo (MM 98.2)
The beloved Keys tradition celebrated its 50th year with a parade, community picnic at Key Largo Park, and fireworks over Blackwater Sound.
July 4, 2026
Islamorada Independence Day Celebration at Founders Park
Founders Park, Islamorada
Food trucks, live music, inflatables, a patriotic parade, and fireworks at Founders Park.
March 28-29, 2026
34th Annual Florida Keys Island Fest
Founders Park, Islamorada
Juried art show, live music, food vendors, classic cars, and family fun at Founders Park. One of the premier spring events in the Upper Keys.
March 21-22, 2026
Key Largo Seafood Festival
Rowell's Waterfront Park, Key Largo
Fresh seafood, live entertainment, arts and crafts vendors, and family activities at Rowell's Waterfront Park.
January 17, 2026
43rd Annual Art Under the Oaks
San Pedro Catholic Church, Tavernier
A long-running arts and crafts festival showcasing over 100 artisans from across the country. One of the most beloved community traditions in Tavernier.
June 4-7, 2026
Coralpalooza
Upper and Lower Keys
The Coral Restoration Foundation's 11th annual dive event engaged hundreds of volunteers who logged over 514 hours underwater cleaning Coral Trees across the Keys.
June 24-25, 2026
IFC Captain's Cup Dolphin Tournament
Islamorada Fishing Club
A premier fishing competition for the heaviest combined dolphin (mahi mahi) catch, with up to $25,000 in prizes.
June 15-19, 2026
63rd Annual Gold Cup Tarpon Tournament
Lorelei Restaurant and Cabana Bar, Islamorada
One of the most prestigious all-release tarpon fishing events in the Keys, headquartered at the Lorelei.
Living Well in the Florida Keys
Buying a home is only part of the story. Living well is the rest of it. If you're thinking about making the Keys your home - or your next chapter - explore our waterfront neighborhoods or check the current market report. I'd love to help you discover everything this community has to offer.
Talk soon, Jaclyn