The Florida Keys & Key West
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Calendar of Events

Current Islamorada Events

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  • Sponsored Event
  • Dec 28, 2022 - Mar 18, 2023 Key West
  • 63rd Annual Key West Home Tours
  • Website
  • 305-294-9501 E-mail
  • Facebook Instagram
  • The 63rd Annual Home Tours hosted by the Old Island Restoration Foundation offers a chance to peek into into some of the most beautiful 19th and 20th century residences on the island, learn fascinating history, and enjoy fine art collections and antiques.
Image for Art Guild of the Purple Isles Annual Members' Judged Art Show
Image for Poor Girls Sailfish Tournament
  • Feb 7, 2023 - Feb 8, 2023 Islamorada Fishing
  • Poor Girls Sailfish Tournament
  • Website
  • This regional charity competition raises money to spay and neuter feral cats in the Upper Keys. Trophies are awarded to the first-, second- and third-place teams, grand champion and runner-up grand champion anglers as well as for the largest dolphin fish, kingfish and tuna, among others. Events take place at the Islander Resort, mile marker 82.
Image for Florida Keys History & Discovery Center Lecture: Growing Up in the Keys
  • Feb 8, 2023 Islamorada Arts & Culture
  • Florida Keys History & Discovery Center Lecture: Growing Up in the Keys
  • Website
  • Enjoy first-hand accounts from residents who grew up in the Keys. Len Rhodus, who grew up on Plantation Key, Ron Watson from Key Largo and Eddie Whiteman, raised on Islamorada’s Matecumbe islands are to reminisce. Doors open at 5, lecture from 6 to 7:30 p.m. at the center, located at the Islander Resort, mile marker 82. Tickets $10, advance registration required. Doors open at 5 p.m. with the lecture from 6 to 7:30 p.m. at the center, located at the Islander Resort, mile marker 82.
Image for Morada Way Third Thursday Art Walk in Islamorada
  • Feb 16, 2023 Islamorada Arts & Culture
  • Morada Way Third Thursday Art Walk in Islamorada
  • Website
  • The Morada Way Arts & Cultural District’s Third Thursday Art Walk in Islamorada is the organization’s landmark, monthly event. On the Third Thursday of each month, Keys-inspired fine artists, vendors, residents, and visitors congregate on Morada Way in Islamorada to celebrate the arts and culture in the Florida Keys. Enjoy a relaxing evening from 6-9 p.m. perusing local fine art, imbibing local craft beer and wine and listening to music, in the area between mile markers 81 and 82.
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  • Feb 18, 2023 Islamorada Arts & Culture
  • Pops in the Park:
  • Website
  • “Who Let the Dogs Out?" is the theme for this month's free, outdoor concert from Keys Community Concert Band at Founders Park, mile marker 87, bayside, from 4 to 5 p.m. Saturday afternoon. Bring a blanket or lawn chair and pack a picnic basket for a family-friendly concert of animal-themed music. Bring your pooch to prance in the Puppy Parade. The Humane Animal Care Coalition will be there with adoptable pets.
Image for Florida Keys Brewing Company 8th Anniversary Festival
  • Feb 19, 2023 Islamorada
  • Florida Keys Brewing Company 8th Anniversary Festival
  • Website
  • The Florida Keys Brewing tasting room and beer garden welcomes everyone for a family- and pet-friendly fun day with live music, food trucks, face painting, art vendors and special release local beers from noon to 10 p.m. The music lineup include Cortadito with traditional Cuban music from 1 to 3:30 p.m. and rock and roll with the Carousers from 5 to 9 p.m. 81611 Old Highway, Islamorada, in the Morada Way Arts and Cultural District between mile markers 81 and 82, oceanside.
Image for Backcountry Fly Championship Series
  • Feb 24, 2023 - Feb 25, 2023 Islamorada Fishing
  • Backcountry Fly Championship Series
  • Website
  • Tournament anglers are to compete to catch the most inches of snook and redfish on fly in a challenge where 1 inch equals one point. Awards are to be given to the grand champion and runner-up, and to the anglers who catch the largest snook and redfish.
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