Calendar of Events
Current Islamorada Events




- Sponsored Event
- Feb 24, 2023 - Feb 25, 2023 Key West
- Garden Club Midtown West Meander
- Website Key West Garden Club
- Key West Garden Club 305-294-3210 E-mail
- Facebook Instagram
- 5 flourishing private gardens are on display for nature enthusiasts to explore Friday & Saturday, Feb. 24-25. Tours by the Key West Garden Club from 10AM-3PM. The exclusive tours give examples of distinctive landscapes &plant-filled outdoor living areas.




- Sponsored Event
- Apr 15, 2023 - Apr 16, 2023 Key West
- NAS Key West Southernmost Air Spectacular
- Website Boca Chica Field, Key West
- Naval Air Station Key West FL 33040
- NAS Key West 305-293-2503 E-mail
- View video Facebook Twitter Instagram
- The Blue Angels & other military & civilian acts will fill the skies of the Florida Keys on April 15&16, at the NAS Key West Southernmost Air Spectacular air show at Boca Chica Field. This year’s show is celebrating 200 Years of the Navy in Key West.
- Buy tickets!




- Sponsored Event
- Jan 31, 2023 - Feb 04, 2023 Key West
- Key Western Fest 2023
- Website Coffee Butler Amphitheater
- 35 Quay Road Key West FL 33040
- 305-390-4600 E-mail
- Facebook Instagram
- More than 20 of the very best classic country bands bring their massive hits to the Southernmost City in the U.S. for five days of unforgettable songs, sun & sand!
- Buy tickets!




- 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.
- Jan 12, 2023 - Mar 16, 2023 Islamorada Arts & Culture
- Art Guild of the Purple Isles Annual Members' Judged Art Show
- Website
- The 57th annual members' judged art show for the guild continues through March 16 at Florida Keys History & Discovery Center. The show features 74 pieces of original art by 46 artists in nine different medium categories.
- Feb 3, 2023 - Feb 5, 2023 Islamorada Fishing
- Islamorada Women's Sailfish Tournament
- Tammy Gurgiolo Email
- In this light-tackle challenge, awards await the grand champion team (boat), first runner-up and second runner-up team, captain and mate. Other awards are presented for the high-point angler, outstanding catch and largest tuna, dolphin fish and kingfish. Proceeds benefit Florida Keys charities. Contact Tammy Gurgiolo at 305-240-9337 .
- Feb 5, 2023 Islamorada Environmental
- Full Moon Yoga with Coral Restoration Foundation
- Website
- Relax and meditate during a yoga practice centered around how the moon affects our coral reefs, triggering coral spawning and the start of a new life for one of our planet's most precious ecosystems. Class takes place 6 to 7 p.m.on the deck at Postcard Inn, Islamorada, located at mile marker 84. $25 for non-guests of the resort.
- 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.
- 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.
- 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.
- 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.
- 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.