Calendar of Events
Current Islamorada Events
- Sponsored Event
- Jun 05, 2024 - Jun 09, 2024 Key West LGBTQ
- Key West Pride
- Website Key West Business Guild
- 808 Duval Street Key West FL 33040
- 305-294-4603 E-mail
- Celebrate PRIDE on a tropical island that is legendary for its laid-back style and its open and accepting atmosphere. Show us your pride, we will show you our Key West Pride!
- Buy tickets! Call now!
- Sponsored Event
- Jul 17, 2024 - Jul 21, 2024 Key West Arts & Culture
- Sloppy Joe’s 43rd Annual Hemingway Look-Alike Contest
- Website Sloppy Joes
- 201 Duval Street Key West FL 33040
- 305-294-5717 E-mail
- Key West’s most iconic and whimsical tribute to one of the greatest literary figures of the 20th century, Ernest Hemingway. This event celebrates Hemingway’s life in Key West and enduring legacy in a way that’s as unique and spirited as the man himself.
- Call now!
- Sponsored Event
- May 27, 2024 - May 27, 2024 Key West
- 15 Year VanDiversary Celebration
- Website Capt. Hook's Dive Key West
- 3128 N. Roosevelt Blvd Key West FL 33040
- Join us for the 15-year Anniversary of the sinking of the USNS General Hoyt S. Vandenberg, affectionately known as "The Vandy" by the local divers. This momentous occasion pays homage to the profound impact it has had on the Florida Keys and Key West.
- Buy tickets!
- Sponsored Event
- Dec 04, 2023 - Aug 31, 2024 Key West
- Christopher Peterson's Eyecons at Birdcage Cabaret
- Website SideBar featuring the Birdcage Cabaret
- 504 Angela St. Key West FL 33040
- Birdcage Cabaret
- View video
- Christopher Peterson is a master of impersonations, both visually and vocally, and his comic timing is impeccable. The show is All Live, no lip-sync, and audiences will be thrilled with his many characterizations. Tickets available now!
- Buy tickets!
- Sponsored Event
- Jul 20, 2024 - Jul 20, 2024 Key West
- Hemingway 5k Sunset Run & Paddleboard Race
- Website Start of Paddle Board Race Higgs Beach & Start of 5K Southernmost Point
- Higgs Beach & Southernmost Point Key West FL 33040
- Key West Half Marathon E-mail
- View video
- Runners, walkers and paddleboard enthusiasts can test their skills and celebrate Ernest Hemingway’s sporting lifestyle Saturday, July 20th during the Hemingway 5k Sunset Run and Paddleboard Race. The athletic challenges are part of Hemingway Days!
- Buy tickets!
- Sponsored Event
- Mar 25, 2024 - Aug 13, 2024 Key Largo
- Fish & Friends Seminar
- Website REEF Environmental Education
- 98300 Overseas Hwy Key Largo FL 33037
- Amy Lee 305-852-0030 E-mail
- REEF Fish & Friends is a free, monthly community social and seminar series. Join us for light snacks and drinks plus an engaging, educational ocean-themed presentation. Seminars are live-streamed and recorded.
- Call now!
- Sponsored Event
- Jun 07, 2024 - Jun 09, 2024 The Lower Keys
- 31st Annual Dolphin Tournament Lower Keys Chamber of Commerce
- Website KOA Sugarloaf Key
- 251 State Rd 939 Summerland Key FL 33042
- Lower Keys Chamber of Commerce 305-872-2411 E-mail
- View video
- The 31st Annual Lower Keys Chamber of Commerce Dolphin Tournament is coming up June 7-9! Enter to win over $35,000 in cash & prizes. Friday the 7th is registration & appetizers at 5pm and Sunday the 9th is dinner & awards at 6pm. Largest Dolphin Wins!!!
- Buy tickets! Call now!
- May 16, 2024 Islamorada Arts & Culture
- Morada Way Third Thursday Art Walk
- 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.
- May 17, 2024 - May 19, 2024 Islamorada Fishing
- ‘Ladies Let’s Go Fishing’ Screamin’ Reels Tournament
- Website
- Intended for novice anglers and returning participants, this weekend is about learning and a non-intimidating, fun competition with the “Ladies Let’s Go Fishing” university organizers. Participants can join on a professional charter boat or fish on their own boat. This is a casual tournament with prizes for the heaviest offshore fish and longest inshore fish, drawings for prizes for those who caught fish, plus bonus drawings. The Friday kickoff takes place at The Tavernier Elks Club, mile maker 92 bayside; most Saturday and Sunday charters depart from Whale Harbor Marina, mile marker 83 oceanside.
- May 17, 2024 - Dec 31, 2024 Islamorada Arts & Culture
- History of Diving Museum: Salvaging the Deep
- Website
- Learn about some of the world's deepest wrecks and how salvage divers got there in the museum's featured exhibit, on display through Dec. 31. Mile marker 82.9.
- May 18, 2024 Islamorada Environmental
- Windley Key Fossil Reef Geological State Park: Junior Ranger Jamboree
- Website
- Bring the kids for a special Junior Ranger Jamboree from 10 a.m. to 2 p.m. with park tours, special Junior Ranger activities, shave ice treats and more. The event is open to new and existing junior rangers. The Florida State Parks' Junior Ranger Program inspires young park visitors to explore, learn, connect with and protect Florida's native environment.
- May 25, 2024 Islamorada
- Island Grill: Memorial Day Weekend Full Moon Beach Party
- Website
- Party on the beach at Island Grill, mile marker 85.5 oceanside in Islamorada on May 25th starting at 7:30 p.m. Groove under the stars to two live bands and a DJ. There will be Beach BBQ, sushi and drink specials. Tickets available online and at the door for $18 per person.