May
May 1-3
Key West Songwriters Festival
Various times and locations
The Key West Songwriters Festival is the largest festival of its kind in the world and is known as a career starter for top country talent. The festival has kicked off the careers of household names. In its 29th year, KWSF has grown into a top destination for music lovers who flock to Key West for five days and nights of live music and storytelling from veteran songwriters and the next big hit-makers.
May 3
Locals Sunday
The first Sunday of the month offers Monroe County locals FREE admission to all HTA attractions: Old Town Trolley Tours, Conch Tour Train, Ghosts & Gravestones, Sails to Rails, Key West Aquarium, Key West Shipwreck Treasure Museum, and Truman Little White House.
May 3-31
Key West Artisan Market
10:00 am – 2:00 pm
Higgs Beach, 1801 White St., near Indigenous Park
Dates: May 3, 10, 17, 24, 31. Local artisans include culinary, textile, jewelry, wood, artists & crafters, curiosities, Local Author’s Nook, live variety show, fresh produce, and lots of great, fresh food. Each week is a different theme focused on island living and local charities. Guests are encouraged to go green and ride bikes. Ample free parking and marked handicapped spots at the park. Please BYOB (bring your own bags).
May 4-26
Catch the Mania Trivia
6:00 pm – 8:30 pm
Key West Cooking Show, 291 Front St.
Dates: May 4, 11, 18, 25, 26. Various themed trivia.
May 8
Happy Birthday, President Truman!
12:00 pm – 1:00 pm
Truman Little White House, 111 Front St.
FREE. Join us on the lawn of the Little White House to celebrate the birthday of the late, great President Harry S. Truman!
May 10
Sheriff’s Animal Farm Open House
1:00 pm – 3:00 pm
5501 College Rd.
Visit the family-friendly Monroe County Sheriff’s Animal Farm, open from 1 to 3 p.m. Animals include a capybara, possum, sloths, goats, birds, and many more. Visits are free of charge, but donations of cash or fresh produce are always welcome.
May 24
Sheriff’s Animal Farm Open House
1:00 pm – 3:00 pm
5501 College Rd.
Visit the family-friendly Monroe County Sheriff’s Animal Farm, open from 1 to 3 p.m. Animals include a capybara, possum, sloths, goats, birds, and many more. Visits are free of charge, but donations of cash or fresh produce are always welcome.
June
June 1-29
Catch the Mania Trivia
6:00 pm – 8:30 pm
Key West Cooking Show, 291 Front St.
Dates: June 1, 8, 15, 22, 29. Various themed trivia.
June 3-7
Key West Pride
Various times and locations
Celebrate PRIDE on a tropical island that is legendary for its laid-back style and its open and accepting atmosphere. Whether you’re looking to party with friends, travel with family, or get lost in the magic of our tropical island, rediscover Key West and discover how one island’s One Human Family philosophy has created one of the most integrated and unique communities in the world.
June 7
Local’s Sunday
The first Sunday of the month offers Monroe County locals FREE admission to all Historic Tours of America attractions: Old Town Trolley Tours, Conch Tour Train, Ghosts & Gravestones, Sails to Rails Museum, Key West Aquarium, Key West Shipwreck Treasure Museum, and Truman Little White House.
June 7-28
Key West Artisan Market
10:00 am – 2:00 pm
Higgs Beach/Indigenous Park, 1801 White St.
Dates: June 7, 14, 21, 28. Local artisans include culinary, textile, jewelry, wood, artists & crafters, curiosities, Local Author’s Nook, live variety show, fresh produce, and lots of great, fresh food. Each week is a different theme focused on island living and local charities. Guests are encouraged to go green and ride bikes. Ample free parking and marked handicapped spots at the park. Please BYOB (bring your own bags).
June 13
Swim Around Key West
Swim Around Key West is a 12.5-mile journey that begins and ends on Higgs Beach. Each swimmer or relay team must have its own support kayak or boat to accompany them around the island. The Powerboat Squadron provides safety along the course. The pristine waters around Key West give swimmers great views of both the land and underwater life.
June 13
Truman’s Tropical Fruit Festival
9:00 am – 12:00 pm
Truman Little White House, 111 Front St.
Various vendors and fruit sales. Free admission.
June 14
Sheriff’s Animal Farm Open House
1:00 pm – 3:00 pm
5501 College Road
Visit the family-friendly Monroe County Sheriff’s Animal Farm, open from 1 to 3 p.m. Animals include a capybara, possum, sloths, goats, birds, and many more. Visits are free of charge, but donations of cash or fresh produce are always welcome.
June 28
Sheriff’s Animal Farm Open House
1:00 pm – 3:00 pm
5501 College Road
Visit the family-friendly Monroe County Sheriff’s Animal Farm, open from 1 to 3 p.m. Animals include a capybara, possum, sloths, goats, birds, and many more. Visits are free of charge, but donations of cash or fresh produce are always welcome.
July
July 1-5
Key Lime Festival
Various times and locations
Five days of culinary events for every taste, including favorites from past years like the Key Lime Cocktail Sip & Stroll and Key Lime Pie Hop, and new favorites for Key Lime lovers! We’ve also added a few intimate culinary events for our VIP Key Lime lovers!
July 3
America 250th Birthday Cookout
11:30 am – 1:30 pm
Truman Little White House, 111 Front St.
Burgers and hot dogs to celebrate the USA. FREE!
July 4
Rotary 4th of July Picnic & Fireworks
5:00 pm – 10:00 pm
Higgs Beach and the Edward B. Knight Pier (White Street Pier), 1800 White St.
A beloved tradition filled with fun, food, and festivities for the whole family! Enjoy delicious picnic fare, games, and live entertainment as we come together to celebrate Independence Day. The evening concludes with a spectacular fireworks display over the beautiful Key West waterfront.
July 5
Locals Sunday
The first Sunday of the month offers Monroe County locals FREE admission to all Historic Tours of America attractions: Old Town Trolley Tours, Conch Tour Train, Ghosts & Gravestones, Key West Aquarium, Key West Shipwreck Treasure Museum, and Truman Little White House.
July 6-27
Catch the Mania Trivia
6:00 pm – 8:30 pm
Key West Cooking Show, 291 Front St.
Dates: July 6, 13, 20, 27. Various themed trivia.
July 22-26
Hemingway Days
Various times and locations
Ernest Hemingway look-alikes, writers, anglers, and fans of the late author’s work will gather in Key West for the annual Hemingway Days celebration. The festival honors the legacy of the American literary giant who lived and wrote on the island for most of the 1930s. Events include Saturday’s legendary Hemingway Look-Alike Contest and the wacky Running of the Bulls.
July 29-30
Lobster Mini Season
The Florida lobster sport season, locally dubbed “mini season” for its short two-day time duration, begins at 12:01 am on the last Wednesday of July and ends at midnight Thursday.