Memorial Day is the unofficial Kick-off to Summer. Come enjoy the sun, sand, water, and fun!

Key West is more than Duval Street and parties. Check-out what else Key West has to offer.


GRILLIN’ + CHILLIN’ AT THE PERRY

May 26, 2023 – Get ready to grill + chill at The Perry to kick off Memorial Weekend! Friday, May 26th, 5pm – 8pm, you’re invited to kick back, relax, and indulge in the ultimate island experience with us. There’s no better way to create lasting memories with friends and family than grillin’ and chillin’ paradise-style.

Nick Norman and Friends Porch Tour Kick-Off starts at 7pm! Learn more

Annual Schooner Wharf Minimal Regatta

May 28, 2023 – To compete in the wacky challenge, each six-member team must construct a craft out of the most minimal supplies: a single sheet of 4-by-8-foot plywood, two 8-foot-long 2-by-4s, a pound of fasteners and a trusty roll of duct tape. Regatta rules even forbid the use of caulking or adhesives, though epoxy paint is permitted. The “sink or swim” challenge is a Memorial Day Weekend tradition in the Florida Keys, with Sunday’s fun scheduled to begin at 11 a.m. when teams can register at the Schooner Wharf Bar, 202 William St. Learn more

Sandbar Charters

Beaches in Key West aren’t very good, so head to a sandbar and spend the day like a local. We’ve got tiki boats, party boats, private sandbar charters, and shared eco sandbar charters.

So, you can enjoy the day, your way! Learn more about Sandbar Charters.

Key West Artisan Summer Market @ the VFW

May 28, 2023 – Stop by for brunch, shopping, fresh produce, baked goods and other foods to fill your pantry, and meet local artists. Full bar with great bloody Mary’s and mimosas, too. The market’s summer edition takes place every other Sunday from 10 a.m. to 2 p.m. at Key West VFW Post 3911, located at 2200 N. Roosevelt Boulevard. Learn More

Reggae Rehab Sunday with Reggae Lou

May 28, 2023 – The Reggae Rehab pool party is open to the public from 1 to 4 p.m. Sunday at The Marker Key West Harbor Resort. Music from Reggae Lou, drink specials, delicious barbecue and more. Learn more.

Boat Rentals

Be your own captain with a Key West Boat Rental. We have Deck Boats, Pontoon Boats, and Center Consoles to choose from.

Live at Sunset: Monthly Concert Series

May 28, 2023 – The Keys Collection presents the “Live at Sunset” free monthly concert series on the last Tuesday of every month on the Sunset Green. The lawn opens at 6 p.m., with local talent performing from 7-10 p.m. Free entry and parking, food & drinks for purchase. Located at 3820 N. Roosevelt Blvd. between The Gates and 24 North hotels.