Key West Events Calendar

FKCC Swim Around Key West 

June 15, 2019 | Key West


The officially sanctioned event is a 12.5-mile swim clockwise around the island of Key West that is open to all age groups. Individual swimmers and relay teams can compete. The route takes swimmers through the waters of the Atlantic Ocean and Gulf of Mexico, ending where they began at Higgs Beach. 

Contact: Lori Bosco | 305-809-3562 | |


Reserve a beautiful cottage or condo from our collection and dive right in!

VFW Southernmost Point

Seventh Annual VFW Fishing Tournament 

June 15, 2019 | Key West


Sponsored by the Southernmost VFW Post 3911, this family oriented inshore and offshore tournament offers cash prizes for dolphin, wahoo, tuna, snapper and grouper, along with prizes for heaviest fish by a lady angler, heaviest fish by a juvenile angler, pee-wee, senior angler and active service member. The heaviest Dolphin: 1st-$3000.00; 2nd-$1000.00; and 3rd $500.00. Weigh-in at Murray Marine. All proceeds benefit VFW Relief Fund for Monroe County veterans, and local charities.

Contact: Pete Thomas | 610-304-2392 |


Reel in a great deal on a cottage or condo from our collection! 

Key West Theater Presents: Brian Imbus, Mentalist 

June 20, 2019 | Key West


Brian Imbus is an internationally recognized Mentalist that has performed for thousands of audiences for over 20 years. Brian has performed at over 3,000 professional engagements, has Hypnotized over 100,000 people. ‘Miracles of the Mind’ includes a unique blend of humor, psychological illusion, and hypnosis. Predic-tions will be made, minds will be read and one impossible finale will add an exclamation point to this award winning performance! Doors open 7 p.m., show starts 8 p.m. 


Reserve a beautiful cottage or condo from our collection and enjoy this show!

Key West International Guitar Festival: Bridges to Paradise 

June 21 - 23, 2019, in Key West


The festival features a fusion of master guitarists performing classical, jazz, Latin, blues, folk & contemporary music in historic venues throughout the island, in a series of world-class concerts. Food and wine events are to be paired with music throughout the island offering a culinary and cultural experience highlighted by a special event, “Virtuoso Chefs of Key West.” Featured artists include Mateo, Belle, Rolando Rojas and Larry Baeder. Tickets on sale April 6, online.

Contact: Mateo | 305-304-1437 |


Book a beautiful Key West vacation rental and strum along!

Typewriter Mystery Fest Key West

Mystery Fest Key West 

June 28 - 30, 2019 | Key West


Renowned mystery writers, aspiring authors, true crime experts and fans meet in America’s southernmost city. The Fest features a who’s-who of award-winning and bestselling mystery/suspense authors and true crime experts, Mystery Fest Key West is a fun and fascinating meet-and-greet where writers can catch up with old friends and readers can meet leading authors, collect signed books and participate in workshops, panels, and presentations where the most devious of minds explain why—and how—they do it. 


It's no mystery that you need a beautiful vacation property from our collection! 

Key West Mango Festival

Key West Mango Fest 2019 

June 29, 2019 | Key West


Mango Fest of Key West features all things mango including mango tasting, mango trees and mango daiquiris. The culinary competitions between local chefs and residents alike showcases the colorful abilities of what the mango, also known as the king of fruit, has to offer. The Vendor Village gives art collectors and foodies the experience of a festival atmosphere. Music is provided along with live radio broadcasts. From 10AM to 3PM, Bayview Park, 1400 Truman Ave.


We're celebrating our mangos, so reserve a beautiful cottage or condo from our collection and celebrate with us!