
3597 SAN CARLOS DR ST JAMES CITY, FL
Our outdoor concerts are held once a month, November thru April, poolside overlooking San Carlos Bay.

Our outdoor concerts are held once a month, November thru April, poolside overlooking San Carlos Bay.
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From the Blue Note in NYC to the Voodoo Rooms in Edinburgh, singer-songwriter Ariella McManus and passionate guitar virtuoso husband Nicolaas Kraster comprise the soulful duo known as ARIELLA & NICOLAAS. Drawing vocal inspiration from icons like Etta James and Amy Winehouse and stylistic influences such as Paco de Lucía and Roy Buchanan, ARIELLA & NICOLAAS captivate audiences with their rich, romantic sound, heartfelt ballads, fiery flamenco, bluesy melodies and electrifying rock!
Jesse Terry is an award-winning singer-songwriter whose transcendent life and music make him one of the most prolific indie artists today. As a young artist, Terry would fit right in with the songwriters of the 1960s and ’70s, it’s easy to imagine hearing his songs on the radio in between cuts by Bob Dylan, James Taylor, Jackson Browne and Joni Mitchell.
ROB BENTON and JASON BONHAM return for YOLOFEST #6!
Come celebrate with us and enjoy the best music, best food, best friends and the best time on Pine Island!
YOLO!
IFYKYK!
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You Only Live Once (YOLO)
is a celebration of LIFE, it is a celebration of friends, family, love, music and to the memory of the loved ones we have lost. Our next YOLOFEST will be on Sat, April 11th, 2026
You Only Live Once

























































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The big day may have come and gone for this year, but keep in touch as we’re always up to something new and exciting.
Copyright © 2026 YOLOFEST FLORIDA - All Rights Reserved.

An incredible couple with love songs in styles of blues, jazz, classic rock, flamenco and soul.