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    • HOME
    • 25/26 CONCERTS
    • MERCH
    • FIND A YOLOSTONE?
    • CONTACT US
    • RENT THE CABANA
    • PAST CONCERTS
    • VIDEOS
    • SPONSORS
    • Pina YOLOda
  • HOME
  • 25/26 CONCERTS
  • MERCH
  • FIND A YOLOSTONE?
  • CONTACT US
  • RENT THE CABANA
  • PAST CONCERTS
  • VIDEOS
  • SPONSORS
  • Pina YOLOda

3597 SAN CARLOS DR ST JAMES CITY, FL

Our outdoor concerts are held once a month, November thru April, poolside overlooking San Carlos Bay.  

2025/2026 season

CABANA CONCERT SCHEDULE

CLICK PHOTOS TO VISIT PERFORMERS WEBSITE

ELLIS PAUL

NOV 2

 Ellis Paul is one of the most highly regarded singer/songwriters to come out of the Boston area, with finely drawn, often romantic story songs. Due to Hurricanes, first Ian and then Milton, his previous scheduled shows here were postponed, this is our third attempt to get Ellis on our Cabana Stage and well worth the efforts! 

KRISTY LEE W/HUSSY HICKS

DEC 7

 Kristy Lee has one of Alabama's most powerful voices and songwriter, calling to mind long gone Blues Belters, Southern Soul Shouters, and Gospel Divas.

Hussy Hicks (from Australia) Winners of the 2024 GCMA Live Act of the Year, this duo has spent the last decade captivating audiences with their distinctive fusion of folk, blues, country, and roots. 

 

Mike Nash

JAN 4


Mike Nash has spent well over a decade on the road-touring the US, Caribbean, Mexico and Central America-and building a grass roots fanbase for his original music.  

ARIELLA & NICOLASS

FEB 15

 Ariella McManus is a musical phenomenon inspired by Etta James and Amy Winehouse, accompanied by Nicolaas Kraster, a passionate guitar virtuoso whose influences include Al di Meola, Paco de Lucía, and Roy Buchanan.

JESSE TERRY

MAR 8

  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. 

YOLOFEST '26

APR 11

DETAILS COMING SOON

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WHAT IS YOLOFEST?

 You Only Live Once (YOLO) 

 it 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

YOLOFEST IS ABOUT CELEBRATING:

CELEBRATE FRIENDSHIP

CELEBRATE FRIENDSHIP

CELEBRATE FRIENDSHIP

CELEBRATE MUSIC

CELEBRATE FRIENDSHIP

CELEBRATE FRIENDSHIP

CELEBRATE ART

CELEBRATE FRIENDSHIP

CELEBRATE BIRTHDAYS

CELEBRATE BIRTHDAYS

CELEBRATE HOME COOKING

CELEBRATE BIRTHDAYS

CELEBRATE HERITAGE

CELEBRATE HOME COOKING

CELEBRATE HOME COOKING

CELEBRATE HOME COOKING

CELEBRATE HOME COOKING

CELEBRATE HOME COOKING

CELEBRATE OUR PETS

CELEBRATE GETTING OUR SHOTS

CELEBRATE OUR PETS

CELEBRATE WISDOM

CELEBRATE GETTING OUR SHOTS

CELEBRATE OUR PETS

CELEBRATE GETTING OUR SHOTS

CELEBRATE GETTING OUR SHOTS

CELEBRATE GETTING OUR SHOTS

CELEBRATE SURPRISES

CELEBRATE SURPRISES

CELEBRATE TECHNOLOGY

CELEBRATE GETTING OUR SHOTS

CELEBRATE TECHNOLOGY

CELEBRATE TECHNOLOGY

CELEBRATE TECHNOLOGY

CELEBRATE CAMPING

CELEBRATE TECHNOLOGY

CELEBRATE TECHNOLOGY

CELEBRATE AMERICA

CELEBRATE DIVERSITY

CELEBRATE ROMANCE

CELEBRATE ROMANCE

CELEBRATE DIVERSITY

CELEBRATE ROMANCE

CELEBRATE DIVERSITY

CELEBRATE DIVERSITY

CELEBRATE DIVERSITY

CELEBRATE FREEDOM

CELEBRATE THE SACRIFICES OF OTHERS

CELEBRATE DIVERSITY

CELEBRATE OUR COUNTRY

CELEBRATE THE SACRIFICES OF OTHERS

CELEBRATE THE SACRIFICES OF OTHERS

CELEBRATE THE SACRIFICES OF OTHERS

CELEBRATE THE SACRIFICES OF OTHERS

CELEBRATE THE SACRIFICES OF OTHERS

CELEBRATE FIREWORKS

CELEBRATE FIREWORKS

CELEBRATE FIREWORKS

CELEBRATE WINNING

CELEBRATE FIREWORKS

CELEBRATE FIREWORKS

CELEBRATE FISHING

CELEBRATE FIREWORKS

CELEBRATE FISHING

CELEBRATE GRILLIN'

CELEBRATE GRILLIN'

CELEBRATE FISHING

CELEBRATE CHILLIN'

CELEBRATE GRILLIN'

CELEBRATE CHILLIN'

CELEBRATE GRANDPAS

CELEBRATE GRILLIN'

CELEBRATE CHILLIN'

CELEBRATE OUR CHILDREN

CELEBRATE OUR CHILDREN

CELEBRATE OUR CHILDREN

CELEBRATE HAPPY HOUR

CELEBRATE OUR CHILDREN

CELEBRATE OUR CHILDREN

CELEBRATE GOOD NEWS

CELEBRATE OUR CHILDREN

CELEBRATE GOOD NEWS

CELEBRATE LAUGHTER

CELEBRATE A DAY IN THE POOL

CELEBRATE GOOD NEWS

CELEBRATE A DAY IN THE POOL

CELEBRATE A DAY IN THE POOL

CELEBRATE A DAY IN THE POOL

CELEBRATE FASHION

CELEBRATE A DAY IN THE POOL

CELEBRATE A DAY IN THE POOL

CELEBRATE DANCE

CELEBRATE DISGUISE

CELEBRATE DANCE

CELEBRATE GIFTS

CELEBRATE DISGUISE

CELEBRATE DANCE

CELEBRATE DISGUISE

CELEBRATE DISGUISE

CELEBRATE PEACEFUL REST

CELEBRATE PEACEFUL REST

CELEBRATE STAYING VIRUS FREE

CELEBRATE PEACEFUL REST

CELEBRATE STAYING VIRUS FREE

CELEBRATE STAYING VIRUS FREE

CELEBRATE STAYING VIRUS FREE

CELEBRATE THE GIGGLES

CELEBRATE STAYING VIRUS FREE

CELEBRATE STAYING VIRUS FREE

CELEBRATE TEAMWORK

CELEBRATE A DAY AT THE BEACH

CELEBRATE A DAY AT THE BEACH

CELEBRATE A DAY AT THE BEACH

CELEBRATE A DAY AT THE BEACH

CELEBRATE A DAY AT THE BEACH

CELEBRATE FINE WINE

CELEBRATE A DAY AT THE BEACH

CELEBRATE FINE WINE

CELEBRATE RAINBOWS

CELEBRATE LITTLE CRITTERS

CELEBRATE FINE WINE

CELEBRATE LITTLE CRITTERS

CELEBRATE LITTLE CRITTERS

CELEBRATE LITTLE CRITTERS

CELEBRATE VACATIONS

CELEBRATE LITTLE CRITTERS

CELEBRATE LITTLE CRITTERS

CELEBRATE PHONING A FRIEND

CELEBRATE PHONING A FRIEND

CELEBRATE PHONING A FRIEND

CELEBRATE A DAY AT THE SPA

CELEBRATE PHONING A FRIEND

CELEBRATE PHONING A FRIEND

CELEBRATE SOLAR ECLIPSE

CELEBRATE PHONING A FRIEND

CELEBRATE SOLAR ECLIPSE

CELEBRATE HELPING THE HELPLESS

CELEBRATE HELPING THE HELPLESS

CELEBRATE HELPING THE HELPLESS

CELEBRATE BEAUTIFUL WEATHER

CELEBRATE HELPING THE HELPLESS

CELEBRATE HELPING THE HELPLESS

CELEBRATE HAVING MONEY

CELEBRATE HELPING THE HELPLESS

CELEBRATE HAVING MONEY

CELEBRATE NEW FOODS

CELEBRATE THE DOG DAYS OF SUMMER

CELEBRATE HAVING MONEY

CELEBRATE PURRING CATS

CELEBRATE THE DOG DAYS OF SUMMER

CELEBRATE THE DOG DAYS OF SUMMER

CELEBRATE THE DOG DAYS OF SUMMER

CELEBRATE THE DOG DAYS OF SUMMER

CELEBRATE THE DOG DAYS OF SUMMER

CELEBRATE ODDITIES

CELEBRATE GIGANTIC PORK RINDS

CELEBRATE ODDITIES

CELEBRATE BAKING

CELEBRATE GIGANTIC PORK RINDS

CELEBRATE ODDITIES

CELEBRATE GIGANTIC PORK RINDS

CELEBRATE GIGANTIC PORK RINDS

CELEBRATE GIGANTIC PORK RINDS

CELEBRATE CLOSE CALLS

CELEBRATE THE JOYS OF LIFE!

CELEBRATE GIGANTIC PORK RINDS

CELEBRATE BEING WEIRD

CELEBRATE THE JOYS OF LIFE!

CELEBRATE THE JOYS OF LIFE!

CELEBRATE THE JOYS OF LIFE!

CELEBRATE THE JOYS OF LIFE!

CELEBRATE THE JOYS OF LIFE!

CELEBRATE THE LIFE, THE LOVE AND THE MEMORY OF THOSE THAT HAVE LEFT US:

Lisa Lowery 1970-2024
Jack McNamee
Gertrude "Gertie" Wood 1933-2022
Steve "Scuba" Martin
1962-2023
Charlie Spencer  Aug 30, 1982 - Feb 21, 2023
Bill Cook 
?/2022
Craig Chapman
Ed Williams 
 1947 -  2022
Steve Miyashiro 
Oct 1946-Feb 2022
Jerry Hopkins
Jon Hill 1937-2021
Fred Olverson 1936 - 2021
Jeff Phipps 1971-2021
Dale Sirgany 1969-2021
Vicki Shultz 1963-2021
Jeff Leboff 1958-2019
Kris Murphy
Show More

COUNTDOWN TO YOLOFEST

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It’s a wrap!

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 © 2025 YOLOFEST FLORIDA - All Rights Reserved.

  • PAST CONCERTS
  • HURRICANE IAN
  • Kristy Lee
  • Ariella
  • Hussy Hicks
  • Alice Wallace
  • Jesse Terry
  • Erica Sunshine Lee
  • Mike Nash
  • Taylor Abrahamse
  • Chris Trapper
  • Brett Sheroky
  • Rob Benton
  • Jason Bonham
  • Joe Downing
  • Halley Neal
  • Sam and Halley
  • John Allan Miller (EDBH)
  • Mickey Basil

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DID YOU FIND A YOLOSTONE?

Dozens of "YoloStones" have been placed in inconspicuous spots and various locations throughout Pine Island and Key West.


 DID YOU FIND ONE? 

CLICK HERE