ON PERMANENT VACATION®
It's music and a way of life.
Get ready to immerse yourself in the good time music lead singer Lance Wolak brings to life - from the classic rock anthems of Tom Petty, Bon Jovi, Modern English, Simple Minds, The Cure, to the trop-rock vacation vibes of Jimmy Buffett, Kenny Chesney, and Zac Brown.
Come experience the music of On Permanent Vacation at popular vacation areas, performing at waterfront stages, outdoor restaurants, micro-breweries, wineries, and private events. Currently performing at Lake Anna, Virginia, the summer vacation destination for the Washington DC area, and at the winter vacation destination of Key West, Florida.
Tour Dates for 2026
Check back regularly as show dates are added throughout the year
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Saturday January 3
Lake Anna Winery
1-4pm
Friday January 23
Rock Lives On Gallery (Key West)
6-8pm
Friday January 30
Rock Lives On Gallery (Key West)
6-8pm
Friday February 6
Rock Lives On Gallery (Key West)
6-8pm
Friday February 27
Rock Lives On Gallery (Key West)
6-8pm
Friday March 6
Rock Lives On Gallery (Key West)
6-8pm
Friday March 27
Rock Lives On Gallery (Key West)
6-8pm
Friday April 10
Rock Lives On Gallery (Key West)
6-8pm
Saturday April 25
Lake Anna Winery
5-9pm
Sunday May 17
Tim's Lake Anna
6-9pm
Saturday May 23
Private event
1-4pm
Wednesday June 10
Lake Anna Taphouse
5-8pm
Wednesday June 17
Private event
Friday June 19
Private event
Friday June 26
Water's Edge Winery
5-7pm
Saturday June 27
Tim's Lake Anna
7-10pm
Saturday July 4
Private event
1-4pm
Saturday July 11
Fifty-Third Winery & Vineyard
1-4pm
Wednesday July 15
Lake Anna Taphouse
5-8pm
Saturday August 8
Private event
2-5pm
Sunday August 9
Tim's Lake Anna
6-9pm
Wednesday September 2
Lake Anna Taphouse
5-8pm
Saturday September 5
Private event
1:30-4:30pm
Friday October 16
Rock Lives On Gallery (Key West)
6-8pm
Friday October 30
Rock Lives On Gallery (Key West)
6-8pm
Friday November 6
Rock Lives On Gallery (Key West)
6-8pm
Wednesday November 25
Tim's Lake Anna
7-10pm
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EXPERIENCE THE MUSIC
The On Permanent Vacation shows are a celebration of our good times and great vacation vibes.
Classic Rock Show
Your favorite classic party rock jams, hitting the loudest and best of the 80s and 90s.
Trop-Rock Happy Hours
Get your music and social vibes going with a wide mix of the good time trop-rock and classic rock we all know and sing along with.
VIDEOS
In the studio with a classic (2025)
Jack & Diane
In the studio telling it like it is (2025)
Beer Never Broke My Heart
In the studio with a pop hit for every party event (2025)
Shut Up And Dance
PROMO PHOTOS
Click/Tap on photos for a full size image
STORE
Get your On Permanent Vacation merch here!
Looking for On Permanent Vacation concert t-shirts, coasters, stickers and more?
Visit the stores selling our brand merchandise.
Sticker Mule offers Men's and Youth size t-shirts in various colors, round stickers, round coasters, round flexible magnets, and vented baseball caps.
CafePress offers Men's and Ladies t-shirts in various colors, and lightweight hoodies.
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ABOUT
On Permanent Vacation - It's music and a way of life
On Permanent Vacation embodies a way of life - freedom, joy, and the happiness of a never-ending getaway. Filling life with music, adventure, friendships, good times, and carrying that mindset wherever you go.
Lead Singer - Lance Wolak
Audiences and music venues immediately recognize and appreciate lead singer Lance Wolak's impressive vocal range and stage presence. With a full range of backup instrumentation, he breaks through musical barriers to deliver a refreshingly great sound with the broadest range of good time music favorites. His personal, fun-loving approach with the audience has everyone there for a good time!
Lance is a retired business executive who spent 20+ years building and managing global brands, creating and launching innovative digital media products and services, and driving community engagement. His business experience includes serving as Vice President/Chief Marketing Officer of the internet’s international domain name registries .ORG, .COOP, and .BUZZ. His education includes a Master in Management and Strategic Leadership from Michigan State University and received a Music Business Certification from Berklee College of Music.