Musicians & Bands · Rock
Book Pepper
Pepper is a three-piece reggae rock band born in Kailua-Kona, Hawaii, and now based in San Diego, featuring vocalist and guitarist Kaleo Wassman, vocalist and bassist Bret Bollinger and drummer Yesod Williams. Wassman and Bollinger, friends since middle school, started the group in 1996, drawing on Hawaiian artist Three Plus and mainland favorites such as Sublime before recruiting Williams, and the band name came from a recurring Saturday Night Live sketch the trio loved. Pepper broke out with Give'n It (2000) and the island-flavored Kona Town (2002), then kept a steady run of records going with In With the Old (2004), No Shame (2006), Pink Crustaceans and Good Vibrations (2008), a self-titled album in 2013, Ohana (2016), Local Motion (2019), Makai (2023) and Operation Irie (2025), along with two live albums. The band has toured widely, including the 2007 Vans Warped Tour and the 2009 Jägermeister Music Tour. Their shows are a laid-back, sing-along party, mixing beach-ready reggae grooves with punk energy and big, catchy hooks that longtime fans know by heart.
- Genres: reggae rock
- Active since 1997
- Labels: Pepper Records
- Category: Musician
Estimated fee range
How much does Pepper cost?
Booking Pepper is estimated at $100K–$250K. That figure is for planning only. A confirmed offer depends on the date, market and event, and travel and production are typically on top.
*Estimate only. Not a quote. Actual fees depend on date, location, travel and event details.
Video
![Pepper "End of the World" (feat. The Movement) [LIVE AT RED ROCKS]](https://i.ytimg.com/vi/Axc8xvc-ZI0/hqdefault.jpg)
Pepper "End of the World" (feat. The Movement) [LIVE AT RED ROCKS] · Pepper Watch on YouTube
Career timeline
Milestones
- Released the album Give'n It
- Released the album Kona Town
- Released the album In With the Old
- Released the album No Shame
- Launched the 2007 Vans Warped Tour
- Released the album Pink Crustaceans and Good Vibrations
- Launched the Jägermeister Music Tour
- Released the album Pepper
- Released the album Ohana
- Released the album Local Motion
Similar talent
If you like Pepper
FAQ
Booking Pepper: questions
What is the typical fee range for Pepper?
Our estimate puts Pepper in the $100K–$250K range (estimate).
Who is similar to Pepper but less expensive?
Comparable active acts in a lower estimated range include Alex Ebert, Creedence Clearwater Revisited, World Classic Rockers.
Who is similar to Pepper but in a higher fee range?
If the budget allows, similar active acts in a higher estimated range include Grace Potter, Pat Monahan, Sully Erna.
How do I send a booking inquiry for Pepper?
Use the availability form on this page with your date, city, event type and budget range. Altus Entertainment contacts Pepper's representatives and replies within one business day; there is no cost to ask.
What is Pepper's booking fee?
The estimated booking fee for Pepper is $100K–$250K (estimate).
How much does it cost to book Pepper?
Plan for an estimated $100K–$250K for the fee itself, plus travel, production and hospitality. Altus Entertainment will confirm the real number for your date.
Who is Pepper's booking agent?
c-e-l-e-b.com is operated by Altus Entertainment, a celebrity booking agency. Altus does not claim to represent Pepper; it contacts Pepper's representatives on your behalf to check availability and negotiate terms.
How do I book Pepper?
Send the inquiry form with your event date, location, budget range and event type. Altus Entertainment responds within one business day.
Booking desk
Interested in booking Pepper?
Paid bookings only. Booking terms and disclosures
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