Josh Pfeiffer with Orchestra

San Francisco, CA

$1,500 - $30,000

Travels up to 200 miles

Get a free quick quote
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‘Come Fly With Me’

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Luck Be A Lady

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Sing sing sing

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‘Crazy Little Thing Called Love’

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‘In The Wee Small Hours’

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Overview

Take your event to the next level with recording artist Josh Pfeiffer, accompanied by his trio, or many different configurations up to his full 30 piece orchestra. Additional options include showgirls, and swing dancers. Pfeiffer has drawn comparisons to Michael Buble, as well as legendary entertainers Frank Sinatra and Andy Williams. Able to fit a variety of budget and venue applications. Serious inquiries only please.


Reviews

4 reviews

Small thumbnail image for reviewer Debbie . D. D.

Debbie . D. D.

October 19, 2025
Verified review

The highlight of our reception

Josh was an absolute pleasure to work with. From beginning to end, he had great communication with us, and went above and beyond to make sure our reception was something we would remember for a lifetime.
Dan and I had wanted to sing a song to each other. We asked Josh if it this would be possible. He brought our vision to life.
At one point, Josh brought his wife up to sing a duet.What a wonderful surprise.
We give Josh a 100% positive review. Our friends are still talking about it. Josh and his band made our wedding reception the party we envisioned, and without hesitation, we would hire him again.
Debbie & Dan DePalmo

Hired as: 1940s Era Entertainment, Big Band


Small thumbnail image for reviewer Jason L.

Jason L.

October 9, 2023
Verified review

If there was 10 stars Josh would get all of them

My wife and I booked Josh and his band to perform at our 1940’s party last night and they were the absolute star of the show. I had never used gigsalad before and randomly found Josh a couple months ago and built the event around his band. We watched countless of his videos and texted and communicated back and forth and finally last night when I heard them live in my backyard….simply wow!

Josh is extremely talented, has a phenomenal voice, is totally professional, and more importantly is a genuinely nice human being. I wish I could have a 1940’s party every weekend and have Josh perform at it, we got endless compliments on him last night and I know our guests loved every minute of it!

Hired as: Las Vegas Style Entertainment, Swing Band

Small thumbnail image for Josh Pfeiffer with Orchestra

Josh Pfeiffer with Orchestra

Thank you so much Jason! You and Ryan were fabulous on the dance floor, and such kind and generous hosts! It was an honor for us to be part of such a beautiful celebration!
Best wishes,
Josh, Tara, and Band


Small thumbnail image for reviewer Brooke E.

Brooke E.

December 19, 2022
Verified review

Great party addition!

The showgirls were dressed immaculately and elevated our event to the next level!

Hired as: Las Vegas Style Entertainment


Small thumbnail image for reviewer Adrienne M.

Adrienne M.

August 9, 2022
Verified review

Rocked the House!!

Where is the 10 Star Option??! Josh Pfeiffer and Orchestra were beyond perfection!! Professional, timely, lively, handsome, and unforgettable! The guests raved about the experience! They had members of the crowd dancing all night and crying out for an encore (which they graciously provided). We hope to have them at our next big celebration! Do your party a BIG favor and book this band!

Hired as: Big Band

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Booking information

Price range: $1,500 - $30,000

Insurance: $1,000,000 - General Liability

About

World renowned recording artist, vocalist, and songwriter Josh Pfeiffer has carved out a niche in the Jazz-pop genre, and has drawn comparisons to current artist Michael Buble’ as well as legendary entertainers Frank Sinatra, and Andy Williams!
Performances with his 30 piece Orchestra, or any size band configuration can be tailored to fit many applications…VIP events, Sinatra, Vegas, or Gatsby themed dinner Shows, Concerts etc…
Josh’s videos and songs have received millions of streams and downloads internationally, so be sure to check out his portfolio of videos and songs on here, as well as on YouTube, Spotify, and Apple Music.
Pfeiffer has worked with legendary producer, Joe Chiccarelli (U2, Jason Mraz, Michael Buble), and an A list of musicians including Gigi Gonaway (Mariah Carey), Mic Gillette (Tower of Power), Stu Hamm (Joe Satriani), Marvin McFadden(Huey Lewis), and Paul Hass (Prince, Lifehouse) many of whom are featured in his live shows. Pfeiffer has won "Individual Outstanding Musicianship
Awards" at Jazz Festivals all over the west coast, and was named a "Platinum Entertainer" by Wedding Style Magazine in 2012 and 2013. His debut LP "American Crooner Act:1”, Featuring original compositions “Life” and “Beautiful Girl” is now distributed in 193 countries world wide. Josh's recent releases “One More Time”, "Life", and "Brand New Shoes" each reached various music charts internationally.

Past booked events

October 2025

04

Saturday

Wedding Reception

12:30pm - 3:30pm

Santa Clara, CA

October 2023

07

Saturday

Birthday Party

6:00pm - 9:00pm

Alamo, CA

December 2022

16

Friday

Corporate Event

6:30pm - 7:30pm

Stockton, CA

August 2022

06

Saturday

Anniversary Party

5:00pm - 8:00pm

Sonoma, CA

July 2016

24

Sunday

Video Shoot

12:00pm - 11:00pm

16

Saturday

Private Event

4:00pm - 9:00pm

09

Saturday

Lake Tahoe Community College

4:00pm - 9:00pm

02

Saturday

Private Event

6:00pm - 11:00pm

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