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Jerry Costanzo - Sings Sinatra and More!

Jerry Costanzo - Sings Sinatra and More!

Top Performer

Los Angeles, CA

$300 and up

Travels nationwide

Get a free quick quote
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Choose Jerry solo, or with his band

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Luck Be A Lady (Live in Beverly Hills)

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Fly Me To The Moon (Sinatra Cover)

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All I Need Is The Girl (Sinatra cover)

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One For My Baby (Sinatra cover)

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Mack The Knife (Bobby Darin)

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Beyond The Sea (Bobby Darin cover)

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"Little Boat" Duet By: Jerry Costanzo & Giada Valenti

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I've Got You Under My Skin

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"Ain't That A Kick In The Head"/ @ Small's Jazz Club

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At the Cicada Club Los Angeles

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Sinatra 108th Birthday show. Newport Beach

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Private Cocktail Party- Newport Beach, CA

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At the Agua Caliente Casino, Palm Springs

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At the Cicada Club Los Angeles

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Blue Note Jazz Hawaii 2021

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Jerry & Trio at Suffolk Theater

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Jerry Before the show

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Performing at upstate NY wedding

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New Years Eve at Foxwood's Casino

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Gotham City Swingers wedding, Greenwich CT

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The Gotham City Swingers

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Jerry with trio/ wedding cocktail/ Bel-Air Bay Club

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JC Trio with @ Feinstein's At The Lowes Regency, NYC

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Pasadena Woman's Club Dance

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With Michael Feinstein

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With Comedian Robert Klein

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With Joe Piscopo

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With Sal Valentinetti from "AGT"

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Jerry and his Gotham City Swingers @ The Iridium Jazz Club, NYC

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JC and Quartet @ Feinstein's At The Lowes Regency

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With the Swingtime Big Band @ The Madison Theatre, Molloy College, Long Island, NY

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Jerry With The Swingtime Big Band @ Lincoln Center

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With the Swingtime Big Band

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Promo poster

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Jerry's Latest CD Destination Moon

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Can't We Be Friend's?

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Single released 2012

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Single, released 2014

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At Swing 46 Jazz & Supper Club

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Corporate event, Jerry Costanzo Quintet

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Jerry Costanzo Swing Orchestra at Swing 46 Jazz & Supper Club

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Overview

Southern California’s most booked Sinatra tribute artist! Jerry Costanzo also performs the timeless hits of Dean Martin, Bobby Darin, Nat King Cole, and other legends. Paying tribute to the greatest voices of the 20th century—available SOLO with high-quality backing tracks, or with a LIVE band: Trio, Quartet, Quintet, or his full 9-piece “Gotham City Swingers” mini big band. Perfect for weddings, corporate events, fundraisers, senior venues, concerts, dinner shows, cocktail hours, and themed tribute nights. (Sinatra, Rat Pack, Old New York, Old Hollywood, Casino Night) Listen to all his audio and video samples, and read his glowing reviews—you’ll love what you see read and hear. Let’s talk!


Reviews

65 reviews

Small thumbnail image for reviewer Mike A.

Mike A.

October 22, 2025
Verified review

Just an all around classy man with an amazing voice and very professionally. We enjoyed him greatly, a must have at any event.

Hired as: Frank Sinatra Impersonator


Small thumbnail image for reviewer Peggy P.

Peggy P.

September 17, 2025
Verified review

Jerry was wonderful! He sang at our wedding! Beautiful voice, goes with the flow, takes charge. Highly recommended! Thank you!

Hired as: Frank Sinatra Impersonator


Small thumbnail image for reviewer Meagan J.

Meagan J.

August 15, 2025
Verified review

Jerry went above and beyond to make our event memorable, and it was a huge success. Everyone raved about him and how amazing his voice is. We would have him back for any event. He not only is extremely talented but was patient and kind and had a huge heart. We work in hospice and had planned a 75th Anniversary party for a resident who had a final wish to hear Frank Sinatra music and Jerry delivered. Thank you Jerry for making our event so special. We are so grateful for you!

Meagan

Hired as: Frank Sinatra Impersonator


Small thumbnail image for reviewer Shari M.

Shari M.

March 3, 2025
Verified review

Jerry is everything a professional musical performer and entertainer. All of my guests were thrilled by his charisma and talent.

Hired as: 1940s Era Entertainment, Crooner


Small thumbnail image for reviewer Arleen L.

Arleen L.

October 14, 2024
Verified review

Jerry went beyond what he said he was doing. The guest really enjoyed his music and his wonderful voice. He told stories about Frank Sinatra. It was a pleasure meeting him very professionally collaborating with him before and during our event . I would love him to come back to another fundraiser event next time with his band for a dinner show. Best exciting Event we every had. Thanks Mr. Costanzo

Hired as: Crooner

Write a review

Booking information

Price range: $300 and up

Gig length: 45 - 300 minutes

Insurance: $1,000,000 - General Liability

What to expect

Jerry captivates his audience with his smooth superb voice and leaves his listeners snapping their fingers, tapping their toes and whistling these timeless standards

Sophisticated, Elegant, Engaging and Versatile… These four words best describe Jerry Costanzo and his Groups. Vocalist and bandleader Jerry Costanzo has been performing nationwide Since 1995. Originally from the New York Metropolitan area, Jerry now calls Los Angeles home. As a seasoned veteran of the jazz music scene, Jerry knows exactly how to make your event or wedding a success, Jerry works with NY's and LA's finest musicians to perform for your event. If you are looking for the Rat Pack stylings of Frank, Dean and Sammy, and the best of “The American Song Book”, Jerry will not disappoint!

Jerry’s large repertoire of music allows him to take any request, and if you want a special arrangement, Jerry is more than happy to accommodate.

Jerry is available with his Trio, Quartet, Quintet, up to to his full 9-piece Gotham City Swingers Mini Big Band (3 saxophone, trumpet, trombone, piano, bass, drums). Jerry Also performs solo with professional backing tracks. Ask about our Band/DJ Packages. It's a great way to turn up the heat after a few hours of Sophisticated, and elegant live music

About

About Jerry:
In another time and place, Jerry Costanzo wouldn’t be interpreting the Great American Songbook. It’s likely he’d be conceiving it. "The Midwest Record" deemed the luminous vocalist and bandleader “A cat that knows how to swing it and grab the Vegas vibe that most of us never were old enough to experience,” while Jazz raved, “As all great singers do, he tells a story. ”Raised in a musical family, Costanzo’s musical stencil was etched with the likes of Sinatra, Sammy, Dino, Perry Como, and Nat King Cole. He was playing saxophone by third grade and developed chops as a performer studying acting at New York’s Herbert Berghof Studio. A stint as personal aid and chauffeur for Al Pacino further apprised Costanzo to the arts, before he joined his father Joseph’s big band, The Memories Of Swing, first on sax and then as the outfit’s lead vocalist. While well into his 30s before the New Yorker recognized his calling card—bringing his musical idols back to life—Costanzo is making up for lost time. Today, the man behind the mic is a full-time troubadour and bandleader, surrounded by a Who’s Who of the jazz world. In 2008, his debut full-length album “Destination Moon,” served up a dozen swigin` classics, “Moon” earned Costanzo a dedicated live following, with gigs including the Annual Sinatra Birthday Bash at The Count Basie Theatre in Red Bank, N.J., Lincoln Centers Mid Summer Night Swing, New York’s Metropolitan Room, Feinstein’s at The Loews Regency, Swing 46 Jazz & Supper Club, The Iridium Jazz Club, Jazz at The Kitano Hotel, The Waldorf Astoria, The Long Island, N.Y., Tilles Center for the Performing Arts, Hofstra University’s John Cranford Theater, The Suffolk Theater, The Harry Chapin Lakeside Theater, The Dix Hills Performing Arts Center and dozens of concert series, festivals and private posh gigs nationally and worldwide.

Chuck Taylor served as a writer and senior editor at Billboard magazine for 14 years. He has appeared on CNN, ABC’s “20/20,” VH1’s “Behind the Music,” A&E’s “Biography,” and been quoted in the New York Times, USA Today and numerous publications about music.

Additional booking notes

When not using his own sound equipment. Please contact Jerry Costanzo Music for sound requirements, back line & rider information

Jerry is also available as a soloist using professional background tracks and can work with your DJ or ours. Jerry is often asked to sing with other bands as well

Past booked events

October 2025

18

Saturday

House Party

6:00pm - 7:00pm

Malibu, CA

September 2025

13

Saturday

Wedding Reception

6:30pm - 7:30pm

San Diego, CA

01

Monday

Birthday Party

1:00pm - 2:00pm

Norco, CA

August 2025

10

Sunday

Anniversary Party

12:00pm - 1:00pm

Mission Viejo, CA

March 2025

04

Tuesday

Retirement Community Event

2:30pm - 3:00pm

Fountain Valley, CA

01

Saturday

Birthday Party

9:00pm - 9:30pm

Sherman Oaks, CA

October 2024

12

Saturday

Fundraiser

6:00pm - 7:00pm

Lompoc, CA

August 2024

17

Saturday

Dinner Party

6:30pm - 8:30pm

Corona, CA

July 2024

13

Saturday

Birthday Party

6:30pm - 10:30pm

Rancho Santa Margarita, CA

May 2024

25

Saturday

Corporate Event

9:00pm - 11:30pm

Los Angeles, CA

18

Saturday

House Party

5:00pm - 9:00pm

Rancho Santa Fe, CA

15

Wednesday

Retirement Community Event

2:00pm - 3:00pm

Ventura, CA

February 2024

04

Sunday

Birthday Party

5:00pm - 6:00pm

Huntington Beach, CA

January 2024

20

Saturday

Dinner Party

6:30pm - 8:00pm

Escondido, CA

06

Saturday

Birthday Party

7:00pm - 7:30pm

Palm Desert, CA

December 2023

09

Saturday

Birthday Party

8:00pm - 9:00pm

Porter Ranch, CA

08

Friday

Christmas Party

7:30pm - 9:00pm

Los Angeles, CA

November 2023

23

Thursday

Retirement Community Event

12:30pm - 1:30pm

Pomona, CA

September 2023

23

Saturday

Birthday Party

6:30pm - 7:30pm

Sherman Oaks, CA

August 2023

29

Tuesday

Birthday Party

4:00pm - 5:00pm

Los Angeles, CA

June 2023

30

Friday

Corporate Event

3:00pm - 3:15pm

Los Angeles, CA

03

Saturday

Birthday Party

5:00pm - 6:00pm

Hermosa Beach, CA

March 2023

28

Tuesday

Personal Occasion

2:00pm - 3:00pm

Whittier, CA

13

Monday

Birthday Party

7:00pm - 8:00pm

Los Angeles, CA

December 2022

01

Thursday

Corporate Event

6:30pm - 8:30pm

Palm Springs, CA

November 2022

29

Tuesday

Christmas Party

11:00am - 11:30am

Redondo Beach, CA

26

Saturday

Birthday Party

7:00pm - 9:00pm

Signal Hill, CA

September 2022

17

Saturday

Anniversary Party

5:00pm - 6:30pm

Los Angeles, CA

August 2022

27

Saturday

Personal Occasion

7:30pm - 8:15pm

Hacienda Heights, CA

20

Saturday

Retirement Community Event

4:00pm - 7:00pm

Sun City, CA

June 2022

08

Wednesday

Birthday Party

12:00pm - 12:15pm

Santa Monica, CA

May 2022

07

Saturday

Birthday Party

4:00pm - 5:00pm

Santa Ana, CA

April 2022

30

Saturday

Fundraiser

8:00pm - 8:30pm

Woodland Hills, CA

16

Saturday

Birthday Party

6:00pm - 8:30pm

Oxnard, CA

02

Saturday

Birthday Party

5:00pm - 6:00pm

Los Angeles, CA

March 2022

26

Saturday

Birthday Party

5:00pm - 6:30pm

Rancho Mirage, CA

20

Sunday

Birthday Party

4:00pm - 7:00pm

Palos Verdes Peninsula, CA

February 2022

05

Saturday

Birthday Party

2:00pm - 2:45pm

Chino, CA

October 2021

29

Friday

Birthday Party

6:30pm - 6:45pm

Yorba Linda, CA

20

Wednesday

Corporate Event

6:30pm - 7:00pm

Newport Beach, CA

16

Saturday

Wedding Reception

5:00pm - 8:00pm

Claremont, CA

03

Sunday

Birthday Party

6:00pm - 7:30pm

Pomona, CA

September 2021

18

Saturday

Birthday Party

3:00pm - 4:30pm

Long Beach, CA

04

Saturday

Birthday Party

8:30pm - 9:15pm

Rancho Cucamonga, CA

July 2021

31

Saturday

Birthday Party

11:30am - 1:30pm

Fresno, CA

June 2021

26

Saturday

Birthday Party

6:00pm - 10:00pm

Newport Beach, CA

May 2021

23

Sunday

Personal Occasion

2:30pm - 4:00pm

La Habra Heights, CA

15

Saturday

Birthday Party

5:00pm - 6:00pm

Carson, CA

01

Saturday

Children’s Birthday Party

4:00pm - 6:30pm

Rancho Palos Verdes, CA

April 2021

24

Saturday

Birthday Party

6:00pm - 7:00pm

Norwalk, CA

10

Saturday

Personal Occasion

6:00pm - 8:00pm

La Quinta, CA

March 2021

17

Wednesday

Funeral/Memorial Service

1:00pm - 2:30pm

San Pedro, CA

February 2021

22

Monday

Virtual Event

7:30pm - 7:45pm

Santa Monica, CA

November 2020

07

Saturday

Birthday Party

4:00pm - 5:00pm

West Los Angeles, CA

October 2020

26

Monday

Birthday Party

3:30pm - 4:30pm

Santa Barbara, CA

September 2020

27

Sunday

Birthday Party

11:00am - 12:30pm

Laguna Niguel, CA

02

Wednesday

Birthday Party

6:00pm - 6:15pm

Mission Viejo, CA

December 2019

21

Saturday

Christmas Party

6:00pm - 7:00pm

Port Jefferson, NY

August 2019

24

Saturday

Birthday Party

4:00pm - 7:00pm

Warrington, PA

22

Thursday

Birthday Party

7:00pm - 7:30pm

Sea Bright, NJ

January 2017

15

Sunday

JC & His Gotham City Swingers @ Swing 46

8:30pm - 11:30pm

13

Friday

Jerry Costanzo & His Trio @ Sixty5 On Main, Nyack

8:30pm - 12:30pm (Sat)

July 2016

17

Sunday

Sinatra tribute @ Morgan Park Glen Cove, NY

7:30pm - 9:25pm

10

Sunday

Jerry & his Swing Orchestra @ Swing 46 NYC

8:00pm - 11:30pm

June 2016

28

Tuesday

Tribute to Nat King Cole @ Iridium Jazz Club NYC

8:30pm - 10:00pm

November 2013

21

Thursday

Other

5:00pm - 5:15pm

Rockville Centre, NY

Team

Andy Farber Sax/Clarinet/Arranger
Brian Pareshi Trumpet
Jay Branford Sax/Clarinet/Flute
Jennifer Vincent Bass
Jerry Weldon Sax/Clarinet
Joe Cohn Guitar
John Ray Bass
Neal Miner Bass
Nick Russo Guitar
Steve Ash Piano
Tedd Firth Piano
Alvester Garnett Drums
Jonathan Mele Drums
Ian Petillo Drums
Tim Regusis Piano
Isaac Ben Ayala Piano
Mark Lopeman Sax/Clarinet/Flute/Arranger
Mike Campenni Drums
Chris Donohue Sax/Flute/Clarinet
James Miceli Sax/Flute/Clarinet
Eric Miller Trombone
Matt McDonald Trombone

Set list

Jerry's Repertoire consists of over 200 Standards, drawing from the "Great American Songbook" To include the Songs of the Great Big Bands, Songs of the great Singers like- Sinatra, Dino, Tony Bennett, Nat King Cole and much more. Requests are always welcomed and encouraged..

Influences and inspiration

Jerry draws his energy from the great singers and crooners of yesterday and today. His biggest influences are acts like Frank Sinatra, Dean Martin, Sammy Davis Jr, Louie Prima, Bobby Darin, Nat King Cole. Plus the great Big Bands like, The Count Basie Orchestra, Duke Ellington, and Benny Goodman. Bandleader’s arrangers and composers like Nelson Riddle, Billy May, Don Costa and much much more.

Setup requirements

For most local gigs, all equipment and backline is provided by artist/band. Equip and Backline requirments for out of town gigs shall be provided upon request

Testimonials

Thanks so much for the great job that you all did on Saturday night. Tom and I are both so happy and so thrilled that our friends and family had such a great time. The entire crowd raved about the music and the party. Jerry, everyone loved your songs, and the general format with you singing and alternating with the DJ...the whole thing was perfect. The song selection was perfect too. A little Frank Sinatra and a Little Lady Gaga. It doesn't get better than that.

– Gayle P. Hempstead Country Club, Hempstead NY

I think Jerry & his Band were fantastic! I love Sinatra's music & Jerry has that feel. Professionally- Jerry & his band sounded amazing! I don't know if you've heard Jerry sing before, but he has one of the smoothest voices around. It is rich, warm, and fills the room, but not piercing. His musicians in the band were top notch guys from Manhattan who were all professional players, not just once a month guys. You can really tell the difference! Additionally- I found Jerry through a website search (lucky for me) Jen & I wanted to have a certain feel at the wedding which would require a live band, and we also wanted to dance the way WE dance. She had initially contacted several bands in the city and they and they all wanted more money than I had paid for my last automobile! Then I found Jerry. As far as I know, Jerry is the only PROFESSIONAL of his type on Long Island, and he sounds as great (if not better) than most of the groups from the city.I encourage you to listen to Jerry's music. Meet with him and draw your own conclusion if his style is right for you, but don't hesitate with regard to the quality and professionalism of Jerry and his band.

– Wan Ling,

Jerry, I wanted to take a minute to personally Thank You for helping me arrange the entertainment, for my mothers birthday on such short notice. You guys were Fantastic! your Sax player was unbelievable all you guys were just great. Were having a corporate Christmas party in December, your band would be perfect, We’ll talk. Thanks Jerry. Bob Worth

– --Bob Worth NYC, NY

Dear Jerry, My Husband and I just wanted to thank you. You added the perfect touch to the party. I have to tell you, when you first started singing I thought you were lip sinking and some of the guests thought the DJ had a CD playing. All in all the event was a great success and I am going to recommend you to all my friends. Thanks Again. Sincerely, Felix & Linda Fedrich

– --Linda Fedrich Garden City, NY

Dear Jerry, I can''t thank you enough, you guys were Great! The music was perfect, exactly what we were looking for and more. When you sang my parents wedding song and thay both started crying I lost it. You have a beautiful voice, I'm in love. My family and friends are still talking about you. Thank You, Thank You, Thank You, Nicole

– -Nicole DeSanto Stony Brook, New York

Jerry and his band were great. I would definitely hire them again and may even wind up using them again next year for what may turn out to be an annual golf benefit. Thanks again Jerry.

– -Kevin E, Riverhead, NY

Wonderful band. Guests loved their sounds. Would recommend to anyone. Jerry was as professional as they come. Thanks for the hook-up.

– Warren -Catering M, Port Jefferson, NY

One of the best singers of the standards I’ve ever heard, I would highly advise anyone to use him! He’s a class act .

– -Denis S, Smithtown, NY

Jerry and his band were exactly what we had dreamed about for our wedding. His voice is excellent and he has a variety of options for ensemble sizes. We had a wonderful American Songbook evening with some mixed dance thrown in for fun. I would highly recommend Jerry because he really listens to what you want and like, and does a great job. We had many compliments on his band from our wedding guests.

– -Jennifer H, Montauk, NY

Our Country Club's 1st Annual Special Membership Recognition and Appreciation Dinner Dance was a huge success largely in part by Jerry Costanzo's Band. With such a diverse membership, ranging in ages 20 - 96, we needed a band that would be able to "feel the essence" of the evening and be spontaneous and accommodating. The Jerry Constanzo band did just that. They were highly professional and entertaining. Our members were extremely happy. We would definitely welcome them back!

– -Susan L, Goshen, CT

What can I say about Jerry and his band? True perfection! I can actually give them all the credit for the success of my Mom & Dad's Surprise 50th Wedding Anniversary party! The smiles on their faces said it all and it was all because of you and the band. They didn't sit down all night! I've never seen them so excited in all my life! Jerry it was my pleasure working with you and your band. You all knew exactly what I was looking for. You were all so accommodating and you nailed every detail. You guys were great! Before my parents actually saw you and the band they thought they were hearing a record that's how good you sounded! I loved your passion and your enthusiasm. I can tell you all really love what you do! You couldn't have done anything better, it was absolute perfection! This day will always be remembered by me and my parents as the very best day of our lives and I truly mean it. The anniversary party may be over but you have won the hearts of me and my family forever. I can neve

– Janie R.

From beginning to end, I found Jerry very approachable and accommodating. He was quite flexible with the plans for our event, which seemed to change like the wind. With respect to the event itself, everything worked effortlessly... they arrived promptly, set-up with minimal fluff and then performed better than expected. The mix of instrumentals and vocals was quite right, and the blending of holiday tunes was perfect. Though I am not an expert in things musical, I was impressed with the quality of the sound - seemed like something you'd find in a high-quality niteclub in New York. The band agreed to play longer than for what we'd agreed and did so quite happily. All in all, these guys are great, and I recommend them highly. -Erin D, 12/20/2006, Corporate Function, New Haven, CT

– Erin D,

WOW!! I gave a 60th Anniversary party to my parents, and many guests were in their 80's. I also invited their children, and grandchildren, and there were times when almost every person in the room was up dancing!! To see people in their 80's and 40's and 20's dancing side by side and laughing and smiling was fantastic! The owner of the banquet hall heard the band and came down to our room to ask me who was this band, and how could he contact them! Every guest asked me where we found this 17-piece Big Band. Jerry Costanzo transcends generations. Grandchildren were asking their grandparents to dance! I saw guests with tears in their eyes many times during the evening. This Big Band was professional, talented, and Jerry makes eye-contact while he's singing and is very charming. I have sailed on the QE2 and on the new QM2 cruise lines, as have many of the guests, and Jerry Costanzo's Big Band tops every band we have ever heard! They have my highest recommendation.

– Cynthia E,