Singing Waiters in Chicago Produce Affordable Surprise Entertainment

Chicago Singing Waiters Help Reduce Travel Costs

In an effort to reduce extraneous costs, Entree Entertainment, Inc., parent company and exclusive booking agent for The Amazing Waiters, has brought the best in Singing Waiter Entertainment to the greater Chicago, Illinois Area.

“Starting in October, Entree Entertainment will have an operational presence in the Midwest! We want to bring affordable, high-quality surprise entertainment at a extremely competitive price point…” states, James Anest, President and CEO of Entree Entertainment…”Having The Amazing Waiters here in Chicago will allow us to do that. Our latest regional entertainment hub will keep the travel costs down and lets our clients enjoy the savings, unlike some of our competitors who have to fly performers from as far as New York and Los Angeles AND then charge the client to lodge and feed them. That can get costly, especially for smaller events.”

The Amazing Waiters in Chicago Illinois

With over 1,500 singing waiter shows to their credit, the “Amazing” staff and entertainers have limitless imagination to make your event the event of the year! If you haven’t thought of surprise entertainment for your Wedding Reception, Holiday Party or Business Meeting, now’s the time. It’s the best way to get your guests buzzing with the tried and true formula of song and levity.

Having the first Singing Waiter Act based in Chicago makes The Amazing Waiters a leader in American Surprise Entertainment choices throughout the Midwest.  Premiere entertainers, customized shows, and the best show pricing available, makes our act the most affordable show of its kind in the United States.

Call our regional Chicago Branch today for special pricing!  312-473-2919

We look forward to hearing from you!


The Amazing waiters are a premiere singing waiter surprise act in the united states.  visit their website or call today for more information.

Rave Wedding Entertainment Review from our Boston Show

This was so good, we had to share…

This past weekend, The Amazing Waiters were privileged, to surprise BOTH Bride and Groom with a gift from the Mother of the Bride.  Although sometimes risky (when both parties don’t know) to do a wedding reception show like this without either knowing, we were happy to customize this show around and even embracing that with the blessing of the Bride’s Mother.

It was a very cool (although weather-wise it wasn’t) outdoor Bostonian-Styled wedding and reception with the blazers and light pants.  The tables were very elegant outside this hidden stone manor about an hour north of the City Proper.

The Amazing Waiters in Boston MA

Sound Check for Wedding Reception in Boston MA.

This show featured James (General Manager of TAW) and Sean (our East Coast TAW Representative), two long time friends and very versed in handling about anything that can get  thrown at them.

The specially written show consisted of inside jokes, dialogue and some fabulous songs that ranged from Broadway, Jazz (Rat Pack) to Opera.  The surprise knocked the newlyweds for a loop and brought them to their feet numerous times during the show.

After the show, the mother of the bride sent a very nice letter that is most worth sharing:

Hi James,

Besides our beautiful daughter and new son in law, the Amazing Waiters stole the show. You were simply extraordinarily amazing and fun. The sad thing the singing was so good we wanted to hear more and more songs. Everyone was surprised and some were so touched by the choice of songs that they choked up.

We made the absolute right choice in hiring you.

Thank you for the happy memories.


You are most welcome Pauline!  And, as we said at the wedding, we’ll plan on being there for the Silver Anniversary as well!



Here is an excerpt of the live show we performed.  If you’d like a show like this, call the amazing waiters for the best pricing available.  855-899-7701

The Amazing Tenors in Palm Springs, California

Recently The Amazing Tenors, sister act of The Amazing Waiters entertained guests at the grand expansion of the Desert Hills Premium Outlets near Cabazon, California.  The three amazing singers performed a wide variety of material including Opera from Carmen, Jazz by The Rat Pack and closed with songs from Glee!

The trio performed for a near total of two hours to hundreds of appreciative shoppers and VIP Guests.

Palm Springs with The Amazing Tenors

The Amazing Tenors in Palm Springs, California

TAW Sister Act To Perform Rare Live Perormance In Palm Desert

The Amazing Tenors, part of the “Amazing” Brand of live entertainment in the US and sister act to The Amazing Waiters, will be entertaining guests with their fabulous style of entertainment at the Desert Hills Premium Outlets Expansion Celebration, April 26, 2014 at 12:30 – 1:15PM and 3:30 – 4:15PM


The Amazing Tenors are a specialty singing act that is reminiscent of the famed Three Tenors and sing around the World in private concerts at Corporate Events, Weddings and Galas.

This is a rare opportunity to see this California-Based act live and FREE in Cabazon, California.  See their flyer (below) for details.  See you there! #TAT

The Amazing Tenors:  Opera Entertainment

The Amazing Tenors to perform live at the Cabazon Re-Opening.


The 3 Threes in Entertainment


Good things come in threes. This is especially true in the entertainment world, where several different trios have grabbed our attention and stole the show. From literary characters, to movie stars, to musicians, three seems to be the magic number for success.

The comedy genre has most often seen its share of triplets, from the modern Blue Collar Comedy Group, featuring Jeff Foxworthy, Larry the Cable Guy, and Bill Engvall, to Chevy Chase, Martin Short and Steve Martin in the film Three Amigos. Not to be excluded is the classic 1934 vaudeville act, The Three Stooges, who cultivated a legacy that has influenced comedy long past their prime.


Las Vegas with The Rat Pack

The ultimate trio of entertainers, The Rat Pack.

Comedy isn’t the only area where a collection of three artists makes a prominent statement.  Music also has its share of spectacular trios. Dean Martin, Sammy Davis Jr. and Dean Martin, otherwise known as The Rat Pack, often sold out all their appearances and created a whole new level of economic growth for the city of Las Vegas. From the late 1950’s to the end of the 60’s, American Folk music saw a revival thanks in part to The Kingston Trio. The Kingston Trio featured a lineup of Dave Guard, Bob Shane, and Nick Reynolds, who laid the path for popular music in the United States with never before seen record sales.




America wasn’t the only place to discover the power of three in music. Spain managed to hit the charts with The Three Tenors, comprised of Luciano Pavarotti, Placido Domingo and Jose Carreras, and found instant international success.

First Three Tenor Concert was in Los Angeles, CA

The Three Tenors stunned the world with their amazing opera singing.


Charlie's Angeles Trio

A women’s trio of entertainers in Los Angeles






Many successful trios have also thrived on both the big screen and the more intimate television screens across the globe. In 1981, Charlie’s Angels offered a triple threat inboth mediums, with the original TV show chronicling the adventures of three females (Jaclyn Smith, Farah Fawcett, and Kate Jackson) working in a Los Angeles based detective agency. In 2000, the series was reignited when it was turned into a feature film, and again in 2003 with the production of Charlie’s Angels: Full throttle. This franchise has spawned several different entertainment categories, from comic books to video games.

Sometimes, the literary world can help heighten the importance of a trio in the entertainment industry. Most recently, the world has seen a cult following emerge from The Harry potter series, which follows Harry, Ron and Hermione. They are often referred to as The Golden Trio. This trio is responsible for the creation of several movies, video games, and even a theme park.

From these examples, it can be easily concluded that the entertainment industry has seen success in with several different 3s. The triple dose of talent seen by these groups has amplified the stories they tell and the way most have come to view the overall concept of trios in general.

for a trio of highly-skilled entertainers for your event, party, fundraiser or Holiday, the amazing waiters, specialize in surprise event entertainment world-wide with acts like the amazing waiters x3 & the three singing tenors. 855-899-7701


Three Tenor Entertainment with The Amazing Waiters

Bring elegance and sophistication with one of our Three Tenor shows.  Leading men from the Operatic Stage sing an amazing show from the most beloved operas.  Carmen, La Boheme, La Traviata, Madama Butterfly, The Barber of Seville, Turandot, Don Giovanni, The Pearl Fishers and many more.

Arias, Duets, commentary and even some fun banter make up these interesting and entertaining shows.  This is fabulous entertainment for all ages.

Three Tenor Entertainment

The Amazing Waiters produce Three Tenor Shows

Just like every Singing Waiter show, our Three Tenor shows are customized for your event, whether it’s a Wedding reception, an intimate dinner for two, a corporate function, private party, or huge arena, The Amazing Three Tenor Show will be an unforgettable engagement with elegance.

Download and print our flyer:  Three Tenor Entertainment with The Amazing Waiters. 


Here’s a sample of one of our live shows singing a long-forgotten Placido Domingo love song

Non Piu Andrai from Mozart’s “Marriage of Figero” sung live!