StaCay on the Keys

Fort Myers, FL

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Travels up to 200 miles

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Overview

StaCay on the Keys isn’t a rotating roster of musicians. We’re a South Florida duo with real chemistry onstage and off, bringing a full production—dueling pianos, pro sound and lighting, bold visuals and a state-of-the-art request system.

Our Piano Party in Paradise is high-energy and interactive, with requests, sing-alongs, dancing and crowd interaction. Sinatra to Swift, country to rock, Motown to modern.

Award-winning pianist, performer and Emmy-winning TV host Jen Stacy joins globally charting recording artist Chris Cayman, who records at legendary Criteria Studios.

The Host Is the Hero. The Guests Are the Stars of the Show. It’s the party they’ll talk about long after the final song.


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Booking information

Price range: Contact for pricing

Languages: English, Haitian Creole — Fluent

Gig length: 90 - 240 minutes

Insurance: $1,000,000 - Commercial General Liability Insurance

What to expect

THIS ISN’T BACKGROUND MUSIC. THIS IS YOUR PARTY.

There’s no standard StaCay setlist—because your guests help create the show.
From the first song, we read the room and build the night around the people in it. Want to hear something? Write down a request the old-school way or simply scan from your seat and send it straight to the pianos. No waiting for a break in the music or fighting your way through the crowd. Pick a song, send it our way and see where the night takes us.

YOUR WISH IS OUR SETLIST.
Sinatra? Absolutely.
Billy Joel? Of course.
Dolly? Elton? Journey? Motown? Country? Yacht rock?
Taylor Swift? Bruno Mars? Something nobody expected us to play?
Try us.

We move from decade to decade and genre to genre, following the energy of the room rather than forcing every audience into the same pre-planned show.

Requests start flying. Favorites get shouted out. People sing, dance, laugh and—when the moment is right—become part of the show themselves.

And because StaCay is an established duo—not two performers paired together for your event—the banter, harmonies, musical cues and back-and-forth are already there.
We know how to push each other, rescue each other, make each other laugh and change direction without the audience ever seeing the gears turn.

WHAT DOES THAT LOOK LIKE AT YOUR EVENT?
It might start with cocktails and familiar favorites while everyone settles in.
Then somebody sends a request.
Somebody else realizes they know every word.
A table starts singing.
Someone gets up to dance.
Another request comes in.
And somewhere along the way, the line between the performers and the party disappears.

That’s StaCay.

We can turn the energy up, bring it down, keep things sophisticated or let the room completely cut loose.
A black-tie gala shouldn’t feel like a beach bar, and a birthday party shouldn’t feel like a corporate dinner.

We tailor the energy to the event, the audience and the moment.

Your event also gets a polished, self-contained production. We arrive with two pianos, professional sound and lighting, microphones, bold visual elements and an interactive request system that lets guests send songs directly from their seats—creating a real show environment rather than simply placing two keyboards in the corner.

And behind all that fun are two experienced live performers who know that the event isn’t actually about us.
It’s about the bride and groom.
The company celebrating its team.
The club throwing the party of the season.
The birthday everyone flew in for.
The fundraiser trying to fill the room.

Your people. Your night. Your memories.

We can bring the sing-alongs, dancing, requests, comedy, crowd interaction and surprises.
You bring the people you love.
We’ll meet you at the pianos.

THE HOST IS THE HERO.
THE GUESTS ARE THE STARS OF THE SHOW.

StaCay on the Keys — Your Piano Party in Paradise.

About

TWO PIANOS. TWO PERFORMERS. ONE SERIOUSLY FUN PARTY.

StaCay on the Keys is what happens when an Emmy-winning TV host and award-winning pianist teams up with a recording artist and seasoned live entertainer—and somebody puts a piano in front of each of them.

We’re Jen Stacy and Chris Cayman—StaCay (Stacy + Cayman)—a South Florida entertainment duo with years of real chemistry onstage and off.
We perform together. We travel together. We rehearse together. And we’ve spent years learning exactly how to play off each other onstage.
The chemistry isn’t something we manufacture for an event.
It comes with us.

MEET JEN
Jen has spent more than 25 years entertaining audiences across the country on television, onstage and at major live events, with more than 10,000 hours of live television experience.
An Emmy-winning TV host, award-winning pianist, singer, actor and emcee, she’s been performing since childhood and playing piano since age four.

Her specialty? Reading a room.

Years of live television taught Jen how to think on her feet, handle just about anything that happens in real time and—most importantly—make the people around her feel comfortable enough to join the fun, smile, and laugh.

Whether she’s behind a piano, behind a microphone or somewhere in the middle of the crowd, her job is to make sure your guests never feel like they’re simply watching a show.
They’re part of it.

MEET CAYMAN
Cayman is a singer-songwriter, recording artist and seasoned live entertainer who has performed at venues across the country and continues to perform his solo show regularly throughout Florida.

With a remarkable five-octave vocal range, powerhouse vocals and a natural ability to work a crowd, he moves effortlessly across decades and genres—from Sinatra and Johnny Cash to Michael Jackson, modern hits and his own original music.

His upcoming album was recorded at Miami’s legendary Criteria Studios—including in the very studio where the Eagles recorded “Hotel California.”
Criteria’s remarkable musical history includes artists such as Aretha Franklin, Bob Marley, the Bee Gees, Eric Clapton and Fleetwood Mac.

Cayman’s original music continues to earn global attention.
His single “Impossible” reached the Top 10 and continues to chart globally, and his music is streaming on all major platforms.

AND THEN THERE’S STACAY.
Put the two of us together, add two pianos, and things tend to get interesting.
We created StaCay on the Keys: Your Piano Party in Paradise because we wanted something different from the traditional dueling-piano formula.

This isn’t a traditional piano-bar act—and it definitely isn’t two performers meeting for the first time at your event.

StaCay is built around chemistry, spontaneity and the people in the room.
Our guests help drive the show.
Requests come in. Plans change. Someone starts singing. Somebody else gets up to dance. One song turns into another, the room gets involved, and suddenly the quiet table in the corner is belting out the chorus with everybody else.

Our musical playground stretches from Sinatra to Swift, country to rock, Motown to modern—plus those songs everybody somehow knows every single word to.

And we bring the party with us: two pianos, professional sound and lighting, bold visual production and a state-of-the-art request system that makes it ridiculously easy for guests to become part of the show.

From country clubs and yacht clubs to resorts, corporate events, weddings, galas and private celebrations, every StaCay show is built around the people in front of us.
Because this really isn’t about us.

THE HOST IS THE HERO.
THE GUESTS ARE THE STARS OF THE SHOW.
The best event isn’t the one where people leave saying, “The entertainment was good.”
It’s the one they’re STILL talking about on the way home.

Welcome to StaCay on the Keys.
Your Piano Party in Paradise.

Additional booking notes

WE BRING THE PARTY—AND THE PRODUCTION.

StaCay on the Keys is a self-contained professional production.

We arrive with our two piano setups, professional sound system, microphones, mixing equipment, stage lighting, visual elements and interactive song-request system.

For most events, the venue simply needs to provide:
• A safe, level performance area with adequate space for two pianos and our production equipment
• Access to reliable standard electrical power
• Reasonable access for load-in and load-out
• For outdoor events, a fully covered and protected performance area with appropriate protection from rain, wind and extreme weather
• Venue Wi-Fi is helpful when available, but requirements can be discussed during event planning

Already have professional production? No problem.
For larger venues, festivals and events with an existing sound or lighting team, we're happy to coordinate with your production staff in advance.

Because every venue is different, we'll confirm technical details, load-in access and production needs with you before the event so there are no surprises on show day.

Have a unique space? Talk to us.
Country club ballroom, yacht club, resort, private home, outdoor celebration or full-scale event venue—we'll work with you to determine the best setup for the room and the experience you want to create.

Set list

YOUR WISH IS OUR SETLIST.
The funny thing about asking StaCay for a “typical set list” is…we don’t really have one.
You do.

Every crowd is different, so every StaCay show is different.
Guests can write down requests the old-school way or simply scan from their seats and send songs directly to the pianos.

We mix those requests with crowd favorites, sing-alongs, dance songs and whatever the room needs next.

Our repertoire spans hundreds of songs across decades and genres—from Sinatra to Swift, country to rock, Motown to modern.
Here’s just a taste of where a StaCay night might take you:

PIANO-BAR FAVORITES & SING-ALONGS
Piano Man — Billy Joel
Crocodile Rock — Elton John
Don’t Stop Believin’ — Journey
Sweet Caroline — Neil Diamond
American Pie — Don McLean
Bohemian Rhapsody — Queen
Great Balls of Fire — Jerry Lee Lewis
Country Roads — John Denver

ROCK, CLASSICS & CROWD FAVORITES
Hotel California — Eagles
Faithfully — Journey
Sweet Home Alabama — Lynyrd Skynyrd
My Way — Frank Sinatra
What a Wonderful World — Louis Armstrong
Unchained Melody — The Righteous Brothers

COUNTRY
Tennessee Whiskey — Chris Stapleton
Friends in Low Places — Garth Brooks
9 to 5 — Dolly Parton
Islands in the Stream — Kenny Rogers & Dolly Parton
Jackson — Johnny Cash & June Carter Cash
Picture — Kid Rock & Sheryl Crow

SOUL, MOTOWN & POWERHOUSE VOCALS
At Last — Etta James
Respect — Aretha Franklin
(You Make Me Feel Like) A Natural Woman — Aretha Franklin
I Will Survive — Gloria Gaynor

POP, PARTY & TODAY
Uptown Funk — Mark Ronson ft. Bruno Mars
Perfect — Ed Sheeran
Shivers — Ed Sheeran
Die With a Smile — Lady Gaga & Bruno Mars
Plus favorites from Taylor Swift, Whitney Houston, Celine Dion, Michael Jackson, Teddy Swims, Benson Boone and more.

AND SOMETIMES…WE LEAVE THE PIANOS.
Because not every great song is meant to be enjoyed sitting down.
Depending on the crowd, a StaCay night might include conga lines, the Cupid Shuffle, the Electric Slide, The Loco-Motion, line dances, slow dances for the couples, hands-in-the-air sing-alongs and those songs that somehow get the entire room onto the dance floor.

Some moments happen at the pianos.
Some happen on the dance floor.
And some happen somewhere in between.

We follow the room.

Want sophisticated cocktail music while guests arrive? We can do that.
Want everyone singing?
Done.
Want the dance floor packed?
Let’s go.
Want to slow things down for the couples before we bring everybody back up again?
Absolutely.

The songs change. The energy changes. The crowd changes.
That’s exactly the point.

See something you love? Request it.
Don’t see something you love? Request that too.

No cookie-cutter set.
No identical show twice.
Just the right music for the people in the room.

StaCay on the Keys — Your Piano Party in Paradise.

Influences and inspiration

OUR MUSICAL DNA IS ALL OVER THE MAP—AND WE LIKE IT THAT WAY.

StaCay draws inspiration from the great entertainers who understood that performing is about more than playing the right notes—it’s about connecting with the room.

Billy Joel and Elton John are natural influences for two piano players, but our musical world stretches much further.

We love the timeless showmanship of Frank Sinatra, the storytelling of Dolly Parton and Johnny Cash, the soul of Aretha Franklin and Motown, the harmonies of Fleetwood Mac and the Eagles, the energy of Queen and Journey, and the unmistakable pop instincts of artists from Michael Jackson and Whitney Houston to Bruno Mars and Taylor Swift.

But our biggest influence may be the tradition of live entertainment itself—the performers who can walk into a room, read an audience and make everyone feel like they're part of what happens next.

That’s the spirit behind StaCay.

Great songs.
Great performers.
No musical boundaries.
And absolutely no telling where the next request might take us.

Setup requirements

Standard electrical power; Safe, level performance area; Covered/protected performance area for outdoor events; Load-in/load-out access