How did Summer 2022 go by so fast??

Did you spend any time for yourself this summer?

We can’t believe that this year has flown by so fast.. Can it really be August 9th already? We know we have taken some time for ourselves and our family over this summer and we hope you did too. Not only is it important for your mind but your health as well. You’ll have more energy to pursue what drives you.

And with summer passing so quickly, it is time to think about our winter season. Plan ahead. The Key West Theaters, Music and event scenes have done just that. They have planned a brilliant season for us to see and experience great shows and events as we always do here in Key West. If you are a business or an individual, please consider supporting these venues with an ad in their programs. Not only will your business or as an individual you can pick a Not For Profit to receive the ad, be seen as a supporter of our cultural arts but you also get some perks. With some of the theaters, you will receive tickets to see a show or even see Nutcracker Key West again. You’ll be featured in Instagram and Facebook posts and more.

For the upcoming 2022-23 Season, we are excited to be representing the following Cultural Arts programs: Red Barn Theatre, Key West Theater, Tennessee Williams Theatre, Marathon Community Theater, Waterfront Playhouse, Nutcracker Key West, Fringe Theater, Impromptu Classical Concerts, Key West Business Guild’s Headdress Ball, Key West Film Festival in November 2022, Anne McKee Fine Art Auction 2023, Key West Songwriter’s Festival and both Wesley House Family Services big fundraisers: Valentine’s Day Gala and the Mayor’s Ball. We call this one stop shopping, one person to see instead of 14 of us!

We will be sending emails and knocking on your doors soon. Our first deadline is for Waterfront Playhouse on September 16 so decide ASAP. Once you have decided which programs you want your ad to be in, the rest is easy. Then you can sit back and relax until next year.

Thanks again for your support.

Roberta & Peter

Drumroll please…… Here are the 2022-23 Pricing and deadlines!
And the Special Events pricing for 2022/23

The light at the end of the tunnel ~ July 2021

It’s been a long haul since the Theater Season opened in December of 2019… the doors have been shuttered but they will be opening later this year. We are so excited to be able to represent these theaters and events once again: Key West Theater & Coffee Butler Waterfront Amphitheater, Marathon Community Theater, The Red Barn Theatre, Tennessee Williams Theatre, Waterfront Playhouse, Impromptu Concerts (50th Season), South Florida Symphony, Key West Business Guild ( Headdress Ball 2021, Pride 2022, Tropical Heat 2022 and WomenFest 2022), Anne McKee Fine Art Auction Catalog, Key West Songwriters Festival and new this year, Wesley House Family Services 40th Anniversary Valentine’s Gala and the 2022 Mayor’s Ball programs.

It’s been a long road

The Annual Anne McKee Fine Art Auction is going virtual this year ~ February 4 – 17, 2021.

54 Florida Keys Artists are participating in the exciting new format in these crazy times.

For just $75.00, you can have your logo with a link to your website up as soon as we receive it! After the auction closes, the auctions remains online for viewing.  Limited Space Available. 

     A little bit about the online auction: There are 54 pieces this year including an original Sal Salinero valued at $26,000. Online preview is open now. The in-person preview for the artwork will be at The Studios of Key West on the 2nd Floor lobby starting February 4 until the night of the auction.  We have placed a QR code in our print ads (see below) that will direct people directly to the auction website.

 At 5:30 PM on Thursday, February 4, the online auction will open to bidding and will continue until the night of Wednesday, February 17th.  We have grouped the first 5 pieces in the first group and then every 10 art pieces are grouped together after that. Each group will expire in 15 minute increments with the first expiration at 7:15 PM.

The Anne McKee Artists Fund receives 50% of monies raised for each piece. The artist receives 50%.  The fund then provides grants to visual, performing and literary artists in May of 2021 up to $2000. This is really a win-win for all involved. To learn more about the fund,

Remember the auction is online, so anyone in the world can bid!  Invite everyone to the  online auction  to help Anne McKee Artists Fund receive the highest bids and make the most money for the Anne McKee Artists Fund for the 2021 grant cycle.  

Sizes: All $75.00
Small: 100 X 100 or 151 X 151
Medium: 244 X 203
Large: 544 X 184

Limited Space available. Deadline Wednesday February 10th.

You will receive an invoice from Anne McKee Artist Fund PayPal and a confirmation on placement from either Peter or myself. 

Thank you for supporting the cultural arts. 

Roberta & Peter

We want to keep you in the loop…. July 2020

We hope everyone  is staying safe and healthy.  This season will be a hard one for  everyone connected to the Arts community and we wanted to keep you in the loop as to what we know today.

May 2020: The checkpoint into the Keys was still up and it was easy to take photos without any cars in them…

Key West Songwriters Festival 2020 is currently scheduled for  October. 7-11, 2020.  Any ads placed for the May event will still have a reservation in the program. We will double check to see if you want to update your ad from what you submitted in March.  Of course, you can still reserve an ad if you aren’t in yet.

        Key West Business Guild: any ads placed will be reconfirmed  before the next program goes out. 

  • Tropical  Heat 2020 and Womenfest 2020  have been cancelled.  Any ads placed will be moved to the 2021 events.  
  • Pridefest 2020 is scheduled  for Nov. 18 – 22, 2020.  We will confirm your ads before we send to the designer.  Pride Follies is scheduled for Saturday Nov. 7.  
  • Headdress Ball is scheduled for Dec. 26 at the Coffee Butler Amphitheater.  We will confirm ads before the program is designed. 

Theaters:  Waterfront Playhouse, Red Barn Theatre, Tennessee Williams Theatre, Fringe Theater at this point are waiting.  Peter and I are ready to go when we know anything.  Key West Summer Stage was cancelled but Theatre XP is doing a stage reading at Waterfront Playhouse this week. 

Music: South Florida  Symphony  will be doing all virtual  performances.  There may  be some advertising  opportunities. Impromptu  Concerts is looking at hosting a season but are also in standby mode. 

KW Theater: I have not yet heard back from them.  

Art: The Annual Anne  McKee  Fine Auction is still scheduled  for Feb. 17, 2021  at  The Studios of Key West. As the situation  is fluid,  it may be a virtual event with advertising  opportunities.  

      The other big news is that I started a Photography Book project that led from my bike riding around Key West during the shut down.  I am collaborating with Carol Tedesco and we have invited 24 other photographers to submit up to 14 images that were shot between March 1 and June 1. It will be a one time printing.

      Participating photographers are: Liz Acar, Peter Arnow, Susan Bailey, Lynne Bentley-Kemp,  Joe and Ozlem Berg, Larry Blackburn, Michael Blades,  Kyle Campbell, Jeffrey Cardenas, Alyson Crean, Ralph DePalma, Roberta DePiero, Heather Dow,  Todd Andrew Feit,  Tony Gregory, C.J. Groth, Jay Hall, Mark Hedden, Martha Hubbard, Bill Klipp, Linda Klipp, Corey Malcom, Rob O’Neal, Steve Panariello, Carol Tedesco and Sharon Wells.  

      We received a grant from the Awesome Foundation to help with printing costs and after the printing expense,  all monies raised will be going to Sister Season Fund.  We’ve raised over $4000 towards printing cost of the 250 page book and at $49 each, we will be able to raise more than $10,000 for Sister Season Fund.  Click on the button below if you are interested in pre-ordering Isolated Island: The Key West Covid-19 Spring of 2020 or donating towards printing costs. 

Be safe, stay healthy, wear your mask  and well,  you know…. wash your hands! 

P.S. The photos below are just random shots I’ve taken the last few months. None are in the book because it was after the June 1 deadline. 

2021-2022 Theater Programs to advertise in…

Key West Playbills is proud to present our advertising opportunities in the Performing Arts and Events Guide for the upcoming 2021-22 Season. All have planned robust “Come Back Seasons”.

We are honored to welcome Wesley House Family Services  to our portfolio this year.  They will have a book for their long established Valentine’s Day Gala on February 14, 2022, as well as the popular Mayors Ball which has been moved to March.

Two of our venues are offering exceptional advertising opportunities this year.  The Waterfront Playhouse will be performing all year long through August 2022 with twelve presentations. Rams Head’s Key West Theatre is also performing through the year and now distributing their Playbill at their Coffee Butler Amphitheater performances. In both cases there will be no increase for the prices of their ads.

The Tennessee Williams Theatre returns offering a season of popular Broadway and music events while the Red Barn Theatre celebrates 42 years of Big Things in a small space!

The Anne McKee Fine Arts Auction, which went digital last January due to the epidemic, returns to a printed program.

The South Florida Symphony is going digital on their programs through a cell phone app which displays their performances and advertisers.  They will be able to supply number of “click- throughs” to advertisers. We would be glad to show you how this works in person.

Impromptu Concerts returns to their monthly presentations at St. Paul’s church to celebrate their 50th Season.

The Marathon Community Theater has reorganized and taken over the operation of the film theater as well as their live stage (located in the same building.) They have an early closing date of August 27, 2021.

The Key West Songwriters Festival (one of top ten such events in the US according to Billboard magazine) returns to their May performances in many Key West clubs.

The Key West Business Guild has enjoyed great support from the community this year for its Pride, Tropical Heat, WomenFest and Headdress Ball Guides, and plans even bigger events next season.

It’s that time finally! Support the theaters with your playbill ad!
Part of who we are representing this year
And the rest of who we represent

The 2019-2020 Playbill and Program Season is here!!

It’s true…. It’s that time of year already.  You’ve got the time now to get all set up for season plus you can plan when you want to use your tickets! Write it down on your calendar so you remember to use them!

We are excited to be partnering with the Key West Business Guild to offer their package of programs for all FOUR of their events: Headdress Ball 2019, Pride Fest 2020, Tropical Heat 2020 and WomenFest 2020 (and 2019 if you act fast!).


























2018-19 Theater Playbill Advertising Rates and Specs are out!


It’s true,  the 2018-19 Key West Playbill Advertising Rates and Specs are out!  Reserve your spot now.  First deadlines are September 15 for South Florida Symphony and  Studios of Key West.   Email us at

2018-19 rates for Studios of Key West, Key West Theater, Marathon Community Theatre, Red Barn Theatre, Tennessee Williams Theatre, Waterfront Playhouse, Key West Summer Stage 2019 and Fringe Theater.


Key West Playbill Specs. Yellow boxes have the special specs for Fringe Theater, South Florida Symphony, Studios of Key West and Marathon Community Theatre.

Impromptu Concerts, Nutcracker Key West, South Florida Symphony, Truman Foundation, Anne McKee Artists Fund, Key West Songwriter’s Festival, Mystery Fest Key West, Florida Keys Guitar Summit

2018-19 Theater Season Playbill advertising just around the corner!

Our New Logo!

We are so excited to reveal our new logo for the upcoming sales season!

We will be ready in a few weeks for you to reserve your ad in any of the following programs: Studios of Key West, Key West Theater, Marathon Community Theater, The Red Barn Theatre, Tennessee Williams Theatre, Waterfront Playhouse, Key West Summer Stage 2019, Fringe Theater, Impromptu Concerts, Nutcracker Key West 2018 South Florida Symphony, Truman Foundation,  Anne McKee Artists Fund Catalog, Key West Songwriters Festival, Mystery Fest Key West and Florida Keys Guitar Summit.