A deliciously well-dressed weekend awaits, as well as new and inspired theater, a literature festival, pre-season football, and some great concerts, including one by a 90-year-old music icon! The perfect weekend begins NOW!
Friday
Madeira Beach Burger Week!
Multiple Venues, Madeira Beach
Foodies, hit the beach – Madeira Beach, that is. The great American burger is in the spotlight all week long at multiples restaurants on the Gulf. You’re going to be there anyway beating the Florida heat, so treat yourself to a fat juicy tower ‘o beef from one of multiple participating restaurants at a great price.
In this city-wide, week-long celebration, burger lovers will have the opportunity to enjoy burger deals from participating local restaurants. By using the official Madeira Beach Burger Week Passport, burger aficionados can map out their culinary journey, explore new restaurants, challenge their taste buds, and connect and share their experiences on social with other Madeira Beach foodies, all while being entered to win awesome prizes!
Friday, August 21st – Sunday, August 30th
Find more information HERE.
5-Course Tuscan Wine Pairing Dinner
Che Vita, Tampa
If you’re looking for something a bit more elevated than a delicious burger, here’s a chance at a truly elegant multi-course dining experience. Come to Che Vita for an exclusive 5-Course Tuscan Wine Pairing Dinner. Chef Fabio has crafted a seasonal menu inspired by the flavors of Italy, featuring fresh seafood, house-made pasta, premium cuts, and an elegant dessert course. Each dish will be thoughtfully paired with exceptional wines from Tuscany, creating a dining experience designed to showcase the harmony between food and wine. This one-night-only event offers the opportunity to enjoy a guided culinary journey. Whether you’re a wine enthusiast, a lover of Italian cuisine, or simply looking for a memorable evening out, this special event promises an unforgettable experience of flavor, craftsmanship, and hospitality. * Space is limited*
Friday, August 21st @7:00 pm – 10pm
Find reservations and more information HERE.
**Registry Spotlight Event**
Penelope: An Epic New Musical
Straz Center, Shimberg Playhouse, Tampa
A blockbuster summer movie is a happy timing coincidence, but if you had to choose – run, don’t walk, to the already 60% sold-out Shimberg theatre. Penelope has been waiting … and waiting … and waiting for her husband, Odysseus, to return from a decade-long war. Given the rest of the soldiers came home years ago — forgive her, but she’s going to need a drink while she tells you about it.
With a beautiful folk-inflected pop score backed by an onstage band of strings, piano, and drums, Penelope confides in us about her loneliness, her son’s disappearance, her suitors, her gods, her faith in her marriage — and ultimately, the faith that she must have in herself. So go ahead and grab a drink too and listen to this ancient tale made new:
On a personal note, having watched the phenomenal talent of Colleen Cherry bloom since she befriended my very own theater nerd, Jordan, in middle school, it’s a bit difficult to maintain “journalistic impartiality” as I gush with pride for her. I’ll just say, see you opening night (with bells on), and get your tickets for the run NOW. THREE WEEKS ONLY!
Friday, August 21st – Sunday, September 6th
Find tickets, performance times, and more information HERE.
Saturday
2026 Literary Festival
FloridaRAMA, St. Pete
Our community is incredibly lucky to have so many literary heroes! The 2026 Literary Festival is FloridaRAMA’s first annual celebration of local authors, transforming our immersive art experience into a vibrant literary marketplace filled with book sales, autograph signings and meet-and-greets. Enjoy hourly speaker presentations, a cash bar, giveaways and community sponsors while connecting with writers and fellow book lovers. Early launch tickets are $22 and VIP tickets are $40.
Saturday, August 22nd @12pm – 6pm
Find tickets and more information HERE.
Threads of Vision Fashion Night
Imagine Museum, St. Pete
We have not one, but TWO fashion experiences to share with you this week. International fashion designer Maya Mouis presents Threads of Vision, where bold runway collections meet contemporary glass art. Explore the museum, enjoy live entertainment, and experience an unforgettable evening celebrating fashion, creativity, and artistic expression. VIP experience available which includes the following:
Enjoy early entry, front-row seating, luxury curated finger foods, a VIP reception, red carpet photos, private gallery viewing, an exclusive meet & greet with the designer, and a premium gift bag.
Saturday, August 22nd @6pm
Find tickets and more information HERE.
Wearable Art Show
Dunedin Fine Art Center, Dunedin
With Master of Ceremony, David Warner at the helm, wearable ART 20: Platinum celebrates twenty years of one of the Dunedin Fine Art Center’s most beloved traditions. Marking the platinum anniversary of this spectacular event, the 2026 runway will feature breathtaking new creations from returning designers alongside exciting first-time participants.
This milestone year offers a chance to celebrate the remarkable journey of Wearable Art, from its raucous and bold beginnings to the high-production spectacle it has become today. wearable ART 20: Platinum honors the creativity, innovation, and unforgettable designers who have shaped the event over the past two decades while looking ahead to its exciting future.
Saturday, August 22nd @7pm
Find tickets and more information HERE.
Preseason Home Game: Tampa Bay Buccaneers vs, Kansas City Chiefs
Raymond James Stadium, Tampa
School has begun and, despite the thermometer, Fall is on the way – which means FOOTBALL!! I do love the NFL and this season promises to be pretty “interesting,” to say the least. Follow the Bucs ’26 season from the beginning by coming out to RayJay for the first home pre-season game. It’s so much more fun in person than on TV, and that’s a fact, so come on down and let the season begin! In the words of the legendary Gene Deckerhoff – “Touchdown Tampa Bay!!”
Saturday, August 22nd @7:30pm
Find tickets and more information HERE.
Sunday
K-POP WARRIORS, Live!
The Historic Coliseum, St. Pete
Here’s a great idea for a family funday Sunday. K-POP Demon Hunters remains super-hot, so take the kids to this special touring live show.
KPOP Warriors: Is a high-energy family show packed with K-Pop–style music, fast choreography, and colorful heroes battling playful villains. Expect nonstop action, fun characters, and an exciting experience for kids and fans of all ages.
Sunday, August 23rd @3pm – 4:30pm
Find tickets and more information HERE.
**Concert Corner**
An Evening with Journey’s Jonathan Cain
Central Park Performing Arts Center, Largo
Saturday, August 22nd @8pm
Find tickets and more information HERE.
Buddy Guy at Ruth Eckerd Hall
Ruth Eckerd Hall, Clearwater
Sunday, August 23rd @7:30pm
Find tickets and more information HERE.
Have a great Top 10 weekend, everyone!
Cindy
