Win Derby

06/11/2026

⚽🏆 THE ROAD TO THE CUP IS HEATING UP! 🏆⚽

This Saturday, June 13, players will battle it out at our halfway point for a chance to win our World Cup Soccer Ticket Grand Prize valued at around $16,000! 🌎⚽

Don’t forget, the $10,000 GOLDEN GOAL is still in play and resets every day, giving you fresh chances to score big all month long. 💰🔥

Make sure to review the updated promotion rules so you know all the ways to qualify, maximize your entries, and improve your chances of winning the World Cup Tickets or the 2025 Mercedes-Benz CLA later this month. 🚗

Play. Qualify. Advance. Win.

06/08/2026

🚐 Starting Friday, June 26: The WIN! Shuttle is Here

We’re connecting Downtown St. Pete and WIN! Derby Lane with a new weekend shuttle service designed to give locals and visitors another way to experience St. Pete nightlife.

The shuttle will run continuous loops between Five Bucks Drinkery (247 Central Ave.) and WIN! Derby Lane approximately every 45–60 minutes throughout the evening.

Looking for something different after dinner, a concert, or a few drinks downtown?

At WIN! Derby Lane you’ll find:

💵 $5 minimum table games
🍹 Complimentary drinks while playing table games
♠️ Live cash poker games
🏆 Evening poker tournaments
💰 Frequent jackpots and promotions
🌙 Open 24 hours on weekends

Whether you’re staying downtown all night or looking to add a little gaming action to your evening, we’ve made getting here easier than ever.

First shuttle rolls Friday, June 26.

See you at WIN!

06/05/2026

💰 JACKPOT ALERT AT WIN! DERBY! 💰

Talk about a night to remember! Congratulations to our latest Table Games Jackpot winner who walked away with an incredible payout and a stack of cash to prove it! 🎉

Looking for excitement without breaking the bank? WIN! Derby features low table game minimums making it easy to get in on the action.

📍 Conveniently located in North St. Petersburg
🃏 Table games starting at just $5
♠️ Huge jackpot opportunities
🎉 Guests 18 and older are welcome to play table games and enjoy the excitement of the gaming floor

Plus, we’re open more than 25 hours straight every weekend, giving you plenty of time to chase your own winning moment!

Who’s next to hit the jackpot at WIN! Derby?

06/01/2026

WIN! Derby Beginner’s Guide: Mississippi Stud Poker

Looking to try a table game for the first time? Mississippi Stud Poker is easy to learn and a lot of fun!

✅ You start by placing an ante bet and receiving 2 cards.
✅ The dealer places 3 community cards face down.
✅ After seeing your cards, you can choose to bet or check as each community card is revealed.
✅ Your goal is to make the best 5-card poker hand using your 2 cards and the 3 community cards.
✅ The better your hand, the bigger the payout!

💡 Beginner Tip: Play strong starting hands like pairs, face cards, or cards that can make straights and flushes.

At WIN! Derby, we make it easy to get in the game:
♣️ Friendly local dealers
💵 $5 minimum table games
🥤 Complimentary drinks while you play
🎉 Players must be 21+ for table games and 18+ to enjoy our poker room

Come learn, play, and have some fun at WIN! Derby!

05/29/2026

Starting June 1st!!

It’s an Action Summer at Win Derby!

05/29/2026

⚽🚗 ROAD TO THE CUP is coming to WIN! DERBY! 🚗⚽

All June long, you’ll have chances to win cash every day through live random seat drawings, card combinations, and interactive challenges.

Plus, we’re giving away nearly $80,000 in total prizes, including:
⚽ A Pair of World Cup Final Tickets
🚗 A 2025 Mercedes-Benz CLA (re-award)
💰 Daily Cash Prizes and Bonus Giveaways

Play poker, tournaments, and table games all month long for your chance to qualify.

Your seat could be next. Your shot could be the winner.

Read rules in our profile or website 📝

Locals place to play tournaments and cash games. Play Fortune Pai Gow, 3 Card Poker, DJ Wild Stud, Hi

05/25/2026

TAMPA BAY… WHO’S READY TO SHUFFLE UP? ♠️🔥

The stakes are HIGH at WIN! Derby as we bring a massive $25,000 GUARANTEED NLHE Poker Tournament to St. Pete on May 28 at 6:30 PM.

💰 $25,000 Guaranteed
♠️ 30K Starting Stack
🔥 $250 High Hand
♥️ $250 Buy-In

Whether you’re chasing the final table, hunting the high hand, or just looking for the best poker action in Tampa Bay, this is the tournament you don’t want to miss.

Big energy.
Big pots.
Big players.

Tag your poker crew and let them know where the action is going down. 👇

📍 WIN! Derby — St. Petersburg, FL
🌐 Visit WIN-DERBY.com for details

05/22/2026

🍻 FREE drinks on Table Games. That’s how Fridays are done at WIN! DERBY! ♠️

Our best Table Game Jackpot High Hand Jackpots are LIVE every Friday in May & June from 8 PM – 4 AM! Whether you’re starting early or showing up for late-night action, we’ve got the cards running all night long. ♠️🔥

✅ Open 24 Hours
✅ FREE Drinks for 21+
✅ Located in North St. Pete
✅ Low Table Minimums starting at just $5 per hand

Come chase the action and your shot at a high hand jackpot every Friday night at WIN! DERBY! 🏆

Vegas style poker, table games, wagering, and dining at the historic site of Derby Lane at Win! Derby

05/20/2026

HOW TO PLAY: FACE UP PAI GOW 🐉

New to Face Up Pai Gow? We’ve got you covered at WIN! DERBY!

✔️ Fortune Bonus Available
✔️ Friendly Local Dealers
✔️ $5 Minimum Bet Tables
✔️ Must Be 21+ to Drink
✔️ 18+ to Play

In this instructional, we’re breaking down the Fortune Bonus side bet and showing you how Face Up Pai Gow works at Five Tampa Bay’s favorite local gaming spot. Whether you’re a first-time player or just looking to sharpen your game, come learn with us and enjoy the action in a relaxed atmosphere.

See you at the tables 🐲

05/16/2026

🏇 WIN! DERBY is your Triple Crown headquarters! 🏇

Catch EVERY leg of the Triple Crown with us, Kentucky Derby, Preakness & Belmont Stakes LIVE! 🎉

🐎 Horse Racing Action
🃏 Poker & Table Games
🍹 FREE drinks while playing table games
♥️ Non-stop excitement

♠️ 18 to play
🍻 21 to drink

Grab your crew and watch the biggest races of the year at WIN! DERBY! 🏆