4th Annual · May 2, 2026 · Monkey Island

Cinco de Poker Derby

What. A. Day.

Thank you to every rider, sponsor, volunteer, and donor who made the 4th Annual unforgettable.

Benefiting Toby Keith Foundation / OK Kids Korral + WAAMI Organization

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The 4th Annual Is a Wrap!

Saturday, May 2nd delivered one of the best days Monkey Island has ever seen. Hundreds of golf carts, incredible auction items, a Kentucky Derby watch party, Southern Accents on stage, and a community that showed up big for two great causes.

Final fundraising totals and highlights coming soon — check back in the coming days.

4th Annual Cinco de Poker Derby 2026 – Group Photo, Monkey Island

The crew. What a group. What a day.

About the Cinco de Poker Derby

The Cinco de Poker Derby is the signature golf cart event on Monkey Island at Grand Lake — a full day of poker stops, live music, auctions, prizes, and community. Participants cruise Monkey Island collecting poker cards at 5 official stops and 2 wildcard stops, then converge on Big Shots for the Kentucky Derby watch party, live auction, golf cart raffle giveaway, and a live concert to close out the night.

Every dollar raised goes to two causes that matter: the Toby Keith Foundation's OK Kids Korral, which provides cost-free housing for pediatric cancer patients and their families in Oklahoma City, and WAAMI — the Women's Auxiliary Association of Monkey Island — which funds local Grand Lake charities year-round.

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400+
Participants
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7 Stops
Poker Run
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11 Items
Live Auction
💰
Coming Soon
Total Raised

Day-of Schedule

11:00 AM
Registration Opens — The Rex Center

28200 S Hwy 125, Tera Miranda Shores, Unit 63, Monkey Island. Check in, receive your Poker Player Card & Event Bracelet. Photo booth, snacks & drinks, raffle tickets available, VIP table raffle, golf cart raffle sign-ups.

12:15 PM
Welcome Speech & Rules Overview

Opening remarks, format rundown, and sponsor recognition from the event committee.

12:30 PM
Group Photo + Shotgun Start 🎉

All participants gather for the official group photo — then the poker run begins! Free-roam: visit stops in any order you choose.

4:00 PM
The Forge Food Truck Opens — Big Shots Parking Lot

Serving outside Big Shots through 8:00 PM.

4:30–5:30 PM
Turn In Player Cards — The Shebang Patio

Hard cutoff: ⚠️ No poker cards accepted after 5:30 PM

5:00 PM
Big Shots Doors Open

Bar open, music playing. Get settled — the night is just getting started.

5:15 PM
VIP Table Raffle Drawing — Live on Stage
5:30 PM
Countdown to the Kentucky Derby (hosted by Kris)

Fun Derby facts, traditions, and energy building to the Run for the Roses.

5:45 PM
🏇 Kentucky Derby Race on the Big Screen
6:00 PM
Poker Hand Winners Announced

Top hands revealed. 1st, 2nd, and 3rd place winners called to the stage for recognition and cash payouts.

6:10 PM
Lottery Board Drawings
6:15 PM
Golf Cart + Best Outfit Spotlight 🛺👒

Best Decorated Golf Cart and Best Derby Hat recognition — crowd favorites get their moment.

7:00 PM
🔨 Live Auction Begins

High energy, fast pace. 11 incredible packages up for auction. Raise your paddle and support a great cause.

8:30 PM
🛺 Golf Cart Raffle Giveaway — The Moment!

The big draw everyone's been waiting for. Winner announced live.

9:00 PM
🎵 Southern Accents Live at Big Shots

Live music to close out the night. Get ready to dance and celebrate.

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Big Shots Final Run of Show — Official Schedule

Cinco de Poker Derby 2026 – Big Shots Final Run of Show Schedule

Poker Run Format

🆕 New for 2026: Free-Roam Format. No set route — visit all 7 stops in any order you choose. Stay as long as you like at each stop. Just make sure your cards are turned in at The Shebang Patio by 5:30 PM sharp.

Visit 5 Official Stops + 2 Wildcard Stops. At each stop, collect 1 free card — and buy up to 3 extra cards at $5 each to improve your hand. Best 5-card poker hand at the end wins.

✅ 5 Official Stops

  1. The Quarterdeck
  2. MarineMax
  3. South 125 Bar & Grill
  4. The Monkey Bar
  5. Whitecap at The Landings

⭐ 2 Wildcard Stops

  • The Shebang
  • Monkey Island RV Resort & Cabins

Also the card turn-in location — The Shebang Patio, 4:30–5:30 PM.

At each stop expect: Fun drinks & food specials, live music & entertainment, games, raffles, and great people. Build the best hand and win!

🃏 Poker Prize Pool

🥇1st Place Best Hand$500 Cash
🥈2nd Place Best Hand$300 Cash
🥉3rd Place Best Hand$150 Cash

Route Map — All 9 Stops

4th Annual Cinco de Poker Derby – Monkey Island Route Map with all 9 stops
📍 Monkey Island RV Resort & Cabins — 28200 OK-125 📍 MarineMax — 28100 OK-125 📍 The Rex Center — 28200 Oklahoma 125 📍 South 125 Bar & Grill — 28601 OK-125 📍 The Monkey Bar — 55950 E 290 Rd 📍 Whitecap at The Landings — 30690 S 565 Rd 📍 The Shebang — 29975 S 566 Rd 📍 Big Shots — 29950 S 566 Rd 📍 Quarterdeck Lakeside Dining — 28251 S 566 Rd

🗺️ Open Google Maps Route →

Free-roam — visit stops in any order!

🛺 2026 Raffle Prize

The Golf Cart Has a New Home!

This fully custom 2021 EZGO TXT Gas — built by Golf Cart Guyz — was given away live at Big Shots on May 2nd. Congratulations to the winner!

Custom Golf Cart Raffle Prize – Cinco de Poker Derby 2026

Every year the Cinco de Poker Derby features a show-stopping raffle prize. This year it was this custom-built cart from Golf Cart Guyz — lifted, lit up, push-button start, and street-ready.

  • ✅ Lifted suspension
  • ✅ Custom wheels & tires
  • ✅ LED light bar
  • ✅ Push button start
  • ✅ Custom seat upholstery
  • ✅ Premium sound system
  • ✅ Custom body & paint
  • ✅ Street-ready build

Winner was announced live on Facebook at Big Shots on the evening of May 2nd.

Built by Golf Cart Guyz: thegolfcartguyz.com  ·  (918) 257-1749

Contests — Win $250!

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Best Derby Hat

Audience judged at Big Shots during the Big Shots Finale. Rock the most outrageous, creative, or elegant Derby hat on Monkey Island.

Prize: $250 Shebang's Gift Card
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Best Decorated Golf Cart

Panel judged throughout the day. Deck out your cart with the most creative Cinco de Mayo / Kentucky Derby theme and turn heads at every stop.

Prize: $250 Shebang's Gift Card

🔨 Live Auction — 7:00 PM at Big Shots

Local businesses and community partners have gone all-out this year. Come ready to bid. Every dollar goes to WAAMI and the Toby Keith Foundation.

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~$8,000 Value

Bullfrog Spas Calm Series 6 Hot Tub

6 seats, 28 jets, waterfall, LED lighting, headrests, cup holders. Delivery & setup included.

Donated by Gordon Brewer & Bullfrog Spas OKC
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Ultimate Grand Lake Experience

2-night Shangri-La stay, resort pool, golf for two (Shangri-La + The Battlefield), $200 South 125 gift card, weekend golf cart rental.

Donated by Shangri-La, South 125 & Golf Cart Guyz
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Surf & Swine Experience

4-hour wakesurf session with Barefoot Wakes + $250 Blind Swine gift card.

Donated by Barefoot Wakes & Blind Swine
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Smoked BBQ Experience

Freshly smoked brisket + pork butt. Feeds a crowd. The real deal.

Donated by The Market at 216
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Dinner on the Water + Private 2-Hour Sunset Cruise for 8

Waterfront dinner + private sunset cruise on Grand Lake for 8 guests.

Donated by MarineMax & Whitecap at The Landings
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Grand Floats Water Chair Package

4 locally made Grand Floats Water Chairs + premium lake items. The ultimate lake day upgrade.

Donated by Grand Floats
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Ultimate VIP Night Out

$500 Speedy's Chophouse gift card + 3 hours on Prime Time Charters party bus + Big Shots VIP experience for 10 (2 top shelf bottles, 18 domestic beers, champagne sparkler, private seating).

Donated by Speedy's Chophouse, Prime Time Charters & Big Shots
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America's Outdoor Adventure Park — 3 Day/2 Night All-Inclusive for 2

King cabin, pool & lazy river, guided rides, axe throwing, archery, SXS included, food & beverage + $100 drink voucher. Located in Jay, OK.

Donated by Falcon Roofing & Prime Time Charters
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Beauty & Wellness Package

Scalp treatment (April Cox), Halo highlight & haircut (Terrei Phipps), spa facial (Heather Quint).

Donated by The Beauty Box, Root Revival & N Style Salon & Spa
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Tulsa Oilers Zamboni Ride Experience

Ride the Zamboni during a live game + family 4-pack of tickets.

Donated by Tulsa Oilers
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One-of-a-Kind Handcrafted Art Piece

Built completely by hand by local craftsman Jack Kern. No duplicates — only one will ever exist. A true collector's item.

Crafted by Jack Kern

Benefiting Two Great Causes

🏝️ WAAMI — Women's Auxiliary Association of Monkey Island

WAAMI is the 501(c)3 organization behind the Cinco de Poker Derby. They receive and distribute donations to local charities around Grand Lake and Monkey Island, making a direct impact on the community year after year.

❤️ Toby Keith Foundation — OK Kids Korral

The OK Kids Korral provides a cost-free, home-like environment for pediatric cancer patients and their families while receiving treatment in Oklahoma City. Every dollar raised makes a real difference for Oklahoma families in their hardest moments.

🗓️ See You Next Year!

The 5th Annual Cinco de Poker Derby returns to Monkey Island on the first Saturday in May 2027. Mark your calendar, start planning your golf cart outfit, and stay tuned — it's only going to get bigger.

More About Monkey Island

The Cinco de Poker Derby takes place entirely on Monkey Island — Grand Lake's premier entertainment peninsula. Check out our guides to Monkey Island, waterfront restaurants, and lodging options at Grand Lake.

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