Cracker Cowboy Dinner

Schedule

Sat Mar 21 2026 at 06:00 pm to 10:00 pm

UTC-04:00

Location

Pioneer Florida Museum & Village | Dade City, FL

Advertisement
Get ready to dust off your boots, grab your favorite hat and prepare for an unforgettable
evening and a delightful dinner under the stars.
About this Event

Join us for an unforgettable evening filled with cocktails, live entertainment, dancing and a delightful steak or chicken dinner under the twinkling stars!

This incredible event is all for a great cause, as every single penny raised will go towards supporting the Pioneer Florida Museum and Village, a non-profit 501(c)3 organization. Their mission is historic preservation and education of Florida's rich history. Immerse yourself in the history and charm of Florida as you enjoy a night of festivities that will leave you with memories to last a lifetime. From the moment you step foot into this enchanting event, you'll be transported to a world where the past meets the present, and where the spirit of community and history thrives.

We are thrilled to announce that the amazing Hayfire Band will be playing live music for your listening and dancing pleasure. is a Florida-based country band with a rich history of performing alongside some of the biggest names in the industry. The trio of singers are renowned for their outstanding vocals and upbeat energy that never fails to ignite any crowd. Their modern take on southern-tinged harmonies is instantly recognizable and enjoyable, creating an unforgettable atmosphere wherever they perform. With almost a century of combined experience in the entertainment industry, HAYFIRE is the hottest country band in Florida, winning Orlando Weekly’s ‘Best Of’ series, 6 years running, in the category of “Best Cover Band” as voted by the fans. You don't have to go to Epcot or other central Florida locations to see them. You can get a VIP performance right here in Dade City.

​Pharaoh's Wildlife Kingdom will bring alligators for you to take photos with and more special surprises. It doesn't get more Florida that that! At the Cracker Cowboy Dinner, we have an exciting lineup of live entertainment, but that's not the only reason to attend. We are also raising funds through the sale of dinner tickets, VIP packages, auction items, raffle tickets, and a thrilling 50/50 drawing.



Event Photos
Advertisement

Where is it happening?

Pioneer Florida Museum & Village, 15602 Pioneer Museum Road, Dade City, United States

Event Location & Nearby Stays:

Tickets

USD 23.18 to USD 108.55

Icon
Know what’s Happening Next — before everyone else does.
Pioneer Florida Museum & Village

Host or Publisher Pioneer Florida Museum & Village

Ask AI if this event suits you:

Discover More Events in Dade City

Asian Glow Fest Spring Lanterns Festival 2026 \u2013 Lights, Food, Music & Magic
Sat, 21 Mar at 03:00 pm Asian Glow Fest Spring Lanterns Festival 2026 – Lights, Food, Music & Magic

17951 Hamilton Rd

FESTIVALS SPRING-BREAK
Gran Fondo Dade City
Sun, 22 Mar at 08:00 am Gran Fondo Dade City

Dade City Brew House

3\/28\/2026  Florida Native Okra:  A Guide to Growing and Preserving Okra
Sat, 28 Mar at 11:00 am 3/28/2026 Florida Native Okra: A Guide to Growing and Preserving Okra

Hugh Embry Library

WORKSHOPS
Dade City Fl SmokeFest Stop
Sun, 29 Mar at 10:00 am Dade City Fl SmokeFest Stop

Pasco County Fair Association

03-30-2026  Green Industries Best Management Practices
Mon, 30 Mar at 08:30 am 03-30-2026 Green Industries Best Management Practices

UF/IFAS Extension Pasco County Office

WORKSHOPS ART
MUDGIRL RUN | Tampa | FL
Sat, 11 Apr at 08:30 am MUDGIRL RUN | Tampa | FL

Little Everglades Ranch

CONTESTS SPORTS
Jewelry Appraisal Day
Sat, 11 Apr at 10:00 am Jewelry Appraisal Day

Kiefer Jewelers (Dade City, FL)

90 Surge is back at The Twisted Oak!
Fri, 23 Jan at 08:00 pm 90 Surge is back at The Twisted Oak!

The Twisted Oak

2026 Skunk Ape's Revenge
Sat, 14 Feb at 08:00 am 2026 Skunk Ape's Revenge

13347 Ranch Road, Dade City, FL, 33525

DOG NONPROFIT
Lunar Lantern Festival \u2013 Massive Lantern Release - Tampa\/Orlando
Sat, 14 Feb Lunar Lantern Festival – Massive Lantern Release - Tampa/Orlando

Little Everglades Ranch

FESTIVALS MUSIC
SOLO\/LIVE MUSIC - Dade City Senior Center
Tue, 17 Feb at 10:30 am SOLO/LIVE MUSIC - Dade City Senior Center

13900 4th St, Dade City, FL 33525, United States

MUSIC LIVE-MUSIC
Let's Get Fancy & Rowdy with Reba & Hank, Jr. Tribute Artist with Robin Gallo & Arnold Davidson
Tue, 17 Feb at 07:00 pm Let's Get Fancy & Rowdy with Reba & Hank, Jr. Tribute Artist with Robin Gallo & Arnold Davidson

36722 CR 52, Dade City, FL, United States, Florida 33525

ART
Karen Peck & New River in Dade City
Thu, 19 Feb at 06:00 pm Karen Peck & New River in Dade City

Pasco County Fair Association Inc

CONCERTS MUSIC
Earthdance Ascension | Spring Equinox | Florida 2026
Sat, 21 Mar at 12:00 pm Earthdance Ascension | Spring Equinox | Florida 2026

41003 River Rd, Dade City, FL 33525-7284, United States

ART MUSIC
Asian Glow Fest Spring Lanterns Festival 2026 \u2013 Lights, Food, Music & Magic
Sat, 21 Mar at 03:00 pm Asian Glow Fest Spring Lanterns Festival 2026 – Lights, Food, Music & Magic

17951 Hamilton Rd

FESTIVALS SPRING-BREAK
Cracker Cowboy Dinner
Sat, 21 Mar at 06:00 pm Cracker Cowboy Dinner

Pioneer Florida Museum & Village

MUSIC ENTERTAINMENT
2026 Skunk Ape Night Run
Sat, 18 Jul at 07:00 pm 2026 Skunk Ape Night Run

13347 Ranch Road, Dade City, FL, 33525

SPORTS FOOD-DRINKS

What's Happening Next in Dade City?

Discover Dade City Events