From sprawling estate venues to lakefront celebrations, WinterBrooke Bar serves Kissimmee and Osceola County with premium craft cocktails and professional bar service.
Kissimmee is one of Florida's most sought-after wedding destinations — drawing couples from across the country who want the magic of Central Florida without the downtown crowds. Whether your event is at a private estate, a resort ballroom, or an outdoor garden venue, WinterBrooke Bar travels to you.
We specialize in destination-style events where every detail matters. Guests have traveled for your celebration — the bar should feel like part of the experience, not an afterthought.
No hidden fees. No surprise costs. Everything you need is included from the start.
Portable bar, cups, napkins, straws, ice, coolers, and mixers — all included. We arrive early and have everything in place before your first guest walks in.
Every bartender is ServSafe certified, TIPS trained, and experienced in high-volume event service. Genuine hospitality from the first pour to the last call.
We carry $2 million in general and liquor liability insurance. A Certificate of Insurance is available on request for any venue that requires it.
Plus cups, napkins, straws, ice & coolers, mixers, garnishes, pre-event planning call, and full breakdown. See full pricing →
"WinterBrooke was the best vendor decision we made. Our guests are still talking about the bar months later. Chris and his team were professional, warm, and made our wedding feel like a 5-star event."
Destination Wedding · Central Florida
"The signature cocktails were a hit — guests were lined up before cocktail hour even started. The presentation was stunning and the service was absolutely seamless."
Wedding · 130 Guests · Kissimmee
"Chris remembered what everyone was drinking from cocktail hour and had drinks ready before guests even asked. That's the kind of detail that makes an event feel magical."
Wedding · October 2025 · Central Florida
Tell us your date, guest count, and venue — we'll send a custom quote within 24 hours.