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Kissimmee's Destination Wedding Bar Service
From sprawling estate venues to lakefront celebrations, WinterBrooke Bar serves Kissimmee and Osceola County with premium craft cocktails and professional bar service.
The Bar Your Destination Event Deserves
WinterBrooke Bar is a mobile bartending service serving Kissimmee, Florida — a full mobile bar, licensed bartenders and craft cocktails for destination weddings, resort events and private parties across Osceola County.
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.
What's Always Included
No hidden fees. No surprise costs. Everything you need is included from the start.
Full Bar Setup
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.
Professional Staff
Every bartender is ServSafe certified, TIPS trained, and experienced in high-volume event service. Genuine hospitality from the first pour to the last call.
$2M Insured & COI-Ready
We carry $2 million in general and liquor liability insurance. A Certificate of Insurance is available on request for any venue that requires it.
- Cups, napkins and straws
- Ice and coolers
- Mixers and garnishes
- Pre-event planning call
- Full setup before doors
- Full breakdown at close
Plus cups, napkins, straws, ice & coolers, mixers, garnishes, pre-event planning call, and full breakdown. Get a quote →
Mobile bartending in Kissimmee, priced in public
Bar service starts at $850. Every price includes the bar, licensed bartenders, ice, mixers, garnish, cups and napkins, plus setup and breakdown. Alcohol is invoiced separately at cost through ABC Fine Wine & Spirits, and unopened bottles go back.
120 guests over five hours is $1,740 and 150 guests over five hours is $2,175. One bartender per 80 guests. There is no travel fee within about an hour of Orlando, and Kissimmee is inside that radius.
Heard It From the Best
“Very professional with his set up and services he provided. Chris was very knowledgeable of his craft. 5 star service to the guests.”
Daniel WrightGoogle reviewRead it on Google ↗“He was so kind and friendly while maintaining his professionalism throughout the whole event. He helped make the night truly unforgettable.”
Gabriela FuentesGoogle reviewRead it on Google ↗“He was extremely professional, friendly, and was so attentive to our wedding guests throughout the heat and even during the storm!”
Brianne HayleyWeddingRead it on Google ↗Swipe for more →
across 38 reviews
Mobile bartending in Kissimmee, answered
How much does a mobile bar cost in Kissimmee?
Bar service in Kissimmee starts at $850, which covers up to 65 guests for four hours. 100 guests over four hours is $1,300, 150 guests over five hours is $2,175, and 200 guests over five hours is $2,900. Those figures include the bar, licensed bartenders, ice, mixers, garnish, cups, napkins, setup and breakdown. Alcohol is separate and billed at cost.
Are you licensed and insured to bartend in Kissimmee?
Yes. WinterBrooke Bar carries $2,000,000 in general liability insurance with liquor liability included, and every bartender is ServSafe Alcohol certified and TIPS trained. We issue a certificate of insurance naming your Kissimmee venue as additional insured at no charge, usually the same day it is requested.
Do you travel to resort and estate venues around Kissimmee?
Yes. WinterBrooke Bar serves venues throughout Kissimmee and Osceola County, including estate properties, resort ballrooms and private lakefront venues. There is no travel fee inside the Kissimmee and Osceola area.
Do you provide the alcohol, or do we buy it?
You buy it, and we make that easy. WinterBrooke Bar builds the shopping list from your headcount and places the order through ABC Fine Wine & Spirits at cost with no markup from us. Every unopened bottle is returnable, so you are not paying for liquor nobody drank.
We have guests flying in. Can you handle a destination-style event?
That is most of what Kissimmee is. We plan for a crowd that has travelled — a welcome drink ready at the door, a hydration station so nobody wilts in Florida heat, and a menu short enough that the line keeps moving.
What does The Front Porch add to the cost?
$3.25 per guest. It covers iced tea, lemonade and infused water for the whole event, and it is the easiest way to keep guests cool at an outdoor Central Florida event.
How far in advance should a Kissimmee wedding book the bar?
Four to six weeks is usually comfortable, but peak season Saturdays in October, November, March and April go earlier. If you already have a date, it costs nothing to ask whether it is open.
Ready to Book Your Kissimmee Event?
Tell us your date, guest count, and venue — we'll send a custom quote within 24 hours.
Or call us directly — (231) 360-8361
★★★★★ 5.0 · 38 Google Reviews · $2M Insured · ServSafe Certified
Mobile bartending across Central Florida
Same bar, same bartenders, same pricing. No travel fee within about an hour of Orlando.
Tell us about your Kissimmee event.
Send the date, a rough guest count and the venue. We will confirm availability and send an itemized proposal within 24 hours.