‘Tis the season for twinkling lights, festive cocktails, and holiday pop-up bars transforming West Palm Beach into a merry, palm-fringed winter wonderland. This year, four holiday pop-ups are taking over WPB — each with its own vibe, its own cocktails, and its own kind of magic.
Here’s your guide to the can’t-miss holiday bars of 2025 in West Palm Beach:
🎅 Sippin’ Santa at Juicy Cocktail Bar
📅 Nov. 19 – Dec. 24, 2025 (Wednesday through Saturday)
📍 202 S. Olive Ave
Tropical Christmas, but make it tiki. Juicy transforms into a Sippin’ Santa pop-up with:
- Signature holiday tiki cocktails by Jeff “Beachbum” Berry
- Collectible Christmas tiki mugs, festive bites & an expanded bar
- Open Wed–Sat, 5 PM–12 AM
Equal parts fun, festive, and very Florida.
🏖️ Up on the Rooftop Holiday Lounge at PopStroke
📅 Nov. 22, 2025 – Jan. 4, 2026 (Thursday through Sunday)
📍 2429 Perimeter Rd
PopStroke goes North Pole-meets–Palm Beach with:
- Holiday cocktails + shareable bites
- Skyline views + twinkle lights
- Open Thurs–Sun, 1 PM–12 AM
Perfect for date nights, groups, or post–mini golf drinks.
⛸️ Winter Wonderland at The Ben (Ice Rink + Holiday Bar)
📅 Nov. 1, 2025 – Jan. 4, 2026
📍 The Ben Hotel, 251 N. Narcissus Ave
South Florida’s outdoor ice rink + holiday chalets:
- Festive cocktails and cozy winter-style chalets
- Intracoastal + city views
- Skate under the stars, then warm up with a seasonal drink
The chic, wintery stop on your holiday circuit.
🍸 Jingle & Mingle at Hilton West Palm Beach
📅 Nov. 28, 2025 – Jan. 3, 2026 (Thursday through Saturday)
📍 600 Okeechobee Blvd
An outdoor holiday lounge with firepits, lights, and themed nights:
- Cocktails like Santa’s Cocoa Clause & Mint Condition Espresso
- 🎨 Paint & Sip – Dec 2
- 🍸 Cocktail Class – Dec 16
- 🧥 Ugly Sweater Trivia – Dec 19
- 🎅 Santa meet & greet + The Grinch movie night – Dec 18
Open to the public Thurs–Sat, 5–9 PM (reservations via OpenTable).
🎄 Final Take
West Palm Beach isn’t just decorated this season — it’s popping off with holiday bars that blend sunshine, style, and festive fun. Whether you want tiki-themed Christmas, rooftop cheer, ice-skating magic, or firepit coziness, there’s a holiday pop-up calling your name.
