Holiday Sipping in St. Pete-Clearwater

• Charming Safety Harbor will celebrate the season with a Holiday Sip & Shop on Friday, Dec. 5 from 5-9 p.m. Be sure to plan dinner out: Safety Harbor is known as an emerging foodie destination.
• The famous Tarpon Springs sponge docks will be decorated for the holidays, creating the perfect backdrop for the city's Holiday Sip & Shop event from 5-8 p.m. on Thursday, Dec. 11.
• Downtown St. Pete's eclectic Central Avenue will host a festive Holiday Shop Hop from 5-8 p.m. on Thursday, Dec. 11 with complimentary treats and cocktails.
• Corey Avenue on St. Pete Beach will host a holiday Sip & Stroll on Friday, Dec. 12.

Step into a winter wonderland at Bar Mezzo, also known as Miracle at Mezzo, where the decor is as festive as the drinks. This iconic St. Pete pop-up holiday bar is known for its creative twists on classic cocktails. Check it out Thursdays through Saturdays, now through New Year's Eve.

Christmapolitan

A festive spin on the Cosmopolitan, this drink is a refreshing yet indulgent mix of vodka, elderflower liqueur, spiced cranberry sauce, dry vermouth, and lime juice. Served in an absinthe-rinsed coupe, it’s garnished with fresh rosemary for a holiday-ready touch.

Run Run Reindeer

Imagine yourself at a European Christmas market (without the Bavarian chill, naturally) while sipping this mulled-wine confection turned slightly untraditional with prosecco, lemon and aromatic bitters.

Known for pushing cocktail boundaries, Sonder Social Club, also known as Santa Social Club, is bringing serious holiday vibes to Dunedin, FL with inventive recipes that are almost too beautiful to drink. Here are just two of the seasonal drinks on offer.

Free Frosty, Free Frosty!

Be transported to a snowy locale with this creamy treat crafted from vodka, creme-brulee liquor, espresso liquor and egg whites.

Gin-chmas

Your heart will grow three sizes with this green, fruity and herbaceous gin concoction made with Midori, Fontbonne, lime, kiwi syrup and absinthe. 

In the heart of St. Pete, The Library offers a cozy, literary-inspired atmosphere with cocktails that capture the essence of the holidays.

Hot Apple Pie

Warm up with Old Forester bourbon infused with house-made apple cider. It’s a simple yet flavorful drink perfect for crisp evenings.

The Mistletoe

As an after-dinner treat, candy-cane-infused vodka, crème de menthe, crème de cacao and whipped cream combine into holiday bliss.

This Dunedin brewery’s cabin-like atmosphere feels like it could substitute for Santa’s workshop. 

During the holiday season, Woodwright’s tap room, beer garden and shop are festooned with Christmas lights, stockings (hung with care) and an upside down Christmas tree that brings a quirky twist to the festive air.

There will be showings of “National Lampoon’s Christmas Vacation,” holiday bingo, live music and more. Seasonal, on-tap oatmeal and imperial stouts are a cozy way to savor the season’s delights. 
 

Après Sea: A Ski Lodge Holiday Pop-Up promises a “winter-chalet experience with a coastal twist” Fridays and Saturdays, now through Jan. 15, 2026. Celebrate the season with a themed cocktail and food menu, including alpine fondue, short-rib poutine and winter charcuterie minis.

Mistletoe Margarita

A Christmas twist on the traditional coastal margarita includes white cranberry, agave and coconut flavors, topped with cranberries and rosemary.

Alpine Express

Like a ski gondola, this drink serves four people! Vanilla vodka, Baileys Irish Creme, créme de cacao, espresso and peppermint are all aboard for holiday fun. 
 

This family-owned distillery has been creating award-winning small batch spirits for more than 10 years. This holiday season, you can get in the spirit by stopping by their tasting room to sample festive cocktails (and buy some great gifts, too).

Peppermint Espresso Martini

What could be more delicious than this concoction of Old St. Pete Vodka, locally made Hogg Batch Cold Crew Coffee, house-made vanilla simple syrup and peppermint cold foam?

Cherry Chocolate Old Fashioned

This fun twist on an old favorite is made of Old St. Pete Sunshine Whiskey, demerara simple syrup and chocolate bitters, garnished with a cherry.

Eggnog Slushy

Eggnog, the perfect taste of the season, is made even more delicious with the addition of Old St. Pete Vodka.

Holiday cocktails, twinkling lights, dancing, photo ops and more up the festive ante in downtown St. Petersburg now through New Year’s Eve at the Xmas Bar at Glamper. There's a full menu of themed cocktails, and butter cookie, gum drop and peppermint crush shots really get the holiday party started. 

Jingle Juice Vodka Sunrise 

This vodka cocktail with grenadine, orange juice and Sprite is made immediately more fun by being served inside a holiday ornament cup.

Rudolph’s Roast Espresso Martini

This creamy, coffee-forward martini with rich, salted caramel fuels Rudolph’s big night, and goes down smooth and easy.

Mistletoe's Kiss 

A crisp and fruity alternative, this mix of Crown Apple, black cherry, lime and cranberry cheers you up with refreshment but isn’t too syrupy or cloying.

If the season has you a wee bit stressed out, it's time to put the ho-ho back in the holidays. 

Enter Park & Rec in downtown St. Pete, where it's all fun and games, all the time. We're talking giant beer pong, corn hole, jenga, skee-ball, air hockey and much more. Now through Sunday, Dec. 28, a Winter Wonderland theme adds another layer of fun with holiday-themed cocktails and shots.

Waltz into a winter wonderland in the holiday pop-up at the lobby bar of the JW Marriott Clearwater Beach Resort & Spa, where the 12 Days of Cocktails menu complements the hotel's holiday merriment. Experience this sparkling sipping experience now through Jan. 2, 2026.

Cotton Candy Martini 

This perfectly pink vodka martini kicks it up a Christmas notch with cotton-candy syrup, lemon and a candy-cane garnish.

Griffin’s Irish Cream

Save this one for dessert! This rich reward after a day of holiday shopping includes Irish whiskey, sweetened condensed milk, heavy whipping cream, chocolate syrup, coffee, vanilla and almond extract.