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Winter wonderland in Tampa Bay, FL

There’s a wintery escape for everyone this time of year. We highlighted our faves.

A hand with bright red nail polish holds a mug resembling Santa's pants and boots filled with crushed ice, herbs, and candy-striped straw and umbrella.

Enjoy this holiday rum cocktail at Intermezzo Coffee & Cocktails.

Table of Contents

It’s the most wonderful time of the year — and it’s as good a time as any to explore Tampa Bay’s winter wonderland. And we’ve planned the perfect way to spend your weekday evenings.

👟 Start with a stroll

We recommend swinging by the Winter Village in Curtis Hixon Park to do some holiday shopping and enjoy the Tampa River Walk all aglow.

❄️ Festive fun

While you’re there, why not glide around Tampa’s only outdoor ice-skating rink? Individual tickets are $17 and include skate rentals.

🥂 Finish with a toast

Surf’s up at Dunedins The Honu Restaurant and Tiki Bar. The Sippin’ Santa holiday pop-up serves tiki and holiday-inspired drinks until Jan. 1.

More of a weekend warrior? Check out our winter weekend guide here.

Events
Here’s what’s on tap for the first weekend of February across Tampa Bay.
We’ve made a concerted effort to orchestrate this roadmap, so you can focus on finding the artists you adore.
Whether you want to dress up or shop it out, there’s plenty of outdoor fun to be had this weekend.
Got a hot new fling? Hoping to spice things up with your longtime partner? We’re here to help plan your next date in the Tampa Bay area.
From the invasion to the parade, we’ve got you covered with tips, snack options, and new tradition ideas.
We hope you’re ready to spend the weekend outside checking out boats or watching plenty of parades.
It’s almost time for the annual Tampa Bay tradition featuring multiple parades, air invasions, and a boatload of beads.
Wondering what to do this January weekend? We’ve got you covered with plenty of eats and even a puppy parade.
As Tampa Bay continues to grow, we’re keeping an eye on upcoming developments and recently-opened businesses.
We’re checking in on where the Rays might play in 2026, the Bucs’ victorious run, and who’s playing in the ReliaQuest Bowl.