Winter is basically the most magical time of year. It's the perfect time for romantic dates with bae, finding new local spots, and enjoying the best that Tampa Bay has to offer! Whatever your style, we have festive offerings that will make both you and your date swoon with winter wonder! 

We've compiled a list of the best winter outings and events available this magical season. The hottest restaurants, hidden wonders, and spooky events are all listed here to help you plan the best festive dates! 

Trust us, you don't want to miss out of any of the fun that can be had right here in Tampa! Leave the summer heat behind you, grab your SO, and go forth for some festive excitement! 

Busch Gardens Howl-O-Scream

Where: 10165 McKinley Dr

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Rollercoasters, games, and spooks, oh my! Give Halloween a spin with Busch Garden's Howl-O-Scream program hosted throughout the month of October. Make it a dinner date and enjoy the Oktoberfest offerings within the park, then be prepared to scream when the sun goes down and the goblins and ghouls come out! Get your adrenaline fix both on and off of the rollercoasters! 

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Ulele Fairyland Figures

Where: 1810 N Highland Ave

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Did you know that Ulele is more than a popular local restaurant in the Tampa Bay area? Its grounds are also home to lifesize fairy tale figures, including Humpty Dumpty who sits on a wall! You'll also come across the Three Little Pigs, princesses, and other mystical creatures from your favorite childhood stories. Make it a full-fledged date night and grab dinner, then see if you can find all of the fairyland statues! 

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Crowbar

Where: 1812 N 17th St

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If you haven't been to Crowbar in Ybor City, you're definitely missing out! Popular for its live music and local brews, Crowbar is one of the highest ranked spots in the area! Picturesque murals, rich drinks, and chill mood make it a perfect locale when you're looking for a low key date option or looking to go out with a group of friends! Double date, anyone?? 

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 Shuffle

Where: 2612 N Tampa St

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Soak up some Vitamin D and have an outdoor date with bae at Shuffle, a beachfront shuffleboard club offering stunning waterfront views and fun galore. Perfect for a chill weekend activity, day or night, Shuffle is the locale that is sure to shake up the norm! Time it right and you can wake up your weekend by enjoying a mimosa while you play! 

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Parque Amigos de Jose Marti

Where: 1303 E 8th Ave

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Parque Amigos de Jose Marti is an ode to Cuba and the influence the culture has had on Tampa. Read up on the history of the park and tribute to impress bae with your knowledge, then find a quiet spot to have a picnic and enjoy a romantic afternoon! This date option is the perfect blend of culture, fresh air, and romance. Add your own personal flair to make it extra special for your girl! 

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Gulp Coast Craft Beer Trail

Where: St. Petersburg & Clearwater (Multiple Locations)

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The Gulf Coast Craft Beer Trail is the event you don't want to miss! Enjoy bar hopping for a cause as you visit local breweries and bars while simultaneously support local charitable causes. It's a great choice for a date with bae, a group outing, or even a chance to meet someone new if you're currently flying solo! 

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Two-Headed Gator of Seminole Heights

Where: 4500 N Nebraska Ave

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Show your gal something neat by taking her over to Seminole Heights in search of the two-headed gator! The unofficial mascot of the neighborhood, see if you can find the statue, followed by the matching mural. Then cap off the night with a drink a la two-headed gator mug at a local bar! You can even snag a two-headed gator sticker to adorn your laptop. We're sensing a theme here! 

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Keel & Curley Winery

Where: 5210 Thonotosassa Rd, Plant City

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Keel & Curley Winery is worth the half-hour drive out to Plant City, we promise! This local vineyard and winery makes some of the best fruit-based adult beverages you'll ever taste! Whether you're Team Beer or Team Wine, take your pick from selections made from strawberries, blueberries, peaches, key limes, and other local produce! Many blends, including the flavorful sangria, are award winning!

Plan ahead to take a tour of the winery and cellars, or make it a spontaneous day trip for a relaxing afternoon in one of the porch front rocking chairs while sipping on a refreshing beverage! (Key & Curley's Wines make for great holiday gifts if you're looking to get a jump start on shopping!) 

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Posies Flower Truck

Where: Various (The truck travels)

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Flower trucks are quickly becoming the new thing and Posies Flower Truck offers the ideal IG experience right here in Tampa Bay! Flatter your gf by letting her choose her favorite bouquet of flowers from the truck, then plan dinner at a nearby restaurant or enjoy a romantic stroll down Tampa's cobblestone streets. Check the truck's website to find the next location! 

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Jimmy's on the Edge 

Where: 505 S Gulfview Blvd, Clearwater Beach

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Let's talk surreal sights and incredible sunsets! That's exactly what you'll get at Jimmy's on the Edge in Clearwater. This restaurant overlooks Clearwater Beach and is known for its food, live music, and view of the sun going down over pastel skies. It's an ideal choice for fun during the day or a romantic dinner at night. Whenever you go, it's beyond worth it! 

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Sweetfields Farm

Where: 17250 Benes Roush Rd, Masaryktown

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Dip into a picturesque landscape at Sweetfields Farm, known for its array of sunflowers and other local flora. Want to match the flowers for a perfect Insta pic? Wear a yellow dress or some fun sunnies! Swing under the large oak trees and chase bae through the rows of blossoming flowers. Seriously, sunflowers FTW! 

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Hong Kong Willie

Where: 12212 Morris Bridge Rd

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Keep it weird at Hong Kong Willie, an eclectic curation of odds and ends that is sure to offer something new and interesting every time you visit! Rogue street signs, bold yard art, and trinkets of every kind await you at this local playground for your imagination. Where else can you find a helicopter covered in fishing nets and Christmas ornaments? 

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Armature Works

Where: 1910 N Ola Ave

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Armature Works is one of the hottest spots in Tampa at the moment! Stunning views of downtown, local brews, and design to boot make it a casual yet impressive date spot! A plethora of vegan offerings, waterfront views, and private event spaces offer something for everyone. It's the perfect place to take both a first date and a longterm SO! Keep an eye on the events calendar for the next session of outdoor yoga or special occasion worth attending! 

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Dysfunctional Grace Art Co. 

Where: 1903 E 7th Av

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Looking for something to fill the next rainy day with bae? Dysfunctional Art Co. is your go-to spot! Vintage furniture, fossils of local wildlife, and homemade finds await you here! If you're a fan of Bachelor Nation, your inner Kendall will be pleasantly fulfilled with the taxidermy selection here! 

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