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11 Festive Winter Date Ideas in Tampa Bay

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Fa la la in love this winter with these festive winter date ideas in Tampa Bay! UNATION’s here to help you make the most of all the festivities this season, and what better way to enjoy them than with someone special by your side?

Holiday Events and Winter Date Ideas in Tampa Bay!

From ice skating to an ugly sweater brunch cruise, there are lots of fun winter date ideas in Tampa Bay. This season there are plenty of holiday events happening around town. Make sure to check out 20+ Can’t-Miss Christmas Lights and Holiday Events to discover more winter festivities to enjoy!

Enchant your date with a winter wonderland in St. Pete with Enchant Christmas! From Now until Jan. 2, Tropicana Field will be transformed into a festive winter village worth exploring. This year, Enchant presents its second festive holiday adventure, The Mischievous Elf, providing a unique collection of holiday activities to enjoy.

Experience recreations of global winter wonderlands! Take a romantic stroll through a whimsical light maze. Glide through a magical ice skating trail. Taste international holiday treats. All within one enchanting wonderland, Enchant offers countless winter date ideas in Tampa Bay to share with your loved one. 

📍 1 Tropicana Dr, St. Petersburg, FL 33705

Raise your glass to good company, the holidays, and more at a festive Christmas pop-up bar, Miracle at Mezzo! For a cozy, casual date – with a sprinkle of Christmas magic – treat your date to seasonal libations at a trendy St. Pete coffee and cocktail bar turned into a holiday hot spot!

Intermezzo Coffee & Cocktails continues to spread the Christmas spirit this season with their annual miracle pop-up bar! They serve various festive refreshments, ranging from Christmaspolitans to Snowball Old Fashions. On top of serving holiday spirits, Miracle at Mezzo also serves Christmas looks with their decked-out, head-to-toe holiday décor. It’s like a grown-up version of Santa’s village!

Monday | 5:00pm–12:00am
Tuesday | 5:00pm–12:00am
Wednesday | 5:00pm–12:00am
Thursday | 5:00pm–12:00am
Friday | 9:00am–2:00am
Saturday | 5:00pm–2:00am
Sunday | 5:00pm–12:00am

📍 1111 Central Ave, St. Petersburg, FL 33705

Tired of Reading? Watch our UNATION team explore the best holiday events in Tampa Bay!

Go Ice Skating

Glide into your date’s heart with one of our favorite classic winter date ideas in Tampa Bay, ice skating! Whether you can actually skate or end up slipping on the ice, a good ‘ole romantic round on the skating rink makes for a memorable winter date.

Head on over to Winter Village at Curtis Hixon Park to make the most of downtown Tampa’s only outdoor rink and other winter festivities! With its convenient downtown location, Curtis Hixon’s Winter Village is a local favorite to attend.

For those in St. Pete, make your way to St. Pete Pier for their Winter Beach event! Their ice skating rink comes with stunning views of the water and beach-front scenery.

Winter Village at Curtis Hixon Park 

(Rink Hours)

Monday | 11:00am–11:00pm
Tuesday | 11:00am–11:00pm
Wednesday | 11:00am–11:00pm
Thursday | 11:00am–11:00pm
Friday | 11:00am–11:00pm
Saturday | 11:00am–11:00pm
Sunday | 11:00am–11:00pm

📍 600 N. Ashley Dr, Tampa, FL 33602

Winter Beach at St. Pete Pier

Monday | 11:00am–11:00pm
Tuesday | 11:00am–11:00pm
Wednesday | 11:00am–11:00pm
Thursday | 11:00am–11:00pm
Friday | 11:00am–11:00pm
Saturday | 11:00am–11:00pm
Sunday | 11:00am–11:00pm

📍 800 2nd Ave. NE, St. Petersburg, FL 33701

Want to enjoy some fun snowy activities without committing to living in the cold? Snowcat Ridge brings the best parts of snow to Florida! Hop on a tube and hit a 60-foot tall, 400-foot long snow ridge for an exciting cruise down a snow-covered slope. Race your date down the hill, snuggle up on a tandem tube, or enjoy a double date and share a giant group tube as you take on Snowcat’s beast of a slope.

After a couple of slides, discover the other exciting activities at the ridge! Snowcat also offers an artic igloo with a snow play area, ice skating, private igloo rentals fitted with campfires, and their very own winter village! Snowcat Ridge provides a one-stop-shop filled with plenty of winter date ideas in Tampa Bay to explore!

Monday | 9:00am–10:00pm
Tuesday | 9:00am–10:00pm
Wednesday | 9:00am–10:00pm
Thursday | 9:00am–10:00pm
Friday | 9:00am–11:00pm
Saturday | 9:00am–11:00pm
Sunday | 9:00am–10:00pm

📍 27839 Saint Joe Rd, Dade City FL 33525

Test your skills with the Riverwalk Holiday Hunt as you work alongside your date to solve puzzles, trivia, and holiday-themed challenges! As you embark on this mobile-based scavenger hunt, explore downtown Tampa’s beautiful Riverwalk and its festive Christmas displays.

Strolling down the Riverwalk already makes for a romantic date idea, but pairing it with a fun challenge makes it even more exciting! Plus, the Holiday Hunt is free to download and join. The hunt begins on Dec. 17th and ends on Jan. 2nd!

📍 Tampa Riverwalk, Tampa, FL 33602

Add a seasonal spin on a classic cozy coffee date with a coffee flight from the Blend! Their seasonal flights showcase Blend’s latest festive creations, providing a range of tastes to try and share on a winter date.

Get to know one another better as you discover your favorite flavors and cozy up in the coffee shop! Blend offers three different locations in St. Pete to enjoy. All serve their famous coffee flights, snug atmosphere, and cozy vibes!  

Downtown St. Pete Location 

Monday | 8:00am–3:00pm
Tuesday | 8:00am–3:00pm
Wednesday | 8:00am–3:00pm
Thursday | 8:00am–3:00pm
Friday | 8:00am–3:00pm
Saturday | Closed
Sunday | Closed

📍 490 1st Ave. S, St. Petersburg, FL 33701

Old Northeast Location 

Monday | 7:00am–7:00pm
Tuesday | 7:00am–7:00pm
Wednesday | 7:00am–7:00pm
Thursday | 7:00am–7:00pm
Friday | 7:00am–7:00pm
Saturday | 7:00am–5:00pm
Sunday | 7:00am–5:00pm

📍 1211 4th St. N, St. Petersburg, FL 33701

34th Street Location 

Monday | 6:00am–6:00pm
Tuesday | 6:00am–6:00pm
Wednesday | 6:00am–6:00pm
Thursday | 6:00am–6:00pm
Friday | 6:00am–6:00pm
Saturday | 7:00am–5:00pm
Sunday | 7:00am–5:00pm

📍 2700 34th St N, St. Petersburg, FL 33713

Explore the Lights in Downtown Tampa

Witness downtown Tampa light up with colorful holiday spirit as you explore the lights on your winter date in Tampa Bay! Downtown Tampa spreads the holiday spirit and festivities with magical light displays throughout town. From buildings to fountains and palm trees, downtown Tampa illuminates with colorful winter light displays!

Exploring downtown at night under the lights sets the scene for a very romantic stroll to savor with someone special. Plus, on top of being one of our free listed winter date ideas in Tampa Bay to enjoy, this activity also provides plenty of Instagrammable moments to capture!

Slip-on your ugliest holiday sweater & cruise the bay for brunch on the water with Yacht StarShip! Join Yacht StarShip as they set sail towards the holidays with a festive ugly sweater brunch cruise. Their brunch cruise ticks off all the necessary date checkmarks, ranging from food to entertainment!

The cruise includes a festive brunch feast – featuring bottomless mimosas – breathtaking water views, an ugly sweater contest, and a live DJ spinning some classic holiday hits!  

📍 603 Channelside Dr, Tampa, FL 33602

Attend a Holiday Lighted Boat Parade

For a romantic winter date filled with holiday magic, attend a holiday-lighted boat parade! Tampa Bay loves their boat parades, from parading the latest sports champions to Gasparilla pirates. If there’s a cause for celebration, they take it to the water!

On Dec. 18th, you can catch Tampa’s largest lighted boat parade on the Hillsborough River from downtown Tampa’s Riverwalk! Witness decked-out boats lit from bow to stern light up the Hillsborough River and spread holiday joy through downtown. Or, on Dec. 4th, you can enjoy the Dunedin lighted boat parade at the Dunedin Marina! This lighted boat parade includes Dunedin’s traditional tree lighting ceremony and other holiday festivities.

Downtown Tampa Lighted Boat Parade 

📍 Riverwalk, Tampa, FL 33602

Dunedin Lighted Boat Parade

📍 51 Main St, Dunedin, FL 34698

Take a romantic stroll through Straub Park and experience more magical holiday lights! Explore Straub Park by taking a leisurely stroll, hand-in-hand with your date, and take in the holiday lights and displays enchanting the park.

North and South Straub Park also host a variety of holiday events, from tree lightings to Santa meet-and-greets.

North Straub Park 

📍 400 Bayshore Dr. NE, St. Petersburg, FL 33701

South Straub Park 

📍 198 Bayshore Dr. NE, St. Petersburg, FL 33701

Step into Tampa’s version of the North Pole with our last festive activity on our list of winter date ideas in Tampa Bay, Christmas Town at Busch Gardens! As soon as you enter the park, you’re greeted with numerous holiday festivities, spanning from festive décor and music to carts selling hot chocolate.

This holiday event offers lots of winter date ideas in Tampa Bay to relish and experience! Ride the jolly holiday express and heart-racing roller coasters. Explore beautiful holiday displays in the gardens! Walk under twinkling trees. Watch figure skating performances! Say hi to Rudolph. The list of things to do goes on and on!

Monday | 10:00am–10:00pm
Tuesday | 10:00am–10:00pm
Wednesday | 10:00am–10:00pm
Thursday | 10:00am–10:00pm
Friday | 10:00am–10:00pm
Saturday | 10:00am–10:00pm
Sunday | 10:00am–10:00pm

📍 10165 N. McKinley Dr, Tampa, FL 33612

Winter Date Ideas in Tampa Bay & More!

As well as heading under the mistletoe this holiday, explore these winter date ideas in Tampa Bay!  For more festive activities and places to visit in Tampa Bay, make sure to check out our other blogs on UNATION and follow us on social media @stufftodointampabay on Instagram and Facebook.

Serafina Besecker

Serafina Besecker

Serafina is a blogger and author for the Stuff to Do in Tampa Guide. For more insight on the best events and things to do in the Tampa area, download the UNATION app and follow @StufftoDoinTampa on Instagram, Facebook, YouTube, Pinterest, and TikTok.

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