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Gasparilla and More Things to Do in Tampa Bay

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Yo ho ho it’s a pirates life for all of us in Tampa! It’s finally that time of the year that we have all been waiting for: GASPARILLA! 

But don’t worry if Gasparilla isn’t your thing, there are still plenty of fun things to do in Tampa Bay this weekend.

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Well, what are you waiting for? Start reading and get planning!

Say ‘aye’ to the biggest event in Tampa Bay! Throw on your costumes, grab your mateys, and watch the pirates invade our city. 

The Jose Gasparilla sets sail at the south end of Hillsborough Bay at 11:30AM, sails north to Seddon Channel, and docks at the Tampa Convention Center at 1PM. Then at 2PM, the Parade of Pirates begins at Bay to Bay Boulevard & Bayshore Boulevard. It continues along Bayshore to Brorein Street, turns east on Brorein Street, then north on Ashley Drive. The parade ends at Cass Street & Ashley Drive.

For more info on Gasparilla, check out our Gasparilla Guide! There are tons of parties going on that you can find by searching #Gasparilla on UNATION! In case you’re searching for an epic party, this next thing to do may interest you!

Event Details
🗓 JAN 25 | 11AM–5:30PM
📍 Bayshore Boulevard

Arrrrgh you ready for the Gasparilla festivities? There are so many things to do in Tampa Bay for Gasparilla but the Downtown Crawler’s Barrr Crawl one of our top picks!

Begin with a brunch buffet and bottomless mimosas at either District Tavern or The Patio (you choose), or you can start it off without brunch at Park & Rec. For the duration of the event, hop-on-hop-off buses will be commuting continuously between those 3 bars and The Franklin Manor, which is only a 5-minute walk from the parade!

Downtown Crawlers also have another event: the Bud Light Seltzer Pre Gasparilla Crawl on the night before the big day! Bars include Franklin Manor, Gen X, American Social, and Park & Rec. As always, every ticket comes with a free shot at each bar! 

Event Details
🗓 JAN 25 | 10AM–3PM
📍 The Patio/District Tavern

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2. Grand Central District Beer Day - The Dark Side | 21+

If you want to stay on the other side of the bridge, St. Pete has one of the best things to do in Tampa Bay this weekend! The Grand Central District breweries will be brewing up a special dark beer (Stouts, Porters, Black IPAs, etc.) to celebrate the season and the community.

Participating breweries are:
3 Daughters Brewing (222 22nd St S)
If I Brewed the World (2200 1st Ave S)
Right Around the Corner (2244 Central Ave)
Pinellas Ale Works (1962 1st Ave S)
Avid Brewing (1745 1st Ave S)

Five Breweries. Five Dark beers. One great cause! Every GCD beer sold this day will have $1 going to Pet Pal Animal Shelter.

Event Details
🗓 JAN 25 | 12PM–8PM
📍 Grand Central District

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3. 23rd Annual Kumquat Festival

Not into Gasparilla? No problem! Check out this FREE thing to do in Tampa Bay happening in Dade City.

The Kumquat Festival is back and full of vendors offering arts and crafts, delicious food, all kinds of “Kumquat items & stuff.” There will also be a health and wellness area, car and truck show, kids area, local live entertainment, food trucks, farmer’s market, fine arts, and family-fun!

Event Details
🗓 JAN 25 | 9AM–5PM
📍The Greater Dade City Chamber of Commerce

Take a trip to Sarasota this weekend and unwind from the craziness of Gasparilla. St. Armands Circle will come alive with hundreds of gallery-style booths filled with every medium of fine art.

This 2–day event has everything from jewelry, sculpture, decor, etc. The best part is that this is a completely free event in Tampa Bay!

While you’re there be sure to take advantage of St. Armand’s fantastic restaurants, we suggest Shore St. Armands!

Event Details
🗓 JAN 25 | 10AM–5PM
📍 St. Armands Circle

5 more things to do in Tampa Bay this weekend:

Rooftop Gasparilla Party at EDGE Rooftop Cocktail Lounge

Suncoast Sports Festival

Clearwater Running Festival

After Gasparilla Cleanup

Shipwrecked Music Festival

One More Thing!

Get your ticket early for 98ROCKFEST happening on April 17th at Amalie Arena!

Tickets start at $35 and are on sale to the public now! It’s such a fun thing to do in Tampa Bay, you don’t want to miss it.

Jenna Podesla

Jenna Podesla

Jenna is a UNATION team member and author of the Stuff to Do City Guide. For more insight on the best events and things to do near you, subscribe for updates and follow be sure to follow us on social!

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