Support Us Button Widget

Play “Would You Rather” with us, Tampa Bay

Pull this TBAY-specific game out at your next social outting.

Tampa skyline at night

Play this game with your friends as the perfect nightcap.

Photo via @trevorcreative

Table of Contents

When was the last time you played a game of “Would You Rather,” TBAY?

In case you’ve never played, here’s a quick rundown:

Step 1 — A question is posed that pitches two options. Example: “Would you rather live in the Tampa Bay area, South Florida, like Miami and the Keys, or any other city in the world?”

Step 2 — You decide what you’d rather do. No surprise here; we’re saying the 813/727.

Now that you’re a “Would You Rather” expert, let’s tap into our inner middle schoolers and play this nostalgic game featuring some of TBAY’s most iconic landmarks, qualities, and dishes.

Don’t worry, we won’t ask you anything gruesome or anxiety provoking (that’s not really our style).

Whether it’s choosing between spending time with Tampa influencer Kat Stickler or Stephen Marley or deciding if you’d rather have a lifetime supply of Jai Alai or Busch Gardens tickets, we want to know what you’d rather do.

Question one

Would you rather spend two hours playing tourist around town with social media influencer and comedian star Kat Stickler OR go behind the scenes/be on stage for any future Jannus Live concert?

  • I want to play tourist with Kat.
  • I want to ask The Backseat Lovers and Stephen Marley if I can play on stage.

Question two

Would you rather have the endurance to run the Tampa Riverwalk without stopping OR the speed to walk from the St. Pete Pier to St. Pete Beach in two minutes or less?

  • Give me endurance.
  • Give me speed.

Question three

Would you rather a Tampa Bay sports team win a major championship and drive tons of new people (both tourists and new residents) to town OR have Tom Brady come back to play for the Bucs? Bonus: OR have TBAY score an NBA team.

  • Bring on the economic boost
  • Come on, he’s the GOAT… we just need one more season.
  • Tampa Bay Ballers vs. Steph Curry and the Golden State Warriors has a nice ring to it.

Question four

Would you rather sit in rush hour traffic on Gandy with SNL superstar Kenan Thompson in your passenger seat OR wait for an hour to get a reservation at bartaco in Hyde Park on a Friday night?

  • Hold on, let me get my traffic snacks and get ready to laugh.
  • I can’t wait to walk around Hyde Park + eat some pork belly tacos.

Question five

Would you rather have unlimited Busch Gardens passes OR unlimited Jai Alai from Cigar City Brewing?

  • Iron Gwazi for life.
  • Beer me, please.

Question six

Would you rather never have to pay for parking again OR never have to look more than two minutes for parking again in Downtown Tampa, Hyde Park, or Downtown St. Pete?

  • I’ll save a buck.
  • Oh, take my money. I hate looking for parking.

Question seven

Would you rather experience TBAY 100 years ago OR 100 years in the future?

  • Please take me back.
  • Show me the future.

Record your answers here. Thanks for playing, TBAY. Is there a “Would You Rather” question about the city that you’d like to see answered? Send it our way, and we might just pose it to your fellow readers.

More from TBAYtoday
From tiny houses and beachfront mansions to tropical oases, the Tampa Bay area is full of unique places to stay that offer a change from the traditional.
The lineup is one to beat, featuring Jelly Roll, Blake Shelton, and Riley Green.
An early report shows the stadium is still a viable option, but won’t be ready in time for the 2025 season.
We’re sharing how to adopt a road, highway, or shoreline in our area.
Including gifts for neighbors, foodies, significant others, homebodies, students, and gifts under $20.
It’s nearly turkey time and we’re ready to feast on these decadent pies and spreads.
Make the most of good weather by taking your meals al fresco on one of Tampa + St. Pete’s many beautiful patios.
This NBC tool utilizes home prices, interest rates, and availability (among other factors) to determine just how difficult it is to buy a home in the Tampa Bay area.
We’re sharing updates on Tropicana Field repairs, damage to St. Pete parks, and Election Day.
We’re taking a deeper look into one of Tampa’s public courses.