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HappeninsTampa BayMay

Things to do in Tampa and Tampa Bay in May 2027

May is the handover month: the big winter festivals are done and the beach season takes over. Pinellas Pepper Fest lands in May, with 6 more on the list below.

Follow Tampa Bay in your calendar: Google CalendarApple or Outlook Confirmed dates only. New ones appear on their own.

Starting in May

Pinellas Pepper Fest Food & Drink

Pinellas Pepper Fest

Saturday, May 1 to Sunday, May 2 England Brothers Park, Pinellas Park
Free

Expected in May, dates not announced yet

Tampa Bay Chalk Festival Arts & Culture

Tampa Bay Chalk Festival

Expected May 2027 The Deuces (22nd Street South between 7th and 9th Avenues South), St. Petersburg
Free
Dunedin Pride Community

Dunedin Pride

Expected May 2027 Pioneer Park and venues across Dunedin, Dunedin
Free

Already on when May starts

These started in an earlier month and are still running.

American Stage in the Park Arts & Culture
Running through May 2

American Stage in the Park

Wednesday, Mar 31 to Sunday, May 2 Demens Landing Park, St. Petersburg
$40
Sunscreen Film Festival Arts & Culture
Running through May 2

Sunscreen Film Festival

Thursday, Apr 29 to Sunday, May 2 Sundial AMC 12 Theatres at The Mall at Sundial, St. Petersburg
$50

8 more run every week in Tampa Bay year round, including Ybor City Saturday Market and Sunsets at Pier 60. See the full calendar.

Planning the trip around it

Practical guides to hotels and days out around Tampa Bay.

Tampa parking the night before a cruise or a game

Port Tampa Bay's cruise garage is $19 a night, plus $11.99 a pass. Downtown hotel valet starts at $39, and Westshore hotels by the Bucs stadium self-park for $15 to $25.

St. Pete Beach on a budget

The beach is public, so a $109 room sits on the same sand as a $409 one. September is the cheapest month, and Sunday to Wednesday the cheapest nights.

Is the Busch Gardens Fun Card worth it?

A Fun Card costs about two discounted day tickets and covers up to sixteen months. Parking is extra at about $35 a visit, and four visits' parking costs more than the card.

Other months in Tampa Bay

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