Entertainment and Live Music at Riverwalk: Your Ultimate Gasparilla Pirate Fest Guide

It’s time to ditch the ordinary and step into the extraordinary— the 2025 Gasparilla season is here, and the Tampa Riverwalk is your ticket to an unforgettable day of music, dancing, and all-around good vibes. Think sultry Latin beats, high-energy rock jams, and a parade so dazzling it might just inspire you to live your best pirate life. Here’s your guide to turning January 25, 2025, into the ultimate day out—because why settle for anything less?

Live Music to Keep You Moving All Day Long

Gasparilla Pirate Fest is throwing the party of the year with live entertainment – it’s not just a parade, after all! – that’s going to have you and your besties dancing from morning until night. With two stages—one serving up rock and the other oozing Latin flavor—there’s something to make every music lover swoon.

MacDill Park Stage: Rock Your Heart Out

The MacDill Park stage, brought to you by 98 Rock, is the place to be for powerful performances and rockin’ vibes. Here’s the stellar lineup:

• 10:00 a.m. – 11:30 a.m.: DJ/Station Music. Ease into the day with crowd-pleasing jams.
• 11:30 a.m. – 3:00 p.m.: Captain Mike & The Shipwrecked. Picture this: salty sea shanties meet modern-day rock. Captain Mike and his crew are pros at blending nostalgic pirate themes with irresistible sing-alongs.
• 3:00 p.m. – 5:30 p.m.: Parade Break! Grab a drink, hit the parade route, and soak up the epic floats and costumes.
• 5:30 p.m. – 8:00 p.m.: Kyle Ingram Trio + Horns. This group takes jazz to a whole new level with upbeat tempos and brass instruments that’ll make you want to twirl under the stars.

Curtis Hixon Park Stage: Spice Things Up

Want something sultry and spicy? Head over to the Curtis Hixon Park stage, hosted by Latin/La Rumba 106.5 FM. Get ready to feel the rhythm and lose yourself in the music.

• 10:00 a.m. – 11:30 a.m.: DJ/Station Music. Start your day with some smooth Latin grooves.
• 11:30 a.m. – 3:00 p.m.: Champán D’Barrio Orchestra. A high-energy salsa and merengue band that’ll have you dancing like nobody’s watching.
• 3:00 p.m. – 5:30 p.m.: Parade Break! Watch as the streets come alive with pirates, beads, and endless fun.
• 5:30 p.m. – 8:00 p.m.: Afinque All Stars. Known for their electrifying performances, this group brings a mix of Latin jazz and salsa that’ll have you on your feet until the last note.

Why These Artists Are Must-See

If you’ve never heard of these bands, trust us—you’re in for a treat. Captain Mike & The Shipwrecked is Tampa’s answer to rock with a whimsical twist, channeling a pirate vibe you’ll love. Kyle Ingram Trio + Horns brings a sophisticated yet fun energy, blending jazz and modern pop for a sound that’s all their own. Over at Curtis Hixon, Champán D’Barrio Orchestra will transport you straight to the streets of Havana, while Afinque All Stars promises a fiery finale that’s pure magic.

Pro Tips for the Best Riverwalk Experience

Want to live your best life at Gasparilla? Follow these insider tips:

1. Get There Early

Music kicks off at 10:00 a.m., and you’ll want to grab a prime spot—whether it’s near the stage or along the parade route. Trust us, the early bird gets the beads (and the best selfie lighting).

2. Dress to Impress (and for Comfort)

Think breezy pirate chic! Rock that corset top or off-shoulder blouse, but pair it with comfy kicks because you’ll be walking, dancing, and parading all day long.

3. Stay Fueled

Hydration is key (hint: a little libation and water are your BFFs), and you’ll find plenty of food vendors dishing up tasty bites along the way. Keep your energy high to keep the party going.

4. Plan Around the Parade

The Parade of Pirates is the heart of Gasparilla—and it’s perfectly timed to give you a music break. Scout your parade-watching spot, enjoy the spectacle, and then head back to your stage of choice for an epic evening.

Why Gasparilla and the Riverwalk Are the Perfect Combo

The Riverwalk is already a gem in Tampa’s crown, but add in the magic of Gasparilla Pirate Fest, and it’s pure perfection. Picture yourself sipping a cocktail, swaying to live music, and soaking up the lively atmosphere with your crew. It’s the ultimate spot for a girls’ day out, a hot date, or even a solo adventure.

And don’t forget to check out our ultimate Gasparilla guide for all the tips, events, and details you need to make the most of this year’s festivities.

Let’s Make This Gasparilla Unforgettable

January 25, 2025, is calling, and it’s time to answer with your best pirate swagger. From rocking out with Captain Mike to twirling to the beats of Champán D’Barrio Orchestra, this is your day to shine. So rally your squad, charge your phones for endless Insta-worthy moments, and get ready for an epic Gasparilla adventure on the Riverwalk.

We’ll see you there!