Things To Do in May 2024: Explore Siesta Key and Sarasota

April showers have gone and brought us the May flowers! There are so many activities and events to explore in the Siesta Key and Sarasota areas this month. From Cinco De Mayo festivities to honoring those who served on Memorial Day, you’ll find something perfect for you and your family to enjoy in this area. Check our highlights of activities available throughout May.

Manatee’s Annual Taco Fest | May 4th

Kickstart your Cinco De Mayo celebrations at Manatee Fairgrounds for the 3rd Annual Taco Fest, a beloved event for many. The festival runs from 12pm to 7pm and features dozens of vendors, live music, and activities. General admission tickets are $10, with free parking. Veterans and children under 13 get in for free.

For tickets, visit the event ticketing site here or buy them at the door. 

Cinco De Mayo Street Festival | May 4th-5th

May 5th is Cinco De Mayo, and Sarasota & Siesta Key know how to celebrate! One of the many events in the area is the Cinco De Mayo Street Festival at Circo: A Taco and Bourbon Joint. Enjoy live music, activities, and of course, tacos! The family-friendly festival spans the weekend from 4 p.m. to 12 a.m. on Saturday and 12 p.m. to 9 p.m. on Sunday. 

Admission is free, with an option to upgrade to VIP for $35. VIP admission includes unlimited chips and salsa all weekend, 3 free tacos, 1 free margarita, and more! For tickets, visit the event ticketing site here

Dig The Beach: Siesta Key Volleyball Classic | May 11th-12th

Calling all volleyball lovers! Don’t miss the Dig The Beach is Siesta Key’s volleyball classic. Create your team before Wednesday, May 8, or watch for free as a spectator. Stakes are high, with AAU accolades available for players. 

Whether you’re a volleyball rockstar or a passionate enthusiast, all are welcome and encouraged to attend. The competition starts at 8 a.m. on Saturday and 8:45 a.m. on Sunday. For more information, visit the tournament website here

Venice Brew Fest | May 18th

The Venice Brew Fest returns on May 18 with over 15 breweries offering their best craft beers. Enjoy sips from all over the area in a fun, lively atmosphere. A general admission ticket grants you access to the festival from 12 p.m. -4 p.m. at $35 per person. For beer lovers, consider the VIP option for early entry, premium parking, and a chance to chat with local brewers! VIP tickets are $65.

For tickets, visit the event ticket site here

Memorial Day 5K Hike | May 25th

On May 25th, SRQ VETS hosts their 9th Annual Memorial Day 5K Hike to honor local veterans. Join the community in this meaningful event, which includes a $35 donation for a t-shirt, lunch ticket, and drink ticket.

Purchase tickets in advance and find more information on SRQ and registration details on their website here

Aquapalooza | May 26th

Beat the heat and enjoy the water with this year’s Aquapalooza! Hosted by MarineMax Marina, this event is rumored to be the biggest party on the water. For those over 21, bring your boat down to the marina and enjoy good times and great vibes. 

Visitors can make friends by the water and experience all that Siesta Key offers. For more information, contact the organizer directly at 941-388-4411 or visit their event site here.

No matter how you choose to spend your time visiting Siesta Key, we hope that your stay at Tropical Beach is one you’ll always remember. Our private beach access and inviting resort are your perfect home away from home while taking in the beachy paradise of West Florida. 

Check out our website for all ongoing promotions and deals, and follow us on social media for a chance to be featured!