2025 May Sarasota Events Calendar

The May Sarasota Events Calendar - fun free (or next to nothing) Sarasota happenings around the sun coast.

(*Every effort is made to provide as accurate of information as possible, however dates, times, places and event schedules are subject to change without notice due to weather conditions, last minute changes or cancellations made by event organizers, mistakes, misinformation from sources and/or events beyond anyone's control, etc. PLEASE NOTE: We encourage you to check with event organizers to be sure an event is going forward before making plans to attend.)

May 1 - June 29, 2025: Marie Selby Botanical Gardens will present George Harrison: A Gardener’s Life, which examines the work of major artists through the lens of their connection to nature and will explore the deep and meaningful connection between musician George Harrison – best known as the lead guitarist of the legendary rock band The Beatles – and the pastime of gardening, which became his greatest passion. George’s love of gardening was an integral part of his identity. In an interview in Rolling Stone magazine in 1979, the renowned singer-songwriter described himself as “just a gardener.” His strong association with gardening was further illustrated in his 1980 autobiography, I Me Mine, dedicated “to gardeners everywhere.” A selection of special programs will be scheduled throughout the run of the exhibit. A highlight will be An Evening with Patti Smith Dedicated to George Harrison on February 12 at Selby Gardens' Downtown Sarasota campus featuring Selby Gardens' iconic Artist in Residence Patti Smith. Members Free. Member guests $12. Adults $28. Ages 5-17 $12. Ages 4 and under Free. Open daily 10 a.m. – 5 p.m.* *Closed Christmas Day. Marie Selby Botanical Gardens, 1534 Mound Street, Sarasota, FL.

May 2, 2025: It's  Music in the Park. On Friday evenings there are few better ways to relax and welcome in the weekend than listening to great local music in an outdoor setting. Enjoy the best in local music at the Rossi Park Pavilion on the Riverwalk. Tonight's music is by 90s Surge. Music from 6 p.m. - 8 p.m. - bring a chair or blanket for relaxing and listening! Bradenton Riverwalk Mosaic Amphitheater, 606 3rd Ave W, Bradenton, FL

May 2, 2025: It's the first Friday of the month on so that means Music on Main at Lakewood Ranch from 6 - 9 p.m.! Beer, wine and food available. Bluestar will fill the air with the sounds of authentic blues and the event will benefit the Lakewood Ranch Community Foundation. The street is lined with food vendors, beer trucks, and sponsor booths, as well as rides and activities for the kids. Bring your chairs, but leave coolers at home. Dogs are welcome, but must be kept on a short leash. Overflow parking is available at the Lakewood Ranch Medical Center. Lakewood Ranch is off University Parkway east of I-75.

May 2, 2024: TBA for 2025. It's the Venice National Day Of Prayer Outside Happening. Bring a chair and join the First Baptist Church of Venice for an hour of worship, music, and speakers. Various people from the community (government, first responders, churches, businesses, schools, etc.) are invited to participate in the Prayer Service presented by First Baptist Church of Venice.. 7 p.m. - 8 p.m. Centennial Park, 200 West Venice, Ave., downtown Venice, FL.

May Sarasota Events

May 2 - 3, 2025: You're invited to join the Sarasota Orchestra for a fan-friendly outdoor Pops concert at Ed Smith Stadium: Country Hits: Songs From Nashville. American country music has won hearts worldwide with stories spun from heartbreak, hope, and a whole lot of humor. At this symphonic revue of country’s cream of the crop, dynamic vocalists belt out anthems of unsung heroes and underdogs, from Martina McBride’s “Independence Day” to Johnny Cash’s “Folsom Prison Blues,” while Sarasota Orchestra supplies the silky orchestrations that define the Nashville sound. Kick up your heels to country classics that crossed over to hits we all know and love, including Willie Nelson’s “Always on My Mind,” The Chicks’ “Wide Open Spaces,” Charlie Daniels’ “Devil Went Down to Georgia,” and Lee Ann Womack’s “I Hope You Dance”—plus “I Will Always Love You” and other Dolly Parton favorites! A spectacular fireworks display concludes this evening of hits and homeruns. "Online only" sales with the Orioles start mid-November at Orioles.com/arts. Phone and in person sales at the Orioles Ed Smith Stadium begin in January. Various ticket prices starting at $20. Parking is available for $12 in several lots on and surrounding the Ed Smith Stadium complex. More than 1,800 spaces are available on site. 8 p.m. Ed Smith Stadium, 2700 12th Street, Sarasota, FL. Enter through the Left Field Gate.

May 3, 2025: It's the 10th Annual SUP & RUN 5K. Three great races and world-class venue. Every finisher receives a custom finisher medal. The race shirts are AMAZING! AWARDS GO 6 DEEP IN EACH 5 YEAR AGE GROUP! SWAG, to quote a participant, "this race SWAG is truly head and shoulders above most races" The food & post-race celebration party is FUN! FUN! Whoa! There is a beer garden, a SIP & RUM station and AMAZING VENDORS where you can buy really cool stuff. Entry fees: $0 - $55. All races start at 8 a.m.  Nathan Benderson Park, 5851 Nathan Benderson Circle, Sarasota, FL

May 3, 2025: It's the 27th annual Corvettes on the Circle Car Show at the beautiful St. Armand's Circle where you can spend the day viewing over 150 models of an American automotive classic. The show is limited to 175 models. The show will include all Corvette model years from the classic 1953 C1 to the current Corvette Stingray. Trophies will be awarded to the top three Corvettes in each generational class as well as Best in Show and Skyway Corvette Club Favorite. It’s a fun-filled day meeting friends and experiencing these beautiful automobiles up close and personal. It's free. 9 a.m. - 3 p.m. St. Armand's Circle Park, St. Armand's Key, Sarasota, FL.  May Sarasota Events on Escape-to-Sarasota

May 3, 2025: It's Manatee's 4th Annual Taco Fest. The MAFT 2025 event featured over 85 of Tri-State Area's Best Taco and other Food Vendors alongside a variety of Specialty Cocktails, Artisans and entertainment. General Admission to this event includes access to the fair grounds and all on-site entertainment. Vendors, Food Trucks, Tacos, Music, Petting Farm & More. General admission $10, 65 and over $5, veterans and kids 13 and under are free. Veterans Free. Free parking. Tickets at the door. 12 p.m. - 7 p.m. Manatee County Fairgrounds 1402 14th Avenue West Palmetto, FL

May Sarasota Events

May 3 - 4, 2025: Check out the 5th annual Downtown Sarasota Spring Craft Fair. A variety of jewelry, pottery, ceramics, photography, painting, clothing and much more - all handmade in America - will be on display, ranging from $15 to $3,000. An expansive Green Market with plants, orchids, exotic flora, handmade soaps, gourmet spices and freshly popped kettle corn further compliments the weekend, blending nature with nurture. 10 a.m. - 5 p.m. Free admission. 5 Points Park, on Central and First Street. 1 Central Avenue, Sarasota, FL.

May 4, 2025: Enjoy Sarasota's own Ski-A-Rees Water Ski Team and their Sunday afternoon show at 2 p.m. at Ski-A-Ree Stadium. This free show of the spring season takes place at 1602 Ken Thompson Parkway (near/behind Mote Marine Aquarium on the water.) 2 p.m. Sarasota, FL. 388-1666.

May 4 - 5 , 2024: TBA for 2025. Celebrate Cinco De Mayo Saturday & Sunday with El Melvin's Cinco De Mayo Block Party! Biggest block party in Sarasota! Double Decker Bar! Food Trucks! Live Music! VIP Tables! 2 days of food, fun, and music!!! Free admission. El Melvin Mexican Restaurant, 1355 Main Street Sarasota, FL 34236

May 5, 2024: TBA for 2025. Check out Pop's Sunset Grill in Nokomis for their special Cinco de Mayo Sunday Funday! Enjoy a fiesta with live music, delicious Mexican-inspired food specials, and refreshing tequila cocktails. Soak up the vibrant atmosphere while enjoying stunning views of the Intracoastal Waterway from their various seating options, including a tiki bar, fire pit tables, and a charming courtyard. One of our favorite days to celebrate with some of our favorite food and drink specials! Get ready to tantalize your taste buds with unique Mexican dishes. 8 a.m. - 9:45 p.m. Pops Sunset Grill, 112 Circuit Rd, Nokomis, FL, United States, FL.

May Sarasota Events

May Sarasota Events Calendar

May 5, 2024: Check out Gulf Gate for the ultimate Funday at Cinco de Mayo celebration! This event will feature live entertainment, kid’s activities, sampling experiences, giveaways, raffles, and more! Best part? They're partying for a cause! A portion of event proceeds will benefit Sarasota-based Spanish immersion school, Dreamers Academy. 10 a.m. - 10 p.m. Kolucan and Dreamers Academy, 6644 Gateway Ave, Sarasota, FL

May 5, 2024: TBA for 2025. It's the Big Tiki Lounge Cinco De Mayo Cornhole Tournament. Celebrate Cinco de Mayo at The Big Tiki Lounge which is hosting another cornhole tournament! DJ Gigi and drink specials. $10. Blind draw- double elimination. Payouts for 1st, 2nd, and 3rd place. Noon - 4 p.m. Live Music by DJ GiGi from Noon til 10:00 p.m. Big Tiki Lounge, 5311 Ocean Boulevard, Siesta Key, FL,

May 5, 2024: TBA for 2025. Welcome to the Circo de Mayo Street Festival! Join Circo: a Taco & Bourbon Joint for a day filled with fun, food, and festivities. Our street festival will feature live music, delicious tacos, refreshing drinks, and exciting games. Bring your friends and family to enjoy the vibrant atmosphere and celebrate the spirit of Cinco de Mayo with us. Don't miss out on this fantastic event - mark your calendars and get ready to fiesta! 4 p.m. Free admission or VIP ticket: $35. Circo: a Taco & Bourbon Joint, 1435 2nd Street Sarasota, FL

May :The Annual Siesta Key Sand Sculpture Contest is no longer. From the Sarasota County Recreation Department: "After 50 years, the Amateur Sand Sculpting Contest has come to a close. Low participation was the main component to our decision. Crystal Classic has an amateur component to the festival in November and we hope some sculptures will come to participate then." The page about the event will remain on my website as a tribute to the 50 year event. See and read more about the Siesta Key Sand Sculpture Contest.

May Sarasota Events

May 6, 2023: TBA for 2025. Three organizations — Venice Historical Resources, Venice Heritage, and the Venice Area Historical Society — will celebrate Venice history with the return of Venice Museums Day. This free event takes place at the Venice Museum, 351 Nassau St S, Venice, FL., Lord-Higel House, 409 Granada Ave, Venice, FL., and the Venice Historic Train Depot, 303 E Venice Ave, Venice, FL. Each organization will offer activities at each site. A free trolley bus will shuttle between sites. Start at any site and use the free shuttle to visit all three. Water and snacks will be available at each location. 10 a.m. - 2 p.m. Various locations.

May 9, 2025: It's the 26th Annual Anna Maria Island Chamber of Commerce Golf Tournament at IMG Academy Golf Club. Golfer registration includes: golf, lunch, gift bag, green fees, cart fee, beer and beverages on course, dinner. $170 per golfer. $650 per team. Registration & Lunch: 12:30 p.m. Shotgun start: 1:30 p.m. More info and registration: 941-778-1541. IMG Academy golf Club, 4350 El Conquistador Parkway, Bradenton, FL.

May 9, 2025: It's the Free Music Friday Night Concert. with live music at Centennial Park featuring Featuring: Dwight Sullivan. Attendees are asked to bring their own chairs and blankets. No alcohol is permitted in Centennial Park. Free. 7 p.m. - 9 p.m. Free and open to the public. Centennial Park, Downtown Venice, FL.

May 9, 2025: Bring your blanket and chairs and enjoy a free, outdoor movie. every 2nd Friday of the month! Showtimes begin at sunset. This event is graciously sponsored by Grace Community Church. Waterside Park, 7301 Island Cove, Terrace, Lakewood Ranch, FL.

May Sarasota Events Calendar

May 10, 2025:  It's the Sarasota International Dragon Boat Festival. Everyone ages 12+ are invited to take part. Boats, life-vests, paddles and coaches are provided...you provide the fun! Race distances include 200m, 500m, and the ever-thrilling 2k pursuit for Sport Division teams, while Community Division teams will race 3x500m. Various entrant/team fees. Beer garden, food trucks, Health & Wellness Village, Marketplace, Entertainment and more. This event is open to the public for free. $5 parking (cash only). Race day check in begins at 6:30 a.m. For more information: info@gwndragonboat.com. Join in on the fun and get bit by the dragon! Nathan Benderson Park, 5851 Nathan Benderson Circle, Sarasota, FL 

May 10, 2025: It's the Second Annual SiestaCon! The fest will feature Comic Artists, Voice Actors, Game Artists, The Batmobile and more plus vendors with Comics – old, new, and graded, Toys, Board games, Video Games, Crafts, Artwork
Special guest will be local actress/producer Heather Fraley. Kids 10 and under get in free. 10 a.m. - 7 p.m. Robarts Arena, 3000 Ringling Blvd, Sarasota, FL.

May 10, 2025: The former Harvey Milk festival is now called the  Pride | Be Fabulous Arts & Music Festival. Celebrating 15 amazing years as a nonprofit organization dedicated to fostering the arts and advocating for the LGBTQ+ community. This free event is a celebration of our vibrant community, featuring music, art, and performances that uplift and inspire. 3 p.m. - 10 p.m. Free admission. Five Points Park, 1 Central Ave, Downtown Sarasota, FL.

May 10, 2025: The Bradenton Marauders are playing a home stand against the Lakeland Flying Tigers and tonight is Star Wars night. The Bradenton Marauders pay tribute the Star Wars franchise, with character appearances, themed jerseys, ballpark decorations and a post-game firework show! Tickets $10 - $14. Gates open at 5:30 p.m. Game time: 6:30 p.m. LECOM Park, 1611 9th St W, Bradenton, FL.

May Sarasota Events

May 10, 2024: TBA for 2025.  Check out some heavenly bodies with The Local Group of Deep Sky Observers and Sidewalk Astronomy at The Bishop Museum of Science and Nature in downtown Bradenton. Weather-permitting, you'll see some amazing objects through the incredible telescopes, plus, you'll even have a chance* to win four FREE tickets to the Bradenton Marauders May 11th Space Night at LECOM Field* the following evening. * Must be present to enter—one entry per person. The drawing will take place at 8:30pm. Local pickup only. No purchase necessary. The Bishop has also partnered with the FEWD Taco Tent and the Edible Cookie Dough Café for you to enjoy a bite to eat while observing the universe. Drinks, including beer, wine, soda, and water, will be available for purchase. The event will be held in the large courtyard on the north (Manatee River) side of the facility. Free. 7:30 p.m. The Bishop Museum of Science and Nature, The Bishop Museum of Science and Nature, 201 10th Street West in Bradenton, FL.

May 10 - June 15, 2025: It's time to drop your hook, line and sinker for the 95th Sarasota Tarpon Tournament! Entry fee is $150 and proceeds benefit a local charitable organization. Fishing boundaries are Northern Tip of Anna Maria to Southern Side of Stump Pass. The Kick-Off Event this year will be held at Joyland, 8341 Lockwood Ridge Road in Sarasota on Tuesday night, May 6, at 6 PM.  Registration and Check-In begins at 6 PM.  Happy angling and may you catch your share!

May 11, 2025: Enjoy a Mother's Day Brunch at the Historic Edson Keith Mansion. Celebrate the grace and warmth of Mother’s Day with an elegant brunch that exudes sophistication and charm. Guests are greeted with a selection of refreshing drinks and a menu that features a sumptuous array of dishes to please your palate. This Mother’s Day brunch is not just a meal but an experience; the perfect blend of elegance, gratitude and joy that honors the extraordinary women we cherish. 10 a.m. / Ages: All / Fee: Free / 941-316-1309 / dblatti@scgov.net. Phillippi Estate Park, 5500 S. Tamiami Trail, Sarasota, FL.

May 11, 2025: Enjoy Sarasota's own Ski-A-Rees Water Ski Team and their Sunday afternoon show at 2 p.m. at Ski-A-Ree Stadium. This final free show of the spring season takes place at 1602 Ken Thompson Parkway (near/behind Mote Marine Aquarium on the water.) 2 p.m. Sarasota, FL. 388-1666.

May Sarasota Events

May 11 - 12, 2024: TBA for 2025. Can you dig it? It's the Dig The Beach - Siesta Key Volley Ball Classic bouncing in for the weekend. It's fun in the sun and sand with check in at 7:30 a.m. and competition starting at 8:00 a.m. Saturday and 8:45 a.m. Sunday. You're sure to see some great volleyball action. Free spectator admission. Siesta Key public beach volleyball courts. 948 Beach Rd, Siesta Key, FL May Sarasota Events on Escape-to-Sarasota

May 12, 2025: It's the 25th Annual Siesta Key Chamber Golf Tournament at Heritage Oaks Golf & Country Club. This outing presents a unique opportunity for Chamber members and guests to play a round of golf on the exclusive Heritage Oaks golf course. $185 per golfer or $675 per team. Registration includes continental breakfast, 18 holes of golf, cart fee, awards, prizes, contest holes, lunch and more. 8:30 a.m. - 3 p.m. 7:30am Registration & Breakfast 8:30am Shotgun. Lunch to follow. Heritage Oaks Golf & Country Club, 4800 Chase Oaks Drive Sarasota FL. For more information contact the Siesta Key Chamber of Commerce at (941) 349-3800. May Sarasota Events on Escape-to-Sarasota.com

May 12, 2024: TBA for 2025. Did somebody say Brunch? Join Big Cat Habitat in celebrating Mother's Day in a wild way! We are offering our special Mother's Day Brunch & Big Cats event again this year! Treat your mom, grandmother, aunt or even yourself to a rejuvenating morning of Yoga With Tigers followed by a deliciously crafted brunch catered by Clean Plate Club SRQ. 10 a.m. - 12 p.m. $80. Big Cat Habitat & Gulf Coast Sanctuary, 7101 Palmer Blvd., Sarasota, FL

May 12, 2024: TBA for 2025. Enjoy Mother's Day Brunch amid Mother Nature at Selby Gardens' Downtown Sarasota campus! Enjoy a delicious brunch buffet catered by Michael's On East with a special performance by female vocal trio The Vocalitas at each brunch seating! Treat mom to a stroll through our Downtown Sarasota campus for a viewing of our Spring Exhibition Yayoi Kusama: A Letter to Georgia O'Keeffe before and/or after your seating - included in your Mother's Day Brunch ticket! Mother's Day Brunch takes place in the bayfront Event Center of our Downtown Sarasota campus. Three Seating Options: 10:30 a.m. | 12:00 p.m. | 1:30 p.m. $50 - $90. Selby Gardens, 1534 Mound Street Sarasota, FL.

May Sarasota Events

May 12, 2025:  Come out for Ringling by the Bay featuring live music and dancing with Alan Zahn “Big Z Band” on the Bolger Campiello. Food and drinks available for purchase. 6 p.m. - 9 p.m. Tickets will be available approx. one month prior to each event, and will include a 24 hour pre-sale period for members. Members please note: $20 tickets are limited to one for Individual Memberships and two for all other Membership levels. Tickets are limited and will be available on a first come-first serve basis.  Ringling Museum Grounds, 5401 Bay Shore Road, Sarasota, FL. 941-358-3180.

May 15, 2025: This Sarasota Chamber welcomes you to our annual Grand Expo, where attendees will navigate Sarasota's business landscape and learn more about our local businesses! Attendees will enjoy complimentary light bites from local restaurants, door prizes, raffle items, a complimentary beer and wine bar, and the opportunity to make valuable connections with our 80+ Chamber Member booths and learn more about local businesses so we can all shop local! Those attendees who complete the event passport, will have a chance to win various prizes! Open to the public. Free admission and parking. 4:30 - 7 p.m. Robarts Arena, 3000 Ringling Blvd., Sarasota, FL

May 16 - 17, 2025: SRQCountyParks introduces the Bridge-to-Bridge Bay Slam, a catch-and-release fishing tournament for non-motorized vessels set to take place on Saturday, May 17, on Sarasota Bay. The event kicks off with a pre-tournament meeting on Friday, May 16, from 6 p.m. until 7 p.m. at the Phillippi Estate Park pavilion. Anglers should bring their own gear and kayak to have the opportunity to fish for Red Drum, Spotted Seatrout and Snook. Each angler must catch and release one of each species, and the largest overall length of all three species combined will be the winner. Fishing begins at 7 a.m. on Saturday, May 17, covering the expansive Sarasota Bay from the Coon Key Bridge and Ringling Causeway to Blackburn Point Bridge. Photo submissions will be scored at 2 p.m. with results announced at 4 p.m. This tournament offers a unique opportunity for anglers to showcase their skills and compete in a friendly environment. The event is supported by the generous donations of Economy Tackle, Dolphin Paddle Sports, CBs Outfitters, All About Fishing, Kayaking SRQ and Paradise Adventures. Registration is open with a fee of $45 per angler. Anglers must complete registration by 5 p.m. on May 16 to secure their spot. With a limited entry of up to 100 anglers, onsite registration will not be available. Phillippi Estate Park,  5500 S. Tamiami Trail, Sarasota, FL. (941) 861-7275 / parksonline@scgov.net

May 17, 2025: The Sarasota County Fire Department (SCFD) is excited to continue its monthly open house events in 2025, inviting the community to connect with their local firefighters and learn about fire safety. These free, family-friendly open houses are held one Saturday each month from 9 a.m. to 1 p.m. Car seat safety inspections and bike helmet fittings will also be available. Station 4, 5431 Desoto Road, Sarasota, FL

May Sarasota Events

May 18, 2024: TBA for 2025. After a several year hiatus Venice Brew Fest returns. Spend the afternoon sipping on locally brewed beers at the Venice Brew Fest! With live music, food, drink, and a plethora of beer poured by 15+ breweries, you'll surely not want to miss this event! Your general admission ticket will get you into the beer tasting from 12-4 or upgrade to a VIP ticket that will get you in at 11am, acess into the VIP tent to hangout with the local brewers and have access to preferred parking. Vendor tents and food trucks, too. 11 a.m. - 4 p.m. $35 - $65. Centennial Park, 200 West Venice Avenue Venice, FL

May 18, 2024: TBA for 2025. Join Big Cat Habitat for Felid Fest, a thrilling event dedicated to wildcat conservation! Hosted at the Big Cat Habitat Conservation Education Center. Felid Fest promises a day of excitement and education for the whole family. From engaging guest speakers and interactive activities to delicious food and drinks, this event is not to be missed. Come learn about wildcats, their habitats, and how you can make a difference in preserving these majestic creatures for generations to come! Noon - 8 p.m. $50. Big Cat Habitat, 7101 Palmer Boulevard Sarasota, FL

May 18, 2024: TBA for 2025. Fishermen’s Village will present the 4th annual Celtic Fest Presented in partnership with the Cultural Heritage Center of Southwest Florida and the New World Celts (Sarasota Chapter), visitors to Fishermen’s Village will experience authentic Celtic musicians from all over the country, joining together to bring this fun, interactive annual event to fruition! Featuring: McIntyre Band / Mac Tier Band / West of Galway and Celtic Conundrum! 12 noon-9 pm Sunset Beach Club and Center Court. Fishermen’s Village is located off Marion Avenue in Punta Gorda at 1200 W. Retta Esplanade, Punta Gorda, FL

May 19, 2025: The Jazz Club of Sarasota's Monday Night Jazz at FST’s John C. Court Cabaret presents an evening of jazz with the Zach Bartholomew Quartet. Bartholomew is an award-winning jazz pianist, composer, and music educator. He has been featured as a performer, composer, and bandleader at national and
international jazz festivals, including the Jacksonville Jazz Festival, Monterey Jazz Festival, Jalisco Jazz Festival, and Festival Miami. His original music and unique arrangements are inspired by the jazz tradition, but also draw heavily from Afro-Cuban rhythms and modern influences. Joining him are David Fernandez-sax, Lucas Apostoleris-drums, Brandon Robertson-bass. Doors open at 6:30 for food and beverage service. Concert at 7:30 p.m. Tickets $34 - $39. Discount for JC members. Court Cabaret - Florida Studio Theatre, First Street & Cocoanut Ave, Sarasota, FL May Sarasota Events on Escape-to-Sarasota

May Sarasota Events

May 21, 2022: Moved to September 27, 2025  It's the Venice Beach Party with bands, food trucks and fun in the sun. Enjoy food trucks from BrewBurgers, British Open Pub, Kona Ice, Papa’s Pilar Rum Bar on the beach, Pop’s Sunset Grill, and Sharky’s Snack Shack. Food, beer and wine available for purchase. Gulf Shores Realty will be giving away free custom t- shirts to the first 1,500 people in line at its booth starting at 3 p.m. Dance in the sand to live music by Sarasota Steel Pan Band at 3 p.m. and Karate in the Garage at 6 p.m. Park downtown and ride the free trolley from Centennial Park. Chairs and blankets welcome. No coolers and no pets, please. Rain or shine! FREE and family friendly. Enjoy this great community event! 3 p.m. - 8 p.m. 101 The Esplanade South, Venice, FL.

May 21, 2025:  Marie Selby Botanical Gardens presents its 2025 “Performances at the Point” outdoor world class performances by local performing arts organizations at the Historic Spanish Point campus in Osprey with Allie Sawicki. Allie Sawicki is a folk/pop vocalist, songwriter, and musician located in the Central Florida area. With her unmatched covers of pop and folk, everyone can enjoy Allie's acoustic, stripped-back style. A voice and an acoustic guitar are all you need for unbeatable entertainment, as proven by this solo singer-songwriter and musician. Her selection of songs is sure to please every audience, whether you love Fleetwood Mac, Lada Gaga, or Amy Winehouse. The event is from 6:30 to 7:30 p.m., doors open at 6:00 p.m., and guests will have time to enjoy the area around the historic White Cottage, Sunken Garden, and Pergola overlooking Little Sarasota Bay prior to the performance. Food and beverages will be available for purchase from Michael’s on East. Tickets are $25 for Selby Gardens members and $35 for non-members, children 5-17 $15.00, and may be purchased online at selby.org. Advance ticket purchase is required. Special Event tickets are non-refundable and non-transferrable. Historic Spanish Point. 401 N Tamiami Trail, Osprey, FL

May Sarasota Events

May Sarasota Events Calendar
Memorial Day Weekend Events

May 23, 2025:  It's the Free Music Friday Night Concert with live music at Centennial Park featuring Featuring: Bridget Phillips. Attendees are asked to bring their own chairs and blankets. No alcohol is permitted in Centennial Park. Free. 7 p.m. - 9 p.m. Free and open to the public. Centennial Park, Downtown Venice, FL. May Sarasota Events on Escape-to-Sarasota.com

May 23 - 25, 2025: The Professional Pickleball Association is proud to bring the inaugural season of the PPA Tour Challenger Series Powered by JOOLA to Punta Gorda for the Punta Gorda PPA Challenger. The tournament will be held at the Pickleplex in Punta Gorda, and will provide a showcase of the very best that the west coast of Florida has to offer to players and visitors. The series will feature amateur and aspiring professional pickleball players battling for victory. The schedule for PPA Challenger Series events will be Friday through Sunday, and professionals will run on the same schedule as amateurs. PicklePlex, 26300 Airport Rd, Punta Gorda, FL

May 23 - 25, 2024: TBA for 2025.  Check it out! Laser Light Nights are back at The Bishop Museum of Science and Nature! Break out your big hair and acid-washed denims and get ready to rock out with some of your favorite artists in the Planetarium. The event takes place every Thursday, Friday, and Saturday night from May 23 through August 31. There are various food and drink options available for purchase onsite with cash or card. Shows at 7 p.m. and 9 p.m. Please note that Laser Light Nights involve bright, flashing lasers that may not be suitable for people with photo sensitivities. Viewer discretion is advised. Laser Light Nights are at a volume similar to a rock concert, so earplugs are recommended for those who prefer a lower volume. Tickets: $15. The Bishop Museum of Science and Nature, 201 10th St W, Bradenton, FL

May 24, 2025: SRQ VETS is hosting the 10th Annual Memorial Day 5K Hike to honor the fallen heroes who made the ultimate sacrifice. This event will work to unite the local veterans and civilian communities while raising funds to support SRQ VETS and their efforts to help the local veterans. SRQ VETS is a 100% volunteer veteran-run 501c3 whose mission is to find resources and get them to our local veterans and their families. The hike will start at JD Hamel War Memorial Park then over the Ringling Bridge, then back to the Park for an afternoon of fun that includes a Cookout, Music, & Inflatables. A $35 donation when you pay in advance online tickets sales end 5/21/2024. $40 after online ticket sales are over. on 5/14/25. Every paid participant 21 yrs old and up will receive an event t-shirt, 1 lunch ticket, 1 beverage ticket. Every paid participant that is 13 to 20 yrs old will receive an event t-shirt, a lunch ticket, 1 N/A drink ticket. Children 12 and under will receive 1 lunch ticket and 1 N/A drink ticket. Registration starts at 8 a.m. and the Hike starts at 9 a.m. JD Hamel Park, 199 Bayfront Dr., Sarasota FL May Sarasota Events on Escape-to-Sarasota

May Sarasota Events Calendar
Memorial Day Weekend Events

May 24, 2025: The Choral Artists of Sarasota present a special Memorial Day Weekend Concert, United We Stand, a musical memorial honoring our nation’s heroes. This traditional patriotic concert offers you a chance to reflect on the lives of service women and men who have paid the ultimate sacrifice to defend our country while in uniform. We proudly salute them for their service to the United States and securing freedom around the world. Tickets $5 - $40. 4 p.m.  Church of the Palms, 3224 Bee Ridge Road, Sarasota, FL

May 24, 2024: TBA for 2025. It's back! The Van Wezel's Friday Fest! Headlining the event is the Hot Tonic Orchestra, renowned for their high-energy performances that blend swing, Latin jazz, and popular music into a one-of-a-kind live experience. Led by bandleader Victoria Woods, whose sultry vocals and driving acoustic bass anchor the ensemble, and featuring the masterful arrangements of musical director and virtuoso guitarist Josh Hindmarsh, the band guarantees an evening of authentic swing, jazz, and irresistible Cuban dance rhythms. Whether it's lighting up the stage with Latin American flair or putting their own unique spin on popular tunes, Hot Tonic Orchestra promises to deliver a memorable performance that will have the audience grooving all night long. Free admission. Bring blankets or lawn chairs, take in the music and the sunset, and enjoy food and beverage from local vendors. Friday Fest takes place in “rain or shine.” In the event of inclement weather, the festival will move indoors to our grand foyer or main stage of the Van Wezel Performing Arts Hall. Bringing in food, beverages and coolers from outside Friday Fest is prohibited. 5 p.m. - 9 p.m. The Van Wezel Performing Arts Hall lawn, 777 N Tamiami Trail, Sarasota, FL.  (Friday Fest will take a hiatus in the hot summer months of July and August, and will return on September 20)

May 24, 2025: Enjoy Patriotic Pops & Fireworks at CoolToday Park with the Venice Symphony! Venice Symphony Music Director Music Director Troy Quinn will lead the Venice Symphony in a concert of great American music including a salute to the Armed Forces. Liberty Voices, a world-famous eight-part a cappella group that sings Americana, folk and patriotic songs will perform with the symphony.  Various ticket prices. 7:30 p.m. (gates open at 5:30 p.m. Free parking) CoolToday Park, 18800 S. West Villages Parkway, Venice FL. May Sarasota Events on Escape-to-Sarasota.com

May 24 - 25, 2025: It's time for the St. Armand's Fine Art Festival featuring the visions and creative talents of artisans from throughout Florida and across America in fine arts and fine crafts will transform St. Armand's Circle into an extraordinary outdoor gallery of original art from artwork in such mediums such as sculpture, jewelry, painting, photography, glass, ceramics, mixed-media, metalwork, fiber art, woodworking and more. Free admission. 10 a.m. - 5 p.m. 434 St Armand's Cir, Sarasota, FL.

May Sarasota Events Calendar
Memorial Day Weekend Events

May 25, 2024: TBA for 2025. You are welcome to take part in Flags for Fallen Vets which will place an American flag at each grave site at Sarasota National Cemetery starting at 8:00 a.m. Anyone wishing to participate must register in advance. Click here to get to the registration page, and then follow the 2024 Volunteer Registration Form to Sarasota and enter your information. 8 a.m. Sarasota National Cemetery, 9810 State Rd 72, Sarasota, FL  May Sarasota Events on Escape-to-Sarasota

May 25, 2024: TBA for 2025. This year Memorial Day at the Sarasota National Cemetery will honor America's fallen military members in remembrance of their ultimate sacrifice. The Department of Veterans Affairs Sarasota National Cemetery will host a  tribute honoring the men and women who made the ultimate sacrifice in military service to America. Members of Gold Star families will speak about the service and sacrifice of America’s fallen. Vocalist Jae Williams will sing, bagpipes musician Ashlee Elizabeth Sluski will perform, and poetry by local student will honor the fallen. The 2024 Memorial Day Commemoration Ceremony will begin at 10 a.m.  Sarasota National Cemetery, Patriot Plaza, 9810 State Rd 72, Sarasota, FL. May Sarasota Events on Escape-to-Sarasota

May 25, 2024: TBA for 2025.  Yo-ho, mateys! Bring the kids to Snook Adams Kids Day for a fun celebration to end the school year. The Anna Maria Island Privateers annual fest includes free hot dogs, pizza and drinks. Lots of games, prizes and fun for kids of all ages. Treasure hunt and  costume contest. Pictures with pirates. Admission is FREE. Free. 10 a.m. - 3 p.m. Holmes Beach City Field, 5801 Marina Drive, Holmes beach, Anna Maria Island, FL. More info: 941-249-0782. May Sarasota Events on Escape-to-Sarasota

May 25, 2024: TBA for 2025. Kids and kids at heart can enjoy fun art and nature activities on Saturday morning. It’s the first of four monthly “Family Saturdays” coming up at Selby Gardens’ Downtown Sarasota campus. Activities will run from 10 a.m. to noon each day, and participation is included in admission to the Gardens, which is always free for Selby Gardens members. These Family Saturdays celebrate the current exhibition on view, Yayoi Kusama: A Letter to Georgia O’Keeffe. Several activity stations with different art-focused projects will be set up in the Ann Goldstein Children’s Rainforest Garden during each monthly event. The goal is to invite kids of all ages to explore the artwork of Yayoi Kusama and Georgia O’Keeffe through activities that also connect them to the natural environment.10 a.m. - Noon. Admission to Selby Gardens’ Downtown Sarasota campus is $26 for adults, $11 for ages 5 to 17, and free for children 4 and under. Tickets may be purchased online in advance at selby.org. Selby Gardens members always receive complimentary admission as well as discounts for guests. Downtown Sarasota Campus, 1534 Mound Street, Sarasota, FL.

May Sarasota Events Calendar
Memorial Day Weekend Events

May 25, 2025: MarineMax Sarasota brings you fun in the sun with the return of AquaPalooza 2025! Kick-off Summer 2025 with your friends and family and raft up with fellow boaters to enjoy live music and giveaways. The party will be at New Pass Sandbar, right in front of the MarineMax Marina, from 10am – 4pm. We look forward to seeing you out on the water! RSVP today and stay up to date on this event. For questions and details contact MarineMax Sarasota at 941-388-4411. Have fun, stay safe and be safe. 10 a.m. - 4 p.m. More info: 941-388-4411.

May 26, 2024: TBA for 2025. It's the 2024 Tribute to Heroes Block Party and Parade. Each year thousands of attendees line Main Street in support of our local veterans and heroes! This annual live parade features local bands and choir groups, drum lines and dance teams, floats, food, drinks and live entertainment from 5 p.m. - 8 p.m. All event Proceeds Benefit The Del Webb Lakewood Ranch Association of Veterans and Military Supporters and VFW Post 12055. The-Block party starts at 5 p.m., Parade starts at 6:30 p.m. Main Street, Lakewood Ranch, FL.

May 26, 2024: TBA for 2025. We will always remember. There's a Weekend Beach Service in honor of Memorial Day at North Jetty Park hosted by First Baptist Church of Venice. Please bring your own chair. All are welcome. 6:30 p.m. - 8:30 p.m. North Jetty Park,(south Nokomis Beach area) 1000 S. Casey Key Road, Nokomis, FL.

May 26, 2025: The Jazz Club of Sarasota's Monday Night Jazz at the Cabaret on May 26 presents an evening of jazz featuring Paul Gavin and Friends at the John C. Court Cabaret at FST; First St and Cocoanut Ave, Sarasota. Paul Gavin was one of the highlight performers of the 2024 Sarasota Jazz Festival with his Mosaic Band tribute to Art Blakey‘s Jazz Messengers. An outstanding drummer, Gavin is a composer, arranger, educator and an accomplished entertainer. Enjoy an evening of swingin’ jazz with Paul Gavin and Friends. Doors open at 6:30 for food and beverage service. Concert begins at 7:30 pm. Tickets $34 - $39. Discount for JC members. Court Cabaret - Florida Studio Theatre, First Street & Cocoanut Ave, Sarasota, FL

May Sarasota Events Calendar
Memorial Day Weekend Events

May 27, 2024: TBA for 2025. It's the Memorial Day Patriotic Symphony Salute with the Anna Maria Island Concert Chorus & Orchestra. The annual Memorial Day Observance and Concert at the Anna Maria City Pier normally starts at 10 a.m. The 90 minute program is free to attend and includes a flag presentation by the U.S. Marin Corps. Free refreshments also provided. Anna Maria City Pier, 100 N Bay Blvd, Anna Maria, FL

May 27, 2024: TBA for 2025.  Manatee County Veterans Council invites you to join them at the newly named “Donald L Courtney Veterans Park” for Bradenton's annual Memorial Day Service. Guest Speaker will be Mayor Shirly Groover-Brynt. They will have the laying of the wreaths. Water will be available. Please join the  community in recognizing our Veterans who all gave some and some who gave all that we may live in freedom. 9 a.m. The Park is located on the Riverwalk behind Manatee Memorial Hospital, Bradenton, FL..

May 27, 2024: TBA for 2025. The Annual Venice Area Memorial Day Ceremony will be hosted by the  American Legion NO-VEL Post 159 at 10 a.m. at Patriots Park. All veterans organizations in the Venice area are invited to participate. The public is also invited. The VFW, DAV and Marine Corps league will also be participating. Mayor Nick Pachota will attend and present a City proclamation. Bring chairs. 10 a.m. Patriots Park, 800 Venetia Bay Blvd. Venice, FL. Patriots Park is located on U.S. 41, just north of the intersection of U.S. 41 Bypass North and U.S. 41 Business. It was formerly known as Curry Creek Park. May Sarasota Events on Escape-to-Sarasota

May 27, 2024: TBA for 2025. The Sarasota Memorial Day Parade will feature the City of Sarasota Police Color Guard and Motorcycle contingent. and will host numerous Veterans groups including SRQ Veterans, American Legion, VFW, Vietnam Veterans, Vietnam Nam Brotherhood, SAR and DAR and many other groups. The 2024 Memorial Day Parade will begin at 10:00 a.m. at Osprey and Main in downtown Sarasota, FL. The Memorial Day Ceremony will be conducted at Chaplain J.D. Hamel Park at the end of Main Street at 11:00 a.m.  May Sarasota Events on Escape-to-Sarasota

May Sarasota Events Calendar
Memorial Day Weekend Events

May 27, 2024: TBA for 2025. It's the Annual Knights of Columbus Memorial Day Picnic with Hamburgers, Hot Dogs, Baked Beans, Potato salad, Cole Slaw, Corn and Ice Cream. Doors open at 11:30 a.m. Flag raising at noon. RSVP by May 23. Adults $15, kids $5. Register here. Knights of Columbus, 512 Substation Rd, Venice, FL 34285

May 27, 2024: TBA for 2025.  Memorial Day, at 3:00 pm, there is a National Moment of Remembrance, an annual event that asks Americans, wherever they are at 3:00 pm local time, to pause for one minute to remember those who have died in military service to the United States. TAPS Across America encourages all who are interested to play TAPS at 3:00 pm. The time 3 p.m. was chosen because it is the time when most Americans are enjoying time off for work for the national holiday.

May 27, 2024: TBA for 2025. You're invited to enjoy the Annual  Memorial Day Concert in Phillippi Estate Park at the gazebo featuring the Sarasota Concert Band from 5 p.m. - 7 p.m. Please bring a lawn chair, blanket and snacks or you can buy something from the vendors on site. More info at: 941-364-2263. Philippi Estate Park, 5500 S Tamiami Trail, Sarasota, FL  May Sarasota Events on Escape-to-Sarasota

May 30, 2025:  Check out the Venice Hurricane Expo. The City of Venice partners with the Venice Gondolier to hold an annual Hurricane Expo as a public service prior to hurricane season from June through November. Speaker topics include information gained and lessons learned from recent hurricanes, storm prep, the role of emergency services, stormwater/flooding, evacuation centers and the Sarasota County transportation plan, common myths and misconceptions, and what to do following a hurricane. Vendors will offer invaluable hurricane and storm-related information, products and services, and raffles and other giveaways are planned. At the City of Venice table, there will be a raffle for three weather radios. Food and drinks available for purchase. The Expo runs from 9 a.m. to 3 p.m. Admission is free. If you are new to the area, this Expo should not be missed! Venice Community Center, located at 326 Nokomis Ave. S., Venice, FL.

May Sarasota Events Calendar
Memorial Day Weekend Events

May 30 - June 1, 2024: TBA for 2025. Check it out! Laser Light Nights are back at The Bishop Museum of Science and Nature! Break out your big hair and acid-washed denims and get ready to rock out with some of your favorite artists in the Planetarium. The event takes place every Thursday, Friday, and Saturday night from May 23 through August 31. There are various food and drink options available for purchase onsite with cash or card. Shows at 7 p.m. and 9 p.m. Please note that Laser Light Nights involve bright, flashing lasers that may not be suitable for people with photo sensitivities. Viewer discretion is advised. Laser Light Nights are at a volume similar to a rock concert, so earplugs are recommended for those who prefer a lower volume. Tickets: $15. The Bishop Museum of Science and Nature, 201 10th St W, Bradenton, FL

May 31, 2025: TBA for 2025. Kids and kids at heart can enjoy fun art and nature activities as Family Saturdays Return to Selby Gardens’ Downtown Sarasota Campus. Several activity stations with different art projects will be set up in the Ann Goldstein Children’s Rainforest Garden during each monthly event. Elementary school age children will have the opportunity to create their own nature-inspired art with a variety of materials. Activities will run from 10 a.m. to noon each session, and participation is included in admission to the Gardens, which is always free for Selby Gardens members. Admission to Selby Gardens’ Downtown Sarasota campus is $28 for adults, $12 for ages 5 to 17, and free for children 4 and under. Tickets may be purchased online in advance at selby.org. Selby Gardens members always receive complimentary admission as well as discounts for guests. Selby Gardens, 1534 Mound St, Sarasota, FL

May 31, 2025: It's Margaritaville Night with the Bradenton Marauders. Come watch the Marauders take on the Lakeland Flying Tigers in special themed Margaritaville night. Enjoy Margaritaville Night at LECOM park, presented by Compas Hotels by Margaritaville. The first 750 fans will receive a free Margaritaville Bucket Hat and be able to enjoy Trop Rock Junkies perform as a part of the 2025 Summer Concert Series The Bradenton Marauders are the Single-A affiliate of the Pittsburgh Pirates. For more details, head to BradentonMarauders.com. Gates open at 5 p.m. First pitch 6:30 p.m. LECOM Park, 1611 9th St W, Bradenton, FL.

May 31 - June 22, 2025: The Sarasota Orchestra presents The Sarasota Music Festival, A Chamber Musician's Dream Come True. Festival audiences are entertained by a wide variety of symphonic artistry including: Thursday afternoon Artist Showcase concerts, Festival Friday chamber concerts, and Festival Saturday orchestra concerts. Three weeks of thrilling performances, coaching, and masterclasses. From  Rising Stars, Special Recitals, and more, there's lots to take in. For three weeks you can enjoy the best up and coming young musicians from around the world along with chamber music, master classes and concerts. Nearly 500 fellows from top music programs at colleges and conservatories worldwide audition to participate in the Festival each year, but only 60 are accepted. Enjoy classical music at its finest. Various venues, dates and times.

Memorial Day is a time to remember and honor those many heroes who have given so much to secure the freedoms we today take for granted here in the U.S. Have a safe and meaningful Memorial Day weekend, from my May Sarasota Events Calendar and Escape-to-Sarasota. May Sarasota Events on Escape-to-Sarasota.com

From May Sarasota Events to Sarasota Events Main Page

To June Sarasota Events

Escape-to-Sarasota-Florida Home