2019 May Sarasota Events Calendar

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

May 2, 2019: You're invited to the Riverview H.S. Kiltie Band's Spring Concert. $5. 7 p.m. Riverview H.S. Performing Arts Center. 1 Ram Way, Sarasota, FL.

May 3, 2019: 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. Music by La Lucha; Latin Salsa with a hint of jazz. 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.

© Copyright 2007- 2019 www.Escape-to-Sarasota.com LLC. All Rights Reserved. DO NOT COPY FROM THIS SITE.

Protected by Copyscape

May 3 - May 10, 2019: Florida Studio Theatre announces that, in association with the National New Play Network (NNPN), it will produce and host the NNPN Women in Playwriting Festival this spring. Part of FST’s Sarasota Festival of New Plays, this three-week Festival will take place throughout April and May, with staged readings of the featured plays in FST’s Keating Theatre May 3 and May 10. The series of staged readings is free and open to the public, but reservations are required. Reservations can be made online at floridastudiotheatre.org, by phone at (941) 366-9000, or by visiting the FST Box Office. Florida Studio Theatre, 1241 N. Palm Avenue, Sarasota, FL.

Siesta Key Sand Sculpture Contest Sarasota Florida

May 4, 2019: Bring your pail, shovel, sunglasses and creativity to Siesta Key Public Beach on for the Annual Siesta Key Sand Sculpture Contest. The contest, traditionally held the first Saturday of May, is held near the Pavilion on the beautiful white sandy Siesta Public Beach. Free and open to all ages of participation, the Siesta Sand Sculpture Contest also awards five cash prizes and is one of our very popular happenings for both locals and visitors on our Escape to Sarasota Calendar of Events. See and read more about the Siesta Key Sand Sculpture Contest.

May Sarasota Events

May 4, 2019: It's the 22nd year for Corvettes on the Circle taking place on St. Armand’s Circle. Running from 8 a.m. - 3 p.m. this show will feature present day models back to the classics of 1953. Over 200 pristine & original Class Corvettes will be on display in the Circle Park. Trophies will be awarded to the top three Corvettes in each generational class as well as Best in Show. Awards ceremony at 3 p.m. It's free. St. Armand's Circle Park, St. Armand's Key, Sarasota, FL.  May Sarasota Events on Escape-to-Sarasota

May 4, 2019:  Promoted as "Sarasota's grand celebration of healthy, compassionate and Eco-friendly living" it's the 2nd Annual Sarasota Veg Fest! The event will feature environmentally friendly vendors and exhibitors, vegan food, food demos, yoga classes, live music, a scavenger hunt, animal rescue groups and more. Free admission. Free parking. Donations welcome. 10 a.m. - 5 p.m. Sarasota County Fairgrounds, 3000 Ringling Blvd., Sarasota, FL.

May 4, 2019: There's a street party: "Main Street Live" on Historic Old Main Street in Bradenton from 5 p.m. - 12  a.m. with live music throughout the night. The event also features food vendors and arts and crafts. Last event of this season. Resumes in October. No cover charge to attend. Old Main Street between Manatee and 3rd avenues, downtown Bradenton, FL. May Sarasota Events on Escape-to-Sarasota

May 4 - 5, 2019: It's the East End Volleyball Big Shot Volleyball Series featuring Divisions: Men's Open; Men's AA; Men's A; Men's BB; Men's B; Women's Open; Women's AA; Women's A; Women's BB; Women's B; Coed 2's AA; Coed 2's A; Coed 2's BB; Coed 2's B; Boys 18 & Under; Boys 16 & Under; Boys 14 & Under; Boys 12 & Under; Girls 18 & Under; Girls 16 & Under; Girls 14 & Under; Girls 12 & Under. Saturday: Open divisions check-in 8 a.m., all other divisions 8:30 a.m. Sunday: All divisions check-in 9 a.m.- 9:30 a.m. Siesta Key Beach volley ball area. 948 Beach Rd., Siesta Key, FL. Click here for registration, prizes and more details.

There are numerous recurring, fun things to do in Sarasota throughout the year. Click here for my list of recurring Events in Sarasota!

May Sarasota Events

May 4 - 5, 2019: It's the inaugural Venice Seafood & Music Festival taking place in Centennial Park featuring seafood, meat and vegetarian delights prepared fresh on site by local Sarasota restaurants along with drinks. Enjoy your foodie experience while jamming to live musical performances on stage by some of Florida’s and the region’s top musical talents. Music will be from such genres and R&B, jazz, rock, reggae and Caribbean sounds. There will also be a marketplace of arts and crafts, gourmet food items and specialty products. Free admission. Various food & drink prices. 11 a.m. - 8 p.m. Downtown Venice's Centennial Park,  200 W. Venice Ave., Venice, FL. May Sarasota Events on Escape-to-Sarasota

May 5, 2019: Enjoy Sarasota's own Ski-A-Rees Water Ski Team and their Sunday afternoon show at 2 p.m. at Ski-A-Ree Stadium. The last show of the 2019 season! This free show takes place at 1602 Ken Thompson Parkway (near/behind Mote Marine Aquarium on the water.) 2 p.m. Sarasota, FL. 388-1666.

May 9 - 11, 2019: The 10th annual Harvey Milk Festival features a variety of music, art, theatre and film events over three days. More on the fest. Downtown Sarasota at Five Points Park and various other venues. Admission is free to JD Hamel Park music festival events on Saturday. Sarasota, FL.  

May 10 - May 11, 2019: You're invited to join the Sarasota Orchestra for a fan-friendly outdoor Pops concert at Ed Smith Stadium. The Orchestra's sixth annual concert at the ballpark is a tribute to the role of women in the creation and performance of popular music. Enjoy classic favorites such as Aretha Franklin's "You Make Me Feel Like A Natural Woman," Tina Turner's "Proud Mary" and Joan Jett's "I Love Rock n' Roll." Guest vocalists also will salute the music of Carole King, Janis Joplin, Minnie Riperton and Heart. Vocalists include Grammy-nominated Cassidy Catanzaro, The Voice contestant Katrina Rose, and Broadway and jazz vocalist Shayna Steele. A spectacular fireworks display closes out an evening of hits and home runs. Tickets $15 - $45. Parking $5 (benefiting All Faiths Food Bank). 8 p.m. Ed Smith Stadium, 2700 12th Street, Sarasota, FL.Sarasota. Enter through the Left Field Gate. 

May Sarasota Events

May 11, 2019: It's the Great Mother’s Day Race 5K Run/Walk Sarasota. This 5K race is at the number one beach in the world: Siesta Key Beach. Not only will you run next to pristine waters, you’ll get to experience the incredible white sands. It doesn’t get better than this! They offer free race pictures, dry-fit shirt, race medal, custom bib, goodie bag, awards and prizes, food and drinks, and more. Registration Prices: $25 Children 8-14, $35 Jan. 1 – Apr. 1, $40 Apr. 1 – May 10 (Online registration closes at 6p on May 10), $45 May 11 – Race Day. Sarasota Packet Pick-up: Friday, May 10, 2019 at Fit2Run University Town Center (140 University Town Center Dr space 110, Sarasota, FL.) from 4 p.m. - 7 p.m. Registration/Packet pick-up at the Gazebo. Race packet pick-up starts at 7 a.m. Race starts at 8 a.m. Race starts at the RED lifeguard stand. Siesta Key Beach, 948 Beach Rd., Sarasota , FL.

May 11, 2019: The Sarasota-Bradenton Rose Society presents their Annual Rose Festival which will feature award winning roses on display, plus rose bushes for sale and experts available to answer your questions along with seminars, all at the Mansion in Phillippi Estate Park, just in time for Mom's day! Free admission and parking. 10 a.m. - 3 p.m. Free admission. Phillippi Estate Park, 5500 S. Tamiami Trail, Sarasota, FL. May Sarasota Events on Escape-to-Sarasota

May 11, 2019: It's the Sarasota International Dragon Boat Festival. Everyone ages 12+ are invited to take part. Gather 24 of your friends, co-workers, church friends, family, etc. and form a team! Boats, life-vests, paddles and coaches are provided...you provide the fun! Race distances include 200m and 500m events for Sport and Community Division teams, with the addition of the ever-thrilling 2k pursuit for Sport Division teams only. Interested teams are required to sign up in advance for a fee. Various entrant/team fees. Beer tent, food vendors, Health & Wellness Village, Marketplace and more. This event is open to the public for free. $5 parking (cash only). This festival benefits the local non-profit, In the Pink. 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 11, 2019: Check out some heavenly bodies during Sidewalk Astronomy courtesy of the Local Group of Deep Sky Observers. Telescopes will be up and available for public viewing from sunset. - 10 p.m. - 10:30 p.m. (weather permitting). At Riverview High School, 1 Ram Way, Sarasota, FL. Sidewalk Astronomy at Sarasota's Riverview High School Planetarium is located on the Sidewalk outside the Planetarium theater.

May Sarasota Events

May 11, 2019 - June 16, 2019: It's time to drop your hook, line and sinker for the 89th Annual Sarasota Tarpon Tournament! Entry fee is $125 and proceeds benefit a local charitable organization. Important Dates: The Kick-Off Celebration for the start of Tarpon Season  will be held on Wednesday, May 8th at The White Buffalo Saloon in Sarasota with registration starting at 6:00 p.m. and the party starting at 7:00 p.m. Your $125 entry into the tournament gets you food and fun and a cash bar will be available. Find out more here.

May 12, 2019: Treat mom to a special Mother's Day Brunch at Marie Selby Botanical Gardens. Delight in a sumptuous buffet provided by Michael’s On East while enjoying panoramic views of Sarasota Bay providing the perfect backdrop. Seating available at: 10:30 a.m., 12 p.m. and 1:30 p.m. $30, $70, $80. Your brunch purchase is accompanied by admission to the Gardens for the day. Selby Botanical Gardens, 900 S. Palm Avenue, Sarasota, FL. Click here for more info and seating reservations.

May 17, 2019: Explore Historic Spanish Point in the moonlight during their Full Moon walking ghost tour. You'll hear stories of intrigue and mystery about Sarasota and Florida history as you visit the historic houses, prehistoric burial mound and pioneer cemetery of Historic Spanish Point. Each Friday closest to t he full moon there will be two tours a night starting at the Gazebo. 8:30 p.m. & 9:30 p.m. $20. Historic Spanish Point, 337 North Tamiami Trail, Osprey, FL. Tickets and more info here.

May 18, 2019: It's the Spring Youth Fishing Rodeo for ages 1 - 14 at Nokomis Beach. Grab your pole and tackle box for this catch-and-release tournament. Bait and prizes are provided and awards are presented. Children must be supervised by a parent/guardian at this event. Free. 8 a.m. – 12:30 a.m. Preregistration preferred by calling 941-486-2780. Nokomis Beach, Casey Key, FL. May Sarasota Events on Escape-to-Sarasota

Sarasota area restaurants and hot spots

May Sarasota Events

May 18, 2019: The hits will keep on coming as Westcoast Black Theatre Troupe partners with the Orioles to present the '70s Soul Party. The event will feature WBTT's Soul Crooners and sizzling band performing nearly two hours of music -- featuring the chart-topping soul hits of the 1970s -- under the direction of WBTT Founder and Artistic Director Nate Jacobs. Dancing in your seats or on your feet will be highly encouraged, as the Crooners knock '70s favorites out of the park, with selections including "Superstition," "Let's Get It On," "I Want You Back," "Brick House," "September," and many, many more. Ballpark fare will be available for purchase. The concert will conclude with a dazzling fireworks display. Tickets $15 - $45. Parking $5 (benefiting All Faiths Food Bank). 8 p.m. Ed Smith Stadium, 2700 12th Street, Sarasota, FL.Sarasota. Enter through the Left Field Gate. More info and tickets.

May 18 - 19, 2019: 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 7:00 a.m. and competition starting at 8:00 a.m. 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 18, 2019: It's another Food Truck Rally along with live music and craft beers. Enjoy a variety of cuisine offerings from local food trucks the 3rd Saturday of each montth. Also non-alcoholic drinks, soda, juice and more. 5 p.m. - 10 p.m. JDub's Brewing & Tap Room, 1215 Mango Ave., Sarasota, FL. May Sarasota Events on Escape-to-Sarasota

May 19, 2019: It's the special "A Tribute to Heroes" Memorial Day Parade on Main Street in Lakewood Ranch from 6 p.m. - 8 p.m. Sunday evening. The parade will begin promptly at 7 p.m. Local bands and choir groups, drum lines and dance teams, floats, kids decorated bike contest, food, drinks and live entertainment. There will also be before and after parade festivities. Pre-parade block party starts at 6 p.m. with the street festivities continuing after the parade. Attendees are welcome to bring chairs and their four-legged friends (on a leash), but please note that coolers are not allowed. Main Street, Lakewood Ranch, FL. (This event is come rain or shine. However, in the event of excessive bad weather, please follow along on their Facebook page for updates on the event. May Sarasota Events on Escape-to-Sarasota

May Sarasota Events Calendar - Memorial Day Weekend Events

May 20, 2019: Come out for Ringling by the Bay featuring live music and dancing with Kettle of Fish. Click here for tickets and more info. Food and drinks available for purchase. 6 p.m. - 9 p.m. Admission: $5 - $15. Tickets may be purchased in the Visitors Pavilion on the day of the event. Limited seating is available. Ringling Museum grounds, Bolger Campiello. 5401 Bay Shore Road, Sarasota. 941-358-3180. 

May 24 - 26, 2019: Check out and enjoy the 3rd Annual St. Armand’s Seafood & Music Festival. There will be delectable seafood dishes and entertainment by top local and regional musical performers. Foods will be accompanied by a delicious assortment of side dishes, desserts and drinks, both alcoholic and non-alcoholic. While enjoying your meal and drinks, be caressed by the captivating sounds of live musical performances on stage by some of Florida’s and the region’s top musical talents. Music will be from such genres and R&B, jazz, rock, reggae and Caribbean sounds. The final ‘seasoning’ will be a walk through a marketplace of arts and crafts, gourmet food items and specialty products. Free admission. Friday: 4 p.m. - 10 p.m., Saturday 11 a.m. - 10 p.m., Sunday 11 a.m. - 6 p.m.  St. Armands Circle Park, St. Armands Key, Sarasota, FL.

May 25, 2019: Get in gear for the SUP & Run, 5K. You may choose to run, paddle or both in the 5K Run or walk, 5K SUP and 5K SUP. & 5K Run. Shirts, Custom Finisher Medals & Challenge Coins, Great Prizes and a SPECTACULAR Post Race Party & Food featuring the Ladies of the Libation Lounge, Live DJ & more. Yummy food and more will round out the day of racing and festivities. All races start at 8 a.m. Benefits Operation Second Chance. Nathan Benderson Park, 5851 Nathan Benderson Circle, Sarasota, FL. More info and sign up here.

May 25, 2019: They say the SRQ Margarita Festival is the perfect combination of tequila and a music festival. The event will feature 12+ types of margaritas, great bands, food trucks, games, and a fireworks show to end the night. Music line up features Have Gun, Will Travel, Come Back Alice, HoneyWhat, Ashley Smith & The Random Occurrence, Shevonne, and Independent Jones.General Admission tickets include admission to the music festival. Margaritas, food, beer, and wine will be available for purchase. 2 p.m. - 10 p.m. Must be 21+ to attend. Rain or Shine. No refunds. VIP and Sampler tickets also avaiable. Tickets range from $20 - $100. Van Wezel Performing Arts Hall, 777 N Tamiami Trl, Sarasota, FL. May Sarasota Events on escape-to-sarasota.com

Protected by Copyscape

May Sarasota Events Calendar - Memorial Day Weekend Events

May 25 - 27, 2019: In gratitude for their service, United States Armed Forces personnel will be honored and celebrated at Sarasota Jungle Gardens for Memorial Day. Veterans and all all active duty military members and their families are eligible to receive one free admission (with valid ID)  with the purchase of one adult or child’s regularly priced same day admission ((Free admission for all active & retired military  with purchase of same day full priced admission - see venue for details). Admission is free for children three and under; $12.99 for children 4-16; $17.99 for adults and $16.99 for seniors 65+. 10 a.m. – 5 p.m. 3701 Bay Shore Road, Sarasota, FL. May Sarasota Events on Escape-to-Sarasota

May 26, 2018: A program honoring America's fallen soldiers and their families will take place in honor of Memorial Day at Sarasota National Cemetery with special guests and dignitaries. Purple Heart recipient David Taylor will be the key note speaker. Taylor is a US Army veteran. Local artists will perform a medley of patriotic music as the lives of fallen troops are honored and remembered. Patriot Plaza has ample seating, however, visitors may bring lawn chairs should they prefer seating with a back. Ceremonies will begin at 10:00 a.m. Free admission. Patriot's Plaza, Sarasota National Cemetery, 9810 State Rd 72, Sarasota, FL.

May 26, 2018: It's the Venice Brew Bash 7 with over 60 craft and imported beers. Representatives from the breweries will be on hand to answer any questions you may have. There will be beer on tap for sale and food vendors. Must be 21 and older to attend. Tickets: $35 in advance, $45 day of show at the door and you'll get an armband, glass and an afternoon of unlimited beer tasting. $5 for designated drivers and all other visitors. 3 p.m. - 7 p.m. Venice Community Center, 326 Nokomis Ave.,Venice, FL. Click here for more info and tickets. May Sarasota Events on Escape-to-Sarasota

May 27, 2019: The Manatee County Veterans’ Council (MCVC) will present the 2019 Memorial Day ceremony at Veterans’ Monument Park. There will also be many Veteran related organizations laying wreaths in honor of those that made the ultimate sacrifice. Those organizations include; The Daughters of the American Revolution, the American Legion, Elks, VFW, Korean War, Vietnam War, WWII, WWI and the Gulf War era. 9 a.m. Veterans’ Monument Park is located directly behind the Manatee Memorial Hospital near U.S. 41 and the Bradenton Riverwalk, Bradenton, FL. May Sarasota Events on Escape-to-Sarasota

May Sarasota Events Calendar
Memorial Day Weekend Events

Memorial day color guard flag

May 27, 2019: You're invited to enjoy the Annual  Memorial Day Concert in Philippi Estate Park at the gazebo featuring the Sarasota Concert Band from 5 p.m. - 7 p.m. Lawn chairs welcome. Adults $5, 12 and under are free. Food and drink vendors will be available. More info at: 941-364-2263. Philippi Estate Park , 5500 S Tamiami Trl, Sarasota, FL  May Sarasota Events on Escape-to-Sarasota

May 28, 2018: Sarasota Memorial Day Parade's theme is: "All Gave Some. Some Gave All." 130 band members from Blair High School from Omaha, Nebraska will join in the parade and the Sarasota Military Academy will represent local area high schools. The following units will participate in the parade: City of Sarasota Police Color Guard, Sarasota County Sheriff's Color Guard, Sarasota County Fire Department Color Guard, EMS units, Vets on Bikes, American Legion Post 30, VFW Post 3233, DAV Chapters 3 and 97, Vet Center, Vietnam Veterans, Goodwill/USF Veterans, MIA/USF Veterans, Veterans for Common Sense, Sun Coast Retirees, Pear Harbor Survivor Capt. Robert O'Neil, Local Dignitaries, SAR/DAR, Ex-POW's, Woman Navy Veterans, WWII Female Veterans, Boy Scouts, Girl Scouts, Red Cross, MOA group. The Sarasota Patriotic Observance Committee encourages all Sarasota  residents to line Main Street as we recognize the sacrifices, courage, and patriotism demonstrated by our Viet Nam Veterans. Parade organizers are hoping for an Air Force fly over at 10 a.m. The parade starts at exactly 10 a.m. from Osprey and Main in Sarasota. There will be a fitting Memorial Ceremony at 11:00 a.m. at Chaplain J. D. Hamel Park at the West end of Main Street. May Sarasota Events on Escape-to-Sarasota

May 28, 2018: Update: They've rented a huge tent and merged both stages under the big top, so the show will go on at Snook Haven. Snook Haven along with the Suncoast Blues Society present the 7th Annual Myakka River Blues Festival on Memorial Day. This year's headliner is The Rusty Wright Band from Michigan. The lineup also includes The Dale Robbins Band from Australia, Harmonica Wizard Dockta D from Baltimore, Sarasota Slim, Nitro Boseman and many more.  Snook Haven is off the beaten path, near the riverbed in a natural cove with true old Florida ambiance. Two stages with non-stop music. Tickets: $15 pre-sale and $20 at the door. 11a.m.- 6 p.m. Snook Haven Restaurant on the Myakka River. 5000 E Venice Ave, Venice, FL  Click here for tickets and more info. 

May 28, 2018: The Annual Venice Area Memorial Day Ceremony will be held at Patriots Park. Veterans of Foreign Wars Post 8118 will be sponsoring the ceremony. All the areas Veterans Organizations will be participating. The public is invited to attend. Bring a folding chair if you like. Water will be provided. Ceremonies begin at 10:00 a.m. 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.Following the services at Patriots Park, American Legion NO-VEL Post 159 will continue their tradition of hosting an open house at their Post Home, 1770 E. Venice Venice Ave., Venice, FL. May Sarasota Events on Escape-to-Sarasota

May Sarasota Events Calendar
Memorial Day Weekend Events

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

May 31, 2019: It's the 20th Annual Siesta Key Chamber Golf Tournament at TPC Prestancia's Stadium Course. This private outing presents a unique opportunity for Chamber members and guests to play a round of golf on the private, championship-style course. 7:30 a.m. Registration starts along with complimentary continental breakfast. 9:00 a.m. Shotgun start; tournament commences. Awards lunch following play. Fees/Admission: $600.00 for Foursome, $150.00 for Individual Player $25.00 for Lunch Only. TPC Prestancia, 4409 Tournament Players Club Drive, Sarasota, FL. For more information contact the Siesta Key Chamber of Commerce at (941) 349-3800.

Protected by Copyscape

From May Sarasota Events to Sarasota Events Main Page

To June Sarasota Events

Escape-to-Sarasota-Florida Home


Site Sponsors




Featured Pages







Looking For a Hot Time After Dinner?
Check Out Our
Sarasota Bars and Clubs Guide



What other Web Visitors are Saying....

"John, your site is excellent! I am coming home from Afghanistan in 2 weeks and discussed with my wife where to go when I get home. We looked from Winter Haven to Tarpon Springs. This site made the choice for us. You have all the information we need in a perfect format. You have set the bar very high." -- David D, Florida

"Just stumbled upon your website and thought I'd send you a shout out. The site is marvelous. My girlfriend and I are paying a visit to Sarasota. It's one thing to hear good things on the Travel Channel; it's another to hear from a real person with real opinions. Thanks for all the info!" -- Brad, Michigan, US

"I just wanted to let you know I thoroughly enjoy reading what you have to say about Sarasota and the fun things to do here. I just recently moved to Sarasota and I am still looking for things to do. I find your site to be very helpful. Thank you for all the work you put into this site, for all of us to enjoy." -- Donna P, Sarasota, FL

"Wow! What a great way to represent our community! I love your site! I can look on here and see what's happening! And we know, there is ALWAYS something happening in Sarasota!" -- Heather P, Sarasota, FL

"Very glad I found your website.....this is a great website...will use it often & let friends know about it."  -- Jayne S, Bradenton, FL

"As a visitor to Siesta Key from the UK, I would just like to say what an excellent source of information your website is. Thanks & please keep it up" -- Chris M, United Kingdom

"Thank you for a great website. Keep up the great work!" -- Carole W, Newburgh, NY

"Cool site" -- Pat W, Massachusetts