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EVENTS
Thing To Do in Siesta Key (2026 Guide)
A simple local guide to visiting Siesta Key & Sarasota
Siesta Key is something special.
Sunrise on the beach. Families gathering after church. Brunch in the Village. And a full weekend that blends faith, family, and time on the water.
If you’re here, here’s how to plan it
UPCOMING EVENTS
SUMMER 2026
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This is Y’all vs Yankee — where the South meets the North and the conversations get completely outta hand.
We’re talking beach life, everyday drama, funny opinions, business, relationships, and the little things people argue about every single day.
He’s Southern.
She’s a Yankee.
And neither one backs down.
Welcome to the chaos.
Siestakeybeachsocial.com
Subscribe so you don’t miss the first episode
https://youtube.com/playlist..
Welcome to Siesta Key Beach Social Entertainment Agency
🎱 FREE POOL SUNDAYS & MONDAYS 🎱
🎱 FREE POOL SUNDAYS & MONDAYS 🎱
Rack ‘em up at Tommy Knockers in Gulf Gate!
Start your week the right way with FREE POOL every Sunday & Monday — cold drinks, good vibes, and nonstop games all night long. 🍻
Bring your crew, call your shots, and own the table. Who’s got next? 😎🎱
📍 Tommy Knockers – Gulf Gate
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BOAT RENTALS
CB's Outfitters has been serving Siesta Key and the Sarasota area since 1959. Offering Boat Rentals
1249 Old Stickney Point Rd, Sarasota, FL, United States, 34242
1 941-349-4400
UPCOMING EVENTS
Amateur Comedy Night
Amateur Comedy Night
MOONDOGGY'S AMATEURS COMEDY NIGHT
Sign Up Now!
THINK YOU'RE FUNNY? PROVE IT!
Moondoggy's Saloon is hosting our FIRST Amateur Comedy Night on Wednesday, June 17!
Whether you're a seasoned jokester or trying stand-up for the very first time, this is your chance to grab the mic and make Gulf Gate laugh!
Sign-Up: 6:30 PM & add your name on this post!
Show Starts: 7:00 PMCash Prizes
Free Hot Dog for Performers
Drink Specials All Night
Bring your best jokes, your funniest friends, and your sense of humor. The audience will help decide who takes home the prize money and bragging rights!
Space is limited, so arrive early to sign up.
Moondoggy's Saloon
Where Gulf Gate comes to laugh, drink, and have a good time!
SIESTA KEY RUM TOURS
Amateur Comedy Night
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We’re excited to announce a new weekly event with and the @siestakeyfroghop for a trip to Siesta Key Rum Distillery. Tickets will include: • Round-trip shuttle transportation provided by The Frog Hop, with departures from Siesta Key Beach main entrance and The Big Tiki Lounge in Siesta Key Village. (The Frog Hop can also provide transportation to either departure location if needed). • Guided Siesta Key Rum tastings • Distillery tour Most Tuesdays 1pm - 3pm MINIMUM OF 6 PEOPLE OR THE TOUR WILL BE CANCELLED TILL THE FOLLOWING WEEK! $25 per person, Learn the story of our craft distillery., the awards we've won and the secret to how we make our rums taste so good! Our fun and informative tour is approximately 40 minutes long. Sit comfortably in our air conditioned distillery. Enjoy a delicious SK Ri, cocktail and learn all about Drum Circle Distilling, home of Siesta Key Rum.
Most Tuesdays 1pm - 3pm
MUST BE AT LEAST 6 PEOPLE OR IT WILL BE RESCHEDULED TILL THE FOLLOWING WEEK.
Pick up location are SIESTA KEY MAIN BEACH OR THE BIG TIKI LOUNGE @ 12:30 PM
SIESTA KEY WATERSPORTS
Don’t Skip the Water!
It’s one of the busiest and most beautiful weekends of the year to get out on the water — and it’s what most people end up talking about long after the weekend is over.
If you’re here, don’t just stay on the beach.
Get out on the Gulf.
At Siesta Key Watersports, we’re open all weekend – including
Parasailing Over Siesta Key
Lift off smoothly from the boat and take in the entire coastline from above.
Peaceful, unforgettable, and one of those “wow” moments people don’t expect.
Jet Ski Rentals
Midday is when the energy picks up.
Open water, sunshine, and the freedom to explore – fast and fun.
Sandbar Trips
Cruise through calm waterways, spot dolphins and manatees, then hop off at a local sandbar to swim, explore, and look for shells and sand dollars.
Banana Boat Rides
Bring your crew and hold on.
Fast, fun, and guaranteed laughs – one of the best group activities on the water.
Sunset Cruises
The perfect way to close out Easter Sunday.
Music, soft light on the water, and that quiet moment at the end of the day.
A Local Tip
HOPBOOZA TOURS 2026
SIESTA KEY DRUM CIRCLE 2026
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FROG HOP TOURS – HOP BOOZA TOURS
Jump into the ultimate bar-hopping experience with Frog Hop Booza Tours! Cruise from Siesta Key to Gulf Gate Village on a 3-hour guided party ride packed with nonstop fun.
Hit 3 bars in 3 hours—no stress, no driving, just vibes. Enjoy perks like free pool, mechanical bull riding, and a laid-back Key West-style atmosphere at every stop.
The Frog Hop has Karaoke with a driver who knows all the HOTSPOTS!
SIESTA KEY DRUM CIRCLE 2026
SIESTA KEY DRUM CIRCLE 2026
SIESTA KEY DRUM CIRCLE 2026
EVERY SUNDAY NIGHT! 🥁🔥
Hop on with Frog Hop Tours and ride into one of the most iconic beach vibes around — the Siesta Key Drum Circle at sunset! 🌅
Feel the rhythm, dance in the sand, and soak in that electric energy as the sun dips below the Gulf. This is the moment you don’t want to miss!
✨ Good vibes
✨ Live drums & dancing
✨ Unforgettable sunset
Grab your crew, catch the hop, and meet us on the beach!
SUNDAY BEACH SERVICE 2026
SIESTA KEY DRUM CIRCLE 2026
SIESTA KEY DRUM CIRCLE 2026
Beach & Non-Denominational Options
Siesta Key Beach Sunrise Service
Siesta Key Beach Pavilion
Around 6:30 AM (Easter Sunday)
A beautiful, simple service right on the sand. Bring a chair or blanket and take in the sunrise over the Gulf.
Siesta Key Chapel – Beach Service
4615 Gleason Ave, Siesta Key
- 8:30 AM — Chapel on the Beach
- 10:30 AM — Chapel Service
A relaxed, welcoming option with feet-in-the-sand worship and a strong local following.South Shore Community Church (Non-Denominational)
1899 S Tuttle Ave, Sarasota
8:30 AM, 10:00 AM, 11:30 AM
Suncoast Community Church (Non-Denominational)
8000 Hawkins Rd, Sarasota
7:00 AM (Sunrise), 9:00 AM, 10:30 AM
If you’re celebrating in a different way this weekend, there are also a number of local places of worship and gatherings throughout Sarasota.
Beach Access #2
Memories for a lifetime. Patriots Pier back in 2022. Most beautiful location on Siesta. If you remember this please thank Mike Cosentino for his dedication of many years. The trees were adorned with home made shells painted, sand dollars. Flags for all branches of service.
OR
CALL 844-FROG-HOP
8AM-2AM DAILY
SHUTTLE SERVICE
THE FROG HOP FREE RIDE SERVICE OFFERS SHUTTLE SERVICE FOR PICK UP AND DDROP OFF TO SRQ AIRPORT.
ALSO:
- WEDDINGS
- BACHELOR PARTY
- BIRTHDAY'S
- SPECIAL EVENTS
- DAY TRIPS
OR
CALL 844-FROG-HOP
8AM-2AM DAILY
SIESTA KEY DAILY SUNSET
WATCH THE SUNSET EVERY EVENING WITH TINA & KAREN
THEY MAKE IT FUN AND EXCITING!
WATCH FROM THE COMFORT OF YOUR HOME.
CALL 844-FROG-HOP
FREE SHUTTLE SERVICE
OPEN DAILY
8 AM-2 AM
SIESTA KEY FARMERS MARKET
HOURS HAVE CHANGED! ‘
"Tis the season!..Come on out and enjoy our new expanded hours..Every Sunday from 9:00 am to 2:00pm!..Fun gifts, great food and RUM!..all at the original Siesta key Farmers Market! See ‘ya there!
SCOOTER OF THE BEACH RETIREMENT PARTY
Lifeguard Scooter Ruberg’s Beach Reports Made Him an Ambassador for Siesta Key
Saturday Oct 4 the 5pm - 8pm
Retirement party for scooter of the beach
DETAILS BELOW
Phillippi Farmhouse Market
Come experience the 16th year of the seasonal Phillippi Farmhouse Market, taking place every Wednesday, October-April from 9 a.m. to 1 p.m., benefiting the restoration of the 1916 historic Keith Farmhouse at Phillippi Estate Park.
Featuring food trucks, arts and crafts, live music and local produce from dozens of vendors! A free docent-led tour of
Edson Keith Mansion at 10 a.m. and Keith Farmhouse at 11 a.m.
Ample free parking is available and dogs are welcome!
For more information, call 311 or visit https://loom.ly/54vlLG0
Sarasota County prohibits discrimination in all services, programs or activities. View the complete policy at: www.scgov.net/ADA