Old Salty Dog Siesta Key Celebrates 40 Years
40th Anniversary Features a Community PartyThe Old Salty Dog on Siesta Key is proud to announce a milestone 40th Anniversary Celebration on Friday, October 31, 2025, beginning at 4pm. Guests are invited to join us for an evening filled with food, fun and memories as we honor four decades of serving locals and visitors alike. To mark this special occasion, we will be offering Happy Hour pricing all day long along with a special rollback menu on select items beginning at 4pm, bringing back some fan-favorite
Gingerbread House Workshop
Chef Ray's Gingerbread House Workshop Michael's On East invites you to get in the holiday spirit with this sweet and festive tradition.Join Executive Pastry Chef Ray Lajoie Sunday, November 30, 10am-noon for a hands-on Gingerbread House Workshop. Guests will enjoy a live demo from Chef Ray, then decorate their very own fully constructed gingerbread house with an endless candy assortment (yes, endless). Perfect for all ages...this cheerful class is the ultimate way to kick off the holiday season with
Tree Fort Productions Projects Season 3 Announced
Tree Fort Productions Projects will be performing arts at their very best. Season 3 offers great entertainment for all ages. Tree Fort Productions Studio Theatre is located at 3501 South Tamiami Trail inside The Crossings at Siesta Key. Enter the mall at Chico's door between Connor's and Aldi. October/November/December PerformancesShows Tickets and TimesEntanglements-Play Reading October 11, 2pmEdgar and Emily-Play Reading October18, 2pmLobby Lounge Cabaret-Cabaret October 26, 2pmThe Storybook
CBs hosts Orvis-Endorsed Fly Fishing School
CB’s Saltwater Outfitters will hold Orvis-Endorsed fly fishing schools on Tuesday, October 28 and Saturday, November 22, 2025. The classes, designed for beginning and intermediate fly casters, will focus on basic fly casting principles, improving casting skills and correcting faults. Certified Instructor Capt. Rick Grassett will also cover saltwater fly fishing techniques, leader construction and fly selection. Cost for the class, which will run from 8:30am to approximately noon, is $225 per person and
Michael's On East to Prepare Thanksgiving Feasts
Michael's On East invites you to make your Thanksgiving holiday be about laughter, love and gratitude-not the kitchen. Enjoy Thanksgiving at Michael's On East or let them do the cooking by ordering one of their take-home Thanksgiving Feasts. DINE IN: Reserve your spot today inside the spectacular, newly renovated Michael's On East Restaurant for an unforgettable Thanksgiving gathering showcasing all the delights of a traditional holiday feast and more with an exclusive seasonal menu. Dine-in hours are
New Vacation Rental Now Available
Sanctuary at the Point - Your Siesta Key Escape Awaits Looking for the perfect getaway? Whether it’s lazy beach days or adventure-filled nights, Sanctuary at the Point has everything you need for the ultimate coastal vacation. With its unbeatable location, luxury upgrades, and easy access to both the beach and South Siesta Village, this home won’t stay available for long. Book now and start making memories that last a lifetime. Why You’ll Love It: Room for Everyone – 4 spacious bedrooms, 4 bathrooms + 3
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Sun, Sand & Savings Promotion
Siesta Key Luxury Rental Properties is excited to announce three exclusive year-round promotions! Available online with promo codes or by phone, making Siesta Key escapes more accessible for Florida residents, community heroes, and long-term travelers. These direct-booking offers are now live and can be booked online or by phone for select Siesta Key Luxury Rental Properties homes. Stay at one of the world’s top beaches, famed for powder-soft white sand, turquoise waters, and laid-back island
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New, Year-Round Travel Offers
Guests dreaming of a sun-soaked escape to Lido Key can now save more and stay longer with the launch of three exclusive call-in-only promotions from Lido Key Vacations. Whether you're a Florida resident looking for a nearby coastal retreat, a dedicated teacher or first responder in need of R&R, or planning a long-term stay in paradise, these direct-booking offers make Lido Key’s elegance more accessible year-round.Current Promotions:Stay Longer, Save More — Receive 15% off the base rental rate on 30+ night
A Sun Served Bespoke Celebration
Sun Served Bespoke Picnics is sharing the love and invites you to celebrate with them. Sun Served is celebrating 4 years in business and Sarasota Contemporary Dance's 20th season. Two milestones.One season of love.One love story: YOURS. Buy one ticket - Get two unforgettable experiences. Luxury Romantic Picnic for Two Sep 15 - Dec 15, 2025 SCD Performances (Mi Amor Season) Dec 2025 - May 2026 This exclusive offer is only $450 for two people. Price includes a $200 savings on the package value of
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Blase Martini Bar, Pi Pizza 3.14 Join Forces with Giving Kitchen
The Watershed Hospitality Concepts (WHC) family of restaurants, parent company of Blase Martini Bar and Pi Pizza 3.14 on Siesta Key, is proud to announce its participation in Giving Kitchen’s Dining With Gratitude 2025, a nationwide initiative. This month-long promotion in September serves to endorse Giving Kitchen’s mission to support and celebrate food service workers in Florida and across the nation. Giving Kitchen is a national 501c3 and a James Beard Foundation and National Restaurant Association
Siesta Trolly Hosts Holiday Tour of Lights
The Siesta Trolley Holiday Tour of Lights is back again this December and tickets are on sale now. It’s never too early to book your seat on our merry fleet of sparkling trolleys - the jolliest ride of the season! Join us as we cruise through the best and brightest neighborhoods in the area. These homes light up every year for all our enjoyment - they love sharing the Holiday spirit as much as we do! Dates: Nov 30 - Dec 29, 2025 Hours: Tours will be departing nightly at 6:15pm and 8:15pm. Check-in
Ascendia Group Handpicks Luxury Rentals
Nestled along the sun-drenched shores of Siesta Key and Sarasota, Ascendia Group's handpicked collection of luxury rentals offers the perfect balance of coastal charm, upscale comfort, and personalized service. Whether you're looking to unwind by the beach or explore the vibrant culture of Florida’s Gulf Coast, Ascendia Group has the ideal home for you.Luxury Rentals, Curated for You Every property is thoughtfully selected for its stunning views, premium finishes, and beachside access — designed to
Key Chorale announces their 41st Season
Key Chorale announces their 41st Season – Bold. Innovative. Transformative. Key Chorale, the Suncoast’s premier symphonic chorus, under the baton of Artistic Director Joseph Caulkins, announces Season 41. If you enjoy thrilling masterworks, world class guest artists, dramatic singing, bold and exciting collaborations, and performances that will move you, then this is the season for you! Maestro Caulkins has cultivated one-of-a-kind concert experiences that showcase the power of the human voice. Join us
Tickets Now on Sale for 2025 Crystal Classic
The Siesta Key Chamber of Commerce has announced tickets are now on sale for the 2025 Siesta Key Crystal Classic International Sandsculpting Festival, taking place November 14-17, 2025, on the world-famous white sands of Siesta Beach. For a limited time, discounted tickets are available for early buyers—making now the perfect moment to plan your visit to one of the most unique, can’t-miss events on Florida’s Gulf Coast. This annual festival brings together master sand sculptors from around the globe to
Michael's On East Hosts Open House Wine Tastings
Saturday Open House Wine Tastings June 7, September 6, October 11, November 22 and December 13, 1-3pmJoin Chamber member Michael's On East for a wine lover's dream come true. The Open House Wine Tasting at Michael's Wine Cellar will feature over 30 handpicked wines from around the globe with delicious light bites. Come sip, savor, and socialize with fellow wine lovers while our knowledgeable staff helps you find your new favorite wines. Don't miss your chance to indulge in a delightful afternoon of wine,
Pestmaster Awarded Buccaneers Contract
Just after the first of the year Pestmaster of Sarasota was awarded a 3-year contract to provide pest control for Raymond James Stadium and the Tampa Bay Buccaneers. PestMaster will be providing insect, termite, and rodent control for the entire facility, including all concession stands, suites, press boxes, and locker rooms. And yes, PestMaster of Sarasota will be servicing the Buccaneers famous pirate ship.
