Unlock the Enchanting Mystery: Kai-Simone Winery’s Upcoming Events, Stay Up To Date!
MUST BE 18 OR OLDER TO VISIT THE WINERY
Open Friday–Sunday, 11:30 AM–5 PM. We seat groups of 6 or fewer; please book together to sit together at paid Winery Hosted Events. For 7–10 guests, call or email to reserve seating. No refunds unless otherwise posted.
| DATE | EVENT | DESCRIPTION | LINK/GENERAL INFO |
| February 7, 2026 (Saturday) 5:30-8:30 | WINE CLUB PICKUP | Wine club pickup is an event for members to collect wine selections. Enjoy an evening filled with wine, food, music, and camaraderie. | Wine Club Only Wine Club Member +1 click—>RSVP NOW |
| Feb 14, 2026 (Saturday) 10-2pm | NEW EVENT! BLACK HISTORY WINE TOUR W/ MELANEYES MEDIA | Join us for the Black History Wine Tour – an enriching experience where you can socialize with purpose, learn inspiring Black history facts, and enjoy award-winning wines and refreshments. Members also get exclusive access to the winery tour and behind-the-scenes insights! | Reservation Required click—>PAY NOW |
| March 22, 2026 (Sunday) 10-12pm | STAIN GLASS CLASS: DECORATE A WINE BOTTLE $40  (Private Group Classes Available-See Website) | Unleash your creativity at our Stained-Glass Wine Bottle Decorating Class! Transform a simple bottle into a sparkling masterpiece—complete with fairy lights. Included in your reservation is a glass of wine. Join us for an evening of art, inspiration, and fun. | Reservation Required click—> PAY NOW |
| March 29, 2026 (Sunday) 2-4pm | NEW EVENT!  AFTERNOON TEA & Wine $70pp (Private Group Bookings Available) | The Leaf & Vine Elegant Experience. Allow us the pleasure of welcoming you to Kai-Simone Winery’s enchanting afternoon affair. Indulge in a refined celebration of taste and tradition. Delight the palate with harmonizing fine tea & premium wine paired with finger sandwiches, baked scones/desserts, cream, and luscious jam—each bite a testament to timeless elegance. | Reservation Required click–> PAY NOW Wine Club Members – 15% Discount for table of 4 (email winery to request code) |
| April 4, 2026 (Saturday) 2:30-5pm | LIVE MUSIC: DAKOTA AVENUE (ROCK & ROLL) | Stop in and enjoy some live rock music, wine, charcuterie and pizza. Perfect spring outing. | Complimentary |
| April 4, 2026 (Saturday) 6-8pm | NEW EVENT THE HIBACHI EXPERIENCE UNDER THE STARS $75pp (Seating is limited) | Experience an unforgettable Hibachi & wine Dinner Night nestled indoors or under our charming screened-in covered patio, all while soaking in breathtaking views of the Texas Hill Country! As night falls, our stunning garden transforms. | Reservation Required click–>PENDING |
| April 11, 2026 (Saturday) 2:30-5pm | LIVE MUSIC: DOUBLE COVER (POPULAR COVERS) | This dynamic duo jams with the crowd singing your favorite covers from the jazzy blues to country. Don’t miss out–come and! enjoy the ambiance, wine & food. | Complimentary |
| April 19, 2026 (Sunday) 2-4pm | NEW EVENT! AFTERNOON TEA & Wine $70 (Private Group Bookings Available) | The Leaf & Vine Elegant Experience. Allow us the pleasure of welcoming you to Kai-Simone Winery’s enchanting afternoon affair. Indulge in a refined celebration of taste and tradition. Delight the palate with harmonizing fine tea & premium wine paired with finger sandwiches, baked scones/desserts, cream, and luscious jam—each bite a testament to timeless elegance. | Reservation Required click–>PAY NOW Wine Club – 15% Discount for table of 4 (email winery to request code) |
| April 25, 2026 (Saturday) 2:30-5pm | LIVE MUSIC: NCS’50 (SMOOTH R&B) | Smooth R&B will never be out of style. Travel back to the 80s, 90s & early 2000s. | Complimentary |
| May 2, 2026 (Saturday) 2:30-5pm | LIVE MUSIC: ERICA DANIELS (COUNTRY MUSIC) | Sip on wine, enjoy pizza and/or charcuterie tray as you experience the soulful serenade of her sultry country voice—an unforgettable afternoon of music. | Complimentary |
| May 2, 2026 (Saturday) 5:30-8:30 | WINE CLUB PICKUP | Wine club pickup is an event for members to collect wine selections. Enjoy an evening filled with wine, food, music, and camaraderie. | Wine Club Only Wine Club Member +1 click—>RSVP NOW |
| May 9, 2026 (Saturday) 2:30-5pm | LIVE MUSIC: 34K (NEO SOUL) | Experience the magic of Neosoul—music that touches your soul and keeps your heart humming. Journey through soulful sounds that will inspire and engage you. Wine & food available for purchase. | Complimentary |
| May 10, 2026 (Sunday) 10:30-12pm | Gourmet Cookie Decorating w/ Lana’s Charming Treats | This is a great gift for Mother’s Day. Start the day with a fun, creative class. Whether you’re a beginner or a pro, you’ll enjoy hands-on decorating, tasty treats, and good vibes. Bring a friend. The cookies are delicious. Can’t wait to see your cookie masterpieces! | Reservation Required click—>PAY NOW |
| May 23, 2026 | LIVE MUSIC: DILLON HAVINS | He’s returned, a beloved folk singer, alternative rock sensation, and AGOT semi-finalist whose enchanting voice captivates audiences. A true crowd favorite and genuinely kind-hearted, he continues to inspire and move listeners with his musical talent and authentic personality. | Complimentary |
| May 24, 2026 (Sunday) 2-4pm | NEW EVENT! AFTERNOON TEA & Wine $70 (Private Group Bookings Available) | The Leaf & Vine Elegant Experience. Allow us the pleasure of welcoming you to Kai-Simone Winery’s enchanting afternoon affair. Indulge in a refined celebration of taste and tradition. Delight the palate with harmonizing fine tea & premium wine paired with finger sandwiches, baked scones/desserts, cream, and luscious jam—each bite a testament to timeless elegance. | Reservation Required click–>PAY NOW Wine Club – 15% Discount for table of 4 (email winery to request code) |
| June 7, 2026 (Sunday) 10:00-12p | PAINT & SIP CLASS w/RAINA ANDRES ART $40  (Private Group Bookings Available) | Join us for a fun Paint and Sip class at the winery! Enjoy painting custom art piece–a wine glass w/flowers. Bring a friend, relax and enjoy a glass of wine. It’s the perfect way to unwind, reduce stress, and have a great time. Includes a complimentary glass of wine. | Reservation Required click–>PAY NOW |
| July 4, 2026 (Saturday) 8 – 10:30 | “MUSIC UNDER THE STARS – JAZZ SERIES” LIVE MUSIC: BILLY RAY & THE MAIN EVENT BAND $55 VIP (Includes 1 Glass of Wine) $50 General Adm. | Indulge in the soothing sounds of Smooth Jazz as you savor your favorite. This unforgettable evening features the jazz stylings of Billy Ray & The Main Event Band. Your first glass of wine is included. Wine & Food available to purchase. | Reservation Required click–>PAY NOW |
| July 26, 2026 (Sunday) 10-12:30pm | WINE BOTTLE DECOR W/ GRAPES, VINES & BARREL $40  (Private Group Classes Available-See Website) | Discover your inner artist as you work with wood & versatile air-dry clay. You’ll transform plain bottles into stunning, one-of-a-kind art pieces. Enjoy a complimentary glass of wine as you craft a barrel on the bottle with leaves & vines. Whether you’re a seasoned artist or a curious beginner, this hands-on workshop offers a creative escape filled with inspiration. | Reservation Required click–> PAY NOW |
| CLOSED Aug 24 – Sept 3, 2026 | CLOSED Aug 24 – Sept 3, 2026 | CLOSED Aug 24 – Sept 3, 2026 | RE-OPEN Friday Sept 4, 2026 |
| September 19, 2026 (Saturday) 8-10pm | “MUSIC UNDER THE STARS – JAZZ SERIES” LIVE MUSIC: NATHANIEL MITCHELL $75 VIP (Includes 1 Glass of Wine) $70 General Adm. | Nathan is a Grammy nominated, 3x NAACP Image Award Nominated, and BILLBOARD charting artist with 10 top 30 BILLBOARD hits including four #1 BILLBOARD songs; This award-winning artist is known best for his electric showmanship, unique talents, and enthusiastic energy. Wine & Food available for purchase. | Reservation Required click—>PAY NOW |
| October 3, 2026 (Saturday) 5:30-8:30 | WINE CLUB PICKUP | Wine club pickup is an event for members to collect wine selections. Enjoy an evening filled with wine, food, music, and camaraderie. | Wine Club Only Wine Club Member + 1 click—>RSVP NOW |
| October 17, 2026 (Saturday) 6-8:30 | LIVE COOKING w/ ChEF ************ OR WINE & DINNER PAIRING | PENDING | Reservation Required click—>PENDING |
| October 24, 2026 (Saturday) 7:30-10pm | “MUSIC UNDER THE STARS – JAZZ OR R&B SERIES” LIVE MUSIC: PENDING | PENDING | Reservation Required click–>PENDING |
| November 7 or 8, 2026 Date & Time TBD | Special shout out to our veterans. 3K & 5K Fall Fun Walk/Run in the Texas Hill Country | PENDING | Reservation Required click–>PENDING |
| Dec 19, 2026 (Saturday) 6-9pm | Chef Series Holiday Soiree | PENDING Indulge in delicious wines paired with complimentary appetizers crafted by 2-3 talented chefs. Celebrate the holiday season with gourmet bites, premium wine and great company! | Wine Club Only Wine Club Member + 1 Reservation Required |
| CLOSED Dec 18, 2026 – Jan 1, 2027 | CLOSED Dec 18, 2026 – Jan 1, 2027 | CLOSED Dec 18, 2026 – Jan 1, 2027 | RE-OPEN Saturday Jan 2, 2027 |
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