Windermere Wine & Dine

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Windermere Wine & Dine

Windermere Wine & Dine is more than an evening of great food and wine—it’s a celebration of generosity and purpose.

Hosted by the West Orange Foundation, the event supports programs and initiatives that strengthen and uplift our community. Windermere Wine & Dine is more than just an evening of culinary delight—it’s a celebration of community spirit and purpose. Founded by a group of civic-minded residents in the Town of Windermere with the desire to give back to their community, the event is now hosted by the W

est Orange Foundation, the philanthropic arm of the West Orange Chamber of Commerce. This highly anticipated annual event brings together top-tier restaurants, premier wineries, and neighbors who care deeply about making a difference. Proceeds from every Windermere Wine & Dine ticket purchased support the West Orange Foundation and the Windermere Legacy Fund and helps to build on the event’s legacy over the past 11 years and continues to positively impact our community in numerous ways. Thanks to your support, and the support of our generous sponsors, the event has helped fund over $2 Million in grants for:

- Educational Opportunities
- Scholarships for Local Students
- Addressing Food Insecurity
- Health & Wellness Initiatives
- Economic Empowerment Programs & Initiatives
- Community Revitalization Efforts

Together, we’re helping West Orange thrive – one bite, and one toast, at a time!

09/02/2026

🍷 RESTAURANT PARTICIPANT SPOTLIGHT: RAVELLO! 🍷

We’re bringing a taste of Italy to Downtown Windermere! ✨

We’re thrilled to welcome Ravello at Four Seasons Resort Orlando at Walt Disney World Resort as a participating restaurant at the 13th Annual Windermere W**e & Dine! 🥂🍽️

Ravello is known for authentic Italian cuisine inspired by the culinary traditions of Italy, featuring house-made pastas, wood-fired pizzas, fresh breads, seasonal ingredients, and beautifully crafted dishes. 🇮🇹✨

Under the direction of Executive Chef Fabrizio Schenardi, many of Ravello’s recipes are inspired by his Italian roots and even his grandmother’s kitchen. From handmade ravioli and classic Bolognese to Prosciutto e Burrata pizza, every bite brings a little taste of Italy to Central Florida. 🍝🍕❤️

And now, you’ll get to experience a taste of Ravello at Windermere W**e & Dine! 🍷

📅 Saturday, February 6, 2027
🎟️ Tickets Go On Sale October 24, 2026
📍 Downtown Windermere
🌐 WindermereW**eAndDine.com

Come hungry and get ready to Sip, Savor & Support!

08/31/2026

🌴🍷 PARTICIPATING RESTAURANT SPOTLIGHT: SUMMER HOUSE ON THE LAKE! 🍷🌴

We’re bringing a little lakefront to Windermere W**e & Dine! ✨

We’re excited to welcome Summer House on the Lake from Disney Springs as a participating restaurant at the 13th Annual Windermere W**e & Dine! 🥂🍽️

Known for its bright, coastal-inspired atmosphere and fresh, flavorful cuisine, Summer House on the Lake brings a fun and vibrant dining experience to the table. From delicious starters and fresh salads to handcrafted pizzas, seafood, steaks, and irresistible desserts, there’s something for everyone to enjoy. ☀️🍕🐟

And now, you’ll get a taste of Summer House on the Lake right here in Downtown Windermere! 🎉

📅 Saturday, February 6, 2027
🎟️ Tickets Go On Sale October 24, 2026
📍 Downtown Windermere
🌐 WindermereW**eAndDine.com

Come hungry. Come thirsty. Come ready to Sip, Savor & Support! 🍷❤️

Welcome to the W**e & Dine table, Summer House on the Lake! 🥂✨

08/26/2026

PARTICIPATING RESTAURANT SPOTLIGHT: BIG BOARDS CATERING!

Get ready to graze, gather, and indulge! 🍽️🧀 We’re excited to welcome Big Boards Charcuterie and Catering as a participating restaurant at the 13th Annual Windermere W**e & Dine!

Known for their creative presentation and unforgettable flavors, Big Boards Catering specializes in custom charcuterie boards, gorgeous grazing tables, full-service catering, and thoughtfully crafted menus designed to make every event memorable. Their culinary team brings both style and substance to the table—and we can’t wait to see what they’re serving up at W**e & Dine! 🤩

From elevated bites to beautiful displays, Big Boards knows how to make food the centerpiece of the celebration. ✨

📅 Saturday, February 6, 2027
🎟️ Tickets Go On Sale October 24, 2026
📍 Downtown Windermere
🌐 WindermereW**eAndDine.com

Come hungry. Come thirsty. Come ready to discover some amazing Central Florida flavors! 🍷🍴

Welcome to the W**e & Dine table, Big Boards Catering! 🥂❤️

08/24/2026

🍝🍷 RESTAURANT PARTICIPANT SPOTLIGHT: PRIMO! 🍷🍝

We’re thrilled to welcome PRIMO as a participating restaurant at the 13th Annual Windermere W**e & Dine!

Located at the JW Marriott Orlando, Grande Lakes, brings an elevated Italian-Mediterranean experience to the table—where seasonal ingredients, organic produce, fresh seafood, house-made pastas, and thoughtful culinary techniques take center stage. 🌿🇮🇹

Led by award-winning Chef Melissa Kelly, PRIMO is known for its farm-to-table philosophy and ever-changing menu inspired by what’s fresh and local. From handmade pasta to sustainable seafood and decadent desserts, this is one restaurant you’ll definitely want to save room for! 🍽️✨

The best part? You’ll get to experience a taste of PRIMO at Windermere W**e & Dine! 🥂

📅 Saturday, February 6, 2027
🎟️ Tickets Go On Sale October 24, 2026
📍 Downtown Windermere
🌐 WindermereW**eAndDine.com

Get ready to Sip, Savor & Support with PRIMO and an incredible lineup of restaurant partners! ❤️🍷

08/19/2026

🍷✨ RESTAURANT PARTNER ANNOUNCEMENT! ✨🍷

We’re excited to welcome Pilars Martini to the table for the 13th Annual Windermere W**e & Dine! 🥂🍽️

Get ready to experience the sips and flavors of Pilars alongside incredible w**es, amazing restaurants, and an unforgettable evening celebrating our community. ❤️

📅 Saturday, February 6, 2027
🎟️ Tickets Go On Sale October 24, 2026
📍 Downtown Windermere
🌐 WindermereW**eAndDine.com

One night. Incredible food. Fabulous w**e. Great company.
This is one culinary celebration you won’t want to miss! 🍷✨

Welcome, Pilars! We can’t wait to see what you’re serving up!

08/18/2026

🍷✨ MARK YOUR CALENDARS! ✨🍷

The 13th Annual Windermere W**e & Dine is coming to Downtown Windermere for an unforgettable evening of incredible food, fabulous w**es, and a whole lot of fun!

📅 SATURDAY, FEBRUARY 6, 2027
🎟️ TICKETS GO ON SALE OCTOBER 24, 2026

Gather your friends, grab your favorite w**e lovers, and get ready to Sip, Savor & Support! ✨

🌐 WindermereW**eAndDine.com

08/17/2026

🍷✨ RESTAURANT PARTNER ANNOUNCEMENT! ✨🍷

Get ready for an unforgettable evening of exceptional steaks, handcrafted cocktails, and elevated dining as Old Hickory Steakhouse at Ga***rd Palms Resort & Convention Center joins us for the 2027 Windermere W**e & Dine!

Known for its classic steakhouse experience with an elevated twist, Old Hickory Steakhouse brings premium cuts, artisanal cheeses, and sophisticated flavors to the table. Nestled within the stunning Ga***rd Palms resort, this is a dining experience that feels every bit as special as the evening itself.

We can’t wait to see what they’ll be serving up at this year’s event! 🍷🥩

Windermere W**e & Dine
📍 Downtown Windermere
📅 February 6, 2027
🎟️ Tickets go on sale October 24, 2026

✨ Sip. Savor. Support. ✨

08/14/2026

ONE NIGHT. ENDLESS FLAVOR. UNFORGETTABLE MEMORIES. ✨🥂

The countdown is on for the 2027 Windermere W**e & Dine! 🍷🍽️

Round up your favorite people and get ready for an evening filled with delicious bites, fabulous w**es, live entertainment, and the best of what our community has to offer. ❤️

📅 February 6, 2027
📍 Downtown Windermere

Come dressed to impress, bring your appetite, and get ready to Sip, Savor & Support! 🍷✨

🎟️ SAVE THE DATE — Tickets on sale October 24, 2027

08/13/2026

We're excited to recognize Croft Real Estate as an Event Sponsor of the 13th Annual Windermere W**e & Dine!

Mark your calendars for an unforgettable evening of exceptional food, fine w**e, community, and giving back.

Sip. Savor. Support.

📅 Event Date: Saturday, February 6, 2027
🎟️ Tickets Go On Sale: October 24, 2026

Interested in becoming a sponsor and showcasing your business while supporting this incredible community event? We'd love to hear from you!

📧 Sponsorship Information: [email protected]
🌐 Learn more: www.windermerew**eanddine.com

Thank you to Croft Real Estate Services LLC for your generous support—we look forward to celebrating with you!

08/12/2026

✨🍷 MARK YOUR CALENDARS! 🍷✨

Get ready to Sip, Savor & Support at the 2027 Windermere W**e & Dine! 🥂🍴

It’s the night where great w**e, incredible food, fabulous people, and a little bit of Windermere magic come together! 💃✨

📅 February 6, 2027
📍 Downtown Windermere
🍷 Fine W**es • 🍽️ Amazing Cuisine • ❤️ Community

Whether you’re coming for the w**e, staying for the food, or just looking for a fabulous night out—we’ll see you there! 😉

🎟️ SAVE THE DATE — Tickets on sale October 24, 2026

Address

Windermere, FL

Telephone

+14078323596

Website

http://wochamber.com/windermere-wine-dine

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