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vip experiences

Event Update: This event is sold out.

Williamsburg Wine Tasting

Raise a Glass in Williamsburg’s Wine Country

This event is sold out. Check out more of our upcoming VIP Experiences!

Whether you’re a wine connoisseur or a beginner, the Williamsburg Wine Tasting Experience is a crowd pleaser. From a welcome party at a locally-loved restaurant to a full-day tour of one of the best wineries in the region, this adventure has something in store for everyone. We’ve curated every detail for you—from transportation to meals and more. Your only job is to sip, savor, and see it all.

This unforgettable experience starts with a welcome party at a renowned local restaurant where you’ll enjoy a private dinner, open bar, and live entertainment with fellow Club members.

The next day, you’ll be transported through Williamsburg’s countryside as you head to the winery for a fully-guided tour. You’ll explore the vineyard and cellars, learn about the art of wine making, and enjoy a 4-course private lunch with wine tastings and pairings. Throughout your meal, a local sommelier will guide you through the colors, smells, and tastes of the wine you’re sampling. Following lunch, and take in the exquisite fall foliage while enjoying an open bar. Cheers to a day of pure bliss.

Transportation will be provided to and from Williamsburg Resort and our experience. Please note some walking will be involved with this event (10 on a scale of 1–10*), which may include steps.

Call (888) 213-9990 to start booking your VIP Experience!

*For reference, 10 is about 1.5 miles.
**Event price dependent upon whether or not the optional owner update is selected.

  • September 25, 2023 – September 29, 2023

  • Select meals provided

  • Event capacity: 46

  • Transportation provided

  • All ages

  • 25% off accommodations and access to Signature Collection villas

  • Pricing starting at $250 or 50,000 points" per person**

  • Some walking will be involved with this event (10 on a scale of 1-10*), which may include stairs


Monday, Sept. 25, 2023 – Welcome Party

  • 3p.m.–5p.m. Meet with you VIP Experience Team in the main lobby. Please bring your entire party for this event check-in.
  • 4p.m. Resort Check-In
  • 7p.m.–9p.m. Dinner and Open Bar

Tuesday, Sept. 26, 2023 – Experience Day

  • 4:30p.m.–8:30p.m. Members will enjoy a private vineyard and cellar tour before delighting in a 4-course dinner and wine tasting, with a beautiful view of the fall foliage.

Wednesday, Sept. 27 or Thursday, Sept. 28, 2023 – [Optional] One-hour personalized owner update at pre-selected date and time. Catered boxed breakfast or lunch will be provided prior to personalized update.

Check out the day following your owner update.

Participants in the VIP Experience have the option of signing a photo/video release form.

Details subject to change. Final itinerary available upon check-in.

You don’t want to miss this one!

To book your spot, simply pick up the phone and call (888) 213-9990 to speak to one of our expert staff members. They’re always there to answer any question, big or small, and to make your booking experience as easy as possible. (There’s a good reason why we won a customer service award.)

25% Off Accommodations & Signature Collection Access

As a perk of attending this event, we’re offering access to Signature Collection, as well as 25% off your reservation, up to one full week. Signature Collection access is not guaranteed and is available only on a first-come, first serve basis.

Please note accommodations are not included in your event pricing and will need to be booked separately. Accommodations at Williamsburg Resort are required in order to participate in this VIP Experience. Ask about accommodations when you book by calling (888) 213-9990.

Bedroom in a Signature Collection villa at Williamsburg Resort

How To Purchase Your Accommodations

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Utilize Membership Points

Take advantage of your vacation ownership to take a unique trip this year! You have the option of booking your experience accommodations with your membership points (depending on how many you own).

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Buy Additional Points

Already used your annual points or don’t have enough to cover the event stay? No worries! You can reserve accommodations for this incredible, guided experience by purchasing additional points.

About This Destination

When you’re not out enjoying our guided experience, you’ll have time to explore Williamsburg Resort. We offer a variety of amenities, such as:

  • Spacious accommodations

  • Indoor and outdoor pools

  • Bowling alley

  • Mini golf

  • Café

Learn more about Williamsburg Resort!

Get Directions

200 English Garden Way
Williamsburg, VA 23188

Property building surrounded by pink flowers at Williamsburg Resort in Virginia.

To fulfill the terms of this offer, you may be required to attend a one-hour timeshare presentation.

Tour Details of Participation
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