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Gatsby Tour, Best Charlottesville Wine Tour Package For 2

The Gatsby

The Ultimate Couples Wine Tour Package

Best Charlottesville Couple's Wine Tour

The Gatsby is an unparalleled Charlottesville winery tour.

If you like to be pampered, and have all details of your day executed to perfection, then this is the only tour for you. If you are celebrating a special anniversary, proposing, or just need the best, then The Gatsby is sure to please. All aspects of your day are planned and accounted for. Your wine tour, custom itinerary, tasting fees, Tesla Tour transportation, gourmet lunch, three (3) course dinner, and vintage limousine transportation are all included, and more!! The only thing not included is gratuity as our team expects gratuity to be reflective of the level of service received and not an automatic. We want to earn your praise. See below for full details.



5 Hour Wine Tour

Tour time begins and ends at your City of Charlottesville pick up and drop off location. Exact pick up time is set based on your location and tour itinerary selected.



City of Cville

A City of Charlottesville pick up and drop off is included in your tour. Tour routing and rates are based on Cville pick up and drop off. Surcharges will apply for outside City of Charlottesville. See rate chart here.




Your tour will be conducted in one of Tesla Model 3s! Go green and go electric with this super safe, luxurious, and modern with this Tesla sedan.



3 Wineries

Enjoy a custom designed winery itinerary! Visit three (3) of our favorite local wineries on your tour.



Gourmet Picnic

Our locally catered gourmet picnic, aka THE GOURMET PICNIC, is served from a wicker picnic basket and features linens, china, and glassware. This offering is specifically chosen to pair with your wine tastings. Menu items change seasonally and we always choose the best ingredients for your meal. Gourmet Lunch seasonally features:

  • Variety of Salami

  • Local Cheeses

  • Seasonal Fresh Fruit

  • Hummus

  • Vegetables

  • Olives

  • Cornichon

  • Gluten Free Crackers

  • Locally made French Bread



Tasting FeeS Included

Tasting fees or bottle service are included in your per person tour price. Depending on group size, selected tour itinerary, and winery policies, bottle service may be required as tasting may not be available. In these cases bottle service is included in your tour rates, in lieu of a "tasting." Bottle service is when you do not have a "wine tasting" but instead share purchased bottles to enjoy. For Bottle Service Receive One Bottle Per Four People @ Each Winery or Vineyard - See Bottle Service Chart Here.



Vintage Limousine

One of our museum quality, meticulously maintained, vintage limousines will provide you dinner transportation.



Driving Tour

In your vintage limousine, enjoy a brief driving tour of the Historic Downtown and Court Square areas. Tour may be before or after your dinner.



Three Course Dinner

Choose from a Three (3) Course Dinner for two at The Downtown Grille, The Ivy Inn, Petit Pois, or Bizou. A menu can be found for each dining option via clicking the above linked restaurants. Each of you can select one item from each of the following categories on any of the dinner menus. Exceptions may apply. Inquire prior to reserving.

  1. Soup, Salad, or Appetizer

  2. Entree

  3. Dessert

Beverage purchases (Wine, Beer, Tea, etc), and waiter gratuity are NOT included in your tour price. This is due to the nature and variables associated with both dinner beverages and gratuity. We can bill the purchased beverages and signed for gratuity to your bill.



Night Cap

Receive a bottle of one of our favorite Virginia Wine’s for a night cap! You can note if you prefer White or Red, but beyond that preference, requests are not allowed.


No modifications | No Substitutions

Gratuity is not included in your tour price, but can be offered for exceptional service.


Reserve Your

Gatsby Tour below