Chesapeake Region Wine Tour

Baltimore, Maryland, USA
Chesapeake Region Wine Tour
24 hours
5 hours
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Adult(s) x (Age 21 To 99)
At least one participants should be selected.

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  • Enjoy a day away from the hustle and bustle of the city
  • Pickup from a centrally located meeting point
  • Snacks and Beverages included
  • Informative, friendly and professional guide
  • Small-group tour


Experience the best of the Chesapeake wine region with this 5-hour tour to two or three area wineries. Beautifully rich in culture, food, and history, the region is home to gorgeous beaches and waterways. The warm days and cool nights make for the perfect environment to grow the flavorful grapes needed for that perfect wine.  

During your time in the Chesapeake region, you'll have the opportunity to meet with local winemakers and tour their vineyards. Learn about their craft and channel their passion for wine as you taste various reds and whites. Opt to add a cheese and fruit plate or a charcuterie and bread plate to enhance the overall tasting. 

Tours visit some of the Eastern Shore's top wineries, which may include Great Frogs, Cascia Vineyard, Triple Creek, Casinelli Vineyard, Clovelly Vineyard, Chateau Bu De Vineyard, or Crow Vineyard. From Cabernets to Blancs, the wines on this tour are sure to delight and will be a highlight of your time spent in the Chesapeake region!


  • Tasting fees
  • Cheese or charcuterie plate (if option selected)
  • Collectible wine glass and tote bag
  • Gratuities (recommended)
  • Additional alcoholic drinks (available to purchase)
  • Lunch
Additional Info:
  • Confirmation will be received within 48 hours of booking, subject to availability
  • Minimum age is 21 years old
  • Dress code is smart casual. Make sure you wear comfortable shoes and clothing. We discourage high heeled shoes. Some wine tours will occur in the vineyard. Depending upon the conditions, the vineyards may be muddy.
  • Minimum numbers apply. There is a possibility of cancellation after confirmation if there are not a minimum of 8 passengers to meet requirements. In the event of this occurring, you will be offered an alternative or full refund
  • A moderate amount of walking is involved
  • Due to uneven surfaces, this tour is not recommended for those with walking disabilities or using a wheelchair
  • All of the wineries have patio or dining facilities. You are also welcome to pack a lunch or snack. There will be time during the first visit to eat. You may purchase wine to drink with your food. The wineries will uncork the bottle (no fee).
  • You are prohibited from bringing other alcoholic beverages to the winery. You are prohibited from bring alcoholic beverages that you did not purchase from the wineries on the tour.
  • Must advise departure location; Please use "Special Requirements" field upon checkout to advise information

Meeting Point

  • 11am- Chesapeake Heritage and Visitor Center Parking Lot
  • 11:30am - Park and Ride Lot at U.S. 301 & Ruthsburg Road
Departure Time:
Return Details:
Return to original departure point


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