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    What to Expect
    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!
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    Important Information
    Departure Point
    • 11am- Chesapeake Heritage and Visitor Center Parking Lot
    • 11:30am - Park and Ride Lot at U.S. 301 & Ruthsburg Road
    Departure Time
    11:00 AM
    Return Details
    Return to original departure point
    • Tasting fees
    • Cheese or charcuterie plate (if option selected)
    • Collectible wine glass and tote bag
    • Gratuities
    • Additional alcoholic drinks (available to purchase)
    • Lunch
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    Additional Info
    • Confirmation will be received at time of booking, unless booked within 2 days of travel. In this case confirmation will be received within 48 hours, subject to availability
    • Not wheelchair accessible
    • Travelers should have a moderate physical fitness level
    • 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
    • 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
    Cancellation Policy
    For a full refund, cancel at least 24 hours in advance of the start date of the experience.
    Reviews (5)
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    All reviews eastern shore vino wineries leslie driver
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    Reviewed July 24, 2019

    Chesapeake Region Wine Tour Annapolis Backwoods Billy Craft Beer Reviews 692174270 My wife & decided to tour the upper eastern shore wineries. So we chose Vino-301 Wine Tours. Which IMO is the best thing to do we were not that familiar with the area. Another...More

    Date of experience: July 2019
    Thank backwoodsbillycbr
    gracellia, Public Relations Manager at Vino 301 Wine Concierge - Tours, responded to this reviewResponded July 29, 2019

    Hello Bill, We appreciate the positive feedback! There are great wineries in the upper east region, so we're glad you also had a chance to discover them. We hope to see you again!

    Reviewed July 14, 2019

    My husband and I chose this tour experience for our first visit to the Eastern Shore. The tour was a great success, thanks to our guide/driver Leslie and her extensive knowledge about wine and the Eastern Shore. We had some good wines in good company...More

    Date of experience: July 2019
    Thank McGKath
    gracellia, Public Relations Manager at Vino 301 Wine Concierge - Tours, responded to this reviewResponded July 16, 2019

    Greetings, Thank you for the Vino 301 team member shout out. Leslie is a great tour guide and we're glad she left a good impression on your first visit to the eastern shore. We hope to see you again!

    Reviewed July 13, 2019

    I'm not a wine drinker, my husband is the wine connoisseur and loves to visit and review wineries, breweries and the like. I'm the tag-a-long, videographer, driver lol. So was a nice change to be driven and just sit back, chill listen and join in...More

    Date of experience: July 2019
    Thank Riny_Imagine_That
    gracellia, Public Relations Manager at Vino 301 Wine Concierge - Tours, responded to this reviewResponded July 16, 2019

    Hello, We're glad you were able to enjoy the wine tour with your husband! Whether you're a wine connoisseur or not, we aim to make experiences fun and memorable. Thank you for the feedback.

    Reviewed September 11, 2018

    I have nothing but positive things to say about our experience with Vino 301! Leslie, our tour guide and contact during the booking process, was so friendly and accommodating -- she answered all of our questions and made sure we had a great time at...More

    Date of experience: September 2018
    Thank Meghan O
    Reviewed April 25, 2018

    The ladies of Vino 301 Wine Concierge were well organized and took care of our every need. Customer service was spot on and the wineries they took us to were both beautiful and happy to have us there. It was a wonderful and relaxing day...More

    Date of experience: April 2018
    Thank Julie M
    Vino_301_Wine, General Manager at Vino 301 Wine Concierge - Tours, responded to this reviewResponded June 5, 2018

    Thanks Julie!! The Chesapeake Region is one of our favorites. I'm glad we could share it's beauty with you.

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