Top 8 Wine Tours & Tastings in Maryland, United States

April 4, 2022 Brandee Mangan

Maryland is known as “America in Miniature” because of its great variations in topography and culture. This makes it a perfect east coat travel destination for those who would like to experience a little bit of everything. From amusement parks, to beaches, to mountains and historical sites, there is plenty to see and do. Each region of Maryland provides its own unique and fun activities to do. If you're headed for some fun in the sun in Ocean City on its eastern coast, be sure not to miss the Ocean City Beach, the Boardwalk, or Trimper's Rides and Amusement Park for an all-ages fun experience. Central Maryland is home to a Six Flags theme park, the Annapolis Golf Club, and countless hubs of art and culture such as the African Art Museum and Annapolis Opera, Inc. Heading to western Maryland? It is perfect for lovers of nature and the outdoors, with the Washington Monument State Park, Wisp Resort ski slopes, and the spectacular Muddy Creek Falls.
Restaurants in Maryland

1. Heritage Region Wine Tour

Vino 301 Wine Concierge - Tours
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5.0 based on 5 reviews

Tour the Heritage region in the birth place of Maryland. Anne Arundel, Calvert and St. Mary’s Counties are home to Maryland’s colonial history. Old world influences are used by this region’s winemakers.

Inclusions: Bottle water, Wine tasting, Driver/guide, Cheese or charcuterie plate (if option selected), Meet local winemakers and tour vineyards, Light Snack & beverages on the transportation, All tasting fees are included, Receive collectible wine glass and tote bag, Transport by air-conditioned coach bus

Exclusions: Gratuities, Alcoholic drinks (available to purchase), Lunch

Reviewed By jenniferwA7409FC

What an awesome kid-free Mom's Day out! Our hosts were punctual, friendly, packed a thoughtful good bag for our ride, lunch was fabulous, and all around perfect day girls day out. Highly recommended to all.

2. Westminster Region Wine Tour

Commuter Park & Ride, 1998 Sykesville Rd, Sykesville, MD 21784, USA Vino 301 Wine Concierge - Tours
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5.0 based on 9 reviews

Westminster Wine tour tours vineyards located in Western Maryland. Civil war heritage and Maryland’s farming culture are celebrated in Western Maryland. Preserving this rich history blends well with modern day culture. This mix of old and new can be found in vineyards in this region. Winemakers use new and aged old wine making traditions. You will find that some wines are grown in the Bordeaux style. If you like Seyval Blanc, Cabernet, or Vidal Blanc then you love the wineries on the Westminster wine tour! Some of the vineyards we visit are Old Westminster Winery, Serpent Ridge Vineyard, Black Ankle Vineyard, and Linganore Winecellars, Hidden Hills Vineyard, New Market Plains Winery, Big Cork Vineyard, Urban Winery, Springfield Manor, Catoctin Breeze Vineyard.

Inclusions: Bottle of water, Driver/guide, Cheese or charcuterie plate (if option selected), Light snack and beverages on the transportation, All tasting fees are included, Receive a collectible wine glass and tote bag, Lunch, Gratuities

Exclusions: Alcoholic drinks (available to purchase)

Reviewed By TravelGal10

Very informative. Our host Leslie was phenomenal - extremely knowledgeable. I learned a lot. The chocolate was outstanding. Perfect event!

3. Chesapeake Region Wine Tour

Chesapeake Heritage & Visitors Center, 425 Piney Narrows Rd, Chester, MD 21619, USA Vino 301 Wine Concierge - Tours
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5.0 based on 5 reviews

Visiting the Chesapeake Wine Region is not just a trip, but an experience. The regions is beautifully rich with seafood, history, cultural activities, scenic views, and wine. Chesapeake Wine Regions is home to Maryland’s beaches and waterways along the Eastern Shore. It’s warm days and cool nights makes it perfect for growing lush and flavorful grapes. The Chesapeake Wine Regions spans from Anne Arundel to Wicomico Counties. Cabernet Franc, Cabernet Sauvignon, Petit Verdot, Sryah are among the red wines you will enjoy. Vidal Blanc, Sauvignon Blanc, Chardonnay are among the favorites you will experience. Great Frogs, Cascia Vineyard, Chateau Bu De Vineyard, and Crow Vineyard are some of the wineries you may visit.

Inclusions: Tasting fees, Cheese or charcuterie plate (if option selected), Collectible wine glass and tote bag, Gratuities, Lunch

Exclusions: Additional alcoholic drinks (available to purchase)

Reviewed By jenniferwA7409FC

What an awesome kid-free Mom's Day out! Our hosts were punctual, friendly, packed a thoughtful good bag for our ride, lunch was fabulous, and all around perfect day girls day out. Highly recommended to all.

4. Wine & Cheese Tour

Bowie Town Center, 15606 Emerald Way, Bowie, MD 20716, USA Vino 301 Wine Concierge - Tours
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5.0 based on 3 reviews

Your adventure begins with a cheese and wine pairing, where Romano’s finest wines will be paired with P.A. Bowen Farmstead (Brandywine, MD) award-winning raw milk artisan cheeses. Romano Vineyard and Winery produces handcrafted award-winning wines from their estate grown grapes and grapes from custom growers.  PA Bowen make award-winning raw milk artisan cheeses, and we are a pasture-based sustainable farm.   Your next destination will take you to one of southern Prince George's County local vineyards (Robin Hill Farm & Vineyards, JaneMark Winery &Vineyard, or Gemeny Winery & Vineyard)

Inclusions: Transport by private vehicle, Pickup and drop-off from designated meeting points, Tour escort/host, Professional guide, Snacks, Food tasting and wine tasting, Bottled water, Gratuities

Exclusions: Extra drinks(purchase separately)

Reviewed By jenniferwA7409FC

What an awesome kid-free Mom's Day out! Our hosts were punctual, friendly, packed a thoughtful good bag for our ride, lunch was fabulous, and all around perfect day girls day out. Highly recommended to all.

5. Patapsco Valley Region Wine Tour

401 Light St, Baltimore, MD 21202, USA Vino 301 Wine Concierge - Tours
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4.8 based on 5 reviews

Just minutes from downtown Baltimore City, the wineries are located in Maryland’s Baltimore and Harford counties. Its vibrant landscape and rolling hills produces nationally recognized wines.

Inclusions: Bottle water, Wine tasting, Driver/guide, Cheese or charcuterie plate (if option selected) Light snacks and Lunch, Receive collectible wine glass and tote bag, Gratuities

Exclusions: Alcoholic drinks (available to purchase)

Reviewed By jenniferwA7409FC

What an awesome kid-free Mom's Day out! Our hosts were punctual, friendly, packed a thoughtful good bag for our ride, lunch was fabulous, and all around perfect day girls day out. Highly recommended to all.

6. Chesapeake Region Wine Tour with Free Lunch

Chester, MD, USA Vino 301 Wine Concierge - Tours
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4.8 based on 4 reviews

Enjoy some of the most beloved wineries on the Eastern Shore of Maryland on this 5 hour tour through the Chesapeake Region. Soak in the rich history, culture, scenic views and, of course, wine!

Inclusions: Tasting fees, Cheese or charcuterie plate (if option selected), Collectible wine glass and tote bag, Lunch

Exclusions: Gratuities, Additional alcoholic drinks (available to purchase), Lunch

Reviewed By jenniferwA7409FC

What an awesome kid-free Mom's Day out! Our hosts were punctual, friendly, packed a thoughtful good bag for our ride, lunch was fabulous, and all around perfect day girls day out. Highly recommended to all.

7. Chocolate and Wine Tour

Baltimore Visitor Center, 401 Light St, Baltimore, MD 21202, USA Vino 301 Wine Concierge - Tours
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4.7 based on 6 reviews

Chocolate and wine are the perfect paring. Taste handmade, gourmet truffles and chocolate paired with select wines and tour some of the Patapsco Valley region’s vineyards.

Inclusions: Bottled water, Wine tasting, Transport by private vehicle, All tasting fees, Receive a collectible wine glass and tote bag, Gratuities, Snacks

Exclusions: Alcoholic drinks except wine tasting (available to purchase), Hotel pickup and drop-off

Reviewed By jenniferwA7409FC

What an awesome kid-free Mom's Day out! Our hosts were punctual, friendly, packed a thoughtful good bag for our ride, lunch was fabulous, and all around perfect day girls day out. Highly recommended to all.

8. Wine Beer and Spirit Tour in Frederick

1998 Sykesville Rd, Sykesville, MD 21784, USA Vino 301 Wine Concierge - Tours
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4.6 based on 5 reviews

Travel in comfort as you enjoy some of Maryland's best wine, beers, and spirits on this 5 hour tour in Frederick. Soak in the rich history, culture, scenic views and, of course, delicious tastings! Let our experienced Tour Ambassadors be your designated driver along Frederick, Maryland’s beverage region.

Inclusions: Tasting fees, Cheese or charcuterie plate (if option selected), Collectible wine glass and tote bag, Lunch, Gratuities

Exclusions: Additional alcoholic drinks (available to purchase)

Reviewed By jenniferwA7409FC

What an awesome kid-free Mom's Day out! Our hosts were punctual, friendly, packed a thoughtful good bag for our ride, lunch was fabulous, and all around perfect day girls day out. Highly recommended to all.

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