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Maryland Wine Tours

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How To Book Your Wine Tour

Booking with Bayside Limousine is simple and hassle-free. Follow these steps to secure your wine tour transportation

Pick Your Group Size

Let us know how many guests will be joining your wine tour.

Decide On Your Wine Region

Choose the wineries or wine trail you’d like to explore. From Maryland vineyards to scenic countryside destinations, we’ll help you create the perfect wine tour itinerary.

Pick Your Vehicle

Select from our luxury fleet of SUVs, limousines, sprinters, and party buses. We’ll match your group size and style with the ideal ride for a fun and comfortable wine tour.

Enjoy

Once booked, sit back and enjoy the experience. Your professional chauffeur will handle the driving, timing, and transportation so you can focus on tasting wine and making memories.

Maryland Wine Trails & Winery Locations

Antietam Highlands Wine Trail.

Antietam Wine Trail

An easy drive from Baltimore, DC, or Philadelphia, the Antietam Highlands Wine Trail is an escape to another century.

Anchored by a dozen vineyards, meaderies, and a pair of cider mills, the Antietam Highlands Trail winds through Maryland’s rolling hills, historic battlefields, and small towns.

And oh, those wines! As magnificent as this Maryland countryside is, the wines make this a trip fit for a sommelier’s dreams.

Blessed with rich soil, warm days, cool nights, and an ideal elevation, the Antietam Trail is suited to grow grapes.

It’s no wonder the region has produced many remarkable wines.

• Antietam Creek Vineyards
• Big Cork Vineyards
• Blue Mountain Winecrafters
• Cool Ridge Vineyard
• Knob Hall Winery
• Mazzaroth Vineyard
• Orchid Cellar Meadery & Winery
• Red Heifer Winery
• Willow Oaks Craft Cider and Wine
Capital Wine Trail.

Capital Wine Trail

The Capital Wine Trail offers stunningly complex reds, vibrant whites, unique meads, ciders, and fruit wines nestled into a bucolic countryside just outside of Washington D.C. It doesn’t take long to feel like you’re stepping back in time. This trail is carved from the urbane city center of Silver Spring.

There’s truly something for every wine lover along the Capital Wine Trail.

• Clear Skies Meadery
• Great Shoals Winery
• Olney Winery
• Rocklands Farm Winery
• Sugarloaf Mountain Vineyard
• The Urban Winery
• Windridge Vineyards
Carroll Wine Trail.

Carroll Wine Trail

Home of Maryland’s oldest wine festival and some of the finest wineries in the region, the Carroll Wine Trail marries excellent wineries to the traditions and cultures of Carroll County farm and horse country.

People have been traveling to this region for years to taste the harvest’s fruits and enjoy life.

Each winery along the trail will welcome you with charm, character, and delicious hand-crafted wines.

Learn about both new and age-old-wine-making traditions, walk through the vineyards and meet the beautiful people who craft these local and sustainable wines.

• BirchView Vineyard
• Old Westminster Winery
• Serpent Ridge Vineyard
Chesapeake Wine Trail.

Chesapeake Wine Trail

Pairing wines with Maryland’s seafood bounty, unforgettable views, and the warm, welcoming spirit of the Eastern Shore, the Chesapeake Wine Trail is a must-see.

Explore the rich history of the region. Explore the bay on a Skipjack, the traditional oyster boat of the Chesapeake.

And did we mention those wines? Taste the fruit of Maryland’s Atlantic Coastal Plain region and the labor and love of artisan winemakers.

• Blue Elk Winery
• Bordeleau Vineyards and Winery
• Broken Spoke Vineyard & Winery
• Casa Carmen Wines
• Cascia Vineyards
• Chateau Bu-De Bohemia Manor Farm
• Crow Vineyard & Winery
• Dove Valley Vineyard and Winery
• Far Eastern Shore Winery
• Great Shoals Cellars
• Layton’s Chance Vineyard and Winery
• St. Michael’s Winery
• Triple Creek Winery
• Turkey Point Vineyard
Cider Trail.

Cider Wine Trail

• Great Shoals Cellars
• Willow Oaks Craft Cider and Wine
First Landing Wine Trail.

First Landing Wine Trail

The First Landing Wine Trail pays homage to Maryland’s birthplace, where settlers first came ashore on St. Clement’s Island in 1634 and established the first settlement in St. Mary’s City.

Come out and visit our state’s oldest and most historic areas and pair it with a new tradition of award-winning wines.

• Generations Vineyard
• Port of Leonardtown Winery
• Xella Winery & Vineyard
Frederick Wine Trail.

Frederick Wine Trail

The Frederick Wine Trail meanders through Civil War battlefields to the electric downtown Frederick’s funky arts culture. Next, the trail skirts the lush soils of the region that has made Frederick a mid-Atlantic breadbasket for generations.

It explores the region’s spirit that made Frederick a nexus for the craft brewing revolution and now makes it fertile ground for the new Maryland wine movement.

You’ll taste world class-wines, meet the open-hearted craftspeople, and experience the fantastic flavor of Frederick.

• Catoctin Breeze Vineyard
• Celebration Cellars Winery
• Elk Run Vineyards and Winery
• Hidden Hills Farm and Vineyard
• Linganore Winecellars
• Links Bridge Vineyards
• Loew Vineyards
• New Market Plains Vineyards
• Springfield Manor Winery and Distillery
Gunpowder Wine Trail.

Gunpowder Wine Trail

• Fiore Winery & Distillery
• Harford Vineyard
• Mount Felix Vineyard and Winery
• Royal Rabbit Vineyards
Legacy Wine Trail.

Legacy Wine Trail

The Legacy Wine Trail promotes Prince George and Charles County wineries, bringing together Southern Maryland’s agricultural heritage and its fine wines.

These Southern Maryland wineries are creating a new tradition using deep, dark soils and historic farms once dedicated to tobacco.

Get out in the fields and get hands-on experience with the grapes that make these excellent wines.

• Gemeny Winery and Vineyards
• Janemark Winery & Vineyard
• Robin Hill Farm and Vineyards
• Romano Vineyard & Winery
Mead Wine Trail

Mead Wine Trail

• Clear Skies Meadery
• Linganore Winecellars
• Loew Vineyards
• Orchid Cellar Meadery & Winery
Piedmont Wine Trail.

Piedmont Wine Trail

When people call Maryland “The Land of Pleasant Living,” they’re talking about the Piedmont Plateau.

North of Baltimore and marked by the rolling hills of Maryland’s horse country, the rich soil and mix of aeration and sunshine make the Piedmont Plateau a wine-growing region to give Europe a run for their money.

Here you’ll find some of Maryland’s oldest and most established wineries, as well as cutting-edge meaderies, cideries, and distilleries.

Take advantage of the summer concert series and festivals along the Piedmont Wine Trail. Spend an afternoon horseback riding or whitewater kayaking, then toast your adventure with one of this trail’s fantastic wines.

• Basignani Winery
• Boordy Vineyards
• DeJon Vineyard
• Fiore Winery & Distillery
• Harford Vineyard
• Mount Felix Vineyard and Winery
• Royal Rabbit Vineyards
Patuxent Wine Trail

Patuxent Wine Trail

Meandering through Calvert and St. Mary’s Counties and surrounded by the waters of the Patuxent and Potomac Rivers and the Chesapeake Bay, the Patuxent Wine Trail is a tour through the birthplace of Maryland.

Experience the region’s rich, colonial history. See unique, world treasures like the Ghost Fleet of Mallows Bay. And get out and enjoy Southern Maryland’s outdoor charms.

In just a short time, the wineries of the Patuxent Wine Trail have carved out a reputation for making some of the best wines on the Eastern Seaboard.

• Cove Point Winery
• Perigeaux Vineyards & Winery
• Running Hare Vineyard
• Solomons Island Winery
• Thanksgiving Farm

Wine Tour Tips For The Best Experience

1. Narrow your selection

Choose an area, region, or wine trail that interests you, then select two or three individual wineries that fit your group and style.

2. Go Early!

The timing of the day is up to you. However, the day will move quickly! We recommend an early start for the wine tour. The earlier you start, the fewer crowds you’ll encounter.

3. Try New Things

Don’t be afraid to go to places or try new wines you’ve never experienced before. Consider only drinking Merlots at different wineries. You can then see how wines differ amongst vineyards and winemakers.

4. Ask Questions

Get to know each winery you visit by engaging with the staff. Ask questions about the history of the venue. You’ll be surprised by how interesting the experience becomes.

5. Drink Water

A good rule of thumb is to drink a glass of water with every five ounces of wine. Water will help you stay in the game and minimize recovery.

6. Don't Drink & Drive!

Wine tours are a fabulous experience. However, ensure you appoint a designated driver or hire a limousine or van service to ensure safe passage. Don’t take a chance with your life. Don’t drink and drive!

Ready to Book Your Wine Tour?

Get a fast quote and lock in your date with Bayside Limousines.
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