Maryland’s best tours concentrate on three distinct experiences: food, wine, and outdoor adventures. The small-group Chesapeake wine tours stand out for their intimate settings and expert-led tastings at family-owned vineyards. I especially love the Heart of Savory Salisbury Foodie Tour, where local guides reveal authentic Eastern Shore flavors through six carefully chosen stops. For nature and history buffs, the 4-Day Cumberland Tour offers well-paced exploration of Western Maryland’s mountain landscapes, while the North Beach Walking Tours provide an insider’s look at the charming Chesapeake Bay community. Let’s explore the specific details of Maryland’s finest tours.
Good To Know
- The Chesapeake Region Wine Tour offers a small-group, customized wine tasting experience with included transportation, lunch, and other amenities.
- The Wine Beer and Spirit Tour in Frederick provides a half-day excursion to three curated wineries, breweries, and distilleries with optional food pairings.
- The Heart of Savory Salisbury Foodie Tour is a highly-rated, personalized 2-hour tour highlighting the city’s culinary scene with a satisfying lunch.
- The 4-Day Tour of Cumberland accommodates a maximum of 8 guests and includes private transportation, meals, and accessibility features.
- The North Beach Guided Walking Tours offer two options, Scenic and Historic, with a maximum group size of 16 for the Historic tour.
Chesapeake Region Wine Tour
What better way to explore the often overlooked Eastern Shore’s wine scene than the Chesapeake Region Wine Tour? This small-group tour offers a personal experience, taking visitors to two local wineries where they’ll meet winemakers and tour the vineyards.
Guests can sample a variety of reds and whites, and even upgrade their experience with a cheese and fruit plate or a charcuterie and bread plate.
The tour includes tasting fees, a collectible wine glass, and a tote bag, as well as lunch, an air-conditioned vehicle, bottled water, and snacks. Additional alcoholic drinks can be purchased.
The tour starts and ends at the Chesapeake Heritage & Visitors Center in Chester, Maryland, and lasts approximately 4-5 hours. With a maximum of 10 travelers, the Chesapeake Region Wine Tour offers a personalized and intimate glimpse into the Eastern Shore’s burgeoning wine scene.
Moderate physical fitness is required, and outside alcoholic beverages are prohibited at the wineries.
Read our full review: Chesapeake Region Wine Tour Review
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Wine Beer and Spirit Tour in Frederick
The Wine Beer and Spirit Tour in Frederick provides an immersive experience for visitors to explore the vibrant beverage scene in this historic Maryland city. Offered as a half-day excursion, the tour takes guests to three carefully curated wineries, breweries, and distilleries, allowing them to sample locally crafted wines, beers, and spirits.
The maximum group size of 10 travelers ensures an intimate and personalized experience. Highlights include the option to upgrade with cheese or charcuterie plates, a collectible wine glass and tote bag, and the convenience of round-trip, air-conditioned transportation.
Snacks and bottled water are provided, and additional alcoholic drinks can be purchased. While the tour isn’t wheelchair accessible, it’s suitable for those with moderate physical fitness. Guests should dress in smart casual attire and be at least 21 years old.
Read our full review: Wine Beer and Spirit Tour in Frederick Review
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Heart of Savory Salisbury Foodie Tour
Offering a delightful exploration of Salisbury’s vibrant culinary scene, the Heart of Savory Salisbury Foodie Tour takes participants on a delectable journey through the city’s historic downtown.
This highly-rated tour, with a perfect 5.0 rating from 9 reviews, is limited to a maximum of 12 guests, ensuring a personalized experience. The tour departs from the centrally-located Market Street Inn, with free parking available nearby.
During the 2-hour experience, guests will enjoy a satisfying lunch, savoring the flavors that make Salisbury a foodie destination.
The tour is wheelchair and stroller accessible, and service animals are welcome, making it inclusive for all.
With its convenient location near public transportation, the Heart of Savory Salisbury Foodie Tour is an excellent choice for both locals and visitors seeking to enjoy the city’s culinary delights.
Read our full review: Heart of Savory Salisbury Foodie Tour Review
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4-Day Tour of Cumberland
Nestled in the Appalachian Mountains, the Day Tour of Cumberland invites travelers to enjoy the historic charm and natural beauty of this vibrant Maryland city.
This 4-day tour accommodates a maximum of 8 guests, ensuring a personalized experience. Priced from $1,300 per person, the tour includes private transportation, all fees and taxes, and a delightful mix of meals, including 3 dinners, 2 breakfasts, and 2 lunches.
The tour starts and ends at the convenient meeting point in downtown Cumberland, with travelers arriving via various modes of transportation. Accessibility is a priority, as the tour is wheelchair and stroller-friendly, and service animals are welcome.
Guests can look forward to an immersive exploration of Cumberland’s rich history, charming shops, and stunning natural surroundings. With free cancellation up to 24 hours before the tour, travelers can book with confidence, knowing they’ve the flexibility to adjust their plans as needed.
Read our full review: 4-Day Tour of Cumberland Review
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North Beach Historic – Guided Walking Tour
Explore the captivating history of North Beach, Maryland, on this guided walking tour. Priced from $41.00 per person, the tour takes visitors on a journey through the area’s rich past, with a maximum of 16 travelers.
The meeting point is the Welcome Center on the Boardwalk, and the tour ends at the Bayside History Museum. Walkers will receive water and have access to radios to hear the guide’s commentary, which is essential for groups of 5 or more.
The tour is wheelchair and stroller accessible, and service animals are allowed. However, it’s not recommended for those with back problems or serious medical conditions, as a moderate level of physical fitness is required.
Booking is flexible, with the option to reserve now and pay later. Cancellations are free up to 24 hours before the experience starts. Interested parties should call 24 hours prior to confirm the minimum walker requirement of 4 participants.
Read our full review: North Beach Historic – Guided Walking Tour Review
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Chauffeured Vineyard Foodie Tour
Although the Chauffeured Vineyard Foodie Tour invites travelers on a delectable journey through Maryland’s picturesque wine country, the experience extends far beyond just tasting fine vintages.
Operated by OC Foodie Tour, this private tour allows guests to indulge in a curated menu of starters, seafood, and desserts, all while sipping on included alcoholic beverages. The tour begins at 11 AM, with a meeting point at the entrance of the Ocean Downs Casino in Berlin, Maryland.
The sample menu promises an array of tempting options, from Gucci deviled eggs and baked oysters to shrimp macaroni and cheese, bread pudding, and other sweets.
Taxes and tips at the restaurants are covered, and travelers can opt to leave additional tips for the tour guides. While the tour isn’t wheelchair accessible, service animals are allowed, and most participants can comfortably take part.
With a free cancellation policy up to 24 hours in advance, the Chauffeured Vineyard Foodie Tour offers a flexible and indulgent way to explore Maryland’s culinary delights.
Read our full review: Chauffeured Vineyard Foodie Tour Review
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North Beach Scenic – Guided Walking Tour
The North Beach Scenic – Guided Walking Tour provides visitors with a captivating exploration of the charming coastal town of North Beach, Maryland. Priced at €40.15 per person, this private tour offers a comprehensive experience, complete with radios for clear communication and water provided at the start.
The tour meets at the Welcome Center and concludes at the Bayside History Museum, allowing participants to enjoy the area’s rich history and natural beauty.
Wheelchair and stroller accessible, the tour is suitable for those with moderate physical fitness, though it’s not recommended for travelers with certain medical conditions. Participants will receive handouts to enhance their understanding of the tour’s highlights.
Flexibility is key, as the tour requires a minimum of 4 walkers and offers a reserve now, pay later option. With free cancellation up to 24 hours before the experience, the North Beach Scenic – Guided Walking Tour promises an engaging and accessible way to discover the delights of this Maryland coastal community.
Read our full review: North Beach Scenic – Guided Walking Tour Review
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Frequently Asked Questions
What Is the Average Cost per Person for These Tours?
The average cost per person for tours can vary widely, typically ranging from $30 to $100 or more depending on the tour’s duration, activities, and any included transportation or admission fees. Many tour operators offer discounts for groups, seniors, and children.
How Long Do the Tours Typically Last?
The tours typically last anywhere from 2 to 4 hours, depending on the specific tour and location. Most guided tours provide a rundown of the area’s history, landmarks, and cultural attractions within this timeframe.
Are There Any Age Restrictions for the Tours?
Most tours don’t have age restrictions, but some may have minimum age requirements for safety reasons. It’s best to check with the tour operator beforehand to ensure the tour is appropriate for any children or seniors in the group.
What Is the Cancellation/Refund Policy for These Tours?
The cancellation and refund policies for these tours vary, but many providers offer flexible options. Travelers should review the specific terms before booking to understand the provider’s policies on cancellations, date changes, and refunds.
Are Gratuities Included in the Tour Price or Expected?
Gratuities are generally not included in the tour price and are expected to be provided at the end of the tour. The amount typically ranges from 10-20% of the total tour cost, depending on the quality of the experience.
The Sum Up
Maryland offers a diverse range of tours for visitors seeking to explore the state’s rich history, vibrant culinary scene, and stunning natural landscapes. From wine and spirit tastings to guided walking tours and multi-day excursions, there’s something for every traveler. Whether you’re interested in the Chesapeake region, the charming town of Frederick, or the scenic North Beach area, these tours provide a comprehensive and authoritative way to experience the best of what Maryland has to offer.