THE ADVENTURE COLLECTIVE® · Independent discovery and booking for outdoor travel
Combine scenic biking with wine tasting on a guided tour through Maryland’s Eastern Shore vineyards. Discover wildlife, historic estates, and local flavors with Blackwater Adventures.
Combine scenic biking with wine tasting on a guided tour through Maryland’s Eastern Shore vineyards. Discover wildlife, historic estates, and local flavors with Blackwater Adventures.
Book with Blackwater Adventures
Verified experiences and guided adventures in the surrounding area.
Operated by Blackwater Adventures · Vienna, Maryland
Nestled in the rolling hills of Maryland’s Eastern Shore, Layton’s Chance Winery offers a refreshing way to combine outdoor activity with wine tasting. Blackwater Adventures guides visitors on a scenic 2-hour bike ride through lush vineyards, vibrant meadows, and peaceful woodlands, revealing the area's rich agricultural heritage and diverse wildlife. As you pedal through this picturesque landscape, you'll encounter blooming native plants, curious birds, and occasionally, a deer grazing in the distance. The ride culminates with a guided tour of the winery’s historic estate, where passionate staff share the story of their vineyard’s origins and the winemaking process. Tasting sessions feature their signature wines, accompanied by stunning views of the surrounding countryside. For outdoor lovers and oenophiles alike, this adventure offers a perfect blend of physical activity, scenic beauty, and cultural insight. The experience is well-suited for groups, families, and couples seeking a mellow yet engaging outing. Blackwater Adventures ensures that each ride is tailored to participant skill levels, emphasizing safety and enjoyment. The winery itself, established in the early 2000s, has become a hallmark of regional viticulture, making it a prime destination for visitors wanting a taste of Maryland’s emerging wine scene. Whether you’re celebrating a special occasion or simply craving a day outdoors, this tour provides an accessible, memorable way to connect with the land and local craftsmanship. Remember to bring sunscreen, a hat, and water — and don’t forget your camera to capture panoramic moments along the trail. With its perfect mix of nature, history, and wine, Blackwater Adventures’ Layton’s Chance Winery Bike Tour stands out as a top activity in the area, offering a unique perspective on Maryland's outdoor and culinary culture.
easy.
2 hours.
Basic fitness and comfortable riding ability recommended, suitable for most skill levels.
No prior cycling experience is necessary; the ride is suitable for beginners and casual riders.
Bring water, sunscreen, comfortable clothing, and your camera for capturing moments.
Yes, children aged 12 and older can participate, provided they are comfortable on a bike.
The bike trail is primarily unpaved and may not be suitable for wheelchairs.
Plan to arrive 15 minutes before the scheduled start time for check-in.
Yes, tasting wines and purchasing bottles is available after the tour.
The area has a longstanding tradition of agriculture dating back over 200 years, with vineyards established in the early 21st century.
Blackwater Adventures supports local conservation efforts by promoting sustainable tourism and preserving natural habitats.
Blackwater Adventures is an outdoor recreation provider based in Cambridge, Maryland, offering guided tours, equipment rentals, and specialty experiences on and near the Little Blackwater River and Blackwater National Wildlife Refuge. The company operates guided kayak tours, self-guided paddles, bike tours, canoe and kayak rentals, fishing kayak rentals, stand-up paddleboard rentals, and multi-day non-motorized rentals. Blackwater Adventures also offers powerboat multi-day rentals, parking/launch options, off-site rentals, and curated experiences such as a Crab Feast and winery kayak and bike tours at Layton’s Chance Winery. Guided options include a signature Little Blackwater River Kayak Tour that focuses on paddling technique, local history, and wildlife viewing, plus a Blackwater National Wildlife Refuge Bike Tour led by experienced guides. The Transquaking River Self-Guided Kayak Tour provides shuttle transportation and a bridge-to-bridge route through brackish swampland and forest. Rental inventory includes on-site kayaks, canoes, bikes, stand-up paddleboards, and a 19-foot Triumph 170 bay boat with a 115 hp outboard for multi-day trips. Blackwater Adventures emphasizes easy access to equipment, wildlife viewing opportunities—such as bald eagles, herons, otters, and the Delmarva fox squirrel—and excursions tailored to group needs. The business serves locals and visitors in Dorchester County who seek nature-based recreation, fishing, or seasonal seafood experiences. Booking details, safety equipment, and shuttle logistics are provided with each trip. Reservations accommodate solo paddlers, families, and small groups, with custom itineraries available for special requests, education programs, and corporate outings when scheduled in advance through the reservation system or by phone. Year-round seasonal scheduling options are available upon request.
Book with Blackwater Adventures