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Virginia Wine Country Guided Tour

Spend a day exploring Virginia’s wine country with a small group tour through the rolling Piedmont countryside. 

On this tour, you’ll set out with a knowledgeable local guide into the lush countryside of the Monticello Wine Trail, where vineyards, farms, wooded hills and Blue Ridge views create the backdrop for a relaxed day of tasting. The trail encompasses more than 40 wineries within the Monticello American Viticultural Area—a region recognised for a combination of climate, soils, elevation and geography that gives its wines their distinctive character.  

Tasting rooms range from intimate farm settings to contemporary spaces overlooking the vineyards and views toward the Blue Ridge Mountains, with many wineries emphasising the connection between the wines and the surrounding landscapes of the Piedmont.  

A professional chauffeur will handle the driving, so you’ll be able to sit back, relax and enjoy the scenery and award-winning wines from this underrated region. 

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Specialists in travel to North America

From Tailor Made holidays to pre-designed Private Journeys our Travel Experts will take you to the heart of North America.

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Vineyard Virginia Wine Country
Virginia Wine Country
Tasting Room Virginia Wine Country

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Meet Our Team

Real North America Travel Experts

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Ben Line - Head of Sales

Ben Line is the Head of Sales at Journeyscape and our sister brand Journey Latin America, having lived abroad and travelled extensively over the years.

Dominique
Dominique Kotsias - Product Manager

Dominique caught the North America travel bug when she was in her late teens and has travelled extensively throughout the USA and Canada, particularly drawn to the countries' outstanding natural beauty and wildlife. With over 10 years of product and marketing experience in North America, Dominique’s passion for the destination is infectious.

Travel Expert Tom Chamberlain at Joshua Tree National Park
Tom Chamberlain - Travel Expert

Tom is a North America specialist with extensive first-hand experience across 28 states and provinces, known for his passion for the USA’s most iconic landscapes and diverse travel styles. With a personal connection to the destination and a love for exploration, he creates tailored journeys designed to deliver truly memorable experiences.

Rob Holmes at Elvis Presley Birth Place in Tupelo
Rob Holmes - Travel Expert

Rob has been travelling to both the USA & Canada for nearly 20 years and in that time, has been lucky enough to visit 38 (and counting) of the 50 States, plus extensive travels through Canada.

Stuart
Stuart Whittington - Head of Product

Stuart is the Head of Product at Journeyscape and our sister brand, Journey Latin America. He is passionate about new adventures, venturing off the beaten path, and firmly believes that travel, when planned well, can be a force for good for all people and places involved.

Why Journeyscape?

We love north america

  • Up-to-the-minute knowledge underpinned by 40 years experience
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  • A passion for the region runs through all we do

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The Real North America

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