See, Sip & Savour Scenic Virginia 

7 nights

1 night Loudon County  -  2 nights Charlottesville  -  2 nights Richmond  -  2 nights Virginia Beach

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Even before you hit the road Virginia makes it easy, with direct flights from numerous primary international destinations to Washington Dulles International Airport located in Chantilly, Virginia, just 30 miles from our nation’s capital. The airport’s location is also just a few miles from your first stop.

Loudoun County, known as DC’s Wine Country, offers more than 40 award-winning wineries and wine tasting rooms, as well as over 30 craft breweries, and a handful of cideries and distilleries. Loudoun is also home to Virginia’s Horse and Hunt Country and filled with rolling green hills, grazing horses and beautiful country estates.  

Everything at Lansdowne is designed for one purpose only: discovering the joy of lifelong learning. Tutor your taste buds with fresh new flavours. Explore unique wellness experiences and relax with every fibre of your being.

Located on 500 beautiful acres overlooking the scenic Potomac River, This stunning resort offers guests the opportunity to disconnect from the world and reconnect with themselves. The resort boasts a AAA Four Diamond award-winning golf resort features 45 holes of challenging championship golf designed by Greg Norman and Robert Trent Jones Jr., as well as myriad outdoor activities, a state-of-the-art spa.

From the intimate haven of a deluxe guestroom to the replete grandeur of a luxury suite. Refined design and inspirational panoramas, plus exquisite amenities and appointments, come together harmoniously to deliver a soothing sanctuary for your journey to self-discovery.

From Leesburg you’re less than an hour’s drive from the entrance to Shenandoah National Park and its scenic Skyline Drive, which winds its way south all the way to The Blue Ridge Parkway. Whether you just drive, stopping at the many incredible overlooks, or pause to hike through wooded hollows to a cascading waterfall, Shenandoah offers a wealth of nature’s wonders to explore.

A less than 30-minute detour off Skyline Drive takes you to the only Michelin three-starred restaurant in the Capital Region, The Inn at Little Washington. Cited by TripAdvisor’s Traveller Awards as the Best Restaurant in the U.S., The Inn’s food has been described by critics as ‘so good it makes you cry.’ Whether you just stop to dine or stay the night in one of The Inn’s sumptuous rooms, you’ll not soon forget the experience. 

Continuing on Skyline Drive and exiting near Afton, your next stop is Charlottesville and the Monticello Wine Trail, named after Thomas Jefferson’s home. More than 35 wineries can be discovered within a 30-mile radius and the wines from this region are considered some of the best in the Eastern United States. Guided wine tours make it easy to narrow down your options. Make sure to include a visit to Monticello in your itinerary to learn why Jefferson is often called The Father of American Wine.

Boar’s Head Resort provides the perfect jumping off point for your various visits around Charlottesville. Tucked in the foothills of the stunning Blue Ridge Mountains, it also offers up an abundance of outdoor activities across their 600-acre property and beyond.

Boar's Head Resort offers 170 forms of air-conditioned accommodation with a safe and coffee/tea makers. Beds feature premium bedding. Flat-screen televisions come with premium cable channels and pay-per-view films. Bathrooms include baths or showers and hairdryers.

Guests can surf the web using complimentary wireless Internet access. Business-friendly amenities include desks and telephones; free local calls are provided (restrictions may apply). Housekeeping is provided on a daily basis.

3 outdoor swimming pools are on site along with a children's pool. In addition to a seasonal outdoor pool, other recreational amenities include a health club.

The recreational activities listed below are available either on-site or nearby; fees may apply.

Guests can pamper themselves by indulging in the on-site spa services. There are massage/treatment rooms and couples treatment room(s). Services include facials, body treatments and manicures and pedicures. The spa is equipped with a sauna and a steam room.

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Travel southeast to Richmond, Virginia’s state capital, renowned for its craft beer scene. The Richmond Region is home to almost 40 craft breweries, distilleries and cideries. The city is also making a splash in the food world with new headlines about one or more of its 900+ restaurants bringing recognition on a regular basis. And many of the best are locally owned. An easy way to explore what there is to taste is to follow the Richmond Beer Trail. Or leave the driving to someone else and really imbibe via one of the city’s several tour companies.

Between swallows, head down to the James River, which runs right through the middle of the city and serves-up white-water rafting, kayaking and stand-up paddle boarding, along with some fantastic hiking and biking opportunities. It’s a great way to work up a thirst – not to mention an appetite.

All that scenic beauty and stupendous food and drink calls for an incomparable place to call it a night. The Jefferson definitely fits the bill. Right in the heart of downtown, the luxury hotel has been providing an exceptional travel experience for more than a century. And the property’s classic Southern Afternoon Tea is a fantastic way to rejuvenate before a night out on the town.

A Southern icon, The Jefferson Hotel has enchanted guests with its architectural grandeur and impeccable service since 1895. While retaining the glory of its early days, the Beaux Arts masterpiece has garnered AAA Five Diamond status and welcomed famous guests from music icons to former presidents. Step into the breath-taking lobbies and marvel at the soaring stained-glass ceilings, the sweeping Grand Staircase and the intricate design details, before heading to your lavish guestroom. Unwind with a visit to the salon, a relaxing swim in the indoor pool or a rejuvenating workout. 

181 guestrooms, each combining heritage style and contemporary comfort with Marble bathrooms complete with deep soaking tubs and in-mirror TVs, Explore a menu of refined Southern classics in Lemaire, the elegant fine-dining restaurant, Dip into the palm-lined indoor pool, naturally lit by an elegant atrium roof, Explore Richmond using the hotel’s complimentary bikes or car transfers.

Great beer isn’t the only craft spirit you’ll find in Virginia Beach. Combine your overnight with a nightcap when you stay at The Historic Cavalier and Beach Club where the onsite Tarnished Truth Distilling Company makes award-winning bourbon, as well as rye, vodka, gin, and other specialty spirits. During a tour, you can brush up on Virginia’s rich distilling legacy, which dates back to the 17th century. Then enjoy a dram while dining in the rustic ambiance of the adjacent Hunt Room tavern, or surrounded by the plush décor of Becca, the resort’s four-diamond dining experience.

As if the longest pleasure beach in the world isn’t enough of a scenic view, the nearby Back Bay National Wildlife Refuge provides a tranquil environment for kayaking, biking, and hiking. Or take a trip across the Chesapeake Bay Bridge Tunnel to Cape Charles on Virginia’s Eastern Shore – the views from the bridge are stunning! – and combine a little wine tasting with your kayak adventure, organized by Southeast Expeditions.

The Historic Cavalier Hotel & Beach Club has welcomed travellers to the Virginia Beach Oceanfront for nearly 100 years. Today, following a 4-year, multi million-dollar renovation, the hotel has been beautifully restored to its original grandeur, offering travellers all the comfort and elegance of yesterday, with today's modern amenities and conveniences. 

Now listed on the National Register of Historic Places, the hotel gives a nod to both its past and present. Eighty-five completely reimagined guest rooms and suites each feature plush fabrics, gleaming bathrooms and tasteful room appointments. Guests also enjoy a long list of luxury amenities, from a classic indoor "splash" pool and private beach club to world-class dining and a full-service spa.

After you’ve taken in Virginia’s amazing scenery - from the valleys to the mountains, and the rivers to the sea - and savoured every little sip and bite along the way, a three-and-a-half-hour drive will finish the loop, taking you back to Dulles International Airport. Or catch a flight through Dulles International from nearby Norfolk International Airport (only 18 miles away from the Beach) or Richmond International Airport (roughly 100 miles) for your trip home.

Fly home or extend your stay!

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Changes: Our self-drive tours are totally flexible so if you would like to make any changes ie reduction in nights, additional destinations or extra nights within the itinerary please let us know and we will be happy to tailor-make your perfect Virginia holiday just for you.