Top Virginia Private Sightseeing Tours

Let's go back in time together! Join your licensed guide on this fun, engaging walking tour of Colonial Williamsburg. See the major historic sights, learn how our democracy began, and walk in the footsteps of our Founding Fathers – and maybe bump into them! Discover the special places only a local knows, like delightful gardens, where they hide the sheep, and favorite spots for 18th-century cookies. Starting at The Williamsburg Inn, you'll view the Capitol, stroll by trades and shops, and see horse-drawn carriages on your way to the Governor’s Palace. Our walk ends close to Merchants Square where you can shop or grab a bite. Our guests are saying: “We rank Cyndi in the top 2% of professional guides we’ve experienced.” “She knows her history and shows a lot of enthusiasm for it.” “She was a pleasure to be with.” - She has had the honor of being ranked nationally in the Top 10% of guides in the country. - This tour can be customized to your interests to make the most of your time here.

Tick off the highlights of Washington D.C. during this private, half-day tour. Customize your own itinerary, selecting a range of local sights to visit. Optional stops include the White House, Arlington National Cemetery, Lincoln Memorial, or the National Museum of American History at the Smithsonian. Air-conditioned vehicle transfers with hotel pickup and drop-off are provided.

This private self-guided tour offers independent travelers the freedom to set their own pace and start time while driving through Shenandoah National Park. After downloading an app, listen to audio that reveals secrets about Shenandoah’s history and its most impressive landmarks. Enjoy the flexibility to stop for photos or hikes in your own car without group constraints.

Many vehicle tours through Richmond can have obstructed views, but this Richmond Tuk-tuk Sightseeing Tour provides a ride around the city in an open-air vehicle that’s easy to see top spots along the way. Plus, this tour stops at Virginia Museum of Fine Arts, Hollywood Cemetery, and Virginia State Capitol and passes more than four popular sites. Book this Richmond tour today and support a woman-owned business.

Turn a day in Virginia wine country into a seamless experience. Our private wine & beer tours are designed for couples, small groups and anyone looking to enjoy the best of the Monticello Wine Trail without worrying about driving, planning or logistics. Whether you're celebrating a birthday, planning a girls day, or just want a relaxing afternoon, we make it effortless from start to finish. Your experience includes: 6 hours Private, luxury vehicle Custom itinerary or let us plan it for you Door-to-door pickup and drop-off Flexible timing & personalized experience

Embark on an awe-inspiring journey from Roanoke to Waynesboro with Shaka Guide's Shenandoah National Park tour in Virginia. This adventure promises an exhilarating blend of natural splendor and cultural richness. With real-time audio narration, you'll discover hidden waterfalls, wildlife hotspots, and scenic overlooks at your own pace. Here are just a few of the awesome spots you can explore on the tour: - Stony Man Overlook: Marvel at the majestic Blue Ridge Mountains from the vantage point of Stony Man Overlook - Hawksbill Gap: Reach new heights at Hawksbill Gap, Shenandoah's highest peak! - Big Meadows: Immerse yourself in the tranquility of Big Meadows, a sprawling grassland where wildlife roams freely Book your tour today and let Shaka Guide be your trusted companion on this remarkable journey through the heart of Virginia's natural wonders and cultural treasures. *Download the Shaka Guide app to access your purchased tours.*

Discover the highlights of Washington D.C. during this four-hour private tour. Follow a customizable itinerary with a seasoned guide and long-time local resident. Understand the history and significance of iconic landmarks like the White House, Supreme Court, Lincoln Memorial, and more—with plenty of get-down photo stops along the way. Enjoy complimentary bottled water and door-to-door transfers from the airport or your DC Metro Area hotel.

Embark on an unforgettable journey along the Blue Ridge Parkway with Shaka Guide's Ultimate Bundle! Explore three incredible regions: Virginia, South Carolina (Asheville to Cherokee), and Blowing Rock to Asheville. Our GPS audio tour brings this iconic roadway to life, sharing captivating stories, hidden secrets, and breathtaking vistas. Experience the perfect blend of history, culture, and nature as you explore this iconic route like never before. *Download the Shaka Guide app to access your purchased tours.*

Explore the northernmost section of the Blue Ridge Parkway to discover scenic overlooks, hiking trails for all levels, and even a historic resort. Here are just a few of the fun things you can do on the tour! • Serene lakes and picturesque trails await at Peaks of Otter, a tranquil haven along the Parkway. • Conquer the challenging trail to Humpback Rocks for breathtaking Shenandoah Valley views that reward your journey. • Immerse yourself in the Parkway's history and nature at the James River Visitor Center, a gateway to understanding the region. • Step into the past at Explore Park, where living history and interactive exhibits revive Virginia's heritage. • Find relaxation and recreation at Sherando Lake, a serene escape perfect for swimming and picnicking. • Witness nature's grandeur at Thunder Ridge Overlook, where sweeping vistas showcase the Parkway's beauty. *Download the Shaka Guide app to access your purchased tours.*

*FOR MATURE AUDIENCES ONLY-AGES 17 +* During this one-hour walking tour, hear the darker side of 18th-Century Williamsburg. Stories of murder, mayhem, and scandal--those things talked about in taverns, back alleys, and the courts--straight from the town's citizens. Each tour will be different, and the stories are a-plenty. Due to the sensitive nature of the subjects and the salty language of the time, this tour is recommended for mature audiences 17 and older. Please note that since every tour is different, the routes advertised may also differ. Please note: Due to staff participation in other events, tours may be unavailable on some days. Please see our website for information. Shades of Our Past is not affiliated with Colonial Williamsburg; therefore, this tour does not include entrance or admission into Colonial Williamsburg-owned buildings. Since the tour is through the streets of Colonial Williamsburg it is weather contingent. Please be prepared for all weather conditions.

Exclusive, private tour (only your family/friends) of the American Revolution Museum at Yorktown (ARMY), some of the Yorktown Battlefields (Surrender Field), the federal museum (National Park Service with General Washington's original tents from the American Revolutionary War), Victory monument, and alleged cave where Cornwallis retreated. This is the only private tour with a private guide at all stops. This is NOT a group bus or group shuttle tour. This tour includes an in depth learning experience about the siege of Yorktown that lasted several weeks and explores the surrendering of arms on October 19, 1781 including Surrender Field. The afternoon tour at the American Revolution Museum at Yorktown includes the canon firing at 3:00pm (weather dependent from March 1st-November 30th). We spend about 4 to 4.5 hours touring and about an hour driving which makes this a 5 to 5.5 hour tour. Note: the state museum has scooter rentals for $15.

Watch the sun set over Chesapeake Bay on a 2-hour, small-group dolphin tour by kayak from Virginia Beach. Paddle along the coast as you spot Atlantic bottlenose dolphins, and see the Cape Henry Lighthouses and Chesapeake Bay Bridge Tunnel from the water.

This is a special tour, that no one in virginia is giving the opportunity to experience except here. This a hidden gem in Virginia that will give you a very fun, exciting, and memorable experience that you will love. It’s special because you get to immerse in many elements of nature by us hiking, swimming in fresh waterfalls, then relaxing with wim hoff breathwork surrounding a campfire with a magnificent scenery that makes you feel away from the world in peace. With a recommendation of a hotspot for food that's a nourishing delicious meal at the end.

Download GuideAlong's self-guided audio tour and you'll discover more on your Shenandoah road trip. Hear fascinating behind-the-scenes stories, local tips and directions play automatically along the route, all based on your location. You'll be guided to all of Skyline Drive's famous highlights as well as lessor known gems including the park's top summit and waterfall hikes, President Herbert Hoover's historic retreat, and a high-elevation meadow that's one of the best places to spot wildlife like deer, elk and black bears. Enjoy the freedom to explore offline at your own pace, spending more time at places that interest you. ✅ Stories, tips and directions play automatically based on your location ✅ Travel at your own pace ✅ Tour offline using GPS, no cell service or WiFi needed ✅ Suggested itineraries for half, full or multi day use ✅ Buy once, use forever! No expiry, includes free updates ✅ Like having a tour guide along for the drive Purchase one tour per vehicle.

This exceptional tour takes us to two of Thomas Jefferson's most iconic masterpieces, the University of Virginia and Monticello, both honored as UNESCO World Heritage sites in 1987 for their outstanding cultural significance. Our journey begins with a detailed guided tour of the picturesque University Lawn and the distinguished Rotunda at the University of Virginia, where history and architecture blend beautifully. Next, we head to Monticello's David M. Rubenstein Visitor Center, a thoughtfully designed space featuring an excellent gift shop and numerous engaging exhibitions dedicated to Thomas Jefferson and the rich history of Monticello. For a convenient and pleasant break, you can enjoy a quick bite and refreshing drink at the Monticello Farm Table Cafe before proceeding to your in-depth guided tour of the historic estate.

Ole Crow Tours warmly invites you to explore the very best that Virginia’s renowned wine region has to offer in comfort and style. Simply sit back, relax, and let us handle all the details, carefully ensuring a seamless and unforgettable experience for you and your guests to truly savor every moment. On this thoughtfully curated tour, you’ll be enjoying visits to 3 carefully selected wineries located on the scenic eastside of Charlottesville. This journey will take us through the charming Keswick area, once home to Thomas Jefferson’s old stomping grounds, a region rich with history, natural beauty, and timeless elegance.

With the beauty of the Blue Ridge Mountains surrounding the quaint vineyards of Virginia, this private wine excursion delivers a peaceful and harmonious experience in the great outdoors. A private chauffeur will cruise you and your guests from historic Charlottesville to the countryside. Spend the day touring the area and sampling wines from multiple wineries. On the Wine Trail, you’ll have your choice of which tasting rooms to visit and when to have a picnic lunch.

Embark on an unforgettable journey through the heart of Appalachia with our exclusive Audio Tour Bundle! Dive deep into the captivating history, breathtaking landscapes, and rich cultural heritage of this enchanting region. Experience the convenience and flexibility of audio tours as you explore at your own pace. No need to worry about keeping up with a group or missing out on crucial information – simply plug in your headphones and immerse yourself in the stories and secrets of Appalachia. Our expertly curated tours provide fascinating insights into the region's past, present, and future, offering a truly enriching experience for travelers of all ages. So don't wait – grab your headphones and get ready for an unforgettable journey through Appalachia with our Audio Tour Bundle. Let the stories come to life as you explore this captivating corner of the world like never before!

Join us on a captivating 2-hour small group boat tour of Chincoteague and Assateague Island, guided by the knowledgeable local guides as we explore the beautiful coastline in search of the famous Wild Assateague Ponies. Our tours allow us to navigate and explore areas that other tours cannot. Along the way, we search for osprey, eagles, dolphins while you local guides provide an informative but laid back overview of the island and its rich history. Book your private tour today and prepare for an exhilarating journey into the heart of the island's natural beauty.

Explore the significant Yorktown Battlefield—and go at your own pace with a self-guided audio tour for your car. Drive through the park in your own car with GPS directions enabled as you listen to the storied history of this site. See and learn about famous landmarks like Washington’s Headquarters, Grand French Battery, and Yorktown National Cemetery without feeling rushed.

On our historic solo walking tour you’ll discover Fredericksburg Revolutionary past and the people that fought for and won our independence. The tour is a smart phone guided tour on our walking tour app. Go at your own pace, anytime. The tour never expires. After the tour, listen again, anytime. You’ll see sites linked to George Washington, Mary Washington, James Monroe, the man who came up with the now infamous plan of crossing the Delaware to catch the Hessians unaware and thus win the battle, The Rising Sun Tavern, Cemeteries and hear and uncover the stories linked to these historic building bringing them to life.

Download our Yorktown Battlefield audio tour to see the landmarks of the 1781 Siege of Yorktown. This 10-mile driving tour of the Yorktown Battlefield points out each landmark of this final major conflict. See fortified Redoubts 9 &10, where the British tried to stave off the American advance. At the Yorktown Victory Monument, a 210-foot-tall obelisk honors the fallen. Visit the original site of Washington’s Headquarters, the French Artillery Park, and the Grand French Battery, and Surrender Field before ending the driving loop near the Yorktown Visitor Center.

Pay your respects with a veteran guide trained in military history on a private tour of Arlington National Cemetery. Your guide shares historical anecdotes at major landmarks and quiet spots often missed by visitors. The tour includes admission and round-trip transport from hotels or monuments in Washington DC or Alexandria County for your convenience.