Top Virginia Private Sightseeing Tours

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.

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.

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.

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.

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.

This private tour picks you up from your Williamsburg hotel to visit Berkeley, Westover and Sherwood Forest Plantations. Berkeley’s 1726 Georgian mansion is the birthplace of Benjamin Harrison V, signer of the Declaration of Independence, and also the birthplace of William Henry Harrison, 9th U.S. President, and his grandson, Benjamin Harrison, 23rd U.S. President. During the Civil War, Berkeley was occupied by General McClellan’s troops. While at Berkeley, General Butterfield composed the familiar tune “Taps”, played by his bugler. We will explore the Native American, Colonial and Civil War artifacts, along with historical paintings and exhibits in the 18th century basement museum. At Westover, we tour the grounds of this beautiful Georgian mansion, its amazing gardens and secondary buildings. At Sherwood Forest, we tour the grounds of our 10th U.S. President, John Tyler's home, the longest frame house in America. If scheduling in advance, we can request an interior tour.

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

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.

*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.

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.

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.

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.

Experience Colonial Williamsburg on a private 2-hour walking tour that highlights the city’s most historic streets, landmarks, and stories. Led by a knowledgeable local guide, this experience blends must-see sites with hidden corners and authentic insights into 18th-century Virginia. Walk through charming avenues, scenic squares, and beautifully preserved buildings that shaped early American history. Learn about daily life, politics, traditions, and the people who influenced Williamsburg’s role in the nation’s beginnings. Hear engaging stories, discover local culture, and enjoy time for photos and questions as you explore the city’s top highlights. This private tour is perfect for first-time visitors, history lovers, families, and travelers looking to experience Williamsburg in a deeper and more meaningful way.

Explore Old Town Alexandria at your pace, anytime. See the sites George Washington frequented, including his house. Walk along the cobblestone streets. Learn about the history, civil war, and people. Walk down picturesque alleys. And all in an hour! From museums and libraries to historic landmarks, alleyways, cobblestones streets and a very famous restaurant, we’re about to take a stroll through the days of yore! Why choose this tour? This is a smart phone guided tour that uses GPS to play as you walk. It's like a person, but better. Go anytime at your own pace The tour is professionally produced with narration and music See the main sites and hear their stories, just like other tours, only at your pace.

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.

Led by a retired FBI historian and surveillance expert, this small-group tour uncovers hidden Black heritage sites across Northern Virginia, blending powerful storytelling with real history. Guests explore authentic landmarks such as Freedom Hill, Tinner Hill, and a historic courthouse while hearing untold stories of resilience, community, and freedom. This tour is more than sightseeing, it’s a moving journey through America’s Black past that travelers won’t forget.

Cruise the stunning Lynnhaven Inlet on a private tiki boat with Hampton Roads Boat Company, perfect for up to 6 guests. Whether you're celebrating a birthday, bachelorette party, or just enjoying a sunset with friends, our customized tours promise unforgettable moments. With options like half day charters and sunset cruises, your adventure is tailored to your vibe. Enjoy the coastline, relax with your crew, and make memories that last a lifetime.

We are the only tour boat that specializes in birdwatching tours. We will take you to the most remote areas of the islands to spot the unique and beautiful native birds. We travel through the marshlands and waterways around the barrier islands for a true island experience.

Enjoy a comfortable, one-of-a-kind way to explore the nation's capital on this private limousine tour. Meet your guide at your preferred Washington DC, Virginia, or Maryland address, and hop aboard your luxury vehicle. In the space of just half a day, you'll see dozens of Washington DC's top landmarks, from the White House and Jefferson Memorial to the Supreme Court, Library of Congress, and much more.

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!

Embark on the US East National Park Self-Guided Driving and Walking Audio Tours Bundle! Explore Acadia, Asheville, and the Smoky Mountains. Visit Cades Cove, Shenandoah, and Cuyahoga Valley, then experience the Everglades and Hot Springs. Cruise the scenic Blue Ridge Parkway (currently closed temporarily) and hike to Clingmans Dome. This bundle offers a diverse mix of nature, history, and adventure in some of the East's most iconic national parks. Purchase one tour per car, not per person. Everyone listens together! After booking, you can check your email before downloading the Tour Guide App by Action, entering your unique password, and accessing your tour. The preceding steps require good internet/Wi-Fi access. Simply follow the audio instructions and the route from there. New, Lifetime access, no expiry. Use it anytime, on any trip, as many times as you want. This is not an entrance ticket to attractions along the route. Check opening hours before your visit.

Explore the enchanting barrier islands of Virginia at your own pace with a private charter, tailored for intimate gatherings or larger celebrations. Navigate scenic back-bay routes, where secluded tidal creeks and salt marshes reveal thriving wildlife, including Chincoteague’s wild ponies, playful dolphins, and soaring bald eagles. With your captain acting as a naturalist guide, enjoy personalized narration filled with insights on island history and ecology while savoring the tranquility of your surroundings. Enjoy the flexibility to customize your experience for family reunions, romantic outings, or corporate retreats in a serene natural landscape. - Choose between a 6-passenger or 20-passenger pontoon for your group - Navigate secluded tidal creeks and observe local wildlife in their habitats - Receive personalized insights on ecology and island history from your captain - Enjoy a private experience with no other parties aboard, setting your own pace

Paddle alongside the wild dolphins of Virginia Beach on a small-group kayak tour from North End Beach. Watch for sea birds and other wildlife as you steer an easy to use, sit-on-top kayak along the coast to the Cape Henry Lighthouses. Learn about the Atlantic bottlenose dolphins that swim past the Virginia coast each summer, and explore the shore with an experienced guide.