Top Virginia Private Sightseeing Tours

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.

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.

Step back in time on a private ride through historic Fredericksburg in a fully restored 1920's Model-A. Guests meet in the heart of downtown and climb aboard cushioned seats for a 20-30min tour with open-air views and plenty of charm. Along the way you'll pass Fredericksburg's most treasured landmarks including the Mary Washington House & Monument, Huge Mercer Apothecary, Kenmore Plantation, Chatham Manor, and the Rappahannock Riverfront. Your guide shares fascinating stories of colonial times, the Civil War, and Fredericksburg's unique past while you relax and enjoy the ride. Tours are private, no sitting with strangers, perfect for families, couples and visitors with pets. Short on time? This tour is the ideal way to enjoy Fredericksburg highlights with history, nostalgia and fun all rolled into one unforgettable experience. Remember Don't Just Look at History, Ride in It!

*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.

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.

Private guided tour of the Jamestown Settlement. This exclusive tour (only your family/group) includes an in-depth learning experience about the beginning of our oldest, permanent English colony that begins with exploring replicas of the ships that arrived in 1607, the re-created Paspahegh town, the James Fort reflecting the outpost in 1610-1614 and the museum with spectacular artifacts, replicas of 17th Century homes and more. There is an option (for a fee) to tour Historic Jamestowne, actual site of the Jamestown Fort, including the NPS Visitor Center, views of the James River, Fort and Tercentennial Monument that stands 104 feet tall. The monument was installed in 1907 commemorating the 300th anniversary of the Jamestown Colony. This trip may be customized for handicapped patrons as the state park includes free scooters first come, first serve. For NPS option, wheelchairs are available with notice to guide. Estimated time 3-4 hours. NOTE:SPANISH SPEAKING GUIDES AVAILABLE WITH NOTICE

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.

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.*

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.

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.*

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.

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.

Travel back in time more than 300 years—and learn all about Williamsburg’s wealth of history—on this flexible, self-led smartphone tour. Upon booking, download the app; after arriving at Colonial Williamsburg (tickets own expense) set off at your own pace. Thanks to the app’s offline capabilities and GPS maps, you can navigate with ease as you discover the park’s top landmarks and hear the stories behind the sights.

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.

Download GuideAlong’s self-guided driving audio tour of Gettysburg Battlefield as you visit Devil's Den, High Water Mark, Little Round Top, and the Pennsylvania Memorial. Drive the historic fields, follow Union and Confederate movements, and take two bonus walking routes at Seminary Ridge and Devil's Den for deeper stories. Along the way, hear tales of strategy, sacrifice, and Pickett’s Charge that play automatically as you tour one of America’s defining battlefields. Enjoy the freedom to explore offline at your own pace, spending more time at places that interest you and bypassing any that don’t. Stories, tips, and directions play automatically based on your location Travel at your own pace Tour offline using GPS. No cell service or WiFi is needed Suggested itineraries for half, full, or multi-day use No time limits or expiry, and free updates Like having a tour guide along for the drive Purchase one tour per vehicle.

Download GuideAlong’s self-guided audio tour bundle to make the most of your Eastern USA road trips. As you drive, hear stories play automatically as you explore scenic drives, national parks, lakeshores, and historic parks. This is the ultimate collection of 14 iconic destinations, including Acadia, Blue Ridge Parkway, Catskills, Florida Keys, Great Smoky Mountains, Lake Superior, Outer Banks, Shenandoah, and Vermont’s Route 100. A memorable adventure awaits on America's iconic roads. Enjoy the freedom to explore offline at your own pace, spending more time at places that interest you and bypassing any that don’t. Stories, tips, and directions play automatically based on your location Travel at your own pace Tour offline using GPS. No cell service or WiFi is 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 bundle per vehicle.

Discover the beauty of Skyline Drive, a stunning 100-mile stretch through Shenandoah National Park. This self-guided audio experience transforms your drive into an engaging journey, revealing the rich history and natural wonders of the Blue Ridge Mountains. Encounter sweeping overlooks, hidden waterfalls, and captivating tales of the land's past as you cruise along. Perfect for both newcomers and seasoned travelers, this tour lets you explore at your own pace—just drive, look, and listen to the stories unfold along the way. — Self-guided audio experience through Shenandoah National Park — Explore over 100 miles of scenic mountain roads at your own pace — Learn about the geology, history, and local lore of the Blue Ridge — Ideal for first-time visitors and seasoned explorers alike

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.

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.

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.

Discover Williamsburg's famous ghosts and spirits walking the streets at your own pace, anytime. This is one of the most haunted and historic places, don't miss it's spooky story. This tour is built on those records. Newspaper clippings folded into court archives. Letters never meant for strangers. Names scratched into margins and ledgers. What follows tonight does not rely on imagination. Everything you will hear was once written down by someone who saw it happen, or by someone who tried to explain why it should be forgotten. Go at your own pace, anytime.