All Charlottesville Tours & Excursions in 2025

Charlottesville has experienced its fair share of turmoil and tragedy, alongside its charming streets and delectable cuisine. From the legend of the enigmatic Moon Ghost who terrorized a local family to the brooding figure of James Madison reported at his beloved Montpelier, the Charlottesville area has been haunted by the shadow of death and destruction for centuries. A bone-chilling stroll at night exposes the enduring existence of the city’s distressing past. This spine-tingling ghost tour will take you to some of the most haunted spots in the city. From the former home of a murdering husband to chilling experiences at a local park, you will delve into the shadows of Charlottesville's murky history. This is a walking tour. We do not ever the private homes or businesses. The duration of the tour is outside and the total tour time is account for us walking from spot to spot.

Explore more than 30 national parks, monuments, and forests across the USA, including the Grand Canyon, Joshua Tree, and Acadia, with this self-guided driving tour bundle. Enjoy the flexibility to travel at your own pace, with hands-free functionality and offline access, allowing you to use it even in remote areas. Includes full itineraries, travel tips, audio guide, videos, and text.

The Downtown Mall Food Tour is a unique and memorable way to visit one of America's top college towns.

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.

If you want to overload your senses, this could be the one. This tour combines two of the area's top vineyards, which not only produce wonderful wine but also provide an unforgettable culinary experience. One of the stops is also recognized for its architectural design, while the other for its architectural ruins.

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

Discover the legacy of Thomas Jefferson on this full-day guided tour to Monticello, his historic estate perched atop a scenic mountaintop in Charlottesville, Virginia. Explore the architecturally stunning home where Jefferson shaped the ideals that defined a nation, filled with personal artifacts, inventions, and writings. Stroll through his lush gardens, a blend of natural beauty and botanical experimentation. Gain insight into plantation life and learn the stories of the enslaved individuals who lived and worked at Monticello, offering a deeper understanding of America’s past. Admission includes entry to museum, exhibits, and historic grounds for a well-rounded experience. With expert guidance and comfortable transportation, this tour is perfect for history lovers and cultural explorers. Enjoy a smooth, hassle-free journey with air-conditioned transport and convenient pickups from Washington, D.C., Rockville, MD, or Falls Church, VA—making it easy to step into history for the day.

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.

We would like to personally invite you to join us on an unforgettable journey through the beautiful countryside of Charlottesville and the surrounding area. As you enjoy tastings of some of Virginia's finest and most celebrated wines, you will be completely immersed in the rich history shaped by Thomas Jefferson’s lasting influence on the region. This experience promises to be both relaxing and enlightening, blending the natural beauty, exquisite flavors, and historical depth unique to this area.

When you book a tour with, you get the leading tour provided within the the Monticello Wine Trail Region. Depending on group size, day of the week, our group can help get you access to some of the best tables at vineyards, guide you on dining options, and talk you through the history and landmarks of the area.

Take the stress out of your family excursion in Charlottesville with this private round-trip transfer from Pantops Shopping Center to the destination of your choice. Skip the guesswork of ride-sharing services or taxis and schedule your pickup in advance, then head straight to your excursion location—including wineries, sights, parks, concerts, or other destinations. Enjoy a few hours of free time to enjoy your family activity before the return trip to the pick-up location or other drop-off point.

Our very unique, immersive adventures are the only ones of their kind. We, unlike other companies, provide your very own remote, interactive, live host to assist and encourage you along through your phone. We are an Austin, TX-based global custom event design company offering scavenger hunts and other events in 300+ cities in North America and beyond. Our specially hand-crafted adventures are equal parts tour, creative challenge, detective hunt, and social experiment! Guests get to discover in an alternate reality our favorite hidden gems off the beaten trail and creatively interpret fun art, history, and culture clues - for points! They get to enjoy fame and glory while appearing on our website’s international leaderboard, no matter what their score. They get to essentially race other teams in other cities, even if they don’t have competitors who have signed up in their city that day. Get ready to discover unusual oddities, laugh out loud, and make the experience your own!

Charlottesville, Virginia is the home to some of this nation’s most beloved and historical landmarks with host of the most breathtaking views throughout the Shenandoah Valley. Enjoy a 6-hour guided tour to visit 5 of the most sought after vineyards and wineries that Virginia’s old wine country has to offer. This tour is customizable to your party's comfort.

Have a blast exploring Charlottesville with this app-led scavenger hunt, titled Centuries of Charlottesville. You’ll get to see the most entertaining sights in town, while learning about its history and culture, but you’ll have to answer trivia questions and solve challenges to unlock each new prompt. Enjoy this with a group of 10 or fewer people.

Discover the story of Charlottesville and see it's not to be missed sites! Go at your own pace, anytime. The tour never expires. This tour is a smartphone guided experience that is hands free and guided step by step through the city. You'll see many historic spots and learn about the founding fathers, the Unite the Right Rally, the statues, the Downtown Mall, the history of segregation, the Paul Revere of the South, and much more! Once you purchase the tour never expires, get the walking tour app and take it anytime, as many times as you like. After taking the in person tour feel free to listen to it anytime remotely.

Visit three major eastern US national parks in one trip! Explore the Great Smoky Mountains, hike to a 360-degree observation deck, and visit the New River Canyon Bridge in West Virginia. Walk along Shenandoah National Park’s Skyline Highway and discover Loli Cave’s 4-billion-year-old stalactites. Enjoy a rodeo, southern food, and visit the Titanic Museum in Pigeon Forge. Fun and Insightful Enlish&Chinese-Bilingual Tour Guides – Enjoy lively stories and spontaneous sharing along the way. Unlimited Bottled Water & Complimentary Snacks – Stay refreshed and energized throughout the journey. Themed Attractions with Seasonal, Adventurous & Playful Highlights – Carefully selected for excitement and discovery. Happy Family Time – Kids enjoy 50% off for a joyful and budget-friendly trip in July and August.(Prices shown are the final specials) Exclusive Travel Keepsakes – Includes a custom travel passport and share-worthy moments for your social media.

Ride along with us as we tour the Monticello Wine Trail and Nelson 151 and the very best wineries, breweries and distilleries in the Virginia wine country. Together we will curate a tour of your preference, stopping in at three venues. We can assist with reservations after booking.

The Dairy Market is among Charlottesville's leading food, retail, and entertainment venues. Free parking is available onsite.

Make your arrival to Charlottesville International Airport (CHO) a seamless one when you pre-book this private transfer service. After collecting your luggage, meet your driver, who is holding a nameplate, and head to your vehicle. Then, enjoy a swift and comfortable ride to your destination located anywhere in the Charlottesville area.

Depart Charlottesville stress-free with this private departure transfer directly to Charlottesville Airport (CHO). You don’t need to wait in lines for taxis or shuttle buses, or share your ride with strangers. Instead, easily find your driver at the departure point, then relax in your vehicle on the way to the airport, arriving in plenty of time for your flight.

"Dive into adventure with Let’s Roam, your go-to for the ultimate app-led adventure hunts! Step into a world where every landmark and hidden gem is waiting to be discovered. Challenge yourself with trivia, tackle brain-teasing puzzles, and embark on an epic journey of exploration! Whether you’re collaborating with your crew or turning up the competition, Let’s Roam Adventure Hunts guarantee a blast for all. Perfect for any occasion—whether it’s a spontaneous outing, a wild bachelorette bash, a festive birthday celebration, or a team-building extravaganza. Each player gets to dive into an interactive role, ensuring every challenge is as thrilling and unique as the next. So, gather your squad, choose your adventure, and let the good times roll! With Let’s Roam, every outing becomes a treasure trove of memories and excitement. Are you ready to conquer the city and create unforgettable experiences? Let’s Roam and make every day an adventure!"

"Dive into adventure, your go-to for the ultimate app-led adventure hunts! Step into a world where every landmark and hidden gem is waiting to be discovered. Challenge yourself with trivia, tackle brain-teasing puzzles, and embark on an epic journey of exploration! Whether you’re collaborating with your crew or turning up the competition, hunts guarantee a blast for all. Perfect for any occasion—whether it’s a spontaneous outing, a wild bachelorette bash, a festive birthday celebration, or a team-building extravaganza. Each player gets to dive into an interactive role, ensuring every challenge is as thrilling and unique as the next. So, gather your squad, choose your adventure, and let the good times roll! Every outing becomes a treasure trove of memories and excitement. Are you ready to conquer the city and create unforgettable experiences? Make every day an adventure! "