Top Virginia Spring Break in 2026

You've been to winery wine tasting, but, have you been to a chocolate factory wine tasting? Welcome to our craft chocolate factory to see how chocolate is made while sipping on perfectly paired wine.

Culinary Experience: Join Winemaker Donna for a Guided Lunch Featuring: Five categories of wine Tapas-sized food pairings Three delicious entrees A cheese course with three exquisite cheeses Three delightful desserts Three decadent chocolate delicacies Highlights: Learn how to achieve perfect pairings every time Discover the nuances of wine Experience enlightening 'aha' moments for social gatherings Come hungry for a deliciously educational meal!

Come on to our Haunted Pub Crawl Tour presented by US Ghost Adventures! Many of the best clubs and pubs in the area are housed in the historic structures that dot the Shockoe Bottom neighborhood of Richmond. This trip is created to give you a taste of the best Richmond has to offer, like Farmhouse hard cider, as well as a window into the afterlife of some of its people, such as the four ghosts rumored to haunt St. John's Church.

Enjoy a night of drinking and ghost stories as you explore Williamsburg with the help of a tour guide to show you around. Stop at a range of local establishments for drinks and pass by historical sights on the way while you listen to the macabre tales told by your engaging tour leader. Make sure you come thirsty for some drinks and hungry for some thoroughly researched spooky stories.

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.

An evening of chilling tales and lively atmosphere awaits on the Williamsburg Ghost and Taverns Pub Crawl. This unique adventure combines the thrill of ghost stories with visits to historic taverns, creating a memorable night out in Williamsburg. With your ticket, enjoy a complimentary first drink while immersing yourself in the local history and spooky legends. Perfect for those seeking a blend of fun and fright in a vibrant social setting, this pub crawl is an ideal choice for friends and enthusiasts of the supernatural alike. Join us for an unforgettable night filled with laughter, chills, and camaraderie.

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!

Richmond has rebuilt itself many times, but some stories refuse to stay buried. The Dead Don’t Forget is a 90-minute adults-only ghost walking tour through Shockoe Bottom, designed for guests ages 16 and older who want a deeper look at the city’s darker history. This tour also explores local paranormal traditions tied to Shockoe Bottom, including reports of footsteps, voices, shadowy figures, uneasy sensations, and stories that remain attached to places where the past was never fully resolved. This is an outdoor walking tour, and guests do not enter museums, stations, buildings, or tour stops. The Dead Don’t Forget is not built around cheap scares or invented legends. It uses Richmond’s real history and reported hauntings to examine what remains when a city builds over painful ground, softens uncomfortable stories, and tries to move forward without fully remembering who was left behind.

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!

Ale & Apparitions connects Williamsburg’s haunted history to the places where the city still gathers after dark. Beginning in Merchants Square and moving into the William & Mary nightlife district, this pub crawl blends local bars with stories of theater folklore, institutional confinement, wartime occupation, destructive fires, disturbed burials, and campus legends. It is not just a historic ghost tour with a drink stop added in — it follows the line between old Williamsburg and modern college-town nightlife, showing how the city’s past still lingers around the places people meet, drink, talk, and trade stories today. This experience blends ghost stories, colonial history, tavern culture, and a fun night out for adults. Guests will hear about the people who filled Williamsburg’s evenings, the legends that grew around its taverns, and why some believe echoes of those nights still linger. Guests must be age 21+ and bring valid government-issued photo ID.

The Ghost Tour is Williamsburg's first and only murder-focused tour. Explore areas that other history tours would be afraid to visit. Explore a historic city that conceals a sinister and unsettling past. A netherworld of horrific death and hatred. Accompany your guide on foot to some of our favorite local watering establishments. To help you get ready for what's to come, try a drink with a murder theme or one of the pub's specialty beverages. Then, take a stroll through the dim, peaceful streets of Historic Williamsburg, where you may learn the real stories of the city's most notorious crimes. There's nothing ghostly about Williamsburg's scariest tour. It has to do with murder.

Williamsburg is celebrated as the birthplace of American liberty, but its history is not as polished as its restored streets suggest. Gallows Path explores the darker side of Colonial Williamsburg through stories of power, punishment, betrayal, confinement, and justice that did not always serve the truth. This 90-minute adults-only ghost tour, for guests ages 16+, follows historic streets after dark, connecting real colonial history with the legends and reported hauntings that followed. Your Ghost City Tours Ambassador will guide you to exterior locations tied to the Colonial Williamsburg Courthouse, Bruton Parish Church, George Wythe House, Peyton Randolph House, Public Hospital Museum, Magazine Green, and Public Gaol. This tour is not built around costumes, staged scares, or invented stories. The history is dark enough on its own. Gallows Path asks one question that grows more complicated at every stop: what happens when justice fails?

Take this Alexandria Boos and Booze haunted pub crawl tour and add some fun into your work week! This quick but fun tour will take you to four stops for up to two hours. This tour price does not include tastings or tours of the facilities. This tour will take you to a total of four watering holes in Alexandria, which may be a combination of craft producers in Alexandria, and local bars. There will be a variety of haunted stops in between these already notorious bars and pubs! We'll spend about 15-20 minutes to one hour at each destination. Exact lineup depends on day of week and season. Drinks are not included. The total duration is approximately 1 hour and 45 minutes. The duration of the tour includes, drinks at the establishments, history and story telling at the historic sites and walking to and from the historic sites.

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

Discover Virginia’s Monticello Wine Trail on a private winery tour in Charlottesville. Create an itinerary with your dedicated guide based on your group’s wine interests and travel in a comfortable, air-conditioned vehicle to each destination. Enjoy guided tours of each vineyard, play indoor games, and savor included snacks during the tour. Purchase wine tastings, if you’d like.

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.

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.

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.

Immerse yourself in the excitement of Richmond, Virginia’s thriving craft beer scene—and learn all about beer styles and the brewing process from your guide—on this private, half-day tour. Meet your guide in central Richmond for a tutored tasting before setting off in your comfortable, air-conditioned minibus. You’ll visit three highlight breweries, will enjoy generous tastings at each, and will go behind-the-scenes at one to learn more about the brewing process.

Experience the top-rated brewery and meadery tour in Richmond, where you'll explore the city's best craft alcohol hotspots while enjoying tours and tastings included in your ticket! Operating year-round, this immersive experience takes you through Scott’s Addition, home to some of the region’s finest breweries, cideries, and meaderies. Led by expert guides, this USMC Disabled Combat-Veteran-Owned, women and minority-led tour brings you to Buskey Cider, Strangeways Brewing, Ardent Craft Ales, Black Heath Meadery, and Blue Bee Cider. At each stop, you’ll sample exceptional craft beverages while learning about the production process and the rich history behind each establishment. Whether you're a beer connoisseur, cider lover, or mead enthusiast, this tour is the perfect way to drink, learn, and explore the city. Perfect for private groups, bachelorette parties, and special events, this unique bar crawl lets you experience Richmond’s thriving craft scene like never before!

Your tours are intentionally designed for small groups, allowing us to provide a level of service and attention that larger tour operators simply cannot match. We take the time to understand your preferences, recommend venues that fit your group's personality, and create an itinerary tailored to your occasion. Whether you're celebrating a birthday, anniversary, bachelorette party, date day, or simply enjoying time with friends, every experience is customized around you. What truly makes us different is your concierge-style approach. From the moment we pick you up until we safely return you home, we're focused on the details. We coordinate timing between venues, help keep your day running smoothly, offer local knowledge of Virginia wine country, and provide the flexibility to adjust the day as needed.

Build your wine confidence. No snobs here! White & Red Wine Crafting, Aeration Techniques, Rosé Revelations, Restaurant Etiquette, Molecular Pairing, Chocolate and Wine Pairing made easy!

Avoid the crowds of a traditional pub crawl and head out on a fun scavenger hunt with this app-based experience, which takes you to some of Alexandria's best watering holes. You and your group of friends, family members, or colleagues spend the evening completing challenges and solving problems while visiting fun pubs and bars along the way.