Top Virginia Sightseeing Tours in 2026

Perfect for Individuals or Small Groups. We offer guided tours, concierge service and airport transfers throughout the Washington DC , Maryland and Northern Virginia areas.

Embark on an unforgettable Northern Virginia winery tour, led by a certified Sommelier who has extensive knowledge about wines from around the world, and specifically Virginia Wine. The tour will take your group to three exceptional wineries in the region. Relax in a comfortable private vehicle as you explore the picturesque landscapes of the serene Virginia countryside. Enjoy expertly guided tastings, behind-the-scenes experiences, and personalized service tailored to your preferences. Whether you're celebrating a special occasion or simply indulging in a luxurious day of wine exploration, our curated tours offer an unparalleled experience. Discover the finest wines Northern Virginia has to offer with a unique, VIP experience!

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.

Choosing a private tour led by a PhD historian provides an experience that is both engaging and academically enriching. Instead of navigating large crowds or relying on headsets, you'll enjoy direct interaction with a knowledgeable scholar, creating opportunities for meaningful discussion and personalized insights throughout the tour. What sets this experience apart is its depth of interpretation. Rather than simply highlighting landmarks, your guide explores the historical context and significance behind them, offering the "why" behind the "what" that many standard tours overlook. The experience is also tailored to your group, with the pace and level of detail adjusted to suit everyone from families with children to dedicated history enthusiasts seeking a deeper understanding of the subject.

Experience the excitement of open-air driving on Guided Group Rides through the vibrant streets and historic neighborhoods of Richmond. Travelers can pilot an automatic or manual three-wheeled vehicle behind a knowledgeable local leader who navigates the ideal route, eliminating any navigation stress. The trip includes necessary safety equipment—such as helmets and eye protection—along with a thorough vehicle briefing before departure to ensure a confident journey. Cruising alongside fellow adventure enthusiasts creates a lively atmosphere as participants take in panoramic city views and scenic local landmarks together.

America turns 250 only once. Williamsburg has been waiting for this moment longer than any other city in the country. This is where colonial America was debated, governed, and defined — where the ideas that became the United States were argued on the street corners, in the taverns, and in the Capitol building at the end of Duke of Gloucester Street. On this private 2-hour walking tour, your dedicated guide brings the 18th century to life with insider stories, behind-the-scenes history, and personal commentary you will not find in any guidebook. The Williamsburg Inn, Merchants Square, Bruton Parish Church, the Governor's Palace, and the Capitol — each stop on this tour is a chapter in America's founding story. In 2026, walking these streets carries a weight no other destination can match. This is not a museum. This is a living city. And in America's 250th year, it has never felt more alive.

This private walking tour reveals the historic and cultural charm of Williamsburg. Step into an Old Town shaped by early American civilization. Walk through streets older than the United States. Discover stories that connect generations through heritage. In Colonial Williamsburg, history comes alive through engaging tales. What moments shaped this early community and its legacy? Cultural traditions and daily life unfold through stories designed to inspire all ages. Each step reveals a deeper connection to the past. Architectural landmarks reflect a classical era of growth and identity. Hear stories of transformation that shaped a young civilization. This journey blends education with exploration in a meaningful way. Experience a cultural adventure filled with history and storytelling. Discover a heritage that continues to inspire today. Please note: The program and attractions may vary based on booking date/time and crowd conditions, ensuring each visit is a unique experience.

America turns 250 in 2026. The celebrations are deserved. But the full story of those 250 years includes voices that were long left out of the official account. This private 2-hour walking tour traces the history of slavery in Colonial Williamsburg — the legal systems that enforced it, the buildings where enslaved people lived and worked, the courts that judged them, and the legislature that debated their lives as political abstractions. Your dedicated guide does not simplify this history or soften it. They bring it to life with care, context, and humanity. Colonial Williamsburg, the Courthouse, the Capitol Building, and the James Geddy House — each stop reveals a different dimension of a society built on enslaved labor. Understanding this history is not separate from celebrating America's 250th anniversary. It is essential to it.

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.

Embark on a thrilling two-day motorcycle adventure from Asheville, NC, through the Tail of the Dragon, and Cherohala Skyway. Experience 318 curves, scenic mountain vistas, charming towns, and unforgettable rides. Perfect weekend escape!

Time travel to 1775 with a private tour and explore the birth place of American history. Points of interest include: 1) Walk the Duke of Gloucester Street while learning about colonial trades, power of the press and Virginia's leadership in shaping our early Nation, including the first Continental Congress, Declaration of Independence & Declaration of Rights 2) Admire the Capitol Building and understand why America's Constitution carved out three government branches 3) Enjoy the Palace Green and the Governor's Palace where townspeople and gentry celebrated important events 4) Learn about Bruton Parish Church, closes 4PM 5) Shop in Merchant's Square 6) Visit the Sir Christopher Wren building and learn why the oldest academic building in America plays a significant role in our history Note: Colonial Williamsburg (CW) hours are 10am-5pm.

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.

What makes this experience unique is that every hike is completely private and personalized to your interests, abilities, and pace, allowing you to enjoy a day outdoors designed specifically for your group. There are no crowds, no rigid itineraries, and no one-size-fits-all routes. Following a pre-trip consultation, your guide custom-maps a hike that aligns with your fitness level and adventure goals, ensuring a more meaningful and enjoyable experience. We handles every detail, including private door-to-trailhead transportation, hiking logistics, gear coordination, and field-prepared meals, so you can focus entirely on the surrounding landscape. Each trip is led by a Wilderness First Responder-certified professional and supported by satellite communication technology for enhanced safety and connectivity, delivering a seamless, personalized, and professionally guided wilderness adventure.

Private Customizable Walking History Tour in Williamsburg invites you to step back in time and uncover the fascinating stories behind one of America’s most historic destinations. Wander along charming streets lined with colonial architecture, discover remarkable landmarks, and explore the heritage that shaped early American life. With a private guide and a customizable route, you can focus on the historical sites, hidden corners, and captivating stories that interest you most. From the echoes of colonial times to the people and events that influenced the nation’s history, every stop offers a fresh perspective on Williamsburg’s enduring legacy. Enjoy a relaxed and personalized journey filled with cultural discoveries, intriguing details, and memorable photo opportunities at your own pace. Please note: The program and attractions may vary based on booking date/time and crowd conditions, ensuring each visit is a unique experience.

Uncover the full beauty of Jersey on this 7-hour private shore tour blending dramatic coastlines, serene countryside, and centuries of island history. From medieval castles and seaside villages to sweeping bays and wartime relics, experience the island’s most iconic landmarks with your knowledgeable driver-guide. Perfect for those who wish to see it all — from west to east — in one unforgettable day.

giving you the history, hidden details, and insider perspectives you won’t get on a standard tour. Every stop is interactive, personalized, and designed to make you feel like you’re experiencing the city, not just looking at it.

Experience the natural beauty of Shenandoah National Park as you set out on a scenic 4-mile moderate hike along the Rose River Trail, where you’ll be immersed in lush forest landscapes and the soothing sounds of flowing water. As you follow the winding trail, you’ll encounter a series of picturesque waterfalls cascading over moss-covered rocks, offering perfect opportunities to pause, relax, and capture stunning photos. Along the way, you’ll enjoy the peaceful atmosphere of the Blue Ridge Mountains, breathe in fresh mountain air, and take in the rich sights and sounds of the surrounding wilderness. This well-balanced hike gives you the chance to combine light adventure with moments of tranquility, making it an ideal outdoor experience for nature lovers looking to explore one of Virginia’s most iconic national parks.

Explore the pivotal moments of Abraham Lincoln's life on this 6-hour tour through Washington, DC. An expert guide will lead you to significant sites connected to Lincoln’s presidency and the Civil War. You'll visit Lincoln’s Cottage, Howard University, and memorials honoring Civil War African American soldiers, Ford's Theater, culminating at the National Portrait Gallery, where the last photograph of Lincoln is displayed. This private tour combines luxury transportation with insightful storytelling, providing a deeper understanding of Lincoln’s legacy and its impact on the nation. - 6-hour guided tour focused on Lincoln’s life and legacy - Visit key historical sites including Ford’s Theatre and Petersen House - Luxury transportation provided throughout the journey - Ideal for history enthusiasts and those interested in American culture