AI Travel Planner

AI Travel PlannerRoam AroundAI Travel Planner

Home

5-Day Charlottesville, Richmond, and Norfolk Adventure Itinerary

Starting date
Rate This Itinerary
day 1

Exploring Charlottesville's History and Culture

Charlottesville Itinerary - March 4

Morning. Begin your journey with a delightful breakfast at Bodo's Bagels, a local favorite known for its fresh bagels. Afterward, take a morning stroll through the University of Virginia, exploring the historic Rotunda and the Academical Village.
Afternoon. For lunch, enjoy a burger at Citizen Burger Bar, offering a variety of locally-sourced options. Spend your afternoon visiting the Michie Tavern, where you'll step back in time to experience 18th-century hospitality and enjoy a guided tour.
Evening. As the sun sets, savor the flavors of Spain at Mas Tapas. Try a variety of small plates and immerse yourself in the vibrant atmosphere. End the night with the Charlottesville Ghosts of Court Square Walking Tour, where you'll hear tales of the city's haunted history.
next arrow
next arrow
day 2

Vineyards and Scenic Views

Charlottesville Itinerary - March 5

Morning. Start your day with a visit to Jefferson Vineyards, where you can enjoy a guided wine tasting in a picturesque setting. Pair it with a light snack before heading to the serene Shenandoah National Park for an afternoon of hiking and exploring.
Afternoon. Take in the stunning views of the park as you enjoy a packed lunch. Afterward, continue to Mulberry Row at Thomas Jefferson's Monticello, where you can walk in the footsteps of history and learn about the lives of the people who lived and worked on the plantation.
Evening. For dinner, indulge in the artisanal pizzas at Lampo Neapolitan Pizzeria. The authentic flavors and cozy atmosphere make for a perfect end to the day.
next arrow
next arrow
day 3

Historic Richmond Highlights

Richmond Itinerary - March 6

Morning. Kick off your day in Richmond with a delicious breakfast at The Local, known for its use of local ingredients. Afterward, take a guided tour of the historic St. John's Church, where Patrick Henry delivered his famous "Give me liberty or give me death" speech.
Afternoon. Enjoy a leisurely lunch at Tavola, offering a menu inspired by the traditional cuisine of Northern Italy. Spend your afternoon exploring the beautiful Virginia Museum of Fine Arts (VMFA), home to a stunning collection of art from around the world.
Evening. For dinner, savor the flavors of Mexico at Zocalo. The vibrant decor and delicious dishes will transport you south of the border. End your evening with a relaxing stroll along the Richmond Canal Walk, taking in the sights and sounds of the city at night.
next arrow
next arrow
day 4

Norfolk's Nautical and Culinary Delights

Norfolk Itinerary - March 7

Morning. Start your day in Norfolk with a hearty breakfast at Fry's Spring Station, known for its innovative takes on classic dishes. Afterward, visit the impressive Nauticus, a maritime museum that also houses the USS Wisconsin.
Afternoon. Enjoy a waterfront lunch at Waterside District Restaurants, where you can choose from a variety of dining options. Spend your afternoon exploring the beautiful Norfolk Botanical Garden, home to a vast collection of plants from around the world.
Evening. For dinner, indulge in the elegant French cuisine at Maya. The sophisticated ambiance and exquisite dishes make for a memorable dining experience. End your evening with a performance at the Virginia Stage Company, enjoying the vibrant arts scene of Norfolk.
next arrow
next arrow
day 5

Breweries and Local Eats

Charlottesville Itinerary - March 8

Morning. Start your final day with a visit to Champion Brewing Company, where you can sample a variety of craft beers. Pair it with a snack before heading to the Charlottesville Scavenger Hunt, a fun and interactive way to explore the city's hidden gems.
Afternoon. For lunch, enjoy the laid-back atmosphere and delicious sandwiches at J.M. Stock Provisions. Afterward, visit Blenheim Vineyards, founded by Dave Matthews, and taste a selection of their unique wines.
Evening. End your trip with a casual dinner at C&O Restaurant, a Charlottesville institution known for its comfort food and welcoming atmosphere. Reflect on your journey as you enjoy a meal filled with local flavors and hospitality.
next arrow
next arrow
Rate This Itinerary
Share trip

Explore itineraries for nearby towns in Virginia

layla