Best Charlottesville Day Trips in 2025

Top Day Trips in Charlottesville, Virginia

Private Charlottesville Area Wine Tour

Charlottesville , Virginia

★ ★ ★ ★ ☆ (21 reviews)

Free Cancellation

From $ 235.00

Duration: 5 hours (approx.)

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.

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Wine and Culinary Delight Private Tour

Charlottesville , Virginia

★ ★ ★ ★ ★ (4 reviews)

Free Cancellation

From $ 235.00

Duration: 5 hours (approx.)

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.

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Day Trips in Charlottesville

Day trips in Charlottesville offer travelers the perfect balance of adventure, discovery, and convenience. Whether you are short on time or simply looking for an immersive experience without the need for overnight stays, these tours provide an excellent way to explore the highlights of Charlottesville and its surroundings in just one day. Guided by knowledgeable local experts, you can uncover hidden gems, iconic landmarks, and cultural treasures that bring the destination to life. From exploring scenic countryside and nearby villages to visiting historic monuments and vibrant marketplaces, day trips are designed to maximize your travel experience. They are ideal for families, couples, and solo adventurers alike, offering curated itineraries that combine comfort with unforgettable exploration. You can relax knowing that transportation, guides, and carefully planned stops are all taken care of. Best of all, day trips in Charlottesville give you the chance to see more in less time, making them a smart choice for travelers who want to make the most of their visit. With a variety of options available, every traveler can find a day trip that matches their interests and leaves them with lasting memories.

Why Choose Our Day Trips in Charlottesville?

Our day trips in Charlottesville are carefully designed to combine convenience, cultural insights, and memorable experiences. Each itinerary highlights the best of Charlottesville, led by local guides who know the destination inside and out.