A Romantic 3-Day Honeymoon Itinerary in Charlottesville, VA

• Day 1: Visit historic landmarks and sample the finest wine and cuisine of Charlottesville.
  • Visit Monticello, the home of Thomas Jefferson and one of the most iconic landmarks of Virginia (2 hours). Tour the estate, appreciate the architecture, and learn about the life of the founding father.
  • Head to the Downtown Mall, a pedestrian-friendly area full of charming boutiques, cafes, and art galleries. (3 hours).
  • Stop by the Jefferson Theater, a live music venue that offers a variety of entertainment, from local bands to big-name acts (2 hours).
  • End the day with a romantic wine tasting at Pippin Hill Farm & Vineyards, known for its breathtaking views, delicious wine, and farm-to-table cuisine (2 hours).
• Day 2: Explore the natural wonders of the Shenandoah Valley and admire stunning views of the Blue Ridge Mountains.
  • Embark on a scenic drive along Skyline Drive, a 105-mile national parkway that offers panoramic views of the valley and the mountains (4 hours).
  • Hike to the Humpback Rocks, a challenging trail that rewards hikers with stunning views of the valley (3 hours).
  • Relax and unwind at the Barboursville Vineyards, known for its award-winning wines and tranquil setting (2 hours).
• Day 3: Enjoy a romantic day in the picturesque countryside of Central Virginia.
  • Visit the University of Virginia, a UNESCO World Heritage Site, and admire the stunning architecture of its historical buildings and gardens (2 hours).
  • Take a leisurely horse-drawn carriage ride around the beautiful Boar's Head Resort (2 hours).
  • Have a romantic dinner at the C&O Restaurant, known for its exquisite cuisine made from locally sourced ingredients and its intimate atmosphere (2 hours).

Time and Costs Estimates

• Monticello (2 hours, $30)
• Downtown Mall (3 hours, $50)
• Jefferson Theater (2 hours, $30)
• Pippin Hill Farm & Vineyards (2 hours, $80)
• Skyline Drive (4 hours, $30 per vehicle)
• Humpback Rocks Hike (3 hours, free)
• Barboursville Vineyards (2 hours, $30)
• University of Virginia (2 hours, free)
• Horse-drawn carriage ride at Boar's Head Resort (2 hours, $150)
• C&O Restaurant (2 hours, $150)
Total Estimated Costs: $630

Transportation

Travelers will need a car to get around Charlottesville and its surrounding areas. Uber and Lyft are other options for short distances, and taxis are also available. Expect to spend around $40 per day on gas and $100 per day on car rental. Travel time can range from 20 to 60 minutes between locations.

Useful tips

If you have more time, consider visiting the Blue Ridge Parkway, a scenic drive that connects Shenandoah National Park and Great Smoky Mountains National Park. For a unique experience, try taking a hot air balloon ride or going on a ghost tour. If you have less time, shorten some of the activities or skip the vineyards visit.

Airports

The Charlottesville Albemarle Airport (CHO) is the primary airport serving Charlottesville, located 8 miles from downtown. CHO offers daily flights to major destinations such as Atlanta, Chicago, New York, and Washington, D.C.