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Romantic 7-Day Honeymoon in Virginia
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Romantic 7-Day Honeymoon in Virginia
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Day 1: Welcome to Charlottesville
Charlottesville, Virginia
10:00AM
Check-in at The Clifton Inn
Start your honeymoon with luxury as you check into The Clifton Inn, known for its romantic ambiance and beautiful gardens.
Walk or drive from the airport to the hotel.
USD250, 1 hour
12:00PM
Lunch at The Local
Savor locally-sourced ingredients at The Local, which offers a seasonal menu of mouthwatering dishes.
Short drive (5 minutes) from the hotel.
USD40, 1 hour
2:00PM
Visit Thomas Jefferson's Monticello
Explore the historic estate of Thomas Jefferson, learning about his life and the stunning architecture of the home.
15-minute drive from the restaurant.
USD30, 2 hours
5:00PM
Sunset at Carter Mountain Orchard
Enjoy breathtaking views of the Blue Ridge Mountains while tasting fresh apples and cider at this charming orchard.
20-minute drive from Monticello.
USD12, 2 hours
7:30PM
Dinner at Oakhart Social
Indulge in a delightful dinner featuring artisanal dishes and craft cocktails, perfect for a romantic evening.
15-minute drive from the orchard.
USD100, 1.5 hours
Find Hotels in Charlottesville
Day 2: Exploring Charlottesville
Charlottesville, Virginia
8:30AM
Breakfast at Bluegrass Grill & Bakery
Start your day with a delicious breakfast of homemade biscuits and Southern-style favorites at this local gem.
5-minute drive from the hotel.
USD30, 1 hour
10:00AM
Wine Tour at King Family Vineyard
Take a scenic drive to King Family Vineyard, where you can taste and learn about Vale’s renowned wines.
25-minute drive from the restaurant.
USD50, 3 hours
2:00PM
Lunch at Michie Tavern
Step back in time and enjoy a hearty lunch featuring traditional Southern fare in this historic tavern.
10-minute drive from the vineyard.
USD50, 1.5 hours
4:00PM
Stroll through Downtown Mall
Wander through the historic Downtown Mall, with unique shops, galleries, and cozy coffee spots to explore.
15-minute drive from the tavern.
Free, 2 hours
7:00PM
Dinner at The Glass House
Enjoy a romantic dinner with farm-to-table dishes served in an intimate setting over looking the garden.
10-minute drive from Downtown Mall.
USD120, 2 hours
9:30PM
Evening stroll at the historic UVA campus
Take a leisurely evening walk through the campus of the University of Virginia, a UNESCO World Heritage Site.
10-minute drive from the restaurant.
Free, 1 hour
Find Hotels in Charlottesville
Day 3: Richmond Romance
Richmond, Virginia
9:00AM
Breakfast at Perly’s
Relish a New York-style deli breakfast at Perly's, with mouthwatering bagels and smoked salmon.
30-minute drive from Charlottesville.
USD40, 1 hour
10:30AM
Visit the Virginia State Capitol
Explore the architectural beauty of the Virginia State Capitol and its stunning grounds designed by Thomas Jefferson.
15-minute drive from the restaurant.
Free, 1.5 hours
12:00PM
Lunch at Comfort
Try delicious Southern comfort food at Comfort, known for its warm service and cozy atmosphere.
10-minute drive from the Capitol.
USD60, 1 hour
2:00PM
Explore Belle Isle Park
Enjoy some outdoor adventure at Belle Isle Park, perfect for hiking or simply relaxing by the James River.
10-minute drive from the restaurant.
Free, 2 hours
5:00PM
Cocktails at The Jefferson Hotel
Unwind with exquisite cocktails in the luxurious lobby of The Jefferson Hotel, a Richmond landmark.
15-minute drive from Belle Isle.
USD50, 1 hour
7:00PM
Dinner at Lemaire
Wrap up the day with a romantic dinner at Lemaire, known for its farm-fresh approach to classic dishes.
5-minute drive from The Jefferson Hotel.
USD150, 2 hours
Find Hotels in Richmond
Day 4: Historic Williamsburg
Williamsburg, Virginia
9:00AM
Breakfast at The Bake Shoppe
Start the day with fresh pastries and coffee at this charming bakery that locals love.
40-minute drive from Richmond.
USD25, 1 hour
10:30AM
Colonial Williamsburg
Step back in time and explore the historic area of Colonial Williamsburg, visiting its shops and attractions.
10-minute drive from the bakery.
USD45, 3 hours
2:00PM
Lunch at The King's Arms Tavern
Enjoy a period-authentic dining experience at this charming tavern, offering delicious colonial dishes.
Walk to the tavern from Colonial Williamsburg.
USD70, 1.5 hours
4:00PM
Visit the Abby Aldrich Rockefeller Folk Art Museum
Explore the remarkable collection of American folk art in this enchanting museum.
5-minute drive from the tavern.
USD20, 1.5 hours
6:30PM
Dinner at The Trellis Restaurant
Enjoy a lovely dinner with seasonal dishes featuring local ingredients in the heart of historic Williamsburg.
10-minute drive from the museum.
USD120, 2 hours
Find Hotels in Williamsburg
Day 5: Beach Bliss
Virginia Beach, Virginia
9:00AM
Breakfast at The Green Cat
Enjoy a delightful breakfast of fresh juices and wholesome options at this organic cafe.
60-minute drive from Williamsburg.
USD30, 1 hour
10:30AM
Relax at Virginia Beach Boardwalk
Take a leisurely stroll along the famous Virginia Beach Boardwalk, soaking up the sun and ocean breeze.
10-minute drive from the cafe.
Free, 2 hours
12:30PM
Lunch at Catch 31
Dine on fresh seafood with ocean views at Catch 31, known for its vibrant atmosphere and delicious dishes.
5-minute walk from the boardwalk.
USD80, 1.5 hours
2:00PM
Water sports or Beach Relaxation
Choose between adventurous water sports or simply lounging on the beach to bask in the delightful sunshine.
Proximity to the boardwalk.
Varies, 3 hours
5:00PM
Cocktails at The Oceanfront Inn
Enjoy sunset cocktails at The Oceanfront Inn while overlooking the ocean.
Short walk from the beach.
USD30, 1 hour
7:00PM
Dinner at The Dining Room at The Founders Inn
Culminate your day by dining on exquisite dishes with a Southern flair at The Dining Room.
15-minute drive from the cocktails.
USD130, 2 hours
Find Hotels in Virginia Beach
Day 6: Adventure in Nature
Shenandoah National Park, Virginia
8:00AM
Breakfast at The Red Truck Bakery
Grab fresh pastries and coffee at this iconic bakery before your journey into nature.
60-minute drive from Virginia Beach.
USD20, 1 hour
9:30AM
Explore Shenandoah National Park
Marvel at the stunning views and diverse wildlife while hiking on one of the park's scenic trails.
40-minute drive from the bakery to the park entrance.
USD30, 5 hours
3:30PM
Lunch at Skyland Restaurant
Treat yourself to a relaxing lunch at Skyland Restaurant with panoramic views of the valley.
Hike back to the restaurant in the park.
USD40, 1.5 hours
5:00PM
Relax at Big Meadows Lodge
Finish your day by unwinding at Big Meadows Lodge, surrounded by nature's beauty.
10-minute drive from the restaurant.
Free, 1 hour
7:00PM
Dinner at The Skyland Dining Room
Dine at the scenic Skyland Dining Room, enjoying local dishes and stunning sunset views.
Back to the restaurant at Skyland.
USD70, 2 hours
Find Hotels in Shenandoah National Park
Day 7: Cultural Farewell
Arlington, Virginia
8:30AM
Breakfast at The Diner
Enjoy classic American breakfast dishes to fuel your journey to Arlington.
60-minute drive from Shenandoah to Arlington.
USD40, 1 hour
10:00AM
Visit Arlington National Cemetery
Pay your respects at this iconic national cemetery, exploring the somber yet beautiful grounds.
10-minute drive from the diner.
Free, 2 hours
12:30PM
Lunch at &pizza
Grab a quick bite at &pizza, offering delicious hand-crafted pizzas in an upbeat atmosphere.
10-minute drive from the cemetery.
USD30, 1 hour
2:00PM
Explore the National Mall
Spend your afternoon visiting iconic monuments and memorials at the National Mall in Washington, D.C.
15-minute drive from the lunch spot.
Free, 3 hours
5:30PM
Farewell Dinner at The Capital Grille
Celebrate the end of your honeymoon with a fine dining experience at The Capital Grille, featuring world-class steaks and an elegant ambiance.
15-minute drive from the National Mall.
USD200, 2 hours
Find Hotels in Arlington
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Trip Packing List: Virginia Beach (Friday–Monday, May 22–25, 2026)
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Itinerary created by
Plantrip Team
November 12, 2024
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