Romantic Winter Honeymoon Itinerary: Williamsburg & Washington D.C., Virginia

Day 1: Arrival & Colonial Welcome

Williamsburg, VA on December 30, 2025

9:00am

Breakfast at The Trellis Restaurant

Enjoy a cozy breakfast with a Southern-inspired menu, featuring freshly baked pastries and specialty coffee to start your arrival day with charm.
USD25, 1h0m

10:30am

Colonial Williamsburg Historic Area

Stroll through the beautifully preserved 18th-century town, experience live reenactments, and enjoy romantic carriage rides through the colonial streets.
USD50 per person, 3h0m

1:30pm

Lunch at Christiana Campbell’s Tavern

Dine in an elegant, colonial-style tavern serving traditional American cuisine in a historic setting dating back to 1770.
USD40, 1h30m

3:00pm

Williamsburg Winery Tasting

Indulge in a wine tasting session in a charming local winery to toast the beginning of your honeymoon.
USD25 per person, 1h30m

6:30pm

Dinner at The Fat Canary

Enjoy a romantic, award-winning dinner featuring American fusion cuisine with an intimate atmosphere perfect for honeymooners.
USD80, 2h0m
View Hotel Availability

Day 2: Exploring History & New Year’s Eve

Williamsburg, VA on December 31, 2025

8:30am

Breakfast at Aroma’s Coffeehouse

Start your day with freshly brewed coffee and light breakfast items in a cozy café loved by locals.
USD15, 1h0m

9:30am

Historic Jamestowne Visit

Take a short drive to the original English settlement, exploring archeological sites and museums about early American history.
USD20 per person, 3h0m

1:00pm

Lunch at The Hound’s Tale

Enjoy a casual but refined lunch with locally sourced ingredients in a rustic, elegant setting.
USD35, 1h15m

2:30pm

Spa Couples Massage at Spa of Colonial Williamsburg

Relax and unwind together with a rejuvenating couples massage to prepare for New Year’s Eve celebrations.
USD200, 1h30m

8:00pm

New Year’s Eve Dinner at Boyd’s Tavern

Celebrate New Year’s Eve with a special colonial-themed dinner featuring seasonal dishes and local wine.
USD75, 2h30m
View Hotel Availability

Day 3: Travel to D.C. & Monumental Start

Washington D.C. on January 1, 2026

8:00am

Breakfast at The Blue Talon Bistro, Williamsburg

Enjoy a hearty French-inspired breakfast before departing for Washington D.C.
USD25, 1h0m

10:00am

Drive Williamsburg to Washington D.C.

Travel northeast approximately 150 miles, about 3.5 hours drive; check into your hotel upon arrival.
USD0 (drive cost varies), 3h30m

2:00pm

Lunch at Founding Farmers DC

Savor farm-to-table American classics at a popular eco-conscious restaurant minutes from the National Mall.
USD40, 1h15m

3:30pm

National Mall Walk & Memorials

Enjoy a leisurely afternoon walk visiting the Lincoln Memorial, Korean War Veterans Memorial, and Vietnam Veterans Memorial—perfect for a reflective, romantic stroll.
Free, 2h0m

6:00pm

Sunset at Jefferson Memorial

Watch a stunning winter sunset at the serene Tidal Basin, a truly memorable honeymoon moment.
Free, 1h0m

7:30pm

Dinner at Le Diplomate

Taste refined French cuisine in an atmospheric setting, perfect for your first night in D.C.
USD85, 2h0m
View Hotel Availability

Day 4: Museum Day & Gourmet Dining

Washington D.C. on January 2, 2026

8:30am

Breakfast at Busboys and Poets

Enjoy a diverse menu in a laid-back, vibrant setting with art and poetry, great for caffeine and a cultural vibe.
USD20, 1h0m

10:00am

Smithsonian National Air and Space Museum

Explore fascinating exhibits that trace the history of aviation and space flight. Opens 10am daily.
Free, 2h0m

12:30pm

Lunch at Mitsitam Native Foods Cafe

Discover indigenous cuisines of the Americas at this unique and highly regarded museum eatery inside the National Museum of the American Indian.
USD30, 1h0m

1:45pm

National Gallery of Art

Visit the West and East buildings to admire masterpieces spanning centuries from Renaissance to modern art. Open 10am-5pm.
Free, 2h0m

4:00pm

Hot Chocolate at The Wydown Coffee Bar

Warm up with some artisan hot chocolate or a crafted coffee at this cozy, local favorite cafe.
USD10, 0h30m

7:00pm

Dinner at The Pembroke

Dine in elegant surroundings with creative American dishes and excellent wine selections, ideal for a romantic evening.
USD90, 2h0m
View Hotel Availability

Day 5: Capitol Highlights & Shopping

Washington D.C. on January 3, 2026

8:00am

Breakfast at Eastern Market

Sample fresh baked goods and coffee at the bustling market, perfect for a lively start and local vibe experience.
USD15, 1h0m

9:30am

U.S. Capitol Tour & Library of Congress

Take a guided tour of the Capitol building and marvel at the stunning Library of Congress architecture and exhibits. Tours start early but require advance booking.
Free (advance booking required), 3h0m

1:00pm

Lunch at Blue Duck Tavern

Enjoy exquisite New American cuisine in an upscale, rustic setting close to the White House.
USD60, 1h30m

3:00pm

Georgetown Shopping & Historic Walk

Explore this charming neighborhood’s high-end boutiques, cobblestone streets, and waterfront views for an afternoon of relaxed luxury.
Free (shopping varies), 2h30m

7:30pm

Dinner at Fiola Mare

Celebrate your last night in D.C. with fine Italian seafood dining overlooking the Potomac River, perfect for a romantic farewell dinner.
USD110, 2h0m
View Hotel Availability

Day 6: Leisure & Departure Prep

Washington D.C. on January 4, 2026

9:00am

Brunch at Ted’s Bulletin

Enjoy a relaxed brunch with homemade pop-tarts and hearty dishes in a nostalgic diner setting.
USD25, 1h30m

11:00am

Visit to the National Botanical Garden

Wander through beautiful indoor and outdoor gardens for a serene last romantic walk before departure.
Free, 1h30m

1:00pm

Afternoon Coffee at Compass Coffee

Grab a final local coffee to go and reflect on your honeymoon memories.
USD10, 0h30m

2:00pm

Return for hotel checkout and airport transfer

Prepare for your departure with ample time for transit and airport check-in.
Varies, Remaining day
View Hotel Availability