Ultimate Washington DC Bachelor Party Itinerary with Airbnb Stay: June 19-22, 2025

Day 1: Arrival & Night Out

Washington DC, USA on June 19, 2025

11:00am

Check-in at Airbnb

Arrive and settle into a spacious Washington DC Airbnb rental, ideal for accommodating your group of 14 with common areas perfect for socializing and relaxing.
Varies, 1h

12:00pm

Lunch at &pizza

Enjoy a casual and modern DC staple with customizable gourmet pizzas perfect for a large group; open daily from 11am to 10pm.
USD15, 1h

2:00pm

Explore Dupont Circle

Walk around the vibrant Dupont Circle neighborhood, known for its bars, lounges, and unique shops—a great spot for afternoon relaxation and socializing.
Free, 2h

5:00pm

Pre-dinner Drinks at The Gibson

Sip craft cocktails at this speakeasy-style bar known for its intimate atmosphere and excellent bartenders, ideal for starting the night out.
USD15, 1h30m

7:00pm

Dinner at RPM Italian

Dine on upscale Italian dishes with a vibrant atmosphere and extensive wine list; reservation recommended for a large party. Open until 11pm.
USD60, 2h

9:30pm

Night Out in U Street Corridor

Head to the lively U Street Corridor to experience Washington DC’s nightlife featuring iconic clubs and live music venues like Marvin or The Big Hunt.
Varies, 3h
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Day 2: Culture & Entertainment

Washington DC, USA on June 20, 2025

9:00am

Breakfast at Founding Farmers

Start the day with a hearty and locally sourced American breakfast in a rustic-chic setting; open from 7am on weekends.
USD20, 1h

10:30am

Visit the National Gallery of Art

Explore world-class art collections including masterpieces from Renaissance to modern eras in a spacious and elegant museum with free admission; open from 10am to 5pm.
Free, 2h

1:00pm

Lunch at Shake Shack - Penn Quarter

Grab casual American fare like burgers and shakes for a quick and delicious meal; open 11am–10pm.
USD15, 1h

2:30pm

Tour U.S. Capitol Building

Book a guided tour of the U.S. Capitol to see the heart of American democracy — must reserve tickets in advance; tours run until 3:30pm.
Free, 1h30m

4:30pm

Relax at National Mall

Unwind and stroll along the National Mall, enjoy iconic monuments such as the Washington Monument and Lincoln Memorial, open and accessible at all hours.
Free, 1h

7:00pm

Dinner at The Hamilton

Enjoy live music and an extensive American menu in an elegant setting; open till 11pm. Reserve in advance for groups.
USD50, 2h

9:30pm

Comedy Show at DC Improv

Catch a stand-up comedy show featuring national acts at this well-known venue; shows typically start around 9:30pm.
USD25, 2h
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Day 3: Georgetown & Nightlife

Washington DC, USA on June 21, 2025

8:30am

Breakfast at Baked & Wired

Enjoy delicious and creative pastries paired with excellent coffee at this popular Georgetown café; open at 8am.
USD12, 1h

10:00am

Kayaking at Georgetown Waterfront

Rent kayaks or paddleboards to enjoy the scenic Potomac River; rentals typically available 9am-6pm during summer months.
USD35, 2h

12:30pm

Lunch at Farmers Fishers Bakers

A popular waterfront restaurant offering fresh seafood and American dishes with outdoor seating; open 11am–10pm.
USD40, 1h30m

2:30pm

Shopping & Exploring M Street

Stroll along M Street for trendy boutiques, craft shops and bars – great for picking up unique souvenirs or just soaking in the scene.
Free, 2h

5:30pm

Return to Airbnb & Rest

Take time to relax and prepare for the evening festivities.
Free, 1h

7:30pm

Dinner at Fiola Mare

Experience upscale Italian seafood with waterfront views, perfect for a sophisticated bachelor party dinner; open till 10pm. Reservations required.
USD70, 2h

10:00pm

Bar Crawl in Adams Morgan

Explore the lively bars and clubs in Adams Morgan, a hot spot for nightlife and dancing, with venues like Madam’s Organ and Jack Rose; bars generally open until 2am.
Varies, 3h
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Day 4: Sightseeing & Departure

Washington DC, USA on June 22, 2025

8:30am

Breakfast at Le Pain Quotidien

Enjoy fresh bakery goods and coffee in a relaxed setting; many locations open from 7am on weekends.
USD15, 1h

9:30am

Visit Smithsonian Museums

Choose from the National Air and Space Museum or the National Museum of American History, both free and open from 10am to 5:30pm.
Free, 2h

12:00pm

Lunch at District Taco

Casual dining offering flavorful tacos with locally sourced ingredients; open until 9pm, perfect for a quick bite before departure.
USD12, 1h

1:30pm

Pack and Check-out from Airbnb

Return to Airbnb to pack, check-out, and head to the airport or next destination.
Free, 1h
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