Morning: Arrive in Washington DC and check into your downtown hotel, where you can settle in and freshen up for the evening.
Afternoon: Take a leisurely stroll through the historic National Mall, snapping photos of iconic monuments while the group gets energized for the night ahead.
Evening: Begin the celebration with a private tasting at District Winery, sampling a curated selection of local wines, then head to The Wharf Rooftop Bar for drinks and stunning river views.
Find HotelsMorning: Depart for the Stone Tower Winery in Leesburg, where you’ll enjoy a guided tour of the vineyards followed by a tasting of their premium reds and whites.
Afternoon: Continue the wine adventure with a full Virginia Wine Tour that includes transport to two additional wineries, a gourmet lunch, and plenty of photo ops among the rolling hills.
Evening: Return to DC for a sumptuous dinner at Ruth's Chris Steak House, then experience the city’s nightlife at the high‑energy club Echostage, dancing into the early hours.
Find HotelsMorning: Recover with a hearty brunch at Founding Farmers, featuring farm‑fresh dishes and a relaxed atmosphere perfect for recapping the weekend.
Afternoon: Unwind with a soothing session at The Spa at Mandarin Oriental, or opt for a quick guided walk to see the Washington Monument and the Lincoln Memorial before heading home.
Evening: Gather your belongings, check out of the hotel, and make your way to the airport or train station, taking fond memories of an unforgettable bachelor party.
Find HotelsIf you’d like to extend the trip, consider adding an extra night to explore more of Virginia’s wine country or schedule a private boat charter on the Potomac. To shorten the itinerary, you can skip the afternoon wine tour and replace it with a quick brewery hop in DC, still keeping the celebration lively while saving time and budget.