Top Washington DC Wine Tasting Tours

Escape the bustle of Washington DC for a day—and enjoy an indulgent excursion in Virginia Wine Country—on this small-group tour. Depart in the morning from a central departure point, and cross over into Virginia. You'll visit two wineries, where you'll enjoy extensive behind-the-scenes tours, tutored tastings, and snacks, and will also have the option to purchase lunch on one of the estates.

This private, self-guided winery experience gives you the freedom to explore Virginia's renowned wine country on your own terms. Travel in a luxury Mercedes-Benz Sprinter with leather seating, climate control, and ample space — perfect for groups who want comfort and flexibility. Your professional driver handles all the logistics while you enjoy tastings at the wineries of your choice in the Middleburg area. Since winery availability may vary, we customize your itinerary to ensure the best experience on the day of your tour. Flexible pickup from Washington DC, Northern Virginia, and Maryland makes this the easiest and most enjoyable way to discover wine country.

Combine tastes of Virginia's best wines with a private experience on this guided wine-tasting tour from Washington DC for groups of six or more people. With round-trip transportation provided, you'll enjoy the scenery on the journey and you don't have to worry about who will be the designated driver. Includes tastings at two wineries.

Our expertly crafted Wine Tours will take you on a curated voyage through some of the most prestigious vineyards in the Northern Virginia Wine Region, allowing you to savor the full spectrum of flavors and traditions that define the region. Unlike other wine tour companies, we have specifically selected every destination to showcase the unique historic landscape and beautiful scenery of the region, and on this private (6) hours Winery Tour we will travel through the beautiful historic villages of Hillsboro, dive into its history , and talk about its relationship with the region's wine country. The historic scenery is absolutely magnificent and enhances greatly your experience! On this tour you will enjoy visiting (3) stunning wineries (Hillsborough Vineyards, Breaux Vineyards, and Bozzo Family Vineyards). At each venue we will facilitate the staff introduction for you, provide you with guidance & information, and offer recommendations.

Northern Virginia is peppered with vineyards, each offering a unique variety of wines. Spend a day wine tasting through Virginia wine country when you book this private tour that begins with pickup anywhere in the DC metro area. Your driver-guide can suggest wineries to visit or you can create your own itinerary based on vineyards that interest you. Note: tastings are not included.

Let us take you through the beautiful Virginia countryside in a luxury vehicle as we introduce you various wineries of the old dominion state Nestled in the Northern Virginia heartland acres of vineyards sprinkled with wineries along country roads. We will guide you to a duet of distinct wineries that capture the essence of the mid-south

Explore the wine-producing region of Loudon County, Virginia, on this full-day private tour from Washington DC. With your private party, travel in a comfortable SUV to three local wineries to take tours of the vineyards and cellars. Tastings are available at an additional cost. This private tour is customizable and offers the benefit of being able to travel at your own pace.

Let us take you through the beautiful Virginia countryside in a luxury vehicle as we introduce you various wineries of the old dominion state Nestled in the Northern Virginia heartland acres of vineyards sprinkled with wineries along country roads. We will drive you to a trio of distinct wineries that capture the essence of the mid-south

Step into Washington DC like a local on this curated history and cocktail experience. This is not your average pub crawl — it’s a guided journey through the city’s stories, culture, and hidden gems, paired with handcrafted drinks along the way. Led by a knowledgeable local guide, you’ll explore one of DC’s most vibrant neighborhoods while enjoying a relaxed, social atmosphere. Along the route, we’ll stop at carefully selected venues where you’ll enjoy two included cocktails, each chosen to complement the experience. Whether you’re visiting for the first time or looking to rediscover DC in a new way, this tour blends history, storytelling, and elevated drinks into one unforgettable experience.