Enjoy a premium Annapolis Wine Tour Limo Service with a professional chauffeur
Explore Maryland’s finest Wineyards without the stress of driving.
Planning a wine tour around Annapolis? Don’t just get there—arrive. Whether it’s your first tasting trip or your tenth, the difference isn’t just in the wine—it’s in how you get there. Our limo wine tours are designed for those who want the full experience: scenic drives, no parking hassle, no designated drivers, and no rigid timelines. Just you, your group, and a smooth, luxurious ride between the region’s best wineries.
Whether you’re booking a romantic date or organizing a birthday wine crawl with friends, this is how local wine tasting should be—relaxed, safe, and unforgettable.
Best Wineries Near Annapolis to Visit On Your Limo Wine Tour
What makes a wine tour memorable isn’t just the wine—it’s the stops along the way. With so many incredible wineries near Annapolis, we curate routes that highlight the region’s most distinctive and rewarding tasting spots. Here are a few standout vineyards you’ll want to include in your Maryland limo wine tour itinerary:
Great Frogs Winery
Tucked away just minutes from downtown Annapolis, this boutique vineyard offers an authentic, earthy charm with small-batch wines that reflect the Chesapeake terroir. From their oak-aged reds to crisp whites, every glass here tells a story. Perfect for couples looking for a low-key, laid-back tasting experience.
Thanksgiving Farm Winery
Located in the gentle hills of Harwood, this winery is ideal for those who want a quiet countryside escape. With estate-grown varietals and a warm, welcoming tasting room, it’s the kind of place where time slows down—and the wine speaks for itself.
The Vineyards at Dodon
A top-tier destination for sustainable wine lovers. Known for biodynamic farming and meticulously crafted blends, Dodon offers a more refined tasting atmosphere. It’s a favorite for groups seeking a peaceful, vineyard-to-glass experience along the Maryland wine trail.
Basignani Winery
A hidden gem that brings a touch of Tuscany to Maryland’s wine country. This family-owned vineyard specializes in Italian-style wines like Barbera and Nebbiolo, making it a must-visit if you’re looking for bold, old-world flavors close to home.
Annapolis Wine Tours with a Touch of Class
It’s not just a ride—it’s a vibe. Our luxury limo wine tours in Annapolis are designed for those who expect more. Plush leather interiors, chilled champagne, and a smooth, quiet ride make it easy to relax between stops.
Whether you’re exploring the luxury wine tour packages in Maryland or simply craving a spontaneous weekend out, our service adapts to your mood and schedule. From sprinter vans for groups to sleek sedans for couples, each ride is tailored down to the last detail.
Why Our Annapolis Limo Wine Tours Just Hit Different
Not all wine tours are created equal. You’ve probably seen the party buses packed with strangers or the tours that rush you through vineyards like it’s a school field trip. That’s not what this is. This is a tailored, private limo wine tour experience built for people who care about the day as much as the destination.
So what makes our Annapolis wine tours the ones people book again and again?
- True Personalization: We don’t do cookie-cutter routes. You choose the wineries, the pace, and the vibe. We make it happen.
- Professional Chauffeurs, Not Just Drivers: Our chauffeurs know Maryland wine country like locals—because they are. They’re punctual, respectful, and won’t ever rush your glass.
- Fleet Built for Comfort: From stretch limos to private party buses, every vehicle is clean, spacious, and stocked with the amenities you need to start sipping before you even arrive.
- Local Knowledge Meets Luxury Service: We’ve spent years driving these roads, building winery relationships, and perfecting the details. The result? A wine tour that flows as smoothly as a chilled Chardonnay.
Wine Tours for Groups in Annapolis – Spacious Rides, Custom Routes, and Zero Stress
Trying to plan the perfect wine tasting day with your crew? Whether it’s a birthday, bridal shower, friends’ getaway, or even a coworkers’ day out, group wine tours need more than just a ride. They need planning, timing, comfort, and a little extra space to keep the vibe right. That’s where our Annapolis group wine tour limo service comes in.
Our fleet includes stretch limos, SUV limos, and executive wine tour buses—so you’re never crammed in or split between vehicles. We build your day around your pace, helping you choose the best wineries for your group’s taste (and tolerance). Want a more relaxed vibe with long lunches and photo ops? Or a fast-paced hop between bold reds and crisp whites? We’ll map it out with smooth transitions, cold drinks on board, and a professional driver who knows exactly where to go—no GPS drama, no missed turns.
