Boston Wine Tours

For over a decade, at ASL Limo, we’ve helped guests turn a simple outing into something special — a celebration, a gathering, or just a beautiful day shared together. With our Boston wine tours, you don’t simply visit tasting rooms or vineyards — you settle in, enjoy the company, and let the details take care of themselves. From neighborhood gems to countryside escapes, we help make wine outings feel easy, joyful, and right for the moment.

Our Wine Tours – As Thoughtful as a Perfect Pairing

Some trips feel like a schedule. Ours feel like time well spent — whether you’re heading to a cozy wine bar with your partner, planning a weekend celebration, or treating your team to a day outside the city. We offer packages that fit your pace and your party — from delightful stops at local tasting rooms to full vineyard getaways beyond Boston.

And it’s not just what we offer — it’s how we do it. As one guest shared:

“We had a great experience with ASL Limo! The whole process was smooth and stress-free from the beginning. They were super easy to reach and answered all of our questions quickly. Our chauffeur was professional, friendly, and made sure we had a great time and got everywhere safely.”

That’s the kind of care every guest can expect — attentive, responsive, and created for your comfort.

The Places and Vineyards That Make You Slow Down

There’s something wonderful about discovering the region through its wine. You might be sipping small-batch pours in a cozy bar or spending the afternoon among the vines outside the city. Our Boston winery tours include both, and your route can reflect your mood, your group, and the kind of day you want to share.

In the city, urban wine bars and tasting spots:

• Nathálie – A cozy wine bar in the Fenway area, offering natural and small-production wines in an intimate setting — perfect for easy conversations and thoughtful pours.
• Spoke Wine Bar – Found in Somerville, this spot balances adventurous wine selections with a welcoming, low-key vibe, ideal for guests who enjoy discovery without pretense.
• Taberna de Haro – Located in Brookline, this warm, Spanish-style restaurant pairs an exceptional wine list with traditional tapas — a great stop for those who want a taste of both food and wine.

Beyond Boston — vineyard escapes, and countryside pours:

• Nashoba Valley Winery – A little under an hour from the city, this family-owned vineyard offers over 30 varieties of wine, sweeping orchard views, and a relaxed, scenic setting — great for a longer afternoon or full-day outing.
• Westport Rivers Vineyard & Winery – Located about 90 minutes south of Boston, this coastal vineyard is known for its sparkling wines and wide-open views — a peaceful backdrop for guests who want to unwind together.
• Mill River Winery – A boutique winery on the North Shore, about an hour away, known for small-batch wines, friendly sips, and a charming rural feel — a lovely mix of quality and simplicity.

Add a Toast, Extend the Night

Wine tours are more than tastings — they’re moments worth marking. It could be a toast to something big or time set aside to enjoy each other’s company. No matter what brings you together, our luxury transportation services help shape the day into something special. Here’s how we make it all come together:

• There’s a reason so many guests choose this experience to celebrate with their bridal party — it’s joyful and naturally social. With our bachelor(ette) party transportation, you can focus on the fun. From winery reservations to music in the car, we help make the whole day feel personal, smooth, and worth remembering.
• Sometimes the best part of the day is what comes after. With our night on the town limo service, you don’t have to stop when the final pour is done. We’ll take your circle to dinner, live music, or that hidden bar you’ve been meaning to try.
• When you’re gathering a crowd, the last thing you want is to lose the rhythm of the day. Our group transportation fits the size of your party without stress. With one simple plan and everyone riding together, the day unfolds smoothly — so you can focus on the fun, not the coordination.

From Private Toasts to Group Cheers — The Right Fleet

Some rides are about getting there. Ours are about what happens along the way — the conversations, the shared anticipation before the next stop. No matter what you’re planning, our fleet is ready to carry the mood.

• For private, quiet outings, our Cadillac Escalade feels like your own space carved out of the day. Guests often choose it for date nights or close-knit gatherings — where the pace slows down, the setting feels personal, and the drive becomes part of the memory.
• Celebrations stay lively in our Sprinter Limo. With music playing, glasses clinking, and everyone in one place, it turns the ride itself into something to enjoy. It’s a favorite for birthdays, bachelorettes, and those moments that call for a little extra energy.
• Your large team will settle in easily aboard our Coach Bus. No need to split up or coordinate multiple vehicles — everyone arrives together, relaxed and connected. It’s ideal for company outings, big family celebrations, or any event where the group experience matters most.

Behind the wheel, you’ll find someone who knows the day matters — chauffeurs who bring more than professional training and consistent checks. They bring care, awareness, and a calm presence that lets you enjoy every moment without a second thought.

Wine Tours in Boston Worth Repeating, a Service Worth Sharing

With hundreds of five-star reviews, our guests come back not just for the destinations, but for the way we make the day feel — smooth and full of small moments that leave an impression.

Our wine tours in Boston are perfect for every season, or any time you feel like enjoying something special. And long after the last tasting, our limo service in Boston MA is here for birthdays, weddings, and every kind of celebration you want to mark with a little extra care.

Have a wine day in mind? Contact us at (857) 352-8138 or info@asllimo.com, and let us know what you are planning. We’ll take it from there!