Top 5 Boston Wine Tours: Sip & See the City

Okay, so you’re in Boston and maybe you’re thinking about doing something that is perhaps a little different from the usual tourist spots? Like maybe something that combines sightseeing with, perhaps, a delicious glass (or three) of wine? Boston, very surprisingly, has some fantastic wine tour options, and these aren’t just any kind of tours, by the way. These are kinda a way to experience the city from, you know, a different perspective, very much blending history, culture, and, of course, some wonderful local and regional flavors. Actually, let’s check out the top five wine tours in Boston that just might give your trip that extra, special something.

1. Boston Wine & Chocolate Tour

Picture this, if you would: very velvety chocolate kinda melting in your mouth, that blends amazingly well with the bold taste of some fantastic wines. That is, arguably, what the Boston Wine & Chocolate Tour is all about. Very often a favorite for those who enjoy the sweeter side of things, this tour, I believe, pairs, quite masterfully, some artisan chocolates with a curated selection of wines, so, too it’s almost a match made in foodie heaven, right? And the tour operators, in a way, often choose very interesting venues around Boston, perhaps adding that little something extra to your tasting adventure.

The folks, I think, that guide you aren’t just knowledgeable about wine, by the way. They also seem to have an, almost, uncanny knack for explaining why certain chocolates enhance the flavors of specific wines, or should I say “enhance?” Actually, the general vibe is relaxed and engaging, by the way, that makes it truly very perfect for both wine novices and seasoned enthusiasts, or what? Basically, are you up for something a little bit decadent? You might really want to give this one a try.

Read our full review: Boston Wine and Chocolate Tour Full Review and Details See Prices, Availability & Reserve Now (Wine & Chocolate Tour)

2. Urban Grape Wine Tour

So, maybe you’re trying to look for a more focused and educational wine experience? The Urban Grape Wine Tour seems to have got you covered. Located in the South End, Urban Grape isn’t your kinda regular wine store, or whatever. It is, to a great extent, about changing how people choose and purchase wine, actually using a very, very progressive shelving system based on body, so, too it’s almost unlike the region or varietal. It’s almost ingenious, wouldn’t you say?

Their tours are, basically, super informative and they’re led by, say, someone with a ton of passion, who loves talking about winemaking, tasting techniques, and the stories that, maybe, can be found behind each bottle, basically, they say. This tour, that said, tends to appeal to those people who genuinely want to get to know more about wine in an, almost, super accessible and interactive setting. Very much the kind of person that always asks “why?” when trying something new? This might be right up your street.

Read our full review: Urban Grape Wine Tour Full Review and Details See Prices, Availability & Reserve Now (Urban Grape Tour)

3. Charles Riverboat Wine Tasting Cruise

Would you, say, like to mix a wine tour with, just, a bit of Boston sightseeing? This Charles Riverboat Wine Tasting Cruise does, exactly, that, by the way. You’re getting a really relaxing cruise down the Charles River that also has, of course, a bunch of curated wine tastings. Like maybe, imagine taking a look at the Boston and Cambridge skylines while sampling great wines? Very lovely.

Very many of these cruises tend to come with live music, so, too it’s almost just making that whole vibe even better, so, too it’s almost perfect for a night out with friends or, you know, just maybe even a slightly romantic date. These wines are usually sourced, I think, from around the globe, basically, offering, that said, a, maybe, pretty diverse tasting experience, I think. The gentle rocking of the boat, that stunning scenery and that, frankly, wonderful wine combine to make this kinda memorable Boston experience.

Read our full review: Charles Riverboat Wine Tasting Cruise Full Review and Details See Prices, Availability & Reserve Now (Riverboat Cruise)

4. Boston Winery Tour

Did you know that Boston has, actually, its own winery? Very true. The Boston Winery offers, what, insightful tours and tasting sessions right in the city. They take, actually, a, more or less, pretty unique approach. They import grapes from California and then craft their wines locally, if you would believe it. Their tour, that said, takes people behind the scenes to show you the whole wine-making process from the start to when they bottle it.

These tasting sessions, also, offer an chance for trying some different wines made right there, and, as a matter of fact, you’ll find all sorts of varieties that showcase how varied, you know, wine-making really is. The, kinda, really cool thing is that this kind of tour seems to kinda demonstrate that great wine doesn’t need rolling hills, that said; it does really very much need that passion and, yeah, just a bit of skill, and they’ve got that covered.

Read our full review: Boston Winery Tour Full Review and Details See Prices, Availability & Reserve Now (Winery Tour)

5. Private Wine Tours near Boston

Want something more personal, more flexible, maybe? Multiple companies offer private wine tours close to Boston. These trips often go to some of the wineries in Massachusetts, which means they have unique experiences based on what you and your group like, just saying. Very often the great thing with a personal tour is it can really be adjusted to match your tempo and taste.

Which wineries could we see? How many stops would be good? With some planning, you can very well have some of the amazing behind the scenes insight on smaller family run wineries, and this offers, of course, great views, and tastes which could be found only with the private excursions. Great if, like your group prefers not sharing the wines of exploration only together!

Read our full review: Private Wine Tours near Boston Full Review and Details See Prices, Availability & Reserve Now (Private Tour)