Travel and Leisure just published its almost totally clueless ranking of the best cities for pizza.
Chicago at number one? New York City only number three? No mention of New Haven, Conn.? I mean come on, get real. I said "almost" clueless because they did manage to get something right. At number five, not surprisingly, they ranked Boston. Putting aside that NYC and New Haven would be neck and neck in my personal pizza city ranking and Chicago would be disqualified (as deep-dish pizza should be categorized as something other than "pizza" in my humble opinion), I recently returned from a pizza crawl around Boston and could almost overlook the "Yankees Suck" T-shirts hanging in the windows of the shops in the Italian North End neighborhood of Boston to get my hands on some "Red Sox" Sicilian-style pizza.
The North End is what New York’s Little Italy was 30 years ago. Its mostly Italian residents do not refer to it as a "little Italy" because it is a living, breathing, vibrant center of Italian-American cuisine and culture, not the pseudo-Italian, Chinatown-encroached tourist attraction that NYC’s Little Italy has become. There are new bakeries like Bricco Panetteria churning out hot loaves of Italian ciabatta stuffed with prosciutto and Grana Padano cheese. There are third-generation family-owned Italian bakeries almost as old as NYC’s original Lombardi’s Pizza oven (1905) churning out a rainbow of Italian pastries, including hand-filled-to-order cannoli with sweetened ricotta to preserve the croccante (crispness) that you lose when the inauthentic custard-filled versions have been lying in the display case all day. Besides pastries and bread, these bakeries also produce trays of square Sicilian pizza, served room temperature and displayed right next to the cannoli. Parziale’s Bakery (since 1907) is right next to Bova’s Bakery (since 1932). While I’m partial to Parziale’s sauce, Bova’s Sicilian square slices have more cheese. Bova also makes every conceivable type of calzone. I like to imagine these acidic tomato, cheese-covered rectangular slices as "bread" rather than pizza. One of these days I’m going to make an Italian sub (that’s Bostonian for "hero") using the pizza in lieu of bread.
There are also plenty of great pizzerias in the North End. The original Regina Pizzeria, dating from 1926, can compete with John’s Pizza of Bleecker Street in NYC or with Sally’s or Pepe’s of New Haven not only for atmosphere but for their fantastic thin-crust pies. Ernesto’s Old World Pizza on Salem Street also serves up huge thin slices with great sausage and other toppings. In East Boston, near Logan Airport, is Santarpio’s Pizza. Since 1903, "Tarps" as the local "Easties" lovingly refer to it, has been serving thin-crusted pies with the cheese covering the choice of topping to also preserve the croccante of the pie. As an added bonus, Santarpio’s also serves charcoal grilled "BBQ," really Italian spiedini-skewers of Italian pork sausage, lamb, and steak kebabs. Served on a plate with a hunk of bread and hot cherry peppers, the BBQ almost, but not quite, upstages the pizza that has been ranked Boston’s best by Boston Magazine for three years running.
But you have to go back to the North End for the square Sicilian pizza that I think could put Boston back into the World Series of championship pizza. While I’d been to Pizzeria Regina and Santarpio’s before, I had never been able to time Galleria Umberto Rosticceria on Hanover Street. That may be because Umberto’s is closed on Sundays and is only open for about three to four hours a day for lunch Monday through Saturday or until they run out of food, which is often sooner. A dark cafeteria-like room with bad murals depicting places in Southern Italy leads up to a glass case holding all manner of fried and baked calzones, arancini and pizzette, all of which are delicious. The line of customers snakes out the door, however, for the gigantic cookie sheet-sized trays of hot, square, toasted cheese-covered Sicilian pizza pies. Having never been able to time Umberto’s hours right, I finally got on the end of the line. Only at Di Fara in Brooklyn did I experience the same anticipation mixed with desperation and fear that they might run out of dough and close before it was my turn. I ordered a spinach/cheese/sausage calzone (having tried the arancini on a previous visit when the owner took pity on me and let me in before the pizza was ready and I couldn’t stay) and four slices of the glorious square pizza. No toppings are offered and none are needed. The calzone was very good but the pizza will haunt my pizza consciousness and memory much the way Di Fara’s square pizza, when it’s perfectly cooked and not too well done, does to this day.
Taste of Boston: North End Pizza Tour with 5 Freedom Trail Sites
A Boston food tour led by locals with the best pizza in town? Yes, please! Fun for kids, teens, parents, couples, and for a brilliant friends’ night out! It is the perfect activity for pizza lovers that like history, or history lovers that like pizza! The fun and educational Boston Food Tours are an easy walk for most anyone, young or old.
This Boston food tour is vegetarian-friendly and the group size is limited to 16 or less.
Paul Revere house
See Boston’s oldest home (c1680) and learn how folks lived during Revolutionary times
Enjoy old-world Chocolate making demonstrations at a home built in 1714. ($8 admission included!)
Old North church
Get inside Boston’s oldest standing church (c1723) – One if by Land, Two if by Sea ($8 admission included!)
Copp’s Hill burying ground
Visit Boston’s 2nd oldest burying ground, and learn about the Salem Witch Trial connection
Copp’s Hill Terrace
Get a birds-eye view of Charlestown Navy Yard, USS Constitution and Bunker Hill memorial
Admission to five Freedom Trail sights and three full slices of pizza.
Meet your Pizza Guide near the Tony DeMarco boxers statue in Boston’s Historic North End.
From there you will enjoy a leisurely stroll through Boston’s oldest neighborhood, first settled in 1630. See the sights as you walk in the footsteps of Revolutionary Patriots like Paul Revere, Samuel Adams and George Washington. Also known as Boston’s Little Italy, Italian is still spoken in the quaint, cobblestone streets of the North End.
During this Fun and Educational history walk you’ll see FIVE Freedom Trail sites, plus enjoy three different slices from some of Boston’s very best Pizzerias.
Pizzerias on tour can rotate from day to day, and may include – a slice named in the “Top 25 Best” in America by a Famous Food Critic, the Pizzeria that Won Boston’s 1st Annual Pizza Fest, a slice from Boston’s oldest Pizzeria with a brick oven from 1883, a “Secret Underground” spot for grilled flat-bread Pizza, a slice voted “Boston’s Best” multiple times, or from a restaurant named one of the “Top 10 Best” Italian Restaurants in the World!
The tour will conclude near the Tony DeMarco statue with a Pizza Treat, and a vote for your Favorite Pizza Slice on tour.
Tour Departs at:
All tours start in Boston’s North End. Meet your guide at the corner of Hanover Street and Cross Street, near the Tony DeMarco boxers statue
Public transportation (MBTA subway / commuter rail) is recommended for getting around Boston. The closest subway stops are Haymarket (orange & green lines) and Aquarium (blue line), with commuter rail service at North Station. Explore the eco-friendly way!
Click Proceed Booking to find out more about the delish Boston food tour run by locals with a deep love and understanding of the city.
Eat, Explore, Experience
Whether you are a native Bostonian, new to the city, or just visiting, our tours provide a unique way to explore and experience Boston. If you enjoy getting off the beaten path, walking, exploring and eating, our guided food and neighborhood tours may be a perfect fit for you.
We believe food is best enjoyed when served in the context of your local surroundings. So,on all of our tours, delicious local food tastings, combined with a hearty helping of historical, architectural and cultural information, provide the perfect recipe for a fun-filled Boston food adventure!
Sweet & Savory
The rich history and renowned food scene found in Boston’s South End provide the perfect ingredients for a fun and memorable experience in one of Boston’s most vibrant and tasty neighborhoods.
Arts & Eats
Home to a large student population and colorful street art, Allston’s collection of fun local eateries and impressive public art murals go hand in hand in giving this neighborhood its unique vibe and making it a great destination for both eating and exploring.
Culture & Cuisine
Boston’s Chinatown is a small neighborhood with big history and delicious eats. Come explore with us to discover the best of traditional and modern day Chinese dishes, and the fascinating stories this this culture-filled neighborhood has to offer. Join us for a culinary and cultural stroll and we’ll show you how.
Bites of Boston
Lobster, Chowder, Baked Beans and Boston Cream Pie! Have you heard of these iconic Boston culinary classics? Join us downtown and we’ll share the best spots to find these classics, as well as the history behind how they came to be locally famous dishes.
Don’t Take Our Word For It
I am from the Boston area and grew up here all my life but had never taken the time to explore some of the city’s most historic sites and learn about them. This tour was the perfect way to do so with really fascinating history and some walking mixed with delicious bites around town. I opted in for the beer add-on and loved trying some beers I had never tried before. This is the perfect date-day activity as I went with my girlfriend who also loved the tour. Our guide was extremely friendly and knowledgeable too making the experience even better. We can’t wait to take the other tours that Bites of Boston has!
Don’t Take Our Word For It
This tour is wonderful for both visitors to Boston and for locals! I brought friends from Toronto on the tourand we all loved it. The restaurant stops are fabulous, the guide was really amazing, and we learned so much about the history of the South End— which is certainly one of the best foodie neighborhoods in town. They are full of suggestions and information about the city so it is a great way to kick off a stay in Boston. Highly recommended!
Don’t Take Our Word For It
The Allston Arts & Eats Neighborhood Food tour was the perfect way to spend a Saturday afternoon in August. Amanda was a wonderful tour guide and she brought us to some great places in Allston. The murals were also very cool and it was nice to learn about how each mural came to exist. Having lived in Boston over 10 years ago it was fun to eat at places that were fairly new and serving up food that was absolutely delicious! If you are looking for a fun activity the next time you are in town I would highly recommend this food and art experience.
Don’t Take Our Word For It
We’ve lived in MA all our lives and have enjoyed so many Boston neighborhoods and restaurants but have never ventured into Chinatown. Our loss and today became a great find! Nicole and Laurel were great guides and we learned a lot about the origin of the food we sampled and the history of the families that own the establishments, as well as the history of Chinatown. We’ll definitely return to explore more of Chinatown because of this introduction. Thank you Nicole and Laurel for a nice day.
Don’t Take Our Word For It
I participated in 3 Bites of Boston tours while visiting my son recently. As a tour operator myself, I can attest this company is first class. All 3 guides were professional, enthusiastic, and extremely informative, not just about the food we sampled, but also the history of the area. I expected it to be all about the food (which would have been just fine with me!), but these tours are so much more. Great fun, and a wonderful way to become acquainted with the different areas of Boston.
Employees Gone Wild: Boston Company Outing Ideas
Brides of Beantown: Boston Bachelorette Party Ideas
Everything's Coming Up Roses: The Perfect Mother's Day Gift Box
[email protected] (617) 702-2483
Join our newsletter for the latest news & updates.
Necessary cookies are absolutely essential for the website to function properly. These cookies ensure basic functionalities and security features of the website, anonymously.
|cookielawinfo-checbox-analytics||11 months||This cookie is set by GDPR Cookie Consent plugin. The cookie is used to store the user consent for the cookies in the category "Analytics".|
|cookielawinfo-checbox-functional||11 months||The cookie is set by GDPR cookie consent to record the user consent for the cookies in the category "Functional".|
|cookielawinfo-checbox-others||11 months||This cookie is set by GDPR Cookie Consent plugin. The cookie is used to store the user consent for the cookies in the category "Other.|
|cookielawinfo-checkbox-necessary||11 months||This cookie is set by GDPR Cookie Consent plugin. The cookies is used to store the user consent for the cookies in the category "Necessary".|
|cookielawinfo-checkbox-performance||11 months||This cookie is set by GDPR Cookie Consent plugin. The cookie is used to store the user consent for the cookies in the category "Performance".|
Functional cookies help to perform certain functionalities like sharing the content of the website on social media platforms, collect feedbacks, and other third-party features.
Performance cookies are used to understand and analyze the key performance indexes of the website which helps in delivering a better user experience for the visitors.
Analytical cookies are used to understand how visitors interact with the website. These cookies help provide information on metrics the number of visitors, bounce rate, traffic source, etc.
Advertisement cookies are used to provide visitors with relevant ads and marketing campaigns. These cookies track visitors across websites and collect information to provide customized ads.
Other uncategorized cookies are those that are being analyzed and have not been classified into a category as yet.
Schedule for Start Date:
Kind words from our customers
How it works
Vimbly shows available times for thousands of local activities, date ideas, and things to do -- any of which can be booked directly with a best price guarantee.
Browse by category, day/time, price, or location. Easily see reviews and convenient times that work for you.
Get Your Free Guide to 20 Great Dates
You're seconds away from your next great date activity. Get 20 unforgettable ideas. 100% FREE
Boston Pizza and Beer Tour!
The ferry let us off at the cobblestone streets of neighboring Charlestown. We enjoyed walking through the Charlestown Navy Yard and seeing the USS Constitution. Originally launched in 1797, it is the oldest commissioned naval vessel afloat.
Our next stop was Warren Tavern, named after Doctor Joseph Warren. Dr. Warren drafted the Suffolk Resolves, a copy of which his good friend Paul Revere delivered to the First Continental Congress who endorsed it on September 17, 1774. It was Doctor Warren who sent Paul Revere and William Dawes on their messenger rides to Lexington on the evening of April 18, 1775.
Unfortunately, Dr. Warren died during the Battle of Bunker Hill. But the tavern where he and his friends often gathered now sports his name.
Here we had a couple draft beers and enjoyed the historic atmosphere. The inside of Warren Tavern has barely changed in 200 years.
A short walk from Warren Tavern and we find ourself back in the North End. Our next stop would be Boston’s oldest pizzeria, with an oven from 1883.
Since 1926, Regina Pizzeria has been greeting guests in the North End of Boston. The brick oven used was originally built in 1888, making the flavor of the crust quite original. There is nothing like a brick oven pizza and Regina Pizzeria makes one of the best we’ve ever had.
On any given day, there is a line out the door and down the block of patrons waiting to get into the restaurant. For that reason, we had take out on the tour and ate it in a local park.
It is definitely worth a trip back!
Our tour wrapped up in the Green Dragon Tavern, known as the oldest tavern in America, and the ‘Headquarters of the Revolution.’ Other than the electric lights, this building had not changed in over 200 years!
And you never know just who you might run into?
We highly recommend the Boston Pizza and Beer Tour for those that would love a taste of Old Boston. The company offers several different historic pizza tours. Tickets run from $39 to $69 a piece depending upon which tour. Totally worth it!
Boston Pizza and Beer Tour!
Our first stop was Ernesto’s Pizzeria. They have been voted Boston’s Best, multiple times!
The restaurant was very small inside (something that is common in this part of town). But the display of pizza to choose from was amazing! Ernesto’s has a lot of fun with toppings, serving pizzas such as the shrimp scampi (white pizza topped with shrimp sauteed in garlic oil, plus mozzarella and scallions, and the cheeseburger (special sauce, lettuce, cheese, pickles, onions, tomatoes, and hamburger).
One thing to remember when going to Ernesto’s is that the size of a single slice of pizza is actually a quarter of an extra large pizza. Huge.
Dave was cool with that, though.
We hit the pavement again, Nicole leading us to our next stop, a few blocks away- Modern Pastry. A bakery you say?
Well certainly! And you couldn’t ask for a more beautiful display of desserts! But Modern Pastry has a little secret. Downstairs is a pub and pizza place!
Here we enjoyed a fresh Margarita Pizza and some good beer.
Yes, this tour was definitely a great idea!
We then walked a few blocks to the Ferry.
It is a short, scenic ferry ride to the historic Long Wharf. Along the way, you can get great photos of the city skyline, the steeple of Old North Church, Fan Pier and the Old State House — the oldest public building still standing in Boston.
Pizza Trends: The Big Dance
500 Technology Square
Kendall Square in Cambridge sees a cross-section of foot and automobile traffic, making it an ideal spot for restaurants seeking to serve MIT students and the general public alike. Area Four is a nice addition that elevates Boston’s already-strong pizza game.
A4’s wood-burning oven is the centerpiece of the restaurant’s design. It turns out simple pizzas such as the “Not Pepperoni” (pictured at left, this pie features sopressata, mozzarella, tomato and Pecorino). But while pizza is the star of the show, the diverse menu also offers sandwiches, salads, soups and small plates at lunch. At dinner, A4 also serves chicken, fish, pork ribs and a variety of vegetables.
Complete with a bar and coffee service, Area Four captures a wide audience and is one of Boston’s best pizza finds.
Those craving a Neapolitan pizza when in Boston need look no further than Locale. The small location has limited seating, but any wait on a busy evening is well worth it. The “Parma Due” pizza (prosciutto, arugula, mission figs and Gorgonzola) packs a flavor punch that is not to be missed. Ditto for the “Meatballs Al Forno”.
In an area blessed with older eating establishments and bakeries that have been around for generations, Locale is a fresh and vibrant newcomer to the North End scene. The eatery puts a lot of thought into providing customers with basic dishes comprised of simple, high-quality ingredients that honor Italian and American dining heritage alike.
No wonder Boston Magazine said Locale was one of the city’s best 21 places to eat pizza. We agree. We wonder how Beantown ever got on so well without it!
40 Hampshire St,
Pizza Today has visited Emma’s a handful of times over the past two decades. Why? Because despite all the options available in the pizza world, sometimes you just need a large, foldable slice to get you through the day.
This isn’t New York pizza. It’s basic, no frills, traditional American on a thin, crispy crust. And to many in Cambridge, it’s simply divine. Which is why dining here is, for many in Boston, a rite of passage.
Emma’s offers more than slices, however. Whole pies, salads, sandwiches and appetizers (the goat cheese crostini is a winner) make sure there’s a little something for everyone.
As for the pizza itself, there’s nothing wrong with a straight pepperoni slice. But we were intrigued with the “Hasty Pudding Pie” (baby spinach, roasted sweet potato, caramelized onion, garlic, rosemary sauce, mozzarella and goat cheese).
11 1/2 Thacher Street
This North End stalwart stands the test of time. Opened in 1926, Regina Pizzeria is as old-school as it gets. It’s a no-frills establishment … a little worn, always busy, filled with locals and tourists alike.
The servers race to and fro, filling drinks and delivering piping hot brick-oven pizzas that are cut into gigantic, greasy, foldable slices. Much like Emma’s, this isn’t New York pizza, but it’s not far off.
Over the years Regina has grown to 17 locations, many in malls and other non-traditional outlets. But the original (right) remains worthy of the praise it receives. When you keep it simple, it’s difficult to mess things up. The original location keeps it simple.
Of course we had to try a pepperoni pie while we were there. But we were more smitten with the “Spinaci E Pomodoro” (fresh spinach leaves, cherry tomatoes, Pecorino Romano, mozzarella, fresh basil, garlic and oil).
Monica’s Mercato Pizza
This one is off the beaten path.
Boston’s North End is a smorgasboard of options when it comes delis and bakeries. Monica’s Mercato Pizza is tucked away in a basement below an Italian grocery and deli that offers meats, breads, cheeses and sandwiches, among other things. A door on the side of the building leads customers down a flight of steps where a small carryout pizzeria awaits.
A display case greets patrons (see photo above) with slices and drinks. The menu is quick and simple — grab your slice of choice and get back up to street level to devour your selection in the alley or as you roam.
As you might have noticed by now, old-school and no-frills certainly carry the day in Boston’s pizza scene. Monica’s just might be the most laid back and understated spot of them all. There’s no pretense here. Just pizza.
Ernesto’s Pizzeria is another familiar North End haunt with scores of reviews over the years touting the shop’s slices. Much like other pizzerias we encountered on our tour, Ernesto’s offers its dine-in and carryout menu in a casual, quick-serve setting. Though salads are available, it’s all about the pizza here.
Ernesto’s calls its fare “Old World Pizza.” We found it to be honest, blue-collar, tried-and-true … just like pizza was meant to be.
The Original Brooklyn Pizza Tour
Experience Brooklyn from one end to the other!
- Cover pizza and Brooklyn from one end to the other!
- Visit the Brooklyn waterfront in DUMBO for the best selfies with the Brooklyn Bridge!
- Enjoy award-winning Neapolitan pizza at Grimaldi’s under the Brooklyn Bridge!
- Enjoy legendary Sicilian-style pizza at L&B Spumoni Gardens in Bensonhurst!
- Visit famous Brooklyn movie locations like Saturday Night Fever, Goodfellas, The French Connection, and more!
- Stroll the famous boardwalk in Coney Island overlooking the Atlantic Ocean!
- Experience a full audio-visual, multimedia presentation on the screens of the bus!
27 Desserts You Need to Eat in Boston Before You Die
Vacationing in Boston? Living in Boston? Either way, one of the best things about this city is the food. From $2 Silician pizza slices to Brazilian açai bowls, you’ll find that you’re never out of things to eat.
But even better than regular food is dessert. We might be biased, but we think Boston does it better than the rest of the country.
Beg to differ? Guess you’ll just have to try these all first before you can argue.
1. Chocolate Chunk Cookie at Blunch
If you want the best chocolate chip cookie of your life, head here. You’ll get a satisfyingly large, perfectly chewy cookie with ample chocolate chunks, which are way better than chocolate chips. After all, the chocolate chip cookie was invented in Massachusetts, so it only makes sense that this Boston classic tops the list.
#SpoonTip: Blunch has very limited seating, so we recommend going at off hours or taking your cookie to go.
2. Churros con Chocolate at Toro
There’s no better way to end off a tapas dinner at James Beard award-winning chef Jamie Bissonette‘s restaurant than with the classic Spanish churros con chocolate.
3. Bear Claw Crêpe at The Paris Creperie
While all the crêpes at this bustling crêpe shop are fantastic, their dessert crêpes are the most unique. You could go with the classic Nutella and banana, but we recommend the bear claw crêpe, which is a twist on the classic bear claw. It can also be made into a cannoli crêpe, as listed on their secret menu.
4. Bacon-topped Donut at Union Square Doughnuts or Blackbird Donuts
If you’re in Cambridge, the North End, or any farmers’ market where Union Square is around, their maple bacon donuts are a Boston staple.
#SpoonTip: If you want a true coffee and donut experience without making the trek to Somerville, head over to the Boston Public Market, where Union Square has a stall, and grab a George Howell coffee from the stall nearby.
Photo by Kristen Calstrom
If you’re in the South End, we recommend Blackbird Donuts. They do a twist on maple bacon donuts by offering coffee bacon donuts instead. Because you can never have enough coffee.
#SpoonTip: Blackbird rotates their flavors, while Union Square always has maple bacon, so make sure to check out the list of current flavors on Blackbird’s website.
5. Gelato at Amorino
Though Amorino isn’t only available in Boston, it’s definitely a must-try. They focus on high quality ingredients without artificial coloring, and their gelato is the most authentic one you’ll find in Boston. Trust me — I ate gelato every single day I was in Italy.
#SpoonTip: You can put as favors as you want onto a rose, so if you feel like trying out every single flavor, you totally can. Also because #doitfortheinsta.
6. Nut Boxes at Tatte Bakery and Café
7. Vegan Ice Cream at FoMu
With flavors like sweet lavender, avocado, and maple bourbon, FoMu provides a unique experience with every spoonful. You won’t even know this ice cream is vegan because it’s so rich and creamy, thanks to the allergen-friendly coconut milk they use.
#SpoonTip: You can get two different scoop flavors on a mini, which is great if you’re not that hungry but still want to try more than one flavor.
8. Liege Waffle from Zinneken’s Waffles
This is the closest you’ll get to a real liege waffle from Belgium. If you haven’t had a liege waffle before, it’s 100x better than a normal waffle — it’s made with a dough full of sugar crystals, which caramelize when cooked.
#SpoonTip: They have an actual brick and mortar location in Cambridge, but they also have a food truck. So if you see it around, definitely chase it down.
9. Cannoli from Mike’s Pastry
Photo courtesy of @spoon_northeastern on Instagram
No tourist leaves Boston without trying a Mike’s cannoli. Although there’s an endless debate between whether Mike’s or Modern is better, the truth is that both are delicious. If you’re looking for the true Boston experience, though, we recommend that you go to Mike’s.
#SpoonTip: Although there is a location in Cambridge, take the time to head to the Mike’s in the North End. Go early, because the line can get ridiculous.
10. The Stoner’s Delight at The Gallows
Photo courtesy of @thegallowsboston on Instagram
The Gallows is well-known for their creative poutines, Scotch eggs, and classic burgers, but their fluffernutter brûlée is more of a secret. It’s the only dessert they offer on the menu, but you won’t want any other dessert once you hear what’s in it.
#SpoonTip: This is gluten free and vegan! But you wouldn’t even know. Holla.
11. Peppermint Ice Cream Pie at Atlantic Fish Company
Photo courtesy of @theonlyslp on Instagram
If you like mint chocolate chip anything, then you’ll love this peppermint pie. It’s a giant slab of pie composed of creamy peppermint ice cream, a crunchy Oreo crust, and dark chocolate ganache.
#SpoonTip: We recommend sharing this with someone, because it’s absolutely massive. But more power to you if you tackle this on your own (and no shame, because I did).
12. Crispy Chocolate Bread Pudding from Aquitaine
Aquitaine is a beautiful, classy, and transports you to an intimate yet relaxed bistro in France. While their food is phenomenal, their crispy chocolate bread pudding is the unforgettable star of the meal: it’s gooey chocolate bread pudding with a crunchy crust, topped with vanilla ice cream and salted caramel. Although it’s big enough to share, you won’t want to.
13. Hot Chocolate at Thinking Cup
Did you think this iconic Boston coffee shop was only good for coffee? Well, think again. Here, you can get rich hot chocolate with latte art and none of the guilt that comes with drinking a similar hot chocolate at Max Brenner. Fun fact: this made the “best hot chocolates in Boston” list.
#SpoonTip: Thinking Cup has two locations, one on Newbury St. and one in the North End. We recommend the North End location for a more authentic feel. Get there right when it opens on a weekend morning if you want a seat, though — it gets packed.
14. Nutella Frozen Hot Chocolate at The Paris Creperie
Alert to Nutella, chocolate, and ice cream lovers: The Paris Creperie’s Nutella frozen hot chocolate will be your new favorite summertime treat. It’s everything good about hot chocolate converted into a milkshake-like concoction.
15. Baked Alaska at Oleana
Photo courtesy of @myfoodthoughts / Brian Samuels on Instagram
Oleana is dubbed one of the best Middle Eastern restaurants in Boston. It’s more upscale than their sister bakery, Sofra, but the desserts are just as good. While there is a solid list of Turkish-inspired desserts, the baked Alaska with coconut ice cream and passion fruit caramel is the most famous.
16. Chocolate Bar at Cafe Fleuri
Photo courtesy of @langhamboston on Instagram
This is should more accurately be dubbed as a chocolate buffet. You will undoubtedly have a Charlie in the Chocolate Factory experience here.
17. Frozen Yogurt from Berryline
If you’re craving fro-yo, skip Pinkberry and go to Berryline instead. They have over 150 flavors, including watermelon, chocolate malt, and green tea. In-house chefs make most of the toppings, and all of their yogurt is made with high quality milk and minimal additives.
#SpoonTip: Since flavors vary by location (there’s a Harvard location and a Porter location), check to make sure you’re going to one that has the flavor you want.
18. Cube Toast from Double Chin
Photo courtesy of Allan Wong
Carb-lovers will be in heaven with this dessert. Each “toast” is a giant plate of ice cream-topped bread, with varied other toppings depending on what you choose.
19. Butterscotch Pudding from Moonshine 152
Though Moonshine 152 is known for their “Ron Swanson brunch special,” the desserts cannot be overlooked. This butterscotch pudding is elevated with chantilly crème and toasted amaranth crumble.
#SpoonTip: You can get dessert until 1:30 am, so the next time you’re craving an after-dinner sweet, head over here.
20. Freak Frappe from Boston Burger Company
Photo courtesy of @eatinggirl on Instagram
Boston Burger Co. is known for their crazy burger combos, but they have insane frappe combos as well. Dubbed as “freak frappes,” they’re literally #foodporn at its best.
#SpoonTip: Check out the #freakfrappe hashtag on Insta to see what other people have gotten.
21. Ice Cream Sandwich at Frozen Hoagies
Ice cream sandwiches that could practically be a meal? Count us in. With vegan and gluten free options, Frozen Hoagies is an ice cream truck that you should be running after this summer (and all the time to be honest).
22. Earthquake Cookies at Sofra Bakery
The word “moist” should never be used unless you’re describing this cookie. It’s dense, chocolate-y, chewy, and perfectly moist.
#SpoonTip: If you can’t make it out to Cambridge, pick up a pack at Siena Farms at the Boston Public Market.
23. Stone Ground Chocolate at Taza Chocolate
Photo courtesy of Jazz Guy on flickr.com
You’ll never go back to eating any other chocolate after trying out Taza’s stone ground chocolate. All of their chocolate is made locally at their factory in Somerville and is free of any artificial ingredients. Taza is also a pioneer in ethical cacao sourcing — they pay above the Fair Trade price for cacao and maintain direct relationships with their cacao farmers.
#SpoonTip: You can find Taza at Whole Foods, the Boston Public Market, Boston farmers’ markets, or your local Boston co-op.
24. Seasonal Ice Cream at J.P. Licks
There’s no shortage of ice cream shops in Boston, but J.P. Licks is a well-known favorite. They take your classic flavors and make them unique, like making a cookies ‘n cream ice cream with milk chocolate ice cream and vanilla cookies mixed in instead of vanilla ice cream and chocolate cookies. But for the best experience, try out one of their seasonal flavors — they’re even more unique.
#SpoonTip: Their dairy free ice creams are made from a variety of milks, from soy, to coconut, to hemp, so you’ll have no problem finding one that suits your needs.
25. Halva Chocolate Pie from Tatte Bakery and Café
Yes, Tatte’s nut boxes are amazing, Insta-worthy, and a definite Boston must-try, but don’t leave without trying their Halva bomb. Composed of a layers of halva, airy chocolate mousse, and dark chocolate ganache, it is luxurious and melts wonderfully in your mouth.
26. Pie from Petsi Pies
Photo courtesy of cityrover.com
Need a slab of blueberry or strawberry rhubarb pie for summer? Sweet potato for fall? Chicken pot pie for winter? Whatever pie you’re feeling, it’s likely that Petsi Pies, a local Cambridge bakery, will have it. So sit down, order a coffee, and enjoy a slice of pie.
#SpoonTip: Their scones are supposed to be almost as good as their pies.
27. Any dessert you can afford from Top of the Hub
Photo courtesy of flickr.com
There’s a reason why people go to the Top of the Hub just for dessert — it’s almost laughably pricey. So if you want the glamorous experience with a minimal dent to your wallet, skip the meal and try out their various desserts, from the freshly baked cookie platter to the crème brûlée.
- 2+ hour History & Pizza Walking Tour of Boston's North End
- Enjoy 3 Pizza Tastings from some of "Little Italy's" Top Pizzerias
- See 5 Freedom Trail Sites along your route, including Paul Revere House, Bunker Hill & Old Ironsides
- Visit campus of historic Old North Church & The Clough House
- Cannoli from Modern Pastry
- Professional/Local Guide
- Walk in the footsteps of Revolutionary Patriots like Paul Revere, Samuel Adams and George Washington
- Infants and small children can ride in a pram or stroller
- Public transportation options are available nearby
- Suitable for all physical fitness levels
- Operates in all weather conditions, please dress appropriately
- Face masks required for travelers in public areas
- Face masks required for guides in public areas
- Face masks provided for travelers
- Hand sanitizer available to travelers and staff
- Social distancing enforced throughout experience
- Regularly sanitized high-traffic areas
- Gear/equipment sanitized between use
- Transportation vehicles regularly sanitized
- Guides required to regularly wash hands
- Regular temperature checks for staff
- Paid stay-at-home policy for staff with symptoms
- Contactless payments for gratuities and add-ons
- Public Tour sizes reduced by 50%, down to 8 people maximum. Private Tours available for as few as 4+ people! Free Hand Sanitizer and Masks are available (not N-95) if needed. A safe, 6 foot distance will be maintained throughout the tour. Pizza slices will be eaten and enjoyed outdoors - al fresco!
Departure Point: North End Address: Hanover Street and Cross Street Directions: Meet at the Tony DeMarco Boxer's Statue