When you think of Boston, you probably think of history, Fenway, and maybe a lobster roll. But if you ask me? Boston is a food city first. And nowhere shows that off better than the North End — aka Boston’s Little Italy. Cobblestone streets, red-sauce restaurants packed shoulder to shoulder, and bakeries with lines that snake out the door.
So when I had the chance to take a Boston Food Tour of the North End, I jumped in. Here’s my honest review: what I loved, what I didn’t, and whether you should sign up for a guided food tour or just eat your way through the North End on your own.
I booked with Boston Foodie Tours because they cap their groups at 12 people (ours had just 4, which felt perfect). Our guide was Boston-born and bred, and she knew everyone — literally. At several stops, she waved down locals for chats that sometimes lasted 10+ minutes.
If you’re into history-heavy tours, you’ll love her style. She went deep on Boston’s Revolutionary roots, Italian immigration stories, and the neighborhood’s long culinary traditions. Personally? I’m a “get to the food” kind of girl. I wanted shorter stories, quicker bites, and more time focusing on the restaurants themselves. But that’s just me.
The tour was supposed to wrap at 3 p.m. but stretched past 5 p.m. thanks to extra stops and long chats. Great if you have nowhere else to be; tricky if you’re on a schedule.
The food itself? Delicious. We sampled a little of everything that makes the North End famous:
Fresh Italian bread, straight from a local bakery.
A hearty pasta dish that reminded me why Italian “comfort food” is a phrase.
Cannoli from one of the big-name bakeries (more on that battle later).
Sips of local coffee and stories about Boston’s old-school shops.
I left full, happy, and armed with a long list of places to return to.
While we were out, we passed another group — the “Politically Incorrect Food Tour.” Their group had 40+ people trailing one guide who smoked while talking and tossed in plenty of profanity. If you’re into rowdy, oversized tours, maybe that’s your thing. For me? Hard pass. I was grateful to have a smaller group where I could actually hear the stories and not feel like part of a herd.
Here’s the thing: food tours can be amazing, but you need to know what you’re signing up for.
If you love history and people stories as much as food, Boston Foodie Tours is a solid choice.
If you’re like me — a food-first traveler who wants the backstory but also wants to dive right in — the tour might feel a little drawn out.
That said, I appreciated the personal touch, the capped group size, and the variety of bites. Just don’t expect it to be quick or light — bring a big water bottle and plan for a long afternoon.
Honestly? You don’t need a guide to eat well in the North End. You could easily build your own walking food tour — and you’ll probably cover more ground at your own pace. If I were to design one for you, here’s where I’d go:
Monica’s Mercado & Salumeria: Grab the Italian sub “with everything.” Crusty bread, paper-thin meats, olive oil, balsamic drizzle — it’s perfection.
Limoncello: Order the signature rosette lasagna. You won’t regret it.
Or snag a table at Carmelina’s for their famous meatballs.
Regina Pizzeria (North End location only): Their brick oven has been running since 1926. Go plain cheese or the loaded Giambotta.
Neptune Oyster: Line up early (doors open at 11:30 a.m.) and order the hot buttered lobster roll and clam chowder.
Mike’s Pastry: Huge, traditional ricotta-filled shells. Cash only.
Modern Pastry: The Boston cream cupcake and mini cannoli are incredible. Cash only.
Bova’s Bakery: Open 24 hours, their cannoli shells are Florentine-style lace cookies — extra delicate and worth the splurge.
Caffé Vittoria: Boston’s oldest Italian café. Get the tiramisu or a cappuccino. Bonus: their pistachio martini is legendary.
The North End is basically Boston’s version of Italian Disneyland — and I mean that in the best way. Whether you take a guided food tour or just hop from bakery to pizzeria to salumeria on your own, you’re going to eat well.
For me, the guided tour was a fun one-time experience, but next time? I’ll DIY it. Smaller portions, quicker pace, and more freedom to stop exactly where I want (like sneaking back to Monica’s for another sub).
Either way, Boston’s North End will win you over one bite at a time.
If you’d rather branch out beyond the North End, my Where to Eat in Boston (Outside the North End) guide has plenty of amazing options.
Four hours on a train through a canyon you can’t reach by car — such a fun experience! We picked the indoor seats with unlimited access to the open-air viewing car, which honestly felt like the only right call. You’re not stuck in an assigned seat the whole time we bounced between the two, snacks in hand, chasing the best light.
The scenery is the whole point. Red rock cliffs, the Verde River, a 734-foot tunnel, historic trestle bridges views most people visiting Sedona never see, because you literally can’t drive to them.
The charcuterie box that comes with your ticket is shockingly filling ✨ so skip lunch at the Copper Spike Café beforehand, save your appetite for dinner back in Sedona.
Four hours with no stops did start to feel long by the end, but the trade-off for scenery like this? Worth it.
Would I ride it again? Yes. Would I buy lunch first again? No.
Link in bio for the full review cost breakdown, what to pack, and exactly how early to arrive 🚂
I ate chilaquiles while a Cessna taxied past the window, and that’s just a normal Tuesday breakfast in Sedona.
@mesa_grill_sedona sits right beside the Sedona Airport Scenic Lookout, so along with your food you get red rock views stretching in every direction and a front-row seat to tiny planes lifting off. Chef Mercer Mohr runs the kitchen, serving up Southwestern comfort food from breakfast through dinner, chilaquiles, elevated diner classics, burgers, steaks, seafood, all of it.
The view is what pulls people in the door, but the food actually holds its own. Good enough that this place stays packed with locals, not just tourists passing through on their way to the lookout. It also picked up the 2025 Tripadvisor Travelers’ Choice and OpenTable Diners’ Choice awards, so it’s not just me saying it.
Indoor seating if you want the AC, a pet-friendly patio if your dog’s along for the trip. Either way, get there before plane-spotting turns into a wait for a table.
Link in bio for the full Sedona breakfast roundup ✈️🌵
Confession: my newsletter is where the good stuff lives. Not the polished, edited-for-the-grid stuff, the “here’s the hole-in-the-wall I almost skipped” stuff, the packing lists I actually use, the “don’t book this hotel” warnings before you waste your money on them.
The newsletter is basically me texting you before a trip instead of after one. Sign up and you’ll be the first to know where I’m headed next, plus a few things I’ll never post here.
Link in bio if you want in. ✈️
Yes, it’s only July. Start planning anyway. Fall books faster than people expect, and a few of these destinations are worth getting ahead of. Here are five places worth putting on your radar right now.
Ireland: Cooler temps, moody skies, dramatic coastline fall was made for it. Tourist crowds drop, the green stays, and the whole country feels a little more like itself.
Great Smoky Mountains, TN/NC: Fall foliage in the Smokies is the real thing. The color peaks mid-October and the views from the ridgelines are hard to argue with. It’s also one of the most visited national parks in the country, so going on a weekday makes a real difference.
New York City: Fall is NYC at its best comfortable temps, the energy of the city shifting into a new season, and every neighborhood doing something worth showing up for. It’s also just a great walking city when it’s not brutally hot.
Japan: Fall foliage season is as good as spring cherry blossoms and somehow less talked about. The colors are dramatic, the temples and gardens are stunning, and it’s worth planning around peak dates by region.
Mystic, Connecticut: Small, walkable, genuinely charming Mystic in fall feels like exactly what a New England autumn is supposed to look like. Easy to pair with a broader New England road trip if you want to extend it.
Full guides linked in bio 🍂
There are two kinds of travelers: people who plan a trip and then figure out where to eat, and people who book a restaurant and then build the rest of the itinerary around it.I am the second kind. I will not apologize for this.
The reservation gets locked in first. The hotel search happens within the same 24 hours. The flights get compared around the restaurant’s hours of operation. The rest of the trip exists to fill the days before and after the table I actually came for.
If this sounds unhinged, I completely understand. It has also resulted in some of the best meals of my life, so I’m going to keep doing it.
Drop a 🍽️ if you plan your trips around food too.
Follow @travelwithwendyplummer for Beautiful Beach Destinations, City Guides, Foodie Spots, and Luxury Hotel Recommendations.
