Boston City Guide



Appleton Cafe

So underrated. Best for a casual weekend breakfast with friends. Has a low key vibe in a great location inbetween Copley Square and other South End shopping.
South End


Boston Public Market

Instead of going to a restaurant try the BPM. You’ll find Union Square Donuts, George Howell Coffee, Mother Juice, Swiss Bakers, Levend Bagelry and a ton more.
West End (Faneuil Hall Area)


Trident Bookstore

An eclectic vibe of people and ambiance. My go to for a 'diner' type of breakfast. The long line goes fast, I promise. You can shop along Newbury Street while you wait.
Newbury Street


The South End Buttery

Cute interior with yummy food. One location is much larger with seats and has a full kitchen. The other is a smaller joint with food to go.
South End


Tatte Bakery

A staple for Boston locals and tourists, because of their beautiful interior. It gets really busy almost every day, so the wait time can get long, especially in Beacon Hill.
Beacon Hill, Cambridge, Brookline, Fenway, Downtown


Union Square Donuts

Even though Black Bird Doughnuts in the South End are my favorite in town, if you’re in Somerville, these are a close second.


JUGOS Juicebar

This is my favorite juice bar in Boston. They have the best juices, detoxes, acai/pitaya bowls and avocado toast.
Back Bay



Recently remodeled – it has a fun French vibe and great food. Try their bloody mary.
South End

Blackbird Doughnuts

These are my favorite donuts in Boston! Make sure to get there early, since they tend to run out of customer favorites in the AM. There isn’t seating, so you have to take your items to go.
South End, Fenway



The best bagels in Boston. Get here early, because they close their doors when they sell out! FYI - this small place only has 4 tables, so seating can get tricky.


The Breakfast Club Diner

My favorite diner outside downtown Boston. A little bit out of the way for anyone who doesn’t live in the Allston area, but it’s worth the trek.


Barcelona Wine Bar

If you’re looking for somewhere a little fancier, this is your place. They also have a delicious ‘make your own’ bloody mary bar.
South End, Brookline


The Saltie Girl Seafood Bar

One of my favorite raw bars in the city. Try the lobster waffles and oysters for brunch while awing over the beautiful mosaic tiled bar.
Back Bay



They are known for their yummy burgers, but I love their breakfast sandwiches!
Downtown (Financial District)


Brewers Fork

Escape Boston for a hot minute and enjoy an awesome outdoor brunch with friends. Rotating specials and great drinks will keep you coming back.
Charlestown, MA



Skip the main dishes and make a meal out of the small plates. Their back patio is beautiful and perfect for a spring, summer, or fall feast.


B&G Oysters

A little overpriced, but they have a great garden/outdoor area to enjoy some delicious seafood.
South End


The Butcher Shop

I love the ambiance of this place! It has a small cozy, yet fancy feel to it. It also has a great rotating wine selection.
South End



Jon's favorite Italian restaurant in the North End. Make sure to check out the attached Italian take out market.
North End


Loco Taqueria & Oyster Bar

This place is a neighborhood fav. It’s always filled with a rowdy young crowd, which makes sense, because the drinks and apps are amaze.
South Boston ‘Southie’


Lonestar Taco

Best tacos in Cambridge and don’t forget to try some tequila! Their sister restaurant is called Deep Ellum in Allston, which is also delish.


Toro Restaurant

Like Coppa, Toro does small plates made to share, so make sure to come with lots of hungry friends. Reservations are a good idea.
South End



One of the coolest places in China Town with a NYC kind of vibe. Try the pork belly steamed buns and their burger called the ‘Shojonator’. If they're full, try out their more laid back, sister restaurant called Big Litte Restaurant (BLR) around the corner.
China Town


The Kirkland Tap & Trotter

For rustic and industrial ambiance, this is a great spot in across the bridge.


The Gallows

This small hipster spot has SUPER yummy food and a menu that’s constantly changing. It’s perfect for small groups or a date night. Try the chef’s poutine if you’re feeling adventurous.
South End



Pabu is an Asian inspired bar and restaurant hidden on the second floor of the luxury high-rise, The Millennium Tower. Skip the pricey sushi; instead get sake and one of the amazing steak options.
Downtown Crossing



One of my absolute favorites, because of it's dark moody atmosphere. They have amazing drinks (try their house-made tequila) and my favorite Mexican food in Boston. Also, you just can't go wrong with unlimited chips & salsa and complimentary cotton candy with pop-rocks!
Back Bay (Copley Square), Seaport


Drink & Sportello

The names say it all. Drink is a great spot to grab a cocktail and is situated directly 1 level below the delicious Italian-inspired restaurant Sportello. And if you're looking for a night out afterwards (with live music) - go across the street for a good dive-bar kind-of-night at one of my favorite spots - Lucky's.
Fort Point


Island Creek Oyster Bar

A must if you’re in the Fenway/Kenmore area. The oysters are delicioussss. Especially great for larger parties. 



My favorite little Italian place in the South End. I love going a bit early and sitting outside on a nice summer day. You must get the meatballs.
South End

Select Oyster Bar

I just love the ambiance of this place. Perfect location if you’re doing some Newbury Street shopping. Need a place with a similar vibe but more space? Head to Island Creek Oyster Bar in Fenway instead.
Copley Square


The Table at Season to Taste

With a rotating menu every month, they serve all local ingredients. Sit at the chefs table!


Puritan & Company

One of my favorite restaurants in Somerville. Their food has a hearty yet modern feel to it and I love the open industrial floor plan.



I love the ambiance here. It’s large, but not too large. It’s fancy, but not too fancy. They have some semi-private rooms in the back for groups.
Financial District (Waterfont)


The Smoke Shop

My favorite BBQ in Boston. Head chef Andy Husbands can't do any wrong. I always get the BBQ wing meal (extra crispy) with a side of corn bread and mac & cheese.
Cambridge & Seaport



This tiny, casual place has the best poutine in Boston. Their waffles are also amazeballs.
West End (Faneuil Hall)



Can’t beat their summer outdoor seating. The live jazz always makes for an entertaining night.
South End



My favorite Italian restaurant in Boston and possibly my favorite restaurant in Boston period. Come hungry, because you must get the 3-course meal with the chocolate cake!
Beacon Hill


Bar Mezzana

Such a pretty place in the newly developed Ink Block area. Definitely try out the tasting menu for a full range of flavors and make sure to get an affogato for desert!
South End



This trendy asian fusion place is hidden in the Verge Hotel. It’s a little pricey so grab a drink and appetizers before heading out. Sit at the bar for fun views of the chefs in action.


Alden & Harlow

I love how they freshen up the menu every month. Try the secret burger if you’re lucky enough to snag one (they only have a certain amount every night)!
Harvard Square


Buttermilk & Bourbon

All the things I love - food with Southern (New Orleans) influences, small plates and a raw bar all housed under a beautiful and cozy interior. 
Back Bay


Eventide Fenway

The BEST lobster roll you will ever have. Originally based in Portland, Maine I'm thanking my lucky stars I don't have to drive 2 hours to get here anymore. 


Coreanos Allston

Where casual, savory Asian meets fun Mexican. I love ordering in from this place for dinner - truth be told I've never been to the actual restaurant. Try the spicy pork tacos and the chicken poppers.



Have a big group? Or maybe your family is in town and you need a fancy-ish place to take them? This is your place! Great food, dark and moody atmosphere, perfect for a birthday or family celebration.
South End


A few places I haven't had a chance to check out yet

Juliet, Prezza, O Ya, Bondir, 3 Little Figs, RUKA, Shepard, Fat Hen, Little Donkey, Moona, Ostra, Craig on Maine, Giulia, Uni, Wink and Nod, Capo, and Parla


Longfellows Coffee

Attached is the Lamplighter Brewery Co. and they serve Union Square Donuts.


Intrepid Cafe

Opened in August 2017, designed by a dear friend of mine. With gorgeous interiors, delicious coffee/tea, and yummy snacks including avocado toast, you'll want to stay and hang out here all day long. 
Kendall Square, Cambridge


George Howell Coffee

A relatively new coffee joint, adjacent to the Godfrey Hotel. I love their modern interior.
Downtown Crossing


Jaho Coffee Roaster & Wine Bar

The best coffee shop in China town. The wine bar adds an extra element of fun.
Theatre District

Gracenote Coffee

A quaint shop near South Station that I like to go to before taking the train to NYC.
Leather District


Barrington Coffee Roasting Company

My go to spot when I’m shopping on Newbury St. I love their espressos!
Fort Point, Newbury Street


Pavement Coffee House

A favorite among Boston locals.
Multiple locations


The Thinking Cup

Along with their coffee, the food here is also great.


Ogawa Coffee Boston

This Asian inspired place is a staple for locals who commute downtown for work.
Downtown Crossing


A few super touristy (still super fun) things to do

Duck Tour, Freedom Trail, Faneuil Hall, Fenway Park, Paul Revere House, Swan Boats, Old North Church, Bunker Hill Monument, Newbury Street, New England Aquarium, Trinity Church & Harvard Square. Now that’s outta the way, here are my picks for best sights.


Museum of Fine Art

Constantly ranked one of the best museums in the US. If you have a Bank of America credit or debit card, you get in for free via the “Museums on Us” program that you’re automatically enrolled in. Just show your card at the front. More information on this program here.


Kayak in the Charles River

Rent a kayak solo or with a friend for a relaxing afternoon on the water. If you’re lucky you might catch some Boston University sailors out and about.


Explore Storrow Drive

Walk, run, rollerblade, bike (you get the idea) along Storrow Drive to see beautiful views of the Charles River and other locals hanging out on one of the piers. Walk across the Harvard Bridge and Longfellow Bridge for 360 views of the city.


Take in the views from Top of the Hub

Instead of paying $16 to go to the 50th floor Skydeck in the Prudential Tower, head up to the bar & restaurant on the 52nd floor for free and grab brunch, dinner or just a drink. The food might not be amazing, but the views are worth it.


Take in the Boston skyline at one of these rooftops

The Lookout Rooftop and Bar at the Envoy, Legal Harbourside, and The Sky Lounge at the Yotel all in Seaport. The Sinclair in Cambridge. And Coppersmith in Southie are a few that come to mind.


Catch a comedy show

Get in some good laughs at one of the theaters in Boston’s Theatre District (Wang Theatre & The Wilbur are my favorite). Laugh Boston in Seaport and Improv Asylum in the North End are also solid places to catch shows.


Find your favorite beach put together an amazing list of Boston’s best beaches. I love the beaches in the North Shore like Singing Beach in Manchester-by-the-Sea and pretty much any beach in Marblehead.


Visit Castle Island & Carson Beach

A favorite relaxing spot for Southie locals. There’s always beach volleyball and lots of twenty-somethings having a good time. Take a little bike ride along the ocean or grab a friend and play tennis at one of the free courts.


Take the Boston Harbor Fast Ferry to Provincetown, Cape Cod for a day

If you have a few extra days in Boston or you've already done all the touristy activities, spend a full day in Ptown - a wonderfully quirky town that sits at the very tip of Cape Cod. 

Cool off at the Revere Rooftop Pool

Obviously this is a strictly summer activity, but still a great one. If you’re lucky enough to know someone who lives at the One Canal Apartments in the West End or The Ink Block Apartments in the South End, they also have great pools!


Isabella Stewart Gardener Museum

Very different than any other museum in Boston. The gorgeous garden brings people from all over the world and the eclectic collection of art is super special.


Stroll around the Boston Public Garden

Spend 5 mins at the Boston Common then skip over to the Public Garden. In the summer the flower garden is beautiful and you’ll see lots of people sunbathing, taking pictures and playing ultimate frisbee. The Franklin Zoo park brings 2 swans to live in the pond during the summer months.


Relax at the Hatchshell

Hang out in Beacon Hill then head over to the Hatchshell (just cross the bridge over Storrow Drive) to check out a show or have a picnic. It’ll make for a perfect afternoon or date night. During the summer there are always fun events happening!


Take a sailboat out on the Boston Harbor

There are lots of companies that do this so I suggested comparing rates and reading reviews before you book. If you know someone who belongs to a club and can take you out privately, even better! If you’re more of a yacht person, that’s an option as well.


Go whale watching

Being totally honest – when I did this with my mom in 2014 I thought it was going to be super lame, but it was SO much fun. Make sure to bring a sweater, because it gets really chilly (even in the summer).


Check out a few breweries

There are a ton of great breweries in Boston, with Harpoon Brewery in Seaport being a favorite (probably because of it’s walkable location from downtown). Here’s Boston Magazine’s list of the top 21 breweries in New England.


SOWA Sundays

SoWa showcases local artists, a farmers market, food trucks and a beer garden on Sundays in the summer! 


Get out of the city for a day

Boston has a lot to offer, but one of the best things about it is it’s proximity to other New England cities. A few of my favorites are Portland ME, Newport RI, the White Mountains NH and Cape Cod MA, which are all ~2hrs away.


Get your North End sweet-tooth on

You’ve probably heard of the famous Mike’s Pastries in Boston’s North End (cannolis anyone?), but the locals actually go to Modern Pastry and Bovas. Might as well try all three and pick your favorite!