Our go-to neighborhood dinner spot in Beacon Hill. Enjoy a classic Boston meal at a cozy establishment while also strolling along the Charles Street in the oldest part of Boston. Recommendations: The Mussels appetizer is a must (we think they are the best in the city) and the skillet cookie is to die for.
Located in our neighborhood of Beacon Hill, Toscano is our favorite Italian Steakhouse and is a little bit different then the more red-sauce forward restaurants of Boston's north end. Recommendations: For pasta lovers, the Rigatoni Toscano is fantastic, for red meat eaters the Tutto Pepe is Will's favorite (the wine list is excellent).
One of our favorite North End restaurants. If you're in the mood for classic southern Italian food this is the place for you. Recommendations: The Ragu pasta dish is fantastic and is the closest you'll get to an Italian grandmother's Sunday sauce.
One of our favorite restaurants in the city. Located in Boston's seaport district, enjoy a trendy dining experience with food inspired by every country that resides on the 42nd parallel. Our favorite dish: Split the Lola burger and lobster fried rice with your favorite +1!
In the shadow of Fenway Park, Time Out Market is a great food & drinks hall with food stalls by some of Boston's best chefs. This is a great spot to grab a drink or try a bunch of different cuisines, or both!
If you're in the mood for oysters and tinned fish, this is the place to go. Not far from the Hotel Commonwealth, this trendy spot on Boston's Newbury street is our favorite place to enjoy some of the best local seafood. Recommendations: The oysters are always fresh and amazing.
Located in Boston's Back Bay, this is a city staple. Grill 23 is one of our favorite steakhouses and great for anyone looking for a traditional dining experience. Recommendations: The steaks and seafood are fantastic, but Chocolate Chip cookies are some of the best in the city.
One of our favorite dive bars! A quick walk from St. Leonard's and Boston's North End, this spot is great for a drink or a casual meal. Recommendations: Hands down the best Chowder in the city is here, and Kenzie says to make sure you inquire about the Lobster Bisque, it's divine.
Another one of our favorite North End restaurants, Carmelina's brings Sicilian food to life. Recommendations: The Tonno Siciliano sounds like an odd combo (ahi tuna and pasta) but is an amazing Sicilian staple we love.
If you know us, you know we love Pizza. This is Boston's best and our single favorite pizza. Located in East Boston near the airport, this might be a great place to stop when coming or going on your travels. Recommendations: Sausage skewer to start and a Pepperoni & Garlic pizza for the main show.
Don't listen to Trip Advisor or other tourist websites, Modern Pastry blows Mike's out of the water.
In a city full of great Irish pubs, this is our favorite. Enjoy a pint of Guinness in a classic pub atmosphere with a bit of live Irish music.
The ICA is Boston's home for contemporary art and exhibitions. Located in Boston's Seaport district it's a beautiful place to visit and walk around.
You know what this is. The oldest Major League Baseball stadium in the country and home of the 9-time World Series Champion Boston Red Sox. Even if you can't join us for the game Wednesday night, Fenway has daily tours.
The MFA is Boston's largest Fine Arts Museum and the 20th largest art museum in the world.
Visit the beautiful mansion-turned-museum where the largest single art heist in history took place. Be sure to watch This is a Robbery on Netflix before you go!
Visit Old Ironsides, the world's oldest naval vessel still afloat. This historical treasure was built in 1797 and helped the USA win the war of 1812.
This isn't a particular location, but a trail the crisscrosses the city. Follow the red-lined sidewalks and stop by some of Boston's most historical revolutionary-war-era sights.
Brunch and a local bookstore? Name a better combination. Stop by Trident for one of our favorite brunch spots and pick up a book while you're there.
The site of our first date! Get the meatballs and hummus if you'd like to recreate the magic for yourself.