Itinerary // Boston

2017 is already off to an insanely busy start for me! I am almost two months into my new job at the talent agency and it has been pedal to the metal since day one. President’s Day weekend was the perfect time to take a breather and get out of the city to do some exploring! So off to BOSTON I went! I took a Friday night MegaBus after work and I highly recommend the second level for a panoramic roof view.

This city is so lovely and I always have a good time when I go. Plus my old middle school/high school friend Troy lives there now and graciously opened up his home to me for the weekend. Thanks, Troy! There is so much to do and see in Boston, but here is my starter list for your next visit!

North End

Don’t you dare go to Boston and not wander through the North End! Be sure to stuff your face with copious amounts of pasta and cannolis. It’s always a fun time!


Boston Common

This is like a baby Central Park and I absolutely love it. There’s figure skating in the winter, little boats in the summer.  Last time I was in town, there was lush greenery with bright blooms everywhere I looked. It was fun to see it covered in snow and frozen over, like a little winter wonderland!

Back Bay

A stroll through the Back Bay neighborhood always puts a smile on my face. I told my friend Troy how calming it was that, unlike NYC, no one was in a rush to get anywhere! What a concept! Be sure to grab brunch and do some window shopping while here. We enjoyed a big egg/toast/bacon/mimosa breakfast at Sonsie’s! Be sure to get a front window seat to soak in all of the sun.

Boston Tea Party Museum

Well… I intended to go on this tour and take advantage of my free ticket, but I totally missed it. I’m sure it was a great tour, I may never know what I was missing. HOWEVER, I was able to go to the tea tasting room and try the five teas that were thrown overboard during the Boston Tea Party! How cool is that?! The history nerd in me was very satisfied. For just $3 you get to taste as much tea as you want by the big windows overlooking the water.

The Freedom Trail

Boston is drenched in history and you’d just be ignorant if you didn’t stop to see at least a few landmarks in town. My favorites are: the Boston Massacre Site, Faneuil Hall, Old North Church, and the Paul Revere House.

New England Aquarium / IMAX

I remember going to the aquarium when I was about 7 years old with my cousins, so I was really excited (and nostalgic) to go back as an adult and see all of the cute little animals. But once I got there, I remembered it was a holiday weekend on a beautiful sunny day and so I quickly wedged my way through the packs of children and parents to see everything as fast as I could and GET OUT.  Honestly, the IMAX movie was the best part, I think I would just do that by itself next time.

Tip: Get the $29 student/active military ticket package for museum admission and an IMAX movie of your choice.

Pro Tip: Enjoy some clam chowder for lunch along the harbor!

Hop On Hop Off Tour

If you’re feeling extra touristy, get a two-day student pass and ride around town for a guided tour. And the best part is, you guessed it, you can hop off at any spot and wander around before hopping back on the next bus!  This was super handy for me while traveling solo because I could see more of the city and cover more ground.

Price: $30 student two-day pass + free admission to Boston Tea Party Museum

My Stop Recommendations: Fenway Park (pronounced “Pahk”), Beacon Hill, and Copley Square

Still On My To Do List:

Boston Public Library

Tea at The Fairmont Copley Plaza Hotel

Dinner at Top of the Hub

A Red Sox & Bruins game because DUH!

Isabella Stewart Gardner Museum – free admission if your name is Isabella!

Please share any other Boston must-see/do/eat ideas below! I will definitely be going back!

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