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Boston is a special place for Ryan and me. It was our first trip together, our first selfie was taken there, and if you ask him, it was where he fell in love with me. So when the opportunity to see one of my favorite bands (Needtobreathe – soooo good!!!!) and cheap plane tickets arose, I quickly jumped on the idea of taking a fall break in our special city.

Being this was our third time in Boston and my many-th time, I tried to get a little outside of the box on what we’d do. Here are some of the highlights from this trip in case you are planning a visit to Boston:

Instead of doing the Freedom Trail, we took a Ye Olde Tavern Tour. If this is your first time in Boston, do the entire Freedom Trail on your first day. Then book a Ye Olde Tavern Tour to get a different perspective on the Boston Massacre and the role the pubs played in our revolution. Hands down one of the most fun tours we’ve ever taken (I even enjoyed the beer/cider options).

Go see Shear Madness. It’s one of the longest running shows in the country and it is so freaking funny. Seriously, we started laughing before the show started and didn’t stop. I’m laughing now just thinking about it.

Take the commuter rail out to Salem. There are several museums related to the witch trials – they’re kind of cheesy but also really informative. Like Boston, Salem has a red line painted throughout town that will take you to all of the important spots. This town is charming and we had a great time wondering around. You can easily spend a whole day or less. The train takes about 30 minutes each way.


Go see a game at TD Garden. Not really out of the box for us, but we saw the Bruins beat up on the Sabres. It’s a great venue and Boston sports fans live up to their hype. We also celebrated our 3 year anniversary of our first selfie, taken at a Bruins game, by taking another selfie at the Bruins game!


Places to eat:

James Hook: this is where you go to get a lobster roll. Here. Everytime.


Atlantic Fish Co.: I liked it better than Legal Seafoods. The food was great! I recommend the crab-crusted haddock and the key lime pie.

Nico’s: dinner in the North End is a must. I haven’t had a bad meal in the North End, but the staff at Nico’s was definitely the best. So friendly and made the experience really special. Food was amazing.

Silver Tones: they are known for having the best steak tips in town. These steak tips may be the best in the world. It’s a little hole in the ground, basement restaurant, but just follow the music.


Bostonia Tavern: go to brunch here and save room for the sweet potato bourbon glazed donuts. I licked the bowl, they were so good.


Travel has always been a big part of our relationship (first 2 years we had to travel to see each other). Exploring new places is fun and exciting, but so is returning to those special places where important memories were made. We aren’t trying to recreate old memories, we’re building on them.

Happy travels!