Boston had been on my list for a long time, but when my best friend was getting married in Cambridge, Massachusetts, I was so excited to stand by her side, but also to stay an extra day and explore this iconic American city!

When I found out I was visiting, I asked for recommendations on Instagram, as I usually do. I had never received more recommendations for a single city EVER! If you scroll, I listed out all the recommendations below. I definitely want to spend more time there, but I do feel like we covered so much in one day.

Here’s what we did that I’d recommend:

Rent Bikes

I cannot say enough better things about our choice of recommendation. Undoubtedly, the best place we could’ve stayed for our needs, but I’ll cover it more (plus photos) at the end of this article. But, two things to know right now: it was in the South end and had free bike rentals! So off we went!

biking in boston


First stop: fuel! We wanted something quick so we ordered to-go breakfast sandwiches from a great local spot my boyfriend had found and ate them in the park. (I have a huge list of food recommendations I received as well that I’ll share later in the post)

Go to a Museum

The Isabella Garden Stewart museum is a mansion fillllllled with a woman’s personal art collection. This was a magical place that we were absolutely enchanted by. Be sure to take a peaceful stroll in the outdoor garden as well.

Boston Common

It’s a park so it’s pretty self explanatory. You can’t technically ride the bike through, but we walked them and it was really gorgeous day.

Fanuel Hall Quincy Market

Brad thought this was going to be too touristy, and it was to an extend, but it was so cool to see, imagining the past and the area around here is great to walk around. We went to a few of “America’s first taverns” and saw a really touching holocaust memorial.

Historic North End

Rows and rows and rows of Italian food. Basically any of them will do, but you can’t avoid Mike’s Pastry…the biggest cannolis ever and 375639 different flavors.

Speaking of food, here are other recommendations I received that will be on my list for my next visit:


  • Buttermilk & Bourbon
  • Row 34
  • Yankee Lobster Co.
  • James Hook & Co.
  • B& G Oysters
  • Neptune Oyster
  • Barking Crab
  • Giacomo’s
  • Bacco
  • Lolita’s
  • Empire
  • The Beehive
  • The Butcher Shop
  • L.A. Burdick Handmade Chocolate
  • Tatte Bakery
  • Mike’s Pastry
  • Modern Pastry
  • Bell in Hand
  • Green Dragon
  • Down East Cider
  • Trillium Garden
  • Harpoon Brewery
  • The Lawn on D
  • Barcelona Wine Bar


  • Boston Public Library
  • Trinity Church & Old South Church
  • USS Constitution
  • Improv Asylum Comedy
  • Museum of Fine Art
  • SOWA Open Market
  • Duck Tour (many people said it’s touristy but you have to anyways)
  • Sam Adams brewery tour
  • Fenway Park
  • Castle Island

Where We Stayed

Like I said, The Revolution Hotel was so ideal for our needs! It was a cross between a hostel and a hotel, with hotel standards of cleanliness and hospitality. For a couple in their late 20s, this was IDEAL. We didn’t want to sacrifice that “hotel feel” with an AirBnB, but we didn’t want the large price tag. The staff was ridiculously helpful & the location in Boston’s South End was walkable to many bars, restaurants, and picturesque neighborhoods. Plus, free bikes, great accommodations (gym, work area, etc.) and it was so cute!

The Revolution Hotel

Address40 Berkeley St, Boston, MA 02116

Phone(617) 848-9200

Overall, without a doubt in my mind, we will be back to Boston someday.

The culture, the food, the walkability, the history. Boston is an American stable and I’m so glad we got the chance to visit. Thanks to Christina, Emma, Stephanie, Maddy, Alana, Michelle, Alli & Jenna for all the recommendations and help and to Billy & Katherine for getting married! And thank you all for reading.

xoxo alex

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