Boston is one of the oldest cities in America and the history of this city is incredible. There is so much to see and do. We found ourselves in Boston for a 24 hour layover on our way to Terceira Island and wanted to see it all even though we only had one day in Boston!

With so many things to see, drink and eat, we are sharing our Boston 1 day itinerary. We hope these tips will help you to make the most of your quick stay!

Helpful Tips: There is no need to rent a car in Boston. Most of the activities you will be doing in Boston require walking and Uber is the best way to get from your hotel to dinner or returning to the airport.

Depending on the time of year you are visiting, make sure you have the appropriate footwear. In the wintertime, it can be cold and slippery so wear waterproof boots to keep your feet warm and dry. In the summertime, wear comfortable walking shoes.

What to do in Boston for a 24 hour layover

Freedom Trail

This 2.5 mile tour through Boston connects the 16 most historic parts of Boston such as Boston Common, Paul Revere’s House, Massachusetts State House, Park Street Church, Old State House, Old South Meeting House, the Bunker Hill Monument, Faneuil Hall, Granary Burying Ground, USS Constitution and so much more. We started our self guided tour in the morning and we spent 3 hours on the trail. I downloaded the Boston Tour App for $1.99 and enjoyed learning along the way. My favorite stops were Burying Grounds, Bunker Hill and USS Constitution. If you prefer a guided tour, you can visit The Freedom Trail for more information on date availability.

North End ``Little Italy``

If you have a deep love for carb loaded Italian food like I do, then you’ll want to eat in “Little Italy.” If you want to grab some lunchtime pizza (and under $5 slice), I recommend Galleria Umberto Pizzeria. Note: They accept cash only and close up early if they sell out.

While you’ve been on the Freedom Trail through the North End neighborhood, you’ll notice tourists carrying around little white boxes filled with delicious cannoli’s, a classic Italian dessert (a rolled fried pastry shell filled with sweet ricotta cheese.) When in Boston and the North End, you must eat cannoli’s. With several bakeries options, which offers the best cannoli? Personally, I like Modern Pastry, but if you have time try them all! Don’t let the long lines discourage you, they move fast.

Freedom Trail

One day in Boston best food

Make sure you try a Cannoli from Modern Pastry!

Enjoy fresh seafood

Nothing says “New England” like a Lobster Roll or Clam Chowder. Maybe its because I live in a desert and it is not as “fresh” but I always appreciate some great seafood. While 24 hours in Boston isn’t enough time to truly enjoy all the food it has to offer, you will want to make some reservations for your seafood dinner. My favorite restaurant is Row 34 in Seaport District. Row 34 has a great selection of raw bar options, fresh fish, lobster rolls and rotating craft beer menu on draft! This place is busy so I recommend making reservations in advance.

Beer in Boston

Enjoy a sample flight at Night Shift on LoveJoy

1 day Boston itinerary

Bunkerhill Monument


We are beer lovers so we often plan our trips around where we can sample the areas top breweries. If you’re like us then you’ll enjoy setting some time on your trip to visit one of Boston’s many breweries. Our favorite spot is Night Shift Brewing at LoveJoy Wharf. We enjoyed this brewery because you can get small samples of their beer. The staff was very friendly and they have a good food menu. Night Shift is located near the Freedom Trail so its a nice detour for lunch or refreshing beverage.

Another great spot to hit is Trillium Brewing. They offer great food and of course awesome beer. Trillium gets very busy in the evenings, so I recommend making reservations for dinner in the upstairs dining room.

If you are looking for a beer tour experience, check out Harpoon Brewery located in the Seaport District or Samuel Adams Brewery.

We learned a bit of US history, drank some good beers and ate some even more amazing food on our one day in Boston. Although 24 hours isn’t enough time to see everything in Boston, I hope this Boston 1 day itinerary help you enjoy your short stay in this amazing city.

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Boston 1 day itinerary


  • June 16, 2019

    I have really fond memories of walking the Freedom Trail when I was in Boston. It’s a great way to get to know the city and its history.

    • Brittany Morazan

      June 16, 2019

      I love the history as well!


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