Locals Recommend: How To See The Best Of Boston In A Day

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As the cradle of American independence, Boston is a huge draw for curious travelers who are fascinated by its revolutionary history. But Boston offers so much more than that. On our recent Boston trip, local friends introduced us to so many places to shop, eat, play, and dance the night away! Check out this Boston itinerary to discover how to see the best of Boston in one day.

Boston Public Library
Pride month at Boston Public Library
Spending one day in Boston? Let locals show you their secret gems. This Boston itinerary is exactly what you need to plan your trip. Here are Boston best places to visit to get a taste of lobster rolls, cannoli, history, and more! #newengland #usatravel #summertravel #boston

How to Spend 1 Day in Boston

Before we begin, we want to point out that Boston’s seafood didn’t really impress us… especially after visiting Portland, Maine. That’s why we didn’t put a spotlight on Boston seafood restaurants in this itinerary.

However, the city has really good Italian food – thanks to the rich Italian heritage. If you like Italian cuisine, you’re in for a treat!


Get ready for your day with a cup of coffee from Caffe Vittoria – the first Italian cafe in Boston. The neat little coffee shop is located in Boston’s Little Italy in the historic North End and has been in business since 1929!

Caffe Vittoria Boston in a day
Caffe Vittoria

Walking into Caffe Vittoria is like stepping into a museum where old coffee machines and espresso makers were put on display. While you might be tempted to order a caffe latte, we recommend going for a cappuccino or hot chocolate instead. This hotspot reportedly serves the best cappucinos in the country!

Caffe Vittoria Boston in a day
Cappuccino from Caffe Vittoria

Then walk down the street to Bricco Panetteria, an authentic Italian bakery hidden in an alley off Hanover Street. The tiny shop is part of Frank DePasquale’s culinary empire and makes the bread for each of his restaurants.

The aroma of baking bread swirls in the air as you walk in. Sfogliatella, nutella doughnuts, and many other Italian pastries and baked delicacies can be found at this small bakery!

Bricco Panetteria Boston Italian bakery
Bricco Panetteria


Now that you’re all fueled up, take a walk along the Freedom Trail and soak up the historic ambiance! The 4-km-long walking path, marked by a red line on the sidewalk, connects 16 significant historic sites associated with the birth of American Liberty.

1 day in Boston Paul Revere Mall
Paul Revere Mall

In the North End, make sure to stop by the famous Paul Revere House, the statue of Paul Revere’s Midnight Ride at Paul Revere Mall, and the Old North Church where lanterns were hung to send warning of the British invasion.

1 day in Boston Old North Church
Old North Church

Want to go on your own self-guided Freedom Trail tour? Click here to download the map of Freedom Trail in Boston!

Interested in seeing historic sights in another amazing American city? Try New York! You see everything in NYC in one weekend – we promise.


Enjoy a casual meal at Giacomo’s, one of the most popular Italian restaurants in Boston. The menu is filled with varieties of fresh handmade pasta. No matter what you order – fettuccine, ziti, or ravioli – be prepared to lick the plate clean!

Best Boston Italian Restaurant Giacomo's
Mouthwatering lobster ravioli from Giacomo’s

Pro tip: the restaurant is cash-only and the North End location doesn’t take reservation so be sure go early to avoid the lunch rush. Alternatively, book a table at the South End location for a more relaxing experience.

Wrap up the meal with a cannoli from Maria’s Pastry ShopThis place is easy to miss if you’re not keeping an eye out for it, but it is definitely worthwhile finding. Their cannolis have all the satisfying elements: a smooth, creamy filling and buttery, crisp shell. Mmm… they are probably the best you can find in Boston!

Boston best cannoli at Maria's pastry
cannoli at Maria’s Pastry
You Might Also Like: Day Trip From Boston: Foodie’s Guide To Portland, Maine


Walk off all those calories with shopping at Faneuil Hall Marketplace. The retail destination actually comprises of four buildings: Faneuil Hall, North Market, South Market and Quincy Market, boasting more than 100 shops, restaurants and food stalls!

In the summer, musicians and street performers can be seen showing off their talented acts in the open-air square.

Quincy Market Boston
Quincy Market

For those interested in beautiful photo spots in Boston, we highly recommend the Massachusetts State House. We know what you’re thinking right now, but trust us, this government building is so beautifully designed inside and out that it was designated a National Historic Landmark!

The ornamental details of the interior spaces, especially in the House Chamber, Nurses Hall, and Memorial Hall will make your jaw drop!

Massachusetts State House Boston-1
Inside the Massachusetts State House

The other two attractions photographers must not miss are Boston Common and Boston Public Garden. The two parks site next to each other and are quite different.

Boston Common is much bigger and has more lush fields and broader walking paths. Locals come here to picnic on the lawn, listen to a concert and watch a softball game. You can also see some wildlife – by that, we mean squirrels fearlessly running around, haha!

If you’re looking for some actual wildlife and want to experience some beautiful fall foliage as well, consider adding a day in Acadia National Park to your trip.

Boston Common
Boston Common

Boston Public Garden offers a beautiful oasis in the middle of the chaotic city. The green space is decorated with stunning flowers, ornate fountains, a small suspension bridge, a picturesque lagoon, and paddling swan boats. It is also home to the statues of Mrs. Mallard and her eight offspring (from the 1941 classic children’s book Make Way for Ducklings)!

Boston Public Garden
Boston Public Garden
Boston Public Garden Make Way for Ducklings
Make Way for Ducklings celebrating July 4th


Reward yourself with the best sandwich in the city at Parish Cafe! Yes, you heard it right. The sandwiches on their menu were actually created by some of Boston’s famous chefs so you’re guaranteed to have the best of the best!!

Parish Cafe Boston
Spicy tuna burger from Parish Cafe

Cap off the night at Omni Parker House in downtown Boston. This historic luxury hotel is where Boston Cream Pie was first created. This classic dessert is not a pie at all, but a 2-layer butter sponge cake filled with thick custard, and chocolate fondant on top. One bite of this decadent silky smooth dessert and you will be in heaven!

For a complete Bostonian experience, order a glass of the Boston Crème Pie martini at The Last Hurrah (inside the same hotel). It tastes just like the dessert and will quench your sweet craving in just one sip!

Omni Parker House the Original Boston Cream Pie
The original Boston Cream Pie from Omni Parker House
Special thanks to Tim from Urban Adventures for taking us around the city!

Urban Adventures partners with knowledgeable locals in over 150 destinations around the world to help travelers uncover places off the beaten track.

If you are interested in joining a Boston one day tour, look no further than Urban Adventures. As our loyal readers, you can use the promo code WITS19 to take 15% off any tour [valid till 2019/12/31].

Getting Around Boston

Walking. Boston is a compact city and highly walkable. Most attractions are nearby each other so you really don’t need to walk too far to get from one place to another.

Subway. To save you some time and energy, we encourage you to consider riding the subway (aka the ‘T’). Boston subway system is quite comprehensive. With 5 rail lines and a total of 133 stations, it will take you anywhere you want to go.

One way ticket is $2.9. If you’re traveling more than 4 times a day, 1-Day Pass ($12.75) is worth buying.

CharlieCard is another money-saving option. This re-loadable card lets you tap in and out of subway stations and buses fast and easy so you don’t need to fumble with coins.

Ride sharing. Uber and Lyft are available in Boston to help you travel more comfortably.

Best Time to Visit Boston

Summer to mid-fall (June to October) is the best time of the year to visit Boston. The weather tends to be more pleasant at that time. However, hotel prices can be high (you might potentially be looking at ~$500 per night for a mid-range hotel that usually charges ~$150 nightly during the low season!!).

Essential Travel Items for Boston

When visiting busy cities like Boston, where pickpocketing can be a problem, we recommend bringing anti-theft travel gear to protect your valuables. These two travel items are something we sear by and cannot live without:


Pacsafe is a travel brand that specializes in making secure bags for travelers. Their antitheft travel bags are light weight, durable, and equipped with built-in safety features like slash-proof fabrics, RFID blocking, hidden compartments, and locking zippers that keep your stuff secure.

For ladies, the perfect introduction to Pacsafe’s style and security is Citysafe CX Anti-theft Mini Backpack. This stylish backpack is ideal for urban travels. In addition to the regular safety features, like slash guards and RFID safe pockets, the bag has plenty of room – big enough to fit an 11-inch laptop, a mirrorless camera, portable charger, light jacket, and water bottle. It also comes with tons of organization compartments to make it quick and easy to locate items!

pacsafe Citysafe CX Anti-theft Mini Backpack
Citysafe CX Anti-theft Mini Backpack

Vibe 325 Sling Pack is a great option for men who are interested in a functional, slim style travel bag. Designed for city exploration, the bag is super light to carry over your shoulder yet has a wealth of space to store your daily essentials!

pacsafe Vibe 325 Sling Pack
Vibe 325 Sling Pack


It is easy to lose stuff when carrying so many items on your travels. We find the bluetooth tracker, tile, extremely helpful in keeping tracking of our belongings.

tile bluetooth tracker
tile mate + slim

You can attach the tiny trackers to keys, wallets, cameras, bags – basically anything you like! All you need to do is pair each of the trackers with your phone (using their app). Ta-dah! You can now use the app to find your valuables OR ring the tracker to locate your phone!

Tiles come in 3 different sizes: Pro, Mate, and Slim, each has a different range and volume. We recommend giving it a try on your next vacation!

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42 Comments Leave a Comment »

  1. Love the hidden pockets and RFID protection on the Pacsafe products. Ease of mind when travelling.

  2. You got me at “hidden pockets”!  I’ve been eyeing these bags for ages!

  3. Reading your blog and seeing the things (okay, let’s be honest, the food!) I missed out on when I visited Boston, maybe I need to work in another visit!

    I don’t have a PacSafe, but the locked zippers appeal to me.

  4. Did you go to Boston as part of your WITS Maine trip? I flew into Boston but I didn’t get to explore it at all as I got right on a bus to Portland! However I remember many visits to Boston when my family lived on Cape Cod for a year when I was growing up. I don’t recall much about the foodie scene apart from that I loooved Faneuil Hall!
    As for PacSafe, their stuff is super cute! I like the color you chose. It’s cool that they have hidden pockets!

  5. The State House looks gorgeous! I’m not much of a history buff, so the Freedom Trail didn’t do much for me, but I loved the Public Gardens and Fanueil Hall. As for food, I don’t remember anything I ate while I was there. I should have had this post first!

  6. Pacsafe would be ideal for my daily life and for my trips! Living in a big city I am always aware of the possibility of being pickpocketed however I love the convenience of a backpack. With a pacsafe bag I would be able to travel without fear of my purse/laptop/phone/camera being taken – woo hoo!  

  7. Glad to hear the seafood wasn’t that great as I didn’t have much of it while I was there. I did, however, have all the Boston Cream Pies I think! The Omni House is the bomb and has the best martini list I have EVER seen! Boston is so fabulous for its history and the ability to walk around enjoying a gorgeous city by the water! I love that PacSafe bag…I like the fact that it has the safety hooks and is RFID block, slash-proof!

  8. I like that these bags have a simple design, also durable material that is built to last. Great anti theft features as well. I think they will fit needs of many travellers

  9. I love the hidden pockets.

  10. The RFID protection is a major win for me. I mean, how great is that?! Much love n

  11. This is a great list! I was in Boston before heading up to Maine and I sped through to see as much as possible! I also love PacSafes. I have the VenturePac, a beautiful carry on bag for my luggage and a camera bag Pacsafe for day trips! I love that you can lock up the zippers!

  12. The Pacsafe feature I appreciate the most is the slash-proof fabric. I also like the look and design.

  13. I like the look and design.

  14. I think it’s pretty cool that the fabric is slash proof but still light!

  15. I appreciate the anti theft properties – slash proof, hidden pockets, RFID, etc..

  16. Love that it has RFID blocking pockets and material!

  17. I like the hidden pockets. It is always nice to have some peace on mind when you know things are safely hidden especially when travelling.

  18. I like the RFID protection and that they are slashproof. I like the comfort and pockets they bags also have. 

  19. The hidden pockets are cool!

  20. I like the hidden pockets and locking zippers. You never can be too safe.

  21. I like all the storage and hidden pocketd!


  23. I like how much room they have for storage!

  24. I love that the pack has hidden pockets, that is a great little security feature!

  25. Love your photos of Boston, they are gorgeous!! We agree Portland, Maine has a better seafood food scene. Love your off the path tips for eating around little Italy. I’ll say it, Mike’s pastries are over rated and not worth the line 😉 

  26. The locking system of the zippers would really add an extra layer to protection to help me feel safer while travelling.

  27. I love the RFID protection.

  28. I like that you can keep your items safe when travelling but still look stylish with these bags!

  29. like the city safe backpak

  30. As someone who was just in Boston, I agree with many of the things on this itinerary! So much history in the city to explore and it was a great walking city. I can see why a walking tour would be a great suggestion. I love Pacsafe products myself as well!

  31. Like that it’s anti-theft. Visited & liked/commented on Facebook. Thanks for the opportunity.

  32. I love that it’s light and slim. Perfect for traveling

  33. I like the hidden pockets. And that’s anti theft.

  34. I like the hidden pockets, pockets are always useful!

  35. The hidden pockets are what I love the most.

  36. The Pacsafe feature because it has slash-proof fabric.

  37. I like the built in safety features.

  38. I like the RFID safe pockets

  39. Cheers for this Article! Boston looks lovely and I’m down for any city with a focus on Italian food. I’ll definitely be adding this city to future USA itineraries. 

  40. Pingback: Locals Recommend: How To See The Best Of Boston In A Day - Voyage Love

  41. Pingback: Romantic Things to Do in Boston: A Couples' Getaway Guide

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