Boston Itinerary: What to Do & See in Boston, MA

There might be affiliate links in this post. If you click on a link and make a purchase, I receive a small commission. Read my disclosure policy here.

Hoping to create a Boston Itinerary? Include these 10 fun activities for an unforgettable experience. Whether you’re catching a game, taking a tour or visiting a historical spot, Boston offers excitement and rich experiences for every traveler.

Add These 10 Fun Things to Do in Boston to Your Itinerary

While you can plug these into a 2-day Boston itinerary and rearrange the order, focusing on the first three ideas alone can occupy a significant part of one day, especially if you’re aiming to maximize time and plan both lunch and dinner in the same area.

1. Tour the Food Scene

Taking a food tour is a fantastic way to explore. First, you’ll visit the Boston Public Market for cider donuts. Additionally, you can enjoy a 17th-century snack that’s truly unique. Also, you’ll hop on the Freedom Trail to Union Oyster House.

pasta

There, you can savor clam chowder, molasses baked beans, and oysters. Also, you’ll head to the North End (The Little Italy section) to sample delicious Italian cuisine. Finally, you’ll stop to sample a lobster roll, a special coffee shop, and a fabulous pastry shop.

2. Stop by the Rose Kennedy Garden on the Greenway

After eating, visit the nearby Rose Kennedy Greenway. It’s a perfect stop on a one-day itinerary. The park features gardens and public art displays. Overall, it offers a peaceful escape in Boston.

Prefer to listen? Here’s How to Plan a Weekend Trip to Boston

3. Visit the Tea Party Ships

Visiting the Boston Tea Party Ships and Museum is captivating. First, you gain insight into the events before the Boston Tea Party. Additionally, you discover how this event sparked the American Revolution. Finally, you can see one of the last remaining tea chests.

tea party ships
tea

When planning a 1-day Boston itinerary, including the Boston Tea Party Ships and Museum is essential. First, it offers a captivating glimpse into history. Additionally, the interactive exhibits make learning enjoyable for everyone. Finally, it’s a perfect start to your day’s adventures.

Cut through the gift shop and go to Abigail’s Tea Room. It offers a chance to taste various teas, including the flavors thrown into the harbor during the actual Boston Tea Party.

4. Have Afternoon Tea

Afternoon tea at the Silver Dove is delightful. The elegant atmosphere creates a calm, relaxing ambiance. Attentive service makes the visit truly memorable and special. Overall, expect a wonderful afternoon of tea and treats. I could easily go here over and over again.

Tea

5. Go to an Irish Pub

When planning a Boston weekend trip or a longer stay, visiting an Irish pub is one of the essential things to do in Boston. The lively atmosphere and hearty pub fare make it a must-visit spot.

Also, exploring local breweries and enjoying traditional Irish music are great ways to immerse yourself in Boston’s culture. Overall, adding an Irish pub to your Boston itinerary ensures a fun and memorable experience.

Irish Pub

6. Try Cycle Boat Boston

Cruising with Cycle Boat Boston offers a unique experience. Moreover, passengers pedal together while enjoying harbor views. Afterward, they relax and socialize on the spacious deck. Overall, the trip combines fun with stunning city scenery.

boat

7. Do the Duck Boat Tour

The Duck Boat Tour is an absolute must-do! If you haven’t experienced it yet, add it to your Boston itinerary. Not only is it fun, but it also showcases Boston’s history. Therefore, make sure to prioritize this unique adventure!

Duck Tour

8. Check out the Boston Public Library

At the Boston Public Library, shelves are filled with books. Duh 😉 Visitors quietly read or study at tables throughout. Additionally, artwork and statues enhance the beautiful atmosphere. Thus, it’s a place where knowledge and culture unite.

@everyday_bucket_list

Like & follow! If you searched for “winter Boston activities”, “Boston winter” or you just need to add to a Boston winter itinerary, you’re in luck. Here are some fun things to do in Boston without spending any money. I’ve got you covered w/ these amazing free things to do in Boston for 2023 and beyond! They make the perfect day activities. Create a Boston bucket list of some of the best free things to do in Boston. Here’s a quick list of simple activities that won’t cost you a penny. Get ready for endless fun without breaking the bank! Perfect for couples, friends or to do alone. #bostonbucketlist #freethingstodoinboston #funthingstodoinboston #creatememories #livelifetothefullest #boredombusters #bostontiktok #bostonlover #bostontourist #bostonma #bostonwinter #fyp #capcut #wintertodo #bostonwinter #winterplan #bostonlife

♬ Lisztomania – Phoenix

9. Head over to The Isabella Stewart Gardner Museum

The Isabella Stewart Gardner Museum is a beautiful place filled with art and history. When you enter, you’re greeted by a stunning courtyard with plants and statues. Then, walking through the rooms, you see paintings and sculptures from different times and places. Overall, it’s a peaceful and educational experience that you won’t forget.

Related podcast episode: Things to Do in Boston with Friends

10. Attend a sporting event

Going to a sporting event in Boston, whether it’s getting NBA tickets to see the Celtics, heading to Fenway to see a baseball game, or catching hockey, is exciting because of the passionate fans and the energy in the stadiums. As you cheer for your team, you feel connected to the city and its sports history.

The atmosphere is electric, with cheers and music filling the air. Overall, it’s a thrilling experience that brings people together to celebrate their love for sports. Watch my Tiktok video to take a peek at a Celtics game.

@everyday_bucket_list

Like & follow! Add these ideas to your Massachusetts bucket list, esp if youre looking for places to go for a day trip from Boston or another area. These make nice weekend getaways in the USA (East Coast) whether you need something romantic or not! A quick day trip can make a big difference. Check these fun experiences off of your bucket list today! Plus, it can be the perfect bucket list for couples & singles alike. #bucketlist #bostonfood #bucketlistideas #travel #italianfood #northendboston #worcesterma #northamptoma #springfieldma

♬ Astro Beat – Staysee

Conclusion

If you need a Boston itinerary in a snap, add these 10 fun activities for an unforgettable experience. Whether catching a game, hop on a boat or go on a food tour of Boston Restaurants, this city offers excitement for every traveler.

Scroll to Top