You hear Boston and you think Fenway Park, Harvard, Cambridge, the Freedom Trail or even Cannolis. Oh, the Cannolis!

Whether you have a reason to visit Boston or not, I’m here to tell you everything you need to know about visiting this lovely city.

When To Visit

My initial visit was in March, the next during July, and my last visit was at the end of August. The beginning of spring proved too cold, and August was rather hot. I believe September would have been perfect, or catching the city in the early summer.

What to Eat

Let’s just get this out of the way now. The cannolis. Everyone has an opinion and reason behind whether they like Mikey’s or Modern. I have tried them both, and I don’t want to sway anyone into thinking one is far better than the other. I don’t think you can ever have too many cannolis, right? Just get both and decide from there.

If you’re looking for even better treats, then I recommend Bricco. This hidden gem has some of the best bread and pastries I have ever consumed. It’s hidden down a small alley in Little Italy masked by brick and entrancing aromas. Get there early though, they run out of everything fast!

Warren Tavern, a restaurant from 1780 that I’m told may be the first restaurant in Boston, is a nice stop for grub and brewskis. George Washington used to chill here, so it must be good. While the food didn’t change my life, the burger was solid and the New England Clam Chowder hit the spot.

Likely my favorite place to eat is the Boston Public Market. The options are endless and are often made with quality in mind. Cooking classes are available most days out of the week, as well as fun festivals such as the Fermentation Festival while I was visiting. I had a Bahn Mi at Bon Me that I still think about on a weekly basis.

As for the final restaurant I full-heartedly recommend, the Antico Forno has my favorite pizza in Boston. Any of them are so damn good. Just go! Please!

Good coffee can be found at the Thinking Cup. I’m sure there are more great coffee shops around the city, but this one did the job.

If you’re looking to experience some craft beer for cheap, I recommend the Harpoon Brewery Tour. It’s a little out of the way, but worth the quick Lyft or bus ride. For $5 you get a tour of the facility and 15 minutes of unlimited tasting. Not to mention, a discount on pretzels. Yes, you have to get a pretzel.

What to Do

The Freedom Trail is a tourist’s trail, but still a “must.” If you have even the slightest interest in history, you really need to follow the red-brick road and check out Bunker Hill and the State House.

While you’re eating cannolis, go deeper into Little Italy and check out “All Saints Way,” a Catholic tribute to every saint on a high brick wall.

Harvard Square is worth the look if you have a few days in Boston. This proves as another opportunity for some history, and a chance to see the beauty of this world-renowned campus.

Cambridge is another hot spot. One of the greatest secrets that lies in Cambridge is known as A4cade. This bar has everything from guitar hero to ski ball. I had a catalina wine mixer and couldn’t have been happier. It’s hidden within a completely different restaurant called Roxy’s. You have to go because I told you to.

Just outside of the Boston Public Market lies the Boston Holocaust Memorial. These glass towers, each representing a Nazi death camp, are compelling and may even feel eerie. It’s definitely worth your time and respect.

If you’re in need of a cute photo-op, all of Beacon Hill offers the perfect backdrop to any insta-post. Acorn St, however, has the perfect street that will meet your needs. If you want a picture that captures Boston, take it on Acorn St.

If you’re looking for the finer things in Boston, or simply want to feel boujee, I recommend Newbury St. With plenty of shops and cafes that scream high-end, this area offers high-quality treats and lavish window shopping.

Think Ahead

As a general note, there is a plethora of good eats and fun in the North End. I happened to be oh so lucky and visit during Saint Anthony’s Feast where there was a festival of food, music, and more. Look ahead for special events prior to your arrival.

If you’re feeling sporty, feel free to get tickets for Fenway Park ahead of time, or whatever teams you wish to watch during your visit.

Improv Asylum is a comedy spot both in NY and Boston. Plan a little ahead for tickets to see great improv in action!

Final Words

I like to think that I’m still missing a lot of Boston and feel there is much more for me to explore. It’s the right place to get lost and find new favorites. Please share your “have-to’s” in Boston.

Sending good vibes your way.

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