Freedom Trail + Best Of Boston Eateries // Comfy Travel Ensembles

Linen Ponte Moto Jacket – sz S, Tailored // VINCE CAMUTO [SIMILAR] • Cami – sz XS // H&M • Bow Shorts // BANNA REPUBLIC [SIMILAR 1, SIMILAR 2] • Espadrille Striped Lace-Ups // SOLUDOS • Tortoise Frame Sunglasses // H&M • Mini Cross Body // J. CREW FACTORY & J. CREW [Larger version]

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By the time Day 2 and 3 rolled around of our trip, I was already telling hubby that I wanted to move to Boston. The city is so full of character, history, and of course my favorite, delicious eateries! Even though Boston Proper spans about 3 miles from North End to South End, it packs a punch. We decided, like all the tourists before us, to do tourist things, like the Freedom Trail. It was awesome and even better that it was FREE! It’s a self guided tour of everything that made this country what it is today. All you have to do is follow the double brick line that starts at the Boston Commons and you’re on your way [think yellow brick road except red].

Minuit 33mm Watch  // CLUSE • Cami – sz XS // H&M • Bow Shorts // BANNA REPUBLIC [SIMILAR 1, SIMILAR 2] • Espadrille Striped Lace-Ups // SOLUDOS • Tortoise Frame Sunglasses // H&M • Mini Cross Body // J. CREW FACTORY & J. CREW [Larger version]

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The two pictures above, I snapped in Little Italy on Salem Street in the North End. Small cute streets full of Italian restaurants and bakeries. Obviously, the backdrop was a perfect KeePieces photop to showcase my comfortable travel ensemble! Although it was unbelievably sweltering, I brought my moto jacket [get a similar in cream – HERE] in case it got chilly [I was right! 15 degree swing between shade and sun]. I love this particular piece not only because it’s by my favorite designer, but because of the asymmetrical stye, linen fabric, and lined interior! There is nothing in my closet like it, it’s definitely of one of my edgier pieces. To contrast the color, I wore a black silk cami and added some femininity to the look with a pair of tie waist shorts [another similar HERE].

If you’ve been been following all my travels you know that I had to bring my trusty Soludos espadrilles, why you ask? Because I’ve worn them to every country I’ve been to and I can’t stop now [!] and because they match the black/cream outfit I’m wearing. Lastly, my new mini cross body is from J. Crew Factory [plus 40% off with code HEATWAVE, also they have the same color in bucket style version HERE] and I am in LOVE with it! It’s a smaller version of the J. Crew Signet bag but the quality is exactly the same and the price is cheaper! It can fit not only my camera, but two of its lenses, antibacterial [obviously – I’m a nurse!], lip gloss, cell phone, and credit cards! Plus, I’m really digging the sandy reef color, also something that was much needed in my bag collection.

Striped Bell Sleeves – sz S, Runs Big // BANANA REPUBLIC [SIMILAR 1, SIMILAR 2] • White Jeans – sz 25 // OLD NAVY • Cognac Sandals // OLD NAVY  [SIMILAR 1]

This Boston sign is across Quincy Market in the courtyard of the federal building [train stop – Government Center, the glass building is the actual stop]. It was dusk and we stumbled upon it when we were on our way back home from dinner and the harbor. I love that it just oozes American Pride! Clearly, I had to KeePiece it.

This comfy ensemble is my usual go-to, white jeans, a summer colored bell sleeve top, and sandals. Luckily, it was light enough to pop with the patriotic background. I love the bell sleeves and can honestly say that it is a staple style in my closet [other looks HERE]. You can never have enough white jeans and if I find a pair for a great price, I have to snag them!

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The Boston Harbor is unbelievable – the city took advantage of the prime real estate since there is so much commerce and activities next to the water! This shot is one of my favorites showing downtown Boston and how close it is to the harbor [shot was taken from Fan Pier Park]. To the left of this shot is the Boston Tea Party Ship and the location of where the event took place.

FREEDOM TRAIL SIGHTS

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Starting at the Boston Commons, you’ll see 15-16 historical sights, including the cemetery where John Hancock, Paul Revere, Samuel Adams, and Mother Goose are buried. You’ll also see the Old State Building, site of the Boston Massacre and the balcony where the Declaration of Independence was first read from. Towards the end is where you’ll be able to see the public school that a few of the founding fathers went to as well as Paul Revere’s house and Quincy Market. Seriously, take advantage of this free tour!

The best thing about a self-guided and free tour is that you can veer off for a moment and come back to the trail whenever you want. We veered off in Beacon Hill to take a look at Acorn Street [the most photographed street in the US, I’m told]. Look at the cobble stone street – the original path in the 1600s!

BOSTON FAVORITE EATERIES

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Apart from my favorite dinner spot, Metropolis [see pictures HERE], Boston has numerous delicious brunch spots. My favorites are Tatte [above], South End Buttery and Flour [below].

TATTE—They have Stumptown, a Portland based coffee company that hubby is obsessed with. They also have yummy macarons and baked goods. My favorite Tatte location is the one at Harvard with all the pretty tiles and lots of sitting room.

SOUTH END BUTTERY—The ricotta fritters are to die for! I got the vegetarian eggs benedict and hubby got the huevos rancheros. Such a cute little spot in South End away from the touristy area. After brunch you can walk around and see the real Boston!

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FLOUR—Near the center of downtown, offers gluten free and vegetarian options. However, I opted for a grilled chicken sandwich panini, which tasted so fresh! Hubby was the winner with a bacon and egg sandwich, partially because bacon is the only meat I’ll eat that I like.

PAULI’S—Omg, lobster roll galor! While everyone was waiting for 3 hours next door at Neptune, we decided to the relaxed dining Pauli’s, where the lobster roll was mouthwatering! It came fresh in a crispy butter bread. The flavor and serving was so rich that hubby and I had to split one.

ERNESTO’S—Next to Pauli’s is Ernesto’s. A hole in the wall pizza joint with savory pizzas sold by the slice. The cheese on it reminded me of the amazing Nagila pizza in L.A.

JUICY SPOT—Just look at my pictures! Do I need to say anymore?! Liquid mixture is poured onto a nitrogen cooled metal plate and the maker does his magic until he can scrape your ice cream into thin rolls like pirouettes.. I got the razzle dazzle, topped with pomegranate, blueberries, and raspberry drizzle. Hubby got the real winner with the peanut butter chocolate espresso [obviously with that long of a name, what could be wrong about it?!].

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MIKES PASTRY vs. MODERN PASTRY—Mike’s Pastry has all the different flavors and fillings with pistachio and espresso chip but Modern Pastry has the classic cannoli and irresistible tiramisu! Let me know what you think! 

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EMACK & BOLIO’S—Finally the creme de la creme,  the picture does not do this deliciousness any justice. It’s a raspberry chocolate chip yogurt with a fruit loops treat cone [like rice krispies treat]. Located on Newbury street, you’ll also get to enjoy people watching as they stare at your dessert with envy.

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SHOP THE LOOK

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19 comments

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Hi Jasper, that’s such a lovely and informative post. Thank you for sharing all your favourite eateries. That’s always the most important thing to know 😀 xx Mio

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Aw thank you Mio! My husband says I have food on the brain! Lol.

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Looks like you had a lot of fun! I love your outfits, they are perfect for vacation.

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Thank you so much! I’m always for being comfortable during my adventures!

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These pictures are absolutely stunning. I love your outfits! And the scenery is giving me some serious wanderlust. Thank you for sharing!

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Thank you Sam! I always have the travel bug – if you’ve never been, Boston is a must!

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All of this food look heavenly! I love all your classic, classy outfits. The details like the espadrilles and the watch make them super special!

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Thank you Jackie! The best part is I got every piece on sale!

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My boyfriend works in Boston a lot, I am definitely pinning this for later! Also, I loveee your outfit. Too cute!

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Thank you so much Halley! He’s so lucky – I love Boston. So many delicious places and historic sights!

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love your outfit! definitely need that jcrew factory bag! I’ve always wanted to check out some good foodie spots in Boston. Can’t wait to try some of these places!

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Such delicious places! I highly recommend Metropolis and Emack’s!

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That ice cream though!!!! Looks like you had an awesome time! I’ve only been to Boston once, and this has me wanting to go back!

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Omg Camille, seriously so flavorful! I do a lot of research before I travel so I know to see the city from a local’s point of view. This was one of them!

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Boston is awesome!! I’ve lived outside of Boston for the last 2 years and wouldn’t trade this for anything. I plan on taking my daughters on Freedom Trail soon. I’m glad you had a awesome time and your outfits are too cute!!

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I’m so jealous you live so close! Honestly the freedom trail was a lot of fun! I would do it again!

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Man oh man, everything looks so good! You just reminded me that I forgot about wanting to try a lobster roll while I was there! 😫 I suppose it’s all the more reason to visit. Really lovely post though, so many good places to try in that area.

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Thank you Britney! Omg the lobster roll was to die for. You have to go back and get two this time! 😉🙌🏻

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LOVE Boston! We’ll be visiting this fall so I’ll have to try some these eateries!! Thanks for sharing! xo

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