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Boston - Aren't you fabulous!

Updated: May 1, 2018

Boston is one US city we have always wanted to visit. Packed to the brim with history, culture, food and sport. We took a 3 day weekend trip to Boston in June and had ourselves a blast! Boston well and truly exceeded expectations and is already on our list for a return visit in the future.

Like any city, Boston has so many sights, events, restaurants to see and partake in and cannot possibly be conquered in a weekend but I think we did a pretty good job seeing the highlights and stuffing our faces with oysters and lobster rolls in the 3 days we were there.

We thought we would share our 3 day itinerary with you......


Day 1

We arrived in Boston from Toronto nice and early in the morning and took an Uber to our hotel to dump our bags ready to explore......


Strolls around Beacon Hill

Beacon Hill is one of the oldest and most prestigious neighbourhoods in Boston and is well worth a look. Only a few steps from the public gardens, this beautiful neighbourhood with its hilly streets and red brick homes is a lovely spot to spend an hour exploring. 


Whilst in Beacon Hill - stop for a snack @ Tatte Bakery

We walked past Tatte Bakery on Charles St. and were drawn inside by the mouth watering scents wafting out the door. This place is a must visit even just for a quick coffee and pastry. The croissant is to DIE for - try the creme brulee "cruffin" (a heavenly croissant/muffin hybrid), the almond croissants or even grab a meringue cloud that is as big as your head. Very popular place and for good reason - add this to your list to avoid major FOMO!



Boston Public Gardens/Boston Common

Boston is renowned for this beautiful public outdoor space. The Boston Common is the oldest public park in the United States and adjoins the delightful public gardens where you can stroll around, take up a shady spot under a tree, take a ride in the famous swan boats or visit the resident ducks!


Lunch @ Coppa

A delightful little Italian eatery in Boston's South End by James Beard Award-winning Chefs Ken Oringer and Jamie Bissonnette - Coppa should be on your Boston eats list! We took a table outside and enjoyed some sparking and delicious small plates including asparagus, anchovies and the most delicious meatballs ever (seriously!!!). Beautiful spot for lunch!




Harvard Medical School (because Kate is a nerd!)


If you haven't already figured it out - Kate is a doctor and so couldn't pass up the opportunity to have a sneak peak around the hallowed halls of Harvard Medical School. Regardless of whether you are in the medical profession or not, the architecture and beautiful grounds of this facility is worth the visit alone. 


Soaking up the Boston Downtown sights



We spent the rest of the afternoon and early evening wandering the streets of downtown Boston and seeing other fabulous sights including the Boston Public Library, Newbury Street (great shopping district), Quincy Market and finished the day off with a pre-dinner walk along the Charles River promenade. Fabulous first day in Boston!


Dinner @ Island Creek Oyster Bar

Oysters are heavenly, don't you agree?! Boston has many oyster bars however after pouring through reviews we made a booking at Island Creek which is universally well reviewed and for good reason. The oyster menu itself was longer than any oyster menu I had ever seen, offering a choice from along the east US coast and elsewhere - all delicious! We ordered a platter of oysters (which were some of the best we have ever had), beautiful poached blue eye and a buttery, gorgeous lobster roll (sorry for the half eaten pic of it - was so scrumptious I was over half finished before I remembered to take a pic!). All washed down with some cava. Couldn't recommend this place highly enough! 


Day 2

A Day in Cambridge

Cambridge is beautiful and we highly recommend you cross the bridge to Cambridge to explore, even if just for a few hours. Make sure you wander around the grounds of Harvard University and MIT, visit some of the lovely local shops and indulge in one of the many great cafes/eateries for lunch. We ate at Alden and Harlow - a fab eatery in Harvard square. Try the ubiquitous kale salad (O.M.G!) and the "secret burger".




Boston Red Sox at Fenway Park


What a thrill. Gav and I are both big sports fans and I love the sports culture in the US, the smell of hot dogs and popcorn and the roar of the passionate crowd. I really enjoy the baseball and have already become a Blue Jays fan (which is apparently compulsory if you live in Toronto haha!). I have long wanted to visit the hallowed Fenway Park, the oldest baseball stadium in the US. The Red Sox fans are brilliant and make for a thoroughly entertaining evening.


Dinner - Obviously a giant hot dog at Fenway Park washed down with a Budweiser!


Day 3

A Boston Duck Tour


We usually avoid the "touristy" experiences in most places we visiting, opting instead to travel under our own steam and at our own pace, however we decided to take a Boston Duck tour as so many people had mentioned that it was very much a quintessential Boston experience and we saw so many of these super cool land and water compatible ex-military vehicles driving around Boston during our first two days that we couldn't resist! It was actually a very enjoyable and very informative experience. Boston is steeped in fascinating history and this duck tour was a great way to learn and see this beautiful city from both the street and from the Charles river which you enter in the duck in the second half of the tour. We had a great time, particularly as we were actively encouraged to "quack" at passers by on regular occasions - now how often do you get to do that?!


Lunch @ Area Four

A delicious Cambridge eatery (with other locations elsewhere in the city) that we had been well informed had the best pizza in the city - and I can see why. Delicious, hot, wood-oven pizza (try the mushroom + fontina pizza, seriously!) which we literally inhaled and fought over the last piece!! Yum, yum, yum!


And........ even though we were full, dessert is a separate stomach, am I right??

We couldn't resist the short stroll down the road to Toscanini's for what has been previously called the "World's Best Ice-Cream" by the New York Times. Now I don't believe I have eaten enough ice-cream on our travels as yet to confirm or deny this report however I can safely say it was seriously damn good ice-cream!! We had the burnt caramel (tastes like the top of a creme brulee - ie the best part!) and the "B3" - Brownies, Brown Sugar and Brown Butter - are you drooling yet??


Walk the Freedom Trail

A must do in Boston, don't ask me why we left this to the last day!!!

A 2.5 mile red lined route marked out on the city sidewalks that will take you past many important historical sites in Boston including Paul Revere's house and the burial ground of signers of the Declaration of Independence, Samuel Adams and John Hancock.


Boston has it all - food, culture, history and plenty of good times to be had!

Add it to your bucket list ASAP!

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About Us

We are Kate and Gav. 30 somethings. High school sweethearts. Married for 4 years and parents to Ruby the Brittany Spaniel. 

We both work high pressured jobs - long hours, time away from each other (blergh!) - all of which is made bareable by the fact that we have had the opportunity to travel this incredible, wide world of ours whenever possible. 

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