Boston has become my favorite city to visit during the fall. So this fall I decided to plan an ambitious girl’s weekend trip. We will attempt to visit 30 of the most instagrammable places in Boston in 48 hours. Below is the itinerary we will try to accomplish.
Friday Night
1. 9:00 PM– Arrive at hotel check in, change clothes and head to dinner
2. 9:30 PM Dinner at “Saltie Girl”
3. After dinner drinks at “Drink”
Saturday
1. Wake up and be ready to head out of hotel by 8 AM
2. Explore Beacon Hill
3. Visit the Boston Commons and Public Garden before heading to brunch
4. Brunch at “Committee” 11:30 AM reservations
5. Walk to Fan Pier after brunch
6. Take Uber to Boston Public Library
7. Isabella Stewart Gardner Museum
8. Christian Science Center
9. Pre-dinner drinks at “Shore Leave”
10. Dinner Reservations 9:30PM “Tiger Mama”
11. After dinner drinks: Scorpion & The Grand
Sunday
1. Wake up and be ready to head out of hotel by 8 AM
2. Take photos by Christopher Columbus Waterfront Park (outside our hotel)
3. Explore Boston Harbor and the Charles River Esplanade
4. Lunch 12:15 PM “Carmelina’s”
5. Visit Paul Revere House & Old North Church before heading to Back Bay
6. Uber to Back Bayexplore and do some shopping
7. Head over to Mike’s Pastry and Kane’s Donuts to bring desserts back home.
Heree weee gooo….
First of all, the biggest mistake we made was leaving New Jersey during rush hour. And most importantly not paying attention to our GPS.
In other words, if you miss an exit on the highway good luck trying to find a U-turn. As a result it took us an additional 45 minutes to get back on the road after missing the exit.
We arrived at The Boston Marriott Long Wharf at 11PM instead of 9PM
Saltie Girl
First up on our list of most instagrammable places in Boston is Saltie Girl. The gorgeous bar at this restaurant make this place the perfect photo-opp for your feed.
Drink
Next stop, Drinks at Drink? Huh? Yeap you read it correctly Drink is the name of the bar. They are known for their innovative hand-crafted cocktails.
One of the coolest bars I have been to thus far! First the bar is located underground, giving you prohibition speakeasy bar vibes. Second we went during Halloween weekend so the bar was decorated for the occasion, and third the waitstaff were dressed as Skulls. But that’s not the cool part.
This bar/restaurant does not have a cocktail menu and they keep all the bottles out of view. So you simply tell the bartender what flavors you like and as a result they’ll receive a delicious cocktail served in fancy glasses. A must try bar, but keep in mind they close at 1 AM.
Committee
Rise and shine it’s Saturday morning. Time to wake up, get ready, and be out the door by 8 AM right? Well that did not happen. In short by the time we finished getting ready it was 10:45 AM, so we headed straight to brunch!
Committee here we come! The reviews and hype about this trendy brunch spot were right. Most importantly your brunch photos with the girls will look insta-worthy.
After stuffing our face with food and mimosas it was time to head to the Fan Pier, Boston Public Library, and the Isabella Stewart Gardner Museum. 3 out of the 30 most instagrammable places in Boston.
Fan Pier
Boston Public Library
Isabella Stewart Gardner Museum
Beautiful right? Well since we woke up late,as a result we decided to skip all those and head to Beacon Hill. We were lucky enough to find parking on Charles Street (one of the busiest streets in Beacon Hill filled with independently owned boutiques and restaurants.
Acorn Street
Next stop Acorn Street. Did you know that aside from one of 30 the most instagrammable places in Boston, it is also the most photographed street in United States?
Therefore, do yourself a favor by not following my example and to come here early in the morning and as a result you’ll avoid the crowds. For instance, when we arrived there around 1:30 PM it was filled with people, including a bride and groom.
You could barely walk without bumping into someone, and the lighting was very harsh. As a result we did not take many photos and spent very little time here. The red-brick towering houses and original cobble stones certainly make this street a huge attraction.
So after changing into comfortable shoes we started making our way to Louisburg Square. According to google this neighborhood is home to some of the most expensive real estate in USA.
Louisburg Square
We walked up and down the streets in Beacon Hill admiring all the beautiful buildings, and stopped at Rouvalis Flower Shop & Garden before heading to Boston Public Garden. I have seen this flower shop all over Instagram and couldn’t wait to go see it in person. It was exactly how I expected it to be, a dream! (I have a little obsession with flowers)
Rouvalis Flowers & Garden
So much walking around made us hungry for a little snack, we stopped at Boston’s next most instagrammable bakery, Tatte Bakery
Tatte Bakery
With cappuccinos and desserts in our belly, Boston Public Garden and Boston Common were next. They are located across from each other and a short distance from Tatte Bakery Beacon Hill location so we just walked. Since it was getting dark and we had to get back to the hotel to get ready for dinner we were only able to go to Boston Public Garden.
Boston Common
Boston Public Garden
Before heading to our dinner reservation, we stopped at Shore Leave for a cocktail. This Asian fusion restaurant is known for their elaborate over the top cocktails so we had to include it on our list. I must say, when it comes to presentation Boston takes the cake on cocktails and the reason why I must include this gem in the 30 of the most instagrammable places in Boston list.
Shore Leave
We weren’t satisfied with one cocktail so instead of getting another one at Shore Leave we decided to head over to one of my favorite restaurants in Boston (couldn’t get a reservation for dinner) Lolita Cocina & Tequila Bar They have two locations, the original one in the Back Bay and a recent addition in Fort Point. I like both locations but prefer the Fort Point. I recommend getting there early and taking photos outside the restaurant before heading inside.
Lolita Cocina & Tequila Bar
Time for Dinner! We tried to make a reservation at Boston’s newest addition Mariel, but unfortunately again we were unsuccessful! Reservations are a must in Boston if you are trying to dine at these popular dinner restaurants. Next time I will make sure to book ahead of time.
Mariel
So instead we headed to Tiger Mama, an Asian Fusion restaurant with tropical decorations and tiki-style drinks.
Tiger Mama
We finished dinner around 11 and decided to go for a drink. When we arrived at the planned location Scorpio Bar & The Grand both bars had a long line so we decided to call Uber and call it night. I’ll take my bed over drinks any time of the day!
Scorpio Bar
The Grand
It’s Sundayyy !!!! Our last day in Boston before heading back home to New Jersey. The plan was to wake up at and be ready at 8AM, but once again that did not happen. By the time we were ready to leave the hotel it was 10 AM, so it did not give us a chance to explore the famous instagrammable spot Charles River Esplanade
Charles River Esplanade
Instead we headed to Christopher Columbus and Boston Haborwalk for some photos. Sunday was much colder than Saturday so we tried to hurry up and spend as little time as possible here. I think you can see on my face in the photo below.
Christopher Columbus
Boston Harborwalk
We couldn’t leave Boston without having some Italian food in the North End, so we decided to have pasta for lunch. Our lunch reservation was at 12:15 leaving us with 45 min to spare. We decided to walk to the oldest house in Boston The Paul Revere House , Ciao Bella, and The Old North Church
North End
The Paul Revere House
The Old North Church
Ciao Bella
It is time to devour a million calories in pasta and go into a food coma! The North End has some of the most delicious if not the best Italian food I have ever tried in my life. We decided to have lunch at Carmelina’s (reservations highly recommended, without a reservation the wait is about 2 hours )
Carmelina’s
After the large amount of pasta we consumed, it was time to burn all that food off, so we walked to Faneuil Hall Marketplace
Faneuil Hill Marketplace
With our time ticking we took an Uber to Back Bay one of Boston’s most exclusive neighborhoods. Lined with brick-town houses, this neighborhood is a mix of modern and historic urban area popular destination for shopping and restaurants. We spent most of our time on Newbury Street hoping from store to store. I always find some of the best winter coats here.
Back Bay
The trip couldn’t be over without stopping at the famous Mike’s Pastry and Kane’s Handcrafted Donuts. Did you even go to Boston if you didn’t stop at these locations to satisfy your sweet tooth?
Mike’s Pastry
Kane’s Handcrafted Donuts
In short I hate to say this, but that’s a wrap folks! This concludes my crazy over-packed 48 hours in Boston. I certainly tried to visit everything, however Boston has so much to see. I think 2 days are just not enough. Maybe next year I will try for 4 days instead. Thank you for reading my post and let me know if you would be coco-puffs like me and try to visit all 30 of the most instagrammable places in Boston 48 hours.