Rachel & Sam
Things To Do
Boston Duck Tours
Historical tours of the city of Boston using replica World War II amphibious DUKW vehicles. Boston Duck Tours first started running tours in Boston, Massachusetts on October 5, 1994.
North End
Explore some of Boston's best Italian food and bakeries while taking in the culture and atmosphere of our own Little Italy. Remember to bring some cash as many of the restaurants and bars in this neighborhood are cash only.
Fenway Park
Take a tour of America's oldest baseball stadium! Tours can be booked through the MLB website.
Museum of Fine Arts, Boston
The 20th largest art museum in the world with a delicious restaurant in the atrium! Free Admission on Wednesdays from 4 pm-10 pm.
Isabella Stewart Gardner Museum
This absolutely stunning museum is located in the home of Isabella Stewart Gardner exhibiting her vast collection of international art. Keep an eye out for the empty frames still unoccupied from the infamous art heist that took place on March 18th, 1990. Located next to the Museum of Fine Arts.
Institute of Contemporary Art
This is one of Boston's newest museums located in the Seaport district. With constantly rotating art installations from international and local artists, it's a great place to unwind and expand your art palette! The museum also offers Free Thursdays from 5-9 PM.
Coolidge Corner Theatre
A favorite movie theater of ours built with elaborate art deco detailing and always playing the best movies in their gorgeous theaters. Originally built as a church in 1906 and converted into an Art Deco cinema in 1933, Coolidge Corner Theater shows mainstream and independent movies in its historic theaters.
New England Aquarium
Right on the Boston Harbor and adjacent to the North End on the waterfront, housing one of the largest circular multi-species aquariums in the world. You can also visit the seals at the entrance of the aquarium for free!
Boston Gardens
Beautiful any time of year! Take a walk through both the Commons and the Gardens in the heart of Boston.
Boston Common
Located right next to the Boston Gardens, and the United States' oldest city park, once used for early colonists to gather, farmers to graze their cows, and where the Red Coats camped during the Revolutionary War.
Newbury Street
Get some last-minute shopping in before the big day on Newbury! From Bvlgari to Urban Outfitters, they have everything. Countless restaurants and bars too!
Charles River Esplanade
Ride a Citi Bike or take a relaxing stroll along the Esplande and take in Boston and Cambridge from the local perspective.
South Boston Waterfront
One of the newer neighborhoods in Boston, Seaport offers fun outdoor events, shopping, drinks, and great food!
Freedom Trail
Follow the red brick line through Boston on a 2.5-mile trek! Begin at the Freedom Trail Starting Point statue in the Boston Common right off Tremont Street.
Walden Pond
Just a quick 30-minute drive away from Boston, Walden Pond offers a 2-mile hiking trail with a pit stop at the home of Henry David Thoreau! Be sure to hop over to Concord for lunch and drinks after your hike!
Mike's Pastry
In our opinion, the best cannoli in Boston! Just make sure to bring cash, as this is a cash only establishment.
Trattoria Il Panino
Enjoy some of the best Italian food in an indoor/ outdoor setting! Also they serve their pasta in sauce pans.
Caffè Paradiso
A great after-dinner treat and amazing espresso and pistachio martinis! Any dessert cocktail pairs well with our favorite dessert, the pistachio ricotta cake.
Democracy Brewing
Employee-owned and all brews made in-house paired with British and American pub favorites!
Trident Booksellers & Cafe
On the far end of Newbury Street, Trident is a great place to browse best sellers, shop local goods, and grab a quick bite at the cafe! They serve a variety of meals from Breakfast, Lunch, and Dinner. We recommend the Hibiscus Mimosa Carafe!
The Bell In Hand Tavern
The oldest operating Tavern in the United States, continuously pouring since 1795! Next to Faneuil Hall on Union Street. Grab a drink, food, or catch the DJ and Live music over the weekend!
Bistro Du Midi
A family favorite restaurant right in the center of Boston with amazing French Cuisine.
Eva
With a variety of different dishes and amazing cocktails, Eva is our go-to spot for weekend brunches and an amazing spot to stop after a day of shopping on Newbury! They tend to be busy, so we would recommend booking a reservation prior to your visit.
The Abbey
A family favorite located in Brookline and close to Coolidge Corner. An amazing Irish up with a cozy atmosphere with great food and even better cocktails! Respect Thy Elder and The Killer Pineapple Margarita are a few cocktail favorites and pair perfectly with their Buffalo Wings or Mussels!
Eastern Standard
A long-standing family favorite restaurant in a new location near Fenway! We recommend going for their brunch and staying to enjoy a couple rounds of drinks and apps :)
Time Out Market Boston
Enjoy local restaurants from around Boston in the food hall near Fenway Park! Be sure to grab a donut from Union Market, and sample our wedding desert!
Salem
Be aware that Salem is very busy during the month of October, and the city recommends taking public transit into town as parking is extremely limited. One of our absolute favorite places to visit! Enjoy the Peabody Essex Museum and the Witch Dungeon Museum, and walk around a truly beautiful historic square! Salem holds many craft markets and exclusive Halloween tours during the month of October, but make sure to book any tours and dining reservations about a month out, as these book quickly!
Harvard University
Walk around the campus of America's oldest university, and take in the gorgeous brown stone buildings in the crisp fall weather. Harvard has a fairly large campus that spans most of Cambridge's town center. There are so many local shops, restaurants, and puds sprinkled around the campus.
Cambridge
Not just home to Harvard and MIT, but also great restaurants, bars, and classic New England architecture.
Boston Public Library - Central Library
Not only does the library offer an expansive collection of books, but it is also a free attraction in Boston with many beautiful walkways and rooms to check out! You can also visit the Map Room Tea Lounge to grab an espresso martini or afternoon tea.