Samantha & Steven
Explore Boston
Boston Common & Public Garden
Boston Common is a historic gem in the heart of Boston, offering a stunning green space that's perfect for relaxation and exploration. As the oldest public park in the U.S., it features scenic walking paths, charming ponds, and iconic landmarks that bring the city's rich history to life. Also stop by the Beer Garden located in the park near Tremont Street and Boylston Street.
Freedom Trail
The Boston Freedom Trail is an exciting, 2.5-mile journey through history that takes you to 16 of Boston's most iconic landmarks. As you follow the red-brick path, you'll explore sites like Paul Revere's House and the Massachusetts State House, each with its own captivating story from the American Revolution. It's a captivating way to immerse yourself in Boston's rich heritage while enjoying a picturesque walk through the city.
The North End - Italian Neighborhood
The North End is Boston’s charming Italian neighborhood, brimming with vibrant energy and rich cultural heritage. Stroll through its narrow, cobblestone streets to discover a delightful array of authentic Italian restaurants, bakeries, and cafes, where you can enjoy mouthwatering dishes and freshly baked pastries. With its historic sites, lively atmosphere, and delicious food, the North End offers a captivating slice of Boston’s rich cultural tapestry. Our favorite spots are Limoncello, Mamma Maria, Trattoria Il Panino, Quattro, Tresca, and of course, Mike's Pastry for a must-have cannoli.
Newbury Street
Newbury Street is a lively, bustling stretch known for its chic boutiques, trendy cafes, and historic brownstones. As you stroll along this vibrant street, you'll discover a mix of high-end shopping, unique art galleries, and delicious dining options. With its charming atmosphere and dynamic energy, Newbury Street offers a quintessential Boston experience that’s both stylish and inviting.
Commonwealth Ave Walking Park & Charles River Esplanade
Commonwealth Ave Park is a scenic, tree-lined promenade that stretches through Boston’s Back Bay neighborhood. Around the park you'll find beautiful Victorian-style homes (Tom Brady used to live here!) Afterwards make your way to the Charles River Esplanade for a beautiful waterfront view.
Acorn Street - Beacon Hill
Acorn Street is an iconic cobblestone street in the historic Beacon Hill neighborhood. This area is known for it's charm, elegant brownstones, and picturesque gas lamps.
James Hook & Co
James Hook is our all time favorite lunch spot if you're craving a lobster roll!
Fan Pier Park & Seaport
Fan Pier is where Steven proposed! Offers stunning views of the Boston Harbor and downtown skyline. From there you can explore the Seaport neighborhood - one of Boston's newest and fastest growing neighborhoods with shops and restaurants. Check out The Barking Crab or a selection of breweries: Trillium, Cisco, or Harpoon Brewery.
Boston Tea Party Ships & Museum
Experience interactive exhibits and live reenactments that bring the historic Boston Tea Party to life.
L Street Tavern
Our favorite bar in Boston as featured in the movie Good Will Hunting. Head over to the Southie neighborhood where we used to live and enjoy a pint of Guinness or your favorite beverage :) Also nearby is the beach.
Fenway Park
If you have the time, catch a Red Sox game or take a guided tour of this iconic baseball stadium, the oldest in the Major Leagues. Can't miss out on a Fenway Frank!
Harvard University
Harvard is just a short drive/train from downtown Boston. The campus is beautiful and the area is fun and vibrant if you'd like to check it out!
Other Restaurant Recommendations
Moonshine 152 - Asian Fusion American Provisions - THE BEST Sandwiches Lincoln Tavern - American Lolita Fort Point - Tequila Bar/Mexican China Town - Pho Pasteur or Irashai Sushi Ruka - Sushi Yvonnes - American Coquette - French Mariel - Cuban The Dubliner - Irish Bar/Restaurant Boston Sail Loft - Seafood Bostonia Public House - American Regina Pizza - Dave Portnoy's All-Time #1 Saltie Girl - Seafood