Newbury Street is famous for its combination of 19th-century architecture, including beautiful brownstones, and a vibrant shopping district featuring high-end boutiques, art galleries, and trendy cafes.

Perched atop The Newbury Hotel, Contessa is one of Boston’s most beloved dining experiences. Inspired by grand Italian villas, the restaurant features sweeping city views, an elegant glass-enclosed rooftop, and a menu filled with elevated Italian classics.

The Street Bar is located on the first floor of The Newbury Boston. It is a cozy and upscale lounge offering classic cocktails and elevated bar fare and views of the Public Garden.

700 Boylston St, Boston, MA 02116

A true Boston landmark, the Boston Public Library is as breathtaking as it is historic. Founded in 1848, it boasts stunning Renaissance Revival architecture, grand marble staircases, and the serene courtyard that feels like a hidden oasis in the city. Whether you stop by to admire the art and murals, browse rare collections, or simply enjoy a quiet moment in the courtyard café, it’s an iconic spot to visit.

40 Trinity Pl, Boston, MA 02116

Located at The Raffles Boston hotel, The Blind Duck is a sophisticated and intimate speakeasy-themed bar that boasts panoramic views overlooking the city.

Located at 25 Harbor Shore Drive in Boston's Seaport District, the ICA Boston focuses on contemporary art, featuring painting, sculpture, film, video, and performance art from diverse artists. Buy tickets here!

465 Huntington Avenue, Boston, MA 02115

The Museum of Fine Arts, Boston. The 20th-largest art museum in the world, containing 8,161 paintings and more than 450,000 works of art, one of the most comprehensive collections in the Americas.

25 Evans Way, Boston, MA 02115

Isabella Stewart Gardner Museum - A Venetian palace in the middle of Boston. Home of the single largest property theft in the world.

4 Jersey Street, Boston, MA 02215

Fenway Park is not just a ballpark—it's a living piece of American sports history and a cultural icon of Boston. Opened in 1912, Fenway is the oldest Major League Baseball stadium still in use and has been home to the Boston Red Sox for over a century. Its unique charm, storied past, and passionate fan base make it a must-visit destination for sports enthusiasts and history buffs alike.

Storrow Drive, Boston, MA 02116

If you’re looking for a good place to get some steps in while in town, head over to the Esplanade. It has great views of the Charles River and a beautiful walking path on both the Boston and Cambridge side of the Charles.

14 North Square, Boston, MA 02113

You can’t go wrong just wandering the streets of Boston’s Italian Neighborhood – grab dinner at one of the many amazing Italian restaurants (such as Mamma Maria or Euno!) and grab a classic cannoli and sweets at Mike’s Pastry.

Charles Street, Boston, MA

One of Boston’s most picturesque areas, stony Beacon Hill has steep streets lined with Federal-style and Victorian brick row houses lit by antique lanterns. Across Charles Street, home to chic boutiques, antiques shops and quaint restaurants.

139 Tremont Street, Boston, MA 02111

The Boston Common and Boston Public Garden - Dating back to 1634 (the oldest public park in the US), for nearly 400 years the Common has been witness to British encampments, abolitionist gatherings, food riots, concerts, militia mustering, protests, and public executions. Enjoy!