North Boston, or the North End of Boston, is a Boston neighborhood nestled between the Inner Harbor and the Charles River. Filled with winding cobblestone streets and 18th century brick buildings, the area is known for its historical sights, vibrant nightlife, and excellent restaurants. The area boasts a variety of interesting attractions, all within walking distance of each other. With its rich history, diverse culture, and spectacular views, the North End of Boston is an ideal place for a first date.
1. North Boston Parks and Places for a Walk on a First Date
On a warm day, there is nothing better than a stroll through the picturesque streets of the North End. Embark on a leisurely walk together and discover the hidden gems of the North End. Begin your walk around Christopher Columbus Park, a tranquil oasis with views of the harbor and a playground for kids. Make your way through the winding streets of the North End and take time to admire the unique architecture of the area. For amazing views of the harbor, take a walk along the Boston Harborwalk. Cross the 11-acre garden and park of the Greenway and enjoy the view of the skyline of the city. Discover Copp's Hill Burying Ground, a historical cemetery, and watch the boats pass by on the harbor. For a more romantic stroll, walk along Commercial Street for a romantic view of colorful row houses and picturesque views of the sunset.
2. Places for a Coffee Date in North Boston
Start your date off with a cup of coffee at one of the numerous cafes in the North End. Try one of the local cafes such as Caffe Vittoria, the oldest Italian cafe and coffee bar in the area. Sample the delicious pastries, sip on a cup of coffee and chat about your interests over coffee. If you're feeling adventurous, climb to the highest point on the North End and enjoy coffee with a view of the Boston skyline at the Lookout on the roof of the Millennium Tower. Or, check out one of the cozy cafes in the area such as North End Coffee Co. where you can have a more intimate conversation over coffee.
3. North Boston Galleries, Museums and Exhibitions to Visit on a Date
Not feeling up for a walk? How about visiting a gallery, museum or exhibition instead? Take your date to one of the galleries and studios located in the North End. Visit the historic Massachusetts Historical Society and explore the library of books and artifacts related to the history of the area. Or, get inspired by the works of local and international artists at the Gary R. Libby gallery. The area is also home to some of the world's most iconic museums, including the USS Constitution Museum and the John F. Kennedy Presidential Library and Museum.
4. Live Music and Entertainment to Invite your Date to in North Boston
Invite your date to a night of live music or entertainment in the North End. The area is home to some of the best jazz clubs in the city, including the Beehive, the Blues Bistro, and the Center for Arts and Culture. For a more traditional live music experience, check out the old-school jazz venue of Wally’s Cafe Jazz Club. If you’re looking for something more lively, head to the House Of Blues or Fenway Park for concerts and shows.
5. North Boston Pubs, Bars or Restaurants for a First Date Drink or Food
Settle into a cozy pub or restaurant for a drink and bite to eat. The North End is home to some of the city's best restaurants such as Mike's Pastry, Ernesto's Pizza and The Daily Catch. Sample some Italian cuisine with your date at one of the classic Italian restaurants such as Lucia Ristorante Italiano, Dante and Armando's. For a more relaxed evening, check out The Tip Tap Room, a classic American pub with a lively atmosphere.
6. Other Date Ideas to Try in North Boston
If you’re looking for something more unique, try out one of the outdoor activities on offer in the North End. Rent a boat and take a leisurely row around the harbor in one of the many rowing boats located at the Marina Park. Take in the views of the skyline and explore the harbor from a different perspective. For a fun activity, take a croquet lesson and explore the lawns of the Rose Kennedy Greenway. Or, for the more daring first daters, join a cycling or Segway for a tour of the North End.
