New Chat

Download App

Ask me about your trip!

There are no messages for this conversation.

Roam Around

Ultimate New England Road Trip from Boston Itinerary

Last updated: 2024 Jun 14

Historic Boston and Culinary Delights

Morning

Start your road trip with a hearty breakfast at the iconic Mike's Pastry, known for its delicious pastries and Italian treats. After breakfast, take a self-guided tour of the Freedom Trail, immersing yourself in the rich history of Boston.

Afternoon

For lunch, savor the fresh seafood at Legal Sea Foods, a Boston classic. Afterward, visit the Boston Tea Party Ships & Museum to learn about this pivotal event in American history.

Evening

Enjoy a sophisticated dinner at O Ya, known for its exquisite Japanese cuisine and innovative dishes. After dinner, take a leisurely stroll around Boston Harbor to admire the city lights.

Bedtime

Find amazing hotels in Boston, Massachusetts.

4.91
Freedom Trail
Book Now

4.22
Boston Tea Party Ships & Museum
Book Now

Exploring Harvard and MIT

Morning

Start your day with a delicious brunch at Abe & Louie's, a renowned steakhouse in Boston. Afterward, take a guided tour of Harvard University and explore the historic campus.

Afternoon

For a unique experience, visit the Harvard Museum of Natural History to see its impressive collections. Afterward, take a leisurely walk through Harvard Square and enjoy the vibrant atmosphere.

Evening

Indulge in a fine dining experience at L'Espalier, known for its French-inspired cuisine and elegant setting. After dinner, take a relaxing evening walk along the Charles River.

Bedtime

Find amazing hotels in Boston, Massachusetts.

4.25
Harvard University
Book Now

3.80
Harvard Museum of Natural History
Book Now

Fenway Park and North End Exploration

Morning

Enjoy a classic Boston breakfast at Neptune Oyster, famous for its fresh seafood and oyster bar. After breakfast, take a guided tour of the iconic Fenway Park.

Afternoon

For lunch, head to Union Oyster House, the oldest operating restaurant in the United States, and a favorite of locals and visitors alike. Afterward, explore the historic North End, also known as Boston's "Little Italy."

Evening

Dine at Mamma Maria, a cozy Italian restaurant in the North End, known for its authentic cuisine and romantic ambiance. After dinner, take a leisurely walk to the Boston Harbor and enjoy the sea breeze.

Bedtime

Find amazing hotels in Boston, Massachusetts.