A Day in Historical Boston

Day 1: Historical Boston

Boston, USA

8:00AM

Breakfast at Mike's Pastry

Indulge in a cannoli and cappuccino at this iconic Italian bakery in the North End.

Approximate Cost: $10, Approximate Duration: 1 hour

9:30AM

Walk the Freedom Trail

Embark on a self-guided tour of Boston's historical sites, starting at the Paul Revere House and ending at the Bunker Hill Monument.

Approximate Cost: Free, Approximate Duration: 2-3 hours

12:00PM

Lunch at Union Oyster House

Savor New England clam chowder and fresh oysters at America's oldest restaurant, established in 1826.

Approximate Cost: $25, Approximate Duration: 1 hour

1:30PM

Visit the Boston Common and Public Garden

Stroll through the oldest public park in America and enjoy the scenic beauty of the adjacent Public Garden with its iconic swan boats.

Approximate Cost: Free, Approximate Duration: 1-2 hours

3:30PM

Explore Beacon Hill

Admire the historic architecture, cobblestone streets, and gas lamps of one of Boston's most picturesque neighborhoods.

Approximate Cost: Free, Approximate Duration: 1-2 hours

5:30PM

Dinner at Legal Harborside

Savor a seafood dinner with panoramic views of the harbor at this three-story restaurant in the Seaport District.

Approximate Cost: $40, Approximate Duration: 1.5 hours

View Hotel Availability

Basic

3 itinerary generations (non-logged in)
5 itinerary generations (with free account)
Up to 14-Day Itineraries
Maps Integration
PDF Downloads
Standard support

Free

Sign In

Plus

Everything in Basic Plan and
Unlimited itinerary generations
Personalized packing lists
Additional itinerary details (hotels, transportation, travel requirements, local sayings, etc.)
Ad-free experience

$3 / month or $30 / year (2 Months Free)

€2.76 / month or €27.60 / year (Save €5.52)
£2.37 / month or £23.70 / year (Save £4.74)
₹249.00 / month or ₹2,490.00 / year (Save ₹498.00)

Sign In

Pro (Best Value)

Everything in Plus Plan and
Up to 30-Day Itineraries
Smartest AI with latest updates
Private Itineraries

$5 / month or $50 / year (2 Months Free)

€4.60 / month or €46.00 / year (Save €9.20)
£3.95 / month or £39.50 / year (Save £7.90)
₹415.00 / month or ₹4,150.00 / year (Save ₹830.00)

Sign In

"This is super cool. I did three days in a relatively small town, and it came up with a nice sounding trip (relaxation focused)."

- Redditor StillKickinginAZ

"This is incredible"

- Jenny Turner

"This is so awesome! We hired a travel agent for $200 and your AI just spit out almost exactly the same itinerary the agent planned for our honeymoon in Greece!"

- Sophie L