7-Day Boston AI Trip Planner: Validated Itinerary

3-Day Sample Itinerary

Day 1 — Arrival & Orientation
• Arrive at BOS; Silver Line or cab to Back Bay (validated 20–35 min)
• Check-in; lunch at Neptune Oyster or Union Oyster House
• Afternoon: Freedom Trail; Faneuil Hall; Quincy Market
• Evening: dinner at Sportello or Mamma Maria; North End

Day 2 — Core Experiences
• Morning: Harvard Square; Harvard Yard; Harvard Museum
• Lunch: Clover or Alden & Harlow
• Afternoon: MIT; Kendall Square; Charles River
• Evening: dinner at Oleana or Craigie on Main

Day 3 — Deeper Exploration
• Morning: Fenway Park tour or Museum of Fine Arts
• Lunch: Copley Square or South End
• Afternoon: Boston Common; Public Garden; Newbury Street
• Evening: farewell dinner in Beacon Hill; pack for departure