Make this trip your own
Create your own free, personalized itinerary in seconds — then sign up to save and edit it.
Create my version
Viewed by 53 travelers

Boston, Newport, and Portland Maine Itinerary for June 2023

  1. Day 1: Boston
    Logan International Airport

    Arrive in Boston in the morning. Head to the iconic Fenway Park for a ballpark tour. In the afternoon, visit the Museum of Fine Arts for a collection of over 450,000 works of art. In the evening, have a New England seafood dinner at Neptune Oyster in the North End.

  2. Day 2: Boston to Newport
    1 hour 30 minutes (72 miles) from Boston

    Take a morning stroll through the Boston Public Garden before driving to Newport, Rhode Island. Take a tour of The Breakers, a stunning Vanderbilt mansion with ocean views. In the afternoon, visit the Newport Cliff Walk for scenic views of the coastline. In the evening, enjoy fresh seafood at The Mooring Seafood Kitchen & Bar.

  3. Day 3: Newport to Portland
    2 hours 15 minutes (130 miles) from Newport

    Before leaving Newport, visit the International Tennis Hall of Fame for a history of the sport. Drive to Portland and have lunch at Eventide Oyster Co. for amazing lobster rolls. In the afternoon, visit the Portland Head Light, a historic lighthouse in Cape Elizabeth. In the evening, have dinner at Fore Street - an upscale farm-to-table restaurant.

  4. Day 4: Portland
    Explore Downtown Portland

    Start the morning with a visit to the Portland Museum of Art for a collection of American and European art. In the afternoon, take a stroll through Old Port and visit local boutiques and shops. In the evening, have a beer at Allagash Brewing Company.

  5. Day 5: Portland to Boston
    1 hour 50 minutes (107 miles) from Portland

    Before leaving Portland, have breakfast at Becky's Diner for a classic diner experience. Drive back to Boston and visit the USS Constitution Museum to learn about the history of the US Navy. In the afternoon, walk the Freedom Trail to see historical landmarks. In the evening, have a dinner at James Beard award-winning restaurant Oleana.

  6. Day 6: Boston
    Explore Cambridge

    Take a morning stroll through Harvard Square and visit the Harvard Art Museums for a collection of over 250,000 works of art. In the afternoon, visit the Massachusetts Institute of Technology (MIT) Museum to learn about science and technology. In the evening, have dinner at Craigie on Main, a French-inspired restaurant with a farm-to-table menu.

  7. Day 7: Boston
    North End and Waterfront

    Start the day with a coffee and pastry from one of the many Italian bakeries in the North End. Take a walk along the Waterfront and visit the New England Aquarium. In the afternoon, take a tour of the Paul Revere House to learn about the American Revolution. In the evening, have dinner at Giacomo's Ristorante for classic Italian cuisine.

Recommendations

Consider taking a day trip to Salem, MA to learn about the Salem Witch Trials. The Boston Tea Party Ships and Museum is also a great option for learning about the American Revolution. For nature lovers, visit Acadia National Park in Maine for hiking and scenic views.

Time and Costs Estimates

  • Fenway Park Tour (1 hour, $31)
  • Museum of Fine Arts (2-3 hours, $25)
  • The Breakers (1 hour 30 minutes, $26)
  • International Tennis Hall of Fame (1-2 hours, $16)
  • Portland Museum of Art (1-2 hours, $15)
  • USS Constitution Museum (1-2 hours, $15)
  • Harvard Art Museums (1-2 hours, $20)
  • MIT Museum (1-2 hours, $10)
  • New England Aquarium (1-2 hours, $32)
  • Paul Revere House (30 minutes - 1 hour, $5)
  • Total Estimated Costs: $195
0
Like this trip? Make your own version.
A free, personalized itinerary in seconds — sign up to save and edit it.
Create my version