8 days in New England Itinerary
Created using Inspirock New England vacation builder
Start: Toronto
Ferry to Billy Bishop Toronto City, Fly to Boston
1
Boston
— 2 nights
Drive
2
Ogunquit
— 1 night
Drive
3
Bar Harbor, Mount Desert Island
— 2 nights
Fly
4
Sandwich
— 1 night
Drive
5
Newport
— 1 night
Fly
End: Toronto
Sat, Sep 9 - Sat, Sep 16
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Boston — 2 nights

Beantown
Rich in museums, restaurants, shops, and historical sites, Boston attracts over 16 million visitors each year.Change things up with a short trip to Dolphin & Whale Watching in Gloucester (about 50 minutes away). There's still lots to do: admire the natural beauty at Boston Public Garden, take a stroll through North End, get engrossed in the history at King's Chapel, and explore the world behind art at Museum of Fine Arts.
To find other places to visit, maps, and other tourist information, read Boston tour itinerary site.
Toronto, Canada to Boston is an approximately 5-hour combination of ferry and flight. You can also drive; or take a bus. Expect a daytime high around 28°C in September, and nighttime lows around 17°C. Wrap up your sightseeing on the 11th (Mon) to allow time to drive to Ogunquit.
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Ogunquit — 1 night

Ogunquit means "beautiful place by the sea" in the language of the Native Americans who inhabited the region long ago, and this remains an accurate description of this holiday destination today.Kick off your visit on the 12th (Tue): head outdoors with Fisherman's Walk, then visit a coastal fixture at Nubble Lighthouse, then take in the dramatic natural features at Perkins Cove, and finally appreciate the extensive heritage of Marginal Way Walkway.
To find more things to do, reviews, ratings, and tourist information, use the Ogunquit online road trip planner.
You can drive from Boston to Ogunquit in 1.5 hours. Other options are to take a bus; or do a combination of train and bus. Traveling from Boston in September, you can expect nighttime temperatures to be slightly colder in Ogunquit, with lows of 10°C. Wrap up your sightseeing on the 12th (Tue) to allow time to drive to Bar Harbor.
Side Trip
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Bar Harbor, Mount Desert Island — 2 nights
Bar Harbor is a town on Mount Desert Island in Hancock County, Maine, United States. Start off your visit on the 13th (Wed): take in the awesome beauty at Cadillac Mountain, then get outside with Outdoor Activities, and then hike along Precipice Trail. On your second day here, take a tour by water with Boat Tours & Water Sports, then explore the activities along Frenchman Bay, and then examine the collection at The Seal Cove Auto Museum.
To find where to stay, maps, other places to visit, and other tourist information, use the Bar Harbor trip planner.
You can drive from Ogunquit to Bar Harbor in 4 hours. Alternatively, you can do a combination of bus, train, and flight; or take a bus. Expect a daytime high around 24°C in September, and nighttime lows around 13°C. Finish your sightseeing early on the 14th (Thu) to allow enough time to fly to Sandwich.
more
To find where to stay, maps, other places to visit, and other tourist information, use the Bar Harbor trip planner.
You can drive from Ogunquit to Bar Harbor in 4 hours. Alternatively, you can do a combination of bus, train, and flight; or take a bus. Expect a daytime high around 24°C in September, and nighttime lows around 13°C. Finish your sightseeing early on the 14th (Thu) to allow enough time to fly to Sandwich.
Side Trips
Highlights from your trip
Sandwich — 1 night

Sandwich is a town in Barnstable County, Massachusetts, United States. Kick off your visit on the 15th (Fri): steep yourself in history at Mayflower II, don't miss a visit to Plymouth Rock, see the interesting displays at Sandwich Glass Museum, then examine the collection at Heritage Museums & Gardens, and finally contemplate the long history of Hoxie House.
Use Inspirock's suggestions to plan your Sandwich trip and find the best activities and attractions for your vacation.
You can fly from Bar Harbor to Sandwich in 3 hours. Alternatively, you can drive; or take a bus. In September, plan for daily highs up to 26°C, and evening lows to 15°C. Finish your sightseeing early on the 15th (Fri) to allow enough time to drive to Newport.
more
Use Inspirock's suggestions to plan your Sandwich trip and find the best activities and attractions for your vacation.
You can fly from Bar Harbor to Sandwich in 3 hours. Alternatively, you can drive; or take a bus. In September, plan for daily highs up to 26°C, and evening lows to 15°C. Finish your sightseeing early on the 15th (Fri) to allow enough time to drive to Newport.
Side Trip
Highlights from your trip
Newport — 1 night

City by the Sea
With coastline on the west, south, and east, Newport is a maritime city with a rich history.On the 16th (Sat), examine the collection at The Breakers, then appreciate the extensive heritage of Cliff Walk, and then get a new perspective on things with Boat Tours & Water Sports.
To find ratings, where to stay, reviews, and more tourist information, go to the Newport trip itinerary maker site.
You can drive from Sandwich to Newport in 1.5 hours. Other options are to take a bus; or do a combination of bus and train. Expect a daytime high around 27°C in September, and nighttime lows around 17°C. Cap off your sightseeing on the 16th (Sat) early enough to catch the flight back home.
Highlights from your trip