31 days in New England Itinerary

Created using Inspirock New England trip itinerary builder
Make it your trip
Fly
1
Boston
— 6 nights
Drive
2
Ogunquit
— 3 nights
Drive
3
Bar Harbor, Mount Desert Island
— 5 nights
Fly
4
Newport
— 5 nights
Drive
5
Sandwich
— 5 nights
Drive
6
Provincetown
— 5 nights
Ferry to Boston, Fly to Perth

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Boston — 6 nights

Beantown

You'll find plenty of places to visit near Boston: Chatham (Chatham Railroad Museum, Atwood Museum, &more) and Gloucester (Fishermen's Memorial Monument & Dolphin & Whale Watching). The adventure continues: walk around Boston Public Garden, visit North End, take a tour of Boston Tea Party Ships & Museum, and pause for some photo ops at New England Holocaust Memorial.

To see ratings, reviews, more things to do, and tourist information, refer to the Boston travel route builder tool.

Perth, Australia to Boston is an approximately 31-hour flight. The time zone changes from Australian Western Standard Time (AWST) to Eastern Standard Time (EST), which is usually a -13 hour difference. Traveling from Perth in September, things will get a bit warmer in Boston: highs are around 28°C and lows about 17°C. Cap off your sightseeing on the 12th (Tue) early enough to go by car to Ogunquit.
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Museums · Parks · Tours · Historic Sites
Side Trips

Ogunquit — 3 nights

Get out of town with these interesting Ogunquit side-trips: Portland (Portland Observatory, Allagash Brewing Company, &more) and Portland Head Light (in Cape Elizabeth). The adventure continues: appreciate the extensive heritage of Marginal Way Walkway, take in the dramatic natural features at Perkins Cove, head outdoors with Fisherman's Walk, and kick back and relax at Ogunquit Beach.

To see photos, where to stay, maps, and more tourist information, read our Ogunquit trip planner.

Drive from Boston to Ogunquit in 1.5 hours. Alternatively, you can take a bus; or do a combination of train and bus. Traveling from Boston in September, plan for slightly colder nights in Ogunquit, with lows around 10°C. Finish your sightseeing early on the 15th (Fri) so you can drive to Bar Harbor.
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Historic Sites · Breweries & Distilleries · Parks · Tours
Side Trips

Bar Harbor, Mount Desert Island — 5 nights

Get out of town with these interesting Bar Harbor side-trips: Warren Island State Park (in Lincolnville) and Camden (Mount Battie & Curtis Island Light).

To find maps, ratings, more things to do, and more tourist information, go to the Bar Harbor planning site.

Traveling by car from Ogunquit to Bar Harbor takes 4 hours. Alternatively, you can do a combination of bus, train, and flight; or take a bus. September in Bar Harbor sees daily highs of 24°C and lows of 13°C at night. Wrap up your sightseeing on the 20th (Wed) to allow time to fly to Newport.
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Parks · Outdoors · Nature · Tours
Side Trips

Newport — 5 nights

City by the Sea

Get out of town with these interesting Newport side-trips: Marconi-RCA Wireless Museum (in North Chatham), Colt State Park (in Bristol) and Lizzie Borden House (in Fall River). There's much more to do: examine the collection at The Breakers, make a trip to International Tennis Hall of Fame, take a memorable drive along Ocean Drive Historic District, and get to know the fascinating history of Cliff Walk.

For reviews, traveler tips, maps, and other tourist information, read our Newport day trip planning website.

Getting from Bar Harbor to Newport by flight takes about 3 hours. Other options: drive; or take a bus. Traveling from Bar Harbor in September, expect a bit warmer with lows of 17°C in Newport. Finish your sightseeing early on the 25th (Mon) to allow enough time to drive to Sandwich.
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Museums · Tours · Historic Sites · Outdoors
Side Trips

Sandwich — 5 nights

Get out of town with these interesting Sandwich side-trips: Oak Bluffs (Farm Neck Golf Club & Trinity Park Tabernacle), Falmouth (Falmouth Museums on the Green, Highfield Hall & Gardens, &more) and Nobska Point Lighthouse (in Woods Hole).

To find photos, ratings, where to stay, and tourist information, go to the Sandwich trip planner.

Drive from Newport to Sandwich in 1.5 hours. Alternatively, you can drive; or take a bus; or do a combination of bus and train. In September, daytime highs in Sandwich are 26°C, while nighttime lows are 15°C. Finish up your sightseeing early on the 30th (Sat) so you can go by car to Provincetown.
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Museums · Outdoors · Historic Sites · Parks
Side Trips

Provincetown — 5 nights

Birthplace of American Liberty

Change things up with these side-trips from Provincetown: Nauset Beach (in Orleans) and Eastham (Nauset Light Beach, Salt Pond Visitor Center, &more). Spend the 2nd (Mon) exploring nature at Cape Cod National Seashore. The adventure continues: explore the galleries of Pilgrim Monument & Provincetown Museum, take a leisurely stroll along MacMillan Wharf, enjoy the sand and surf at Race Point Beach, and stroll through Corn Hill Beach.

For reviews, other places to visit, and more tourist information, read our Provincetown road trip planner.

You can drive from Sandwich to Provincetown in 1.5 hours. Other options are to drive; or take a bus. In September, plan for daily highs up to 25°C, and evening lows to 16°C. Finish your sightseeing early on the 5th (Thu) so you can travel back home.
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Outdoors · Parks · Beaches · Nature
Side Trips