32 days in New England Itinerary

32 days in New England Itinerary

Created using Inspirock New England trip itinerary maker

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Route & dates

32 days in New England Itinerary

Start: Sydney
Fly:  25​h
1
Boston
— 5 nights
Drive:  1​h 30​min
2
Newport
— 4 nights
Drive:  1​h 30​min
3
Falmouth
— 4 nights
Drive:  1​h 45​min
4
Provincetown
— 4 nights
Drive:  3​h 15​min
5
Nantucket
— 4 nights
ferry + Drive:  4​h
6
Ogunquit
— 4 nights
Drive:  4​h
7
Bar Harbor, Mount Desert Island
— 4 nights
Fly:  28​h
End: Sydney

5
nights
Boston

Boston ©
Rich in museums, restaurants, shops, and historical sites, Boston attracts over 16 million visitors each year. New England's largest and most influential city, Boston ranks among the world's major centers of education and culture.
Take a break from Boston with a short trip to Dolphin & Whale Watching in Gloucester, about 50 minutes away. The adventure continues: explore and take pictures at Fenway Park, appreciate the extensive heritage of Freedom Trail, don't miss a visit to Boston Public Library, and engage your brain at Museum of Science.

Find out how to plan Boston trip without stress by asking Inspirock to help create an itinerary.

Sydney, Australia to Boston is an approximately 25-hour flight. You can also do a combination of flight and train; or do a combination of train and flight. The time zone changes from Australian Eastern Standard Time (New South Wales) (AEST) to Eastern Standard Time (EST), which is usually a -15 hour difference. Traveling from Sydney in June, things will get a bit warmer in Boston: highs are around 28°C and lows about 18°C. Wrap up your sightseeing on the 1st (Mon) early enough to drive to Newport.

Things to do in Boston

Museums Tours Parks

Side Trips

Dolphin & Whale Watching, Mount Auburn Cemetery
Highlights from your plan
Freedom Trail ©
Freedom Trail
Fenway Park ©
Fenway Park
Museum of Fine Arts ©
Museum of Fine Arts

4
nights
Newport

Newport ©
With coastline on the west, south, and east, Newport is a maritime city with a rich history.
Venture out of the city with trips to New Bedford Whaling Museum (in New Bedford), Colt State Park (in Bristol) and Lizzie Borden House (in Fall River). There's lots more to do: examine the collection at The Breakers, tour the pleasant surroundings at Goosewing Beach Preserve, pause for some serene contemplation at St. Mary's Catholic Church, and make a trip to Cliff Walk.

For other places to visit, traveler tips, and more tourist information, read Newport online driving holiday planner .

You can drive from Boston to Newport in 1.5 hours. Alternatively, you can take a bus; or do a combination of train and bus. July in Newport sees daily highs of 31°C and lows of 22°C at night. Wrap up your sightseeing on the 5th (Fri) early enough to drive to Falmouth.

Things to do in Newport

Museums Historic Sites Parks

Side Trips

Colt State Park, New Bedford Whaling Museum, Beavertail Lighthouse and Park, Goosewing Beach Preserve, Lizzie Borden House
Highlights from your plan
The Breakers ©
The Breakers
Ocean Drive Historic District ©
Ocean Drive Historic District
Beavertail Lighthouse and Park ©
Beavertail Lighthouse and Park

4
nights
Falmouth

Falmouth ©
Falmouth is a town in Barnstable County, Massachusetts, United States; Barnstable County is coextensive with Cape Cod. Explore Falmouth's surroundings by going to Plymouth (Plymouth Rock & Plimoth Plantation), Cape Cod Canal (in Buzzards Bay) and Sandwich (Heritage Museums & Gardens & Old King's Hwy). There's much more to do: explore the landscape on two wheels at Shining Sea Bikeway, visit a coastal fixture at Nobska Point Lighthouse, appreciate the extensive heritage of Cornelia Carey Sanctuary (The Knob), and kick back and relax at Old Silver Beach.

To find traveler tips, photos, ratings, and tourist information, use the Falmouth journey planner .

You can drive from Newport to Falmouth in 1.5 hours. Alternatively, you can take a bus; or do a combination of bus and train. In July, plan for daily highs up to 31°C, and evening lows to 20°C. Finish up your sightseeing early on the 9th (Tue) so you can go by car to Provincetown.

Things to do in Falmouth

Parks Museums Outdoors

Side Trips

Sandwich, Plymouth, Edward Gorey House, Edgartown Lighthouse, Craigville Beach
Highlights from your plan
Shining Sea Bikeway ©
Shining Sea Bikeway
Heritage Museums & Gardens ©
Heritage Museums & Gardens
Sandwich Glass Museum ©
Sandwich Glass Museum

4
nights
Provincetown

Provincetown ©
A small resort town with a year-round population of just 3,000, Provincetown draws nearly 60,000 annual visitors with its scenic beaches, art colonies, galleries, theaters, and shops.
Take a break from Provincetown with a short trip to Nauset Beach in Orleans, about 48 minutes away. And it doesn't end there: browse the exhibits of Pilgrim Monument & Provincetown Museum, examine the collection at Provincetown Art Association and Museum, take a leisurely stroll along MacMillan Wharf, and enjoy the sand and surf at Long Point.

For photos, reviews, more things to do, and other tourist information, read our Provincetown trip itinerary planning website .

You can drive from Falmouth to Provincetown in 2 hours. Another option is to take a bus. In July in Provincetown, expect temperatures between 30°C during the day and 20°C at night. Wrap up your sightseeing on the 13th (Sat) early enough to drive to Nantucket.

Things to do in Provincetown

Parks Outdoors Beaches

Side Trips

Cape Cod, Nauset Beach
Highlights from your plan
Cape Cod National Seashore ©
Cape Cod National Seashore
Race Point Beach ©
Race Point Beach
Cape Cod Rail Trail ©
Cape Cod Rail Trail

4
nights
Nantucket

Nantucket ©
Nantucket is an island about 30mi by ferry south from Cape Cod, in the American state of Massachusetts. Nantucket is known for museums, beaches, historic sites, breweries & distilleries, and outdoors. Your plan includes some of its best attractions: see the interesting displays at Whaling Museum, play a few rounds at Miacomet Golf Club, kick back and relax at Madaket Beach, and take an in-depth tour of Egan Maritime's Nantucket Shipwreck & Lifesaving Museum.

For where to stay, other places to visit, ratings, and other tourist information, read our Nantucket holiday builder website .

You can drive from Provincetown to Nantucket in 3.5 hours. In July, plan for daily highs up to 28°C, and evening lows to 20°C. Cap off your sightseeing on the 17th (Wed) early enough to travel to Ogunquit.

Things to do in Nantucket

Outdoors Historic Sites Parks
Highlights from your plan
Jetties Beach ©
Jetties Beach
Whaling Museum ©
Whaling Museum
Miacomet Golf Club ©
Miacomet Golf Club

4
nights
Ogunquit

Ogunquit ©
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.
Explore Ogunquit's surroundings by going to Zipline (in Lincoln), Coastal Maine Botanical Gardens (in Boothbay) and Dirty Bird Pottery (in Boothbay Harbor). There's still lots to do: get to know the fascinating history of Marginal Way Walkway, explore and take pictures at Rusty Wallace Racing Experience, examine the collection at Portland Head Light, and visit a coastal fixture at Cape Neddick Nubble Lighthouse.

To find maps, traveler tips, photos, and other tourist information, go to the Ogunquit route website .

Traveling by combination of ferry and car from Nantucket to Ogunquit takes 4 hours. Alternatively, you can do a combination of flight and bus; or do a combination of ferry and bus. Expect a bit cooler evenings in Ogunquit when traveling from Nantucket in July, with lows around 17°C. Finish your sightseeing early on the 21st (Sun) to allow enough time to drive to Bar Harbor.

Things to do in Ogunquit

Parks Historic Sites Tours

Side Trips

Rusty Wallace Racing Experience, Dirty Bird Pottery, Coastal Maine Botanical Gardens, West Rattlesnake Mountain, Zipline
Highlights from your plan
Marginal Way Walkway ©
Marginal Way Walkway
Coastal Maine Botanical Gardens ©
Coastal Maine Botanical Gardens
Zipline

4
nights
Bar Harbor, Mount Desert Island

Bar Harbor ©
Bar Harbor is a town on Mount Desert Island in Hancock County, Maine, United States. When in Bar Harbor, make a side trip to see Schoodic Point in Winter Harbor, approximately 1h 20 min away. Spend the 23rd (Tue) exploring nature at Acadia National Park. Next up on the itinerary: step off the mainland to explore Mount Desert Island, take in the spiritual surroundings of St. Saviour's Church :, hike along Champlain Mountain & Beehive Loop Trail, and see the interesting displays at The Seal Cove Auto Museum.

For traveler tips, more things to do, ratings, and more tourist information, read Bar Harbor trip maker website .

Traveling by car from Ogunquit to Bar Harbor takes 4 hours. Alternatively, you can do a combination of bus and flight; or take a bus. When traveling from Ogunquit in July, plan for a bit cooler days in Bar Harbor, with highs around 28°C, while nights are about the same with lows around 17°C. Wrap up your sightseeing on the 25th (Thu) early enough to travel back home.

Things to do in Bar Harbor

Parks Nature Trails

Side Trips

Acadia National Park, Asticou Azalea Garden, The Seal Cove Auto Museum, Schoodic Point
Highlights from your plan
Acadia National Park ©
Acadia National Park
Cadillac Mountain ©
Cadillac Mountain
The Seal Cove Auto Museum ©
The Seal Cove Auto Museum

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