23 days in New England Itinerary

23 days in New England Itinerary

Created using Inspirock New England trip itinerary planner

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Route & dates

23 days in New England Itinerary

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

3
nights
Bar Harbor, Mount Desert Island

Bar Harbor ©
Bar Harbor is a town on Mount Desert Island in Hancock County, Maine, United States. You'll find plenty of places to visit near Bar Harbor: Mount Hope Garden Cemetery (in Bangor) and Winter Harbor (Whopaints Gallery & Schoodic Point). The adventure continues: explore the striking landscape of Acadia National Park, take your sightseeing to a higher altitude at Cadillac Mountain, identify plant and animal life at Shore Path, and see the interesting displays at The Seal Cove Auto Museum.

To see ratings, maps, where to stay, and tourist information, refer to the Bar Harbor day trip planning tool .

Sydney, Australia to Bar Harbor is an approximately 28-hour flight. You can also do a combination of flight and shuttle; or do a combination of train and flight. The time zone difference moving from Australian Eastern Standard Time (New South Wales) to Eastern Standard Time is minus 15 hours. Traveling from Sydney in December, expect Bar Harbor to be cooler, temps between 2°C and -7°C. Cap off your sightseeing on the 20th (Fri) early enough to go by car to Ogunquit.

Things to do in Bar Harbor

Parks Nature Wildlife

Side Trips

Winter Harbor, Cadillac Mountain, The Seal Cove Auto Museum, Mount Hope Garden Cemetery
Highlights from your plan
Schoodic Point ©
Schoodic Point
Cadillac Mountain ©
Cadillac Mountain
The Seal Cove Auto Museum ©
The Seal Cove Auto Museum

3
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.
Change things up with these side-trips from Ogunquit: Portland (Portland Museum of Art, The Cathedral Of The Immaculate Conception, & more) and Portland Head Light (in Cape Elizabeth). The adventure continues: appreciate the extensive heritage of Marginal Way Walkway, enjoy the sea views from Nubble Lighthouse, take an in-depth tour of Strawbery Banke Museum, and enjoy the sand and surf at Ogunquit Beach.

To find where to stay, reviews, more things to do, and other tourist information, go to the Ogunquit trip planner .

Traveling by car from Bar Harbor to Ogunquit takes 4 hours. Alternatively, you can do a combination of flight and bus; or take a bus. Expect a daytime high around 2°C in December, and nighttime lows around -9°C. Wrap up your sightseeing on the 23rd (Mon) early enough to drive to Newport.

Things to do in Ogunquit

Historic Sites Parks Museums

Side Trips

Portland, Portsmouth, Portland Head Light, Nubble Lighthouse
Highlights from your plan
Marginal Way Walkway ©
Marginal Way Walkway
Portland Head Light ©
Portland Head Light
Perkins Cove ©
Perkins Cove

3
nights
Newport

Newport ©
With coastline on the west, south, and east, Newport is a maritime city with a rich history.
You'll find plenty of places to visit near Newport: Tantaquidgeon Museum (in Uncasville), Lizzie Borden House (in Fall River) and Mystic Seaport Museum (in Mystic). There's much more to do: examine the collection at The Breakers, appreciate the extensive heritage of Cliff Walk, gain insight at Four Corners Arts Center, and take in the exciting artwork at Thames Glass.

To find reviews, where to stay, and tourist information, use the Newport trip planner .

Getting from Ogunquit to Newport by car takes about 3 hours. Other options: take a bus; or do a combination of bus and train. Traveling from Ogunquit in December, expect Newport to be a bit warmer, temps between 7°C and 0°C. Cap off your sightseeing on the 26th (Thu) early enough to go by car to Falmouth.

Things to do in Newport

Historic Sites Museums Parks

Side Trips

Tantaquidgeon Museum, Lizzie Borden House, Beavertail Lighthouse and Park, Mystic Seaport Museum, Four Corners Arts Center
Highlights from your plan
The Breakers ©
The Breakers
Mystic Seaport Museum ©
Mystic Seaport Museum
Ocean Drive Historic District ©
Ocean Drive Historic District

3
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), Sandwich (Heritage Museums & Gardens & Old King's Hwy) and Trinity Park Tabernacle (in Oak Bluffs). Next up on the itinerary: get curious at Sandwich Glass Museum, enjoy the sea views from Nobska Point Lighthouse, get to know the fascinating history of Cornelia Carey Sanctuary (The Knob), and examine the collection at Falmouth Museums on the Green.

For ratings, other places to visit, maps, and other tourist information, you can read our Falmouth trip builder app .

Traveling by car from Newport to Falmouth takes 1.5 hours. Alternatively, you can take a bus; or do a combination of bus and train. In December, daytime highs in Falmouth are 9°C, while nighttime lows are -1°C. Finish your sightseeing early on the 29th (Sun) so you can drive to Provincetown.

Things to do in Falmouth

Museums Historic Sites Parks

Side Trips

Sandwich, Plymouth, Trinity Park Tabernacle, Cape Cod Children's Museum
Highlights from your plan
Heritage Museums & Gardens ©
Heritage Museums & Gardens
Sandwich Glass Museum ©
Sandwich Glass Museum
Plimoth Plantation ©
Plimoth Plantation

3
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.
Explore Provincetown's surroundings by going to Nauset Beach (in Orleans), Chatham Railroad Museum (in Chatham) and Salt Pond Visitor Center (in Eastham). Next up on the itinerary: kick back and relax at Cape Cod National Seashore, stroll through Race Point Beach, get lost in a book at Provincetown Library, and take in the views from Uncle Tim's Bridge.

For ratings, photos, where to stay, and tourist information, use the Provincetown online sightseeing planner .

Drive from Falmouth to Provincetown in 2 hours. Alternatively, you can take a bus. In December, daily temperatures in Provincetown can reach 7°C, while at night they dip to 1°C. Wrap up your sightseeing on the 1st (Wed) early enough to ride a ferry to Boston.

Things to do in Provincetown

Beaches Parks Outdoors

Side Trips

Salt Pond Visitor Center, Cape Cod National Seashore, Nauset Beach, Chatham Railroad Museum, Uncle Tim's Bridge
Highlights from your plan
Cape Cod National Seashore ©
Cape Cod National Seashore
Pilgrim Monument & Provincetown Museum ©
Race Point Beach ©
Race Point Beach

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.
Boston is known for historic sites, museums, parks, shopping, and nightlife. Your plan includes some of its best attractions: explore the world behind art at Museum of Fine Arts, stroll around Boston Common, admire the natural beauty at Boston Public Garden, and don't miss a visit to Boston Public Library.

To see photos, other places to visit, more things to do, and tourist information, go to the Boston trip maker app .

Getting from Provincetown to Boston by ferry takes about 1.5 hours. Other options: fly; or drive. In January, daily temperatures in Boston can reach 3°C, while at night they dip to -5°C. Finish your sightseeing early on the 6th (Mon) so you can travel back home.

Things to do in Boston

Museums Parks Historic Sites

Side Trip

Mount Auburn Cemetery
Highlights from your plan
Boston Public Garden ©
Boston Public Garden
Boston Common ©
Boston Common
Freedom Trail ©
Freedom Trail

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