36 days in New York City & New England Itinerary
36 days in New York City & New England Itinerary
Created using Inspirock United States trip itinerary builder
Route & dates
36 days in New York City & New England Itinerary
Start: New York City
1
New York City
— 11 nights
bus + Fly:
3h 15min
2
Boston
— 9 nights
ferry:
1h 30min
3
Provincetown
— 6 nights
Drive:
1h 30min
4
Sandwich
— 4 nights
taxi + ferry:
1h 30min
5
Nantucket
— 5 nights
Fly:
4h
End: New York City
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11
nights
New York City
11
nights

Big Apple
Writer Pearl Buck once called New York City “a place apart,” and this giant urban center remains unlike any other in the world.New York City is known for museums, nightlife, shopping, historic sites, and parks. Your plan includes some of its best attractions: take in the pleasant sights at Central Park, admire the striking features of Grand Central Terminal, take in panoramic vistas at Top of the Rock, and make a trip to Empire State Building.
To see other places to visit, maps, ratings, and more tourist information, use the New York City trip maker app .
The Route module can give you travel options from your home to New York City. Expect a daytime high around 48°F in December, and nighttime lows around 36°F. Cap off your sightseeing on the 14th (Fri) early enough to travel to Boston.
Things to do in New York City
Highlights from your plan

Central Park
10:00am, Mon Dec 3

The Metropolitan Museum of Art
10:00am, Tue Dec 4

Empire State Building
11:00am, Sun Dec 9
9
nights
Boston
9
nights

Beantown
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.You'll find plenty of places to visit near Boston: Orchard House (in Concord) and Peabody Essex Museum (in Salem). Next up on the itinerary: admire the masterpieces at Museum of Fine Arts, have fun at Somerville Theatre, admire the natural beauty at Boston Public Garden, and get curious at Museum of Science.
For other places to visit, photos, more things to do, and more tourist information, refer to the Boston itinerary planner.
Do a combination of flight and bus from New York City to Boston in 3.5 hours. Alternatively, you can do a combination of bus and flight; or drive. Prepare for a bit cooler weather when traveling from New York City in December: high temperatures in Boston hover around 43°F and lows are around 31°F. Finish your sightseeing early on the 23rd (Sun) so you can ride a ferry to Provincetown.
Things to do in Boston
Side Trips
Cambridge, Brookline Booksmith, Orchard House, Somerville Theatre, Peabody Essex Museum
Highlights from your plan

Museum of Fine Arts
1:00pm, Sun Dec 16

Fenway Park
2:00pm, Sat Dec 15

Mount Auburn Cemetery
4:00pm, Sun Dec 23
6
nights
Provincetown
6
nights

Birthplace of American Liberty
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.Get out of town with these interesting Provincetown side-trips: Brewster (Nickerson State Park & Brewster Historical Society Museum), Orleans (Nauset Beach & Nauset Model Railroad Club) and Eastham (Nauset Light Beach, Salt Pond Visitor Center, & more). Next up on the itinerary: explore the galleries of Pilgrim Monument & Provincetown Museum, browse the collection at Provincetown Library, take a leisurely stroll along MacMillan Wharf, and view the masterpieces at Left Bank Art Gallery.
For traveler tips, other places to visit, more things to do, and other tourist information, read Provincetown road trip planning site .
You can ride a ferry from Boston to Provincetown in 1.5 hours. Alternatively, you can do a combination of bus and flight; or drive. In December, daytime highs in Provincetown are 44°F, while nighttime lows are 34°F. Finish your sightseeing early on the 29th (Sat) to allow enough time to drive to Sandwich.
Things to do in Provincetown
Side Trips
Eastham, Wellfleet, Brewster, Orleans
Highlights from your plan

Long Point
10:00am, Wed Dec 26

Pilgrim Monument & Provincetown Museum
3:00pm, Mon Dec 24

Provincetown Art Association and Museum
1:30pm, Mon Dec 24
4
nights
Sandwich
4
nights

Sandwich is a town in Barnstable County, Massachusetts, United States. Change things up with these side-trips from Sandwich: Brewster Gardens (in Plymouth), Falmouth (Falmouth Museums on the Green, Cornelia Carey Sanctuary (The Knob), & more) and Monomoy National Wildlife Refuge (in Chatham). There's lots more to do: examine the collection at Heritage Museums & Gardens, engage your brain at Sandwich Glass Museum, explore the galleries of Edward Gorey House, and contemplate the waterfront views at Cape Cod Canal.
For photos, reviews, where to stay, and tourist information, go to the Sandwich trip maker tool .
You can drive from Provincetown to Sandwich in 1.5 hours. Another option is to take a bus. December in Sandwich sees daily highs of 46°F and lows of 30°F at night. Wrap up your sightseeing on the 2nd (Wed) early enough to travel to Nantucket.
For photos, reviews, where to stay, and tourist information, go to the Sandwich trip maker tool .
You can drive from Provincetown to Sandwich in 1.5 hours. Another option is to take a bus. December in Sandwich sees daily highs of 46°F and lows of 30°F at night. Wrap up your sightseeing on the 2nd (Wed) early enough to travel to Nantucket.
Things to do in Sandwich
Side Trips
Falmouth, Yarmouth Port, Plymouth, John F Kennedy Hyannis Museum, Monomoy National Wildlife Refuge
Highlights from your plan

Heritage Museums & Gardens
2:30pm, Sun Dec 30

Sandwich Glass Museum
1:30pm, Mon Dec 31

Shining Sea Bikeway
10:00am, Sun Dec 30
5
nights
Nantucket
5
nights

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, and outdoors. Your plan includes some of its best attractions: enjoy the sea views from Great Point Light, tee off at Miacomet Golf Club, enjoy the sand and surf at Jetties Beach, and browse the collection at Nantucket Atheneum.
For more things to do, reviews, photos, and more tourist information, you can read our Nantucket trip maker website .
You can do a combination of taxi and ferry from Sandwich to Nantucket in 1.5 hours. Another option is to do a combination of bus and ferry. Traveling from Sandwich in January, you can expect nighttime temperatures to be somewhat warmer in Nantucket, with lows of 28°F. Finish your sightseeing early on the 7th (Mon) so you can travel back home.
For more things to do, reviews, photos, and more tourist information, you can read our Nantucket trip maker website .
You can do a combination of taxi and ferry from Sandwich to Nantucket in 1.5 hours. Another option is to do a combination of bus and ferry. Traveling from Sandwich in January, you can expect nighttime temperatures to be somewhat warmer in Nantucket, with lows of 28°F. Finish your sightseeing early on the 7th (Mon) so you can travel back home.
Things to do in Nantucket
Highlights from your plan

Great Point Light
12:30pm, Mon Jan 7

Whaling Museum
10:00am, Thu Jan 3

Miacomet Golf Club
11:00am, Fri Jan 4
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