23 days in New York City & New England Itinerary

23 days in New York City & New England Itinerary

Created using Inspirock United States route planner
Make it your trip
Fly
1
New York City
— 5 nights
Drive
2
Bar Harbor, Mount Desert Island
— 2 nights
Fly
3
Sandwich
— 3 nights
Drive
4
Provincetown
— 5 nights
Fly
5
Boston
— 6 nights
Fly

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New York City — 5 nights

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 sightseeing, museums, and nightlife. Your trip includes some of its best attractions: walk around Central Park, admire the landmark architecture of Rockefeller Center, enjoy breathtaking views from Top of the Rock, and don't miss a visit to Empire State Building.

Plan my trip to New York City with suggested itineraries provided by Inspirock.

Tel Aviv, Israel to New York City is an approximately 13.5-hour flight. The time zone difference moving from Israel Standard Time (IST) to Eastern Standard Time (EST) is minus 7 hours. Traveling from Tel Aviv in September, expect New York City to be slightly colder, temps between 31°C and 22°C. Finish up your sightseeing early on the 25th (Sun) so you can catch the flight to Bar Harbor.
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Museums · Parks · Historic Sites · Neighborhoods

Bar Harbor, Mount Desert Island — 2 nights

Bar Harbor is a town on Mount Desert Island in Hancock County, Maine, United States. Bar Harbor is known for parks, wildlife, and trails. Your trip includes some of its best attractions: hike along Gorham Mountain Trail, look for gifts at The Christmas Vacation Shop, don't miss a visit to Land Bridge to Bar Island, and take in the awesome beauty at Cadillac Mountain.

To find reviews, ratings, more things to do, and more tourist information, read our Bar Harbor route website.

You can fly from New York City to Bar Harbor in 3 hours. Alternatively, you can drive; or do a combination of train and bus. Expect slightly colder temperatures when traveling from New York City in September; daily highs in Bar Harbor reach 24°C and lows reach 13°C. Wrap up your sightseeing on the 28th (Wed) early enough to fly to Sandwich.
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Parks · Outdoors · Wildlife · Shopping
Side Trips

Sandwich — 3 nights

Sandwich is a town in Barnstable County, Massachusetts, United States. You'll find plenty of places to visit near Sandwich: Mytoi (in Edgartown), Falmouth (Highfield Hall & Gardens & Shining Sea Bikeway) and Trinity Park Tabernacle (in Oak Bluffs). The adventure continues: examine the collection at Heritage Museums & Gardens, see majestic marine mammals with Hyannis Whale Watcher Cruises, explore the activities along Cape Cod Canal, and take an in-depth tour of Sandwich Glass Museum.

To see other places to visit, ratings, and tourist information, refer to the Sandwich trip planner.

Fly from Bar Harbor to Sandwich in 3 hours. Alternatively, you can drive; or take a bus. Expect a daytime high around 26°C in September, and nighttime lows around 15°C. Cap off your sightseeing on the 1st (Sat) early enough to go by car to Provincetown.
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Outdoors · Tours · Museums · Wildlife
Side Trips

Provincetown — 5 nights

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.
Change things up with these side-trips from Provincetown: Eastham (Coast Guard Beach, Nauset Light Beach, &more) and Nauset Beach (in Orleans). Spend the 3rd (Mon) exploring nature at Cape Cod National Seashore. The adventure continues: appreciate the history behind Pilgrim Monument & Provincetown Museum, kick back and relax at Marconi Beach, explore the world behind art at Provincetown Art Association and Museum, and tour the pleasant surroundings at Long Point.

To find more things to do, ratings, traveler tips, and more tourist information, refer to the Provincetown trip maker app.

Getting from Sandwich to Provincetown by car takes about 1.5 hours. Other options: take a bus. In October, daily temperatures in Provincetown can reach 20°C, while at night they dip to 11°C. Finish your sightseeing early on the 6th (Thu) so you can fly to Boston.
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Outdoors · Parks · Beaches · Nature
Side Trips

Boston — 6 nights

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: Chatham (Chatham Lighthouse Beach, Atwood Museum, &more), Marginal Way Walkway (in Ogunquit) and Louisa May Alcott's Orchard House (in Concord). Next up on the itinerary: admire the masterpieces at Museum of Fine Arts, get engrossed in the history at New England Holocaust Memorial, stroll around Boston Public Garden, and learn more about the world around you at The Harvard Museum of Natural History.

To see more things to do, reviews, photos, and tourist information, use the Boston sightseeing planner.

Traveling by flight from Provincetown to Boston takes 2 hours. Alternatively, you can ride a ferry; or drive. In October, plan for daily highs up to 20°C, and evening lows to 11°C. Wrap up your sightseeing on the 12th (Wed) to allow time to fly back home.
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Museums · Historic Sites · Outdoors · Parks
Side Trips