6 days in Nantucket, Connecticut & New York City Itinerary

6 days in Nantucket, Connecticut & New York City Itinerary

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Route & dates

6 days in Nantucket, Connecticut & New York City Itinerary

Start: Orlando, Florida
Fly:  7​h 45​min
1
Nantucket
— 1 night
Ferry + Drive:  4​h 30​min
2
New Haven
— 1 night
Drive:  1​h 45​min
3
New York City
— 3 nights
Fly:  6​h
End: Orlando, Florida

1
night
Nantucket

Nantucket ©
Nantucket is an island about 30mi by ferry south from Cape Cod, in the American state of Massachusetts. On the 11th (Fri), see the interesting displays at Whaling Museum, then pause for some serene contemplation at Unitarian Universalist Meeting House Nantucket, and then tee off at Miacomet Golf Club.

For maps, other places to visit, where to stay, and tourist information, use the Nantucket online sightseeing planner .

Orlando to Nantucket is an approximately 8-hour flight. You can also do a combination of flight, bus, and ferry; or do a combination of flight and ferry. Expect colder weather when traveling from Orlando in October: highs in Nantucket hover around 64°F, while lows dip to 51°F. Finish your sightseeing early on the 11th (Fri) to allow enough time to travel to New Haven.

Things to do in Nantucket

Outdoors Golf Museums
Highlights from your plan
Whaling Museum ©
Whaling Museum

1
night
New Haven

New Haven ©
New Haven, in the U.S. On the 12th (Sat), hike along Derby Greenway, get lost in a book at Beinecke Rare Book & Manuscript Library, then explore the world behind art at Yale University Art Gallery, and finally hike along Pequonnock River Trail.

To find traveler tips, ratings, other places to visit, and other tourist information, read our New Haven road trip planner.

You can do a combination of ferry and car from Nantucket to New Haven in 4.5 hours. Alternatively, you can do a combination of flight and train; or fly. In October, daytime highs in New Haven are 66°F, while nighttime lows are 48°F. Finish your sightseeing early on the 12th (Sat) to allow enough time to drive to New York City.

Things to do in New Haven

Outdoors Trails Parks

Side Trips

Derby Greenway, Pequonnock River Trail
Highlights from your plan
Yale University Art Gallery ©
Yale University Art Gallery
Beinecke Rare Book & Manuscript Library ©

3
nights
New York City

New York City ©
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, snap pictures at Brooklyn Bridge, appreciate the history behind Statue of Liberty National Monument, and take in panoramic vistas at Empire State Building.

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

Traveling by car from New Haven to New York City takes 2 hours. Alternatively, you can take a train; or take a bus. Traveling from New Haven in October, expect somewhat warmer with lows of 57°F in New York City. Finish your sightseeing early on the 15th (Tue) to allow enough time to travel back home.

Things to do in New York City

Parks Museums Historic Sites
Highlights from your plan
Central Park ©
Central Park
Empire State Building ©
Empire State Building
The Metropolitan Museum of Art ©
The Metropolitan Museum of Art

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