6 days in United States Itinerary

6 days in United States Itinerary

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Route & dates

6 days in United States Itinerary

Start: Orlando, Florida
Fly:  6​h
1
New York City
— 2 nights
Drive:  1​h 45​min
2
New Haven
— 1 night
Drive + Ferry:  4​h 30​min
3
Nantucket
— 1 night
Drive:  2​h 15​min
4
Hyannis
— 1 night
Fly:  6​h 15​min
End: Orlando, Florida

2
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.
Start off your visit on the 10th (Thu): admire the landmark architecture of Chrysler Building. On the 11th (Fri), you'll have a packed day of sightseeing: contemplate the long history of 9/11 Memorial and then stroll around Central Park.

To see reviews, photos, and more tourist information, go to the New York City trip builder app .

Orlando to New York City is an approximately 6-hour flight. You can also do a combination of flight and bus; or drive. Traveling from Orlando in October, things will get a bit cooler in New York City: highs are around 70°F and lows about 57°F. Wrap up your sightseeing on the 12th (Sat) to allow time to drive to New Haven.

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

1
night
New Haven

New Haven ©
New Haven, in the U.S. Start off your visit on the 13th (Sun): trek along Derby Greenway, then explore the world behind art at Yale University Art Gallery, then browse the collection at Beinecke Rare Book & Manuscript Library, and finally hike along Pequonnock River Trail.

To find maps, traveler tips, ratings, and more tourist information, go to the New Haven trip itinerary planning site .

Traveling by car from New York City to New Haven takes 2 hours. Alternatively, you can take a train; or take a bus. Plan for slightly colder nights when traveling from New York City in October since evenings lows in New Haven dip to 48°F. Finish your sightseeing early on the 13th (Sun) so you can travel to Nantucket.

Things to do in New Haven

Outdoors Parks Trails

Side Trips

Derby Greenway, Pequonnock River Trail
Highlights from your plan
Yale University Art Gallery ©
Yale University Art Gallery

1
night
Nantucket

Nantucket ©
Nantucket is an island about 30mi by ferry south from Cape Cod, in the American state of Massachusetts. On the 14th (Mon), tee off at Miacomet Golf Club, examine the collection at Whaling Museum, and then take in the architecture and atmosphere at Unitarian Universalist Meeting House Nantucket.

For more things to do, maps, and tourist information, read our Nantucket trip itinerary builder app .

You can do a combination of car and ferry from New Haven to Nantucket in 4.5 hours. Other options are to do a combination of train and flight; or fly. October in Nantucket sees daily highs of 64°F and lows of 51°F at night. Finish your sightseeing early on the 14th (Mon) to allow enough time to drive to Hyannis.

Things to do in Nantucket

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

1
night
Hyannis

Hyannis ©
"The Capital of the Cape," Hyannis serves as Cape Cod's main transportation and commercial hub.
Start off your visit on the 15th (Tue): get engrossed in the history at Sandwich Glass Museum, see the interesting displays at Heritage Museums & Gardens, and then browse the exhibits of Edward Gorey House.

To find photos, reviews, other places to visit, and tourist information, read our Hyannis trip planner.

Getting from Nantucket to Hyannis by car takes about 2.5 hours. In October in Hyannis, expect temperatures between 64°F during the day and 48°F at night. Finish your sightseeing early on the 15th (Tue) to allow enough time to travel back home.

Things to do in Hyannis

Museums Childrens Museums Historic Sites

Side Trips

Sandwich, Edward Gorey House
Highlights from your plan
Heritage Museums & Gardens ©
Heritage Museums & Gardens
Sandwich Glass Museum ©
Sandwich Glass Museum
Edward Gorey House ©
Edward Gorey House

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