16 days in East Coast of USA Itinerary

16 days in East Coast of USA Itinerary

Created using Inspirock East Coast of USA itinerary maker

Make it your trip
Fly
1
Key West
— 1 night
Fly
2
New York City
— 2 nights
Fly
3
Oak Bluffs, Martha's Vineyard
— 3 nights
Ferry to Woods Hole, Drive to Ogunquit
4
Ogunquit
— 3 nights
Drive
5
Bar Harbor, Mount Desert Island
— 3 nights
Fly
6
Hilton Head
— 1 night
Drive

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Key West

— 1 night

Conch Republic

Located just 140 km (90 mi) from Cuba, Key West is an island only about 6.4 km (4 mi) long and 1.6 km (1 mi) wide.
Plan my Key West trip by asking Inspirock to come up with tips and suggestions.

Valparaiso to Key West is an approximately 6.5-hour flight. The time zone changes from Central Standard Time to Eastern Standard Time, which is usually a 1 hour difference. Plan for somewhat warmer nights when traveling from Valparaiso in September since evenings lows in Key West dip to 80°F. Finish your sightseeing early on the 2nd (Sun) to allow enough time to travel to New York City.

Things to do in Key West

Outdoors · Historic Sites · Beaches · Scenic Drive

New York City

— 2 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.
Satisfy your inner culture vulture at The Metropolitan Museum of Art and Statue of Liberty National Monument. The adventure continues: take in the pleasant sights at Central Park, pause for some photo ops at 9/11 Memorial, and enjoy breathtaking views from Empire State Building.

To find maps, ratings, traveler tips, and tourist information, refer to the New York City trip itinerary planner.

You can fly from Key West to New York City in 7 hours. Alternatively, you can drive; or take a bus. Traveling from Key West in September, expect New York City to be slightly colder, temps between 80°F and 66°F. Finish your sightseeing early on the 5th (Wed) so you can travel to Oak Bluffs.

Things to do in New York City

Parks · Museums · Historic Sites

Oak Bluffs, Martha's Vineyard

— 3 nights
Oak Bluffs is a town located on the island of Martha's Vineyard in Dukes County, Massachusetts, United States. Take a break from the city and head to Menemsha Hills and Lambert's Cove Beach. Satisfy your inner culture vulture at Martha's Vineyard Camp meeting Association (MVCMA) and Aquinnah Cliffs. The adventure continues: stroll through Norton Point Beach, relax in the rural setting at The Farm Institute, and visit a coastal fixture at Edgartown Lighthouse.

To find more things to do, maps, other places to visit, and other tourist information, use the Oak Bluffs trip itinerary planner.

Traveling by flight from New York City to Oak Bluffs takes 4 hours. Alternatively, you can do a combination of car and ferry; or do a combination of train, bus, and ferry. Prepare for a bit cooler weather when traveling from New York City in September: high temperatures in Oak Bluffs hover around 74°F and lows are around 54°F. Wrap up your sightseeing on the 8th (Sat) to allow time to travel to Ogunquit.

Things to do in Oak Bluffs

Parks · Beaches · Outdoors · Wildlife

Side Trips

Ogunquit

— 3 nights
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.
Discover out-of-the-way places like Marginal Way Walkway and Ogunquit Beach. Your itinerary includes some good beach time at Parsons Beach and Jenness State Beach. There's more to do: take in the dramatic natural features at Perkins Cove and stroll through Mother's Beach.

To find reviews, other places to visit, maps, and more tourist information, refer to the Ogunquit visit site.

Do a combination of ferry and car from Oak Bluffs to Ogunquit in 4.5 hours. Alternatively, you can do a combination of flight and bus; or do a combination of ferry, taxi, and train. Traveling from Oak Bluffs in September, plan for a bit cooler nights in Ogunquit, with lows around 48°F. Finish your sightseeing early on the 11th (Tue) to allow enough time to drive to Bar Harbor.

Things to do in Ogunquit

Parks · Beaches · Outdoors · Nature

Side Trips

Bar Harbor, Mount Desert Island

— 3 nights
Bar Harbor is a town on Mount Desert Island in Hancock County, Maine, United States. Explore hidden gems such as Cadillac Mountain and Shore Path. Get outdoors at Park Loop Road and Carriage Roads. It doesn't end there: explore the wealth of natural beauty at Eagle Lake Acadia National Park.

To see maps, traveler tips, and other tourist information, use the Bar Harbor travel route site.

Traveling by car from Ogunquit to Bar Harbor takes 4 hours. Alternatively, you can do a combination of bus and flight; or do a combination of taxi, train, and bus. Expect a daytime high around 70°F in September, and nighttime lows around 52°F. Cap off your sightseeing on the 14th (Fri) early enough to travel to Hilton Head.

Things to do in Bar Harbor

Parks · Nature · Outdoors · Wildlife

Side Trip

Hilton Head

— 1 night
A Hilton Head vacation may be heaven for a golfer, but the area also offers all kinds of other options for sports fans.
On the 15th (Sat), see majestic marine mammals with a dolphin and whale watching tour and then kick back and relax at Coligny Beach. Get ready for a full day of sightseeing on the next day: enjoy the sand and surf at Burkes Beach and then tour the pleasant surroundings at Hilton Head Island Bike Trails.

To find photos, where to stay, reviews, and tourist information, read our Hilton Head online day trip planner.

Fly from Bar Harbor to Hilton Head in 11.5 hours. Alternatively, you can drive; or take a bus. In September, Hilton Head is a bit warmer than Bar Harbor - with highs of 84°F and lows of 71°F. Cap off your sightseeing on the 16th (Sun) early enough to travel back home.

Things to do in Hilton Head

Outdoors · Parks · Beaches · Trails