25 days in East Coast of USA, Chicago & West Coast Itinerary

25 days in East Coast of USA, Chicago & West Coast Itinerary

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Route & dates

25 days in East Coast of USA, Chicago & West Coast Itinerary

Start: Verona
Fly + bus:  13​h
1
New York City
— 2 nights
bus + Fly:  6​h 45​min
2
Bar Harbor, Mount Desert Island
— 3 nights
Fly:  6​h
3
Edgartown, Martha's Vineyard
— 3 nights
Fly + shuttle:  9​h 45​min
4
Marathon
— 1 day
bus:  1​h 15​min
5
Key West
— 2 nights
Fly:  5​h 45​min
6
Chicago
— 1 night
Fly:  9​h 45​min
7
Carmel
— 2 nights
Drive:  4​h 45​min
8
Yosemite National Park
— 4 nights
+3
taxi + bus + train + bus:  12​h
9
Cannon Beach
— 1 night
+2
bus + tram + Fly:  20​h 15​min
End: Verona

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.
Kick off your visit on the 4th (Tue): see the interesting displays at 9/11 Memorial. Here are some ideas for day two: see the interesting displays at New York Public Library, explore the world behind art at The Metropolitan Museum of Art, and then explore the world behind art at Frick Collection.

To see where to stay, reviews, maps, and more tourist information, go to the New York City travel route builder app .

Verona, Italy to New York City is an approximately 13-hour combination of train, flight, and bus. You can also do a combination of train and flight; or do a combination of flight and bus. You'll gain 6 hours traveling from Verona to New York City due to the time zone difference. Traveling from Verona in September, you can expect nighttime temperatures to be a bit warmer in New York City, with lows of 22°C. Wrap up your sightseeing on the 6th (Thu) to allow time to travel to Bar Harbor.

Things to do in New York City

Museums Parks Historic Sites
Highlights from your plan
9/11 Memorial ©
9/11 Memorial
The Metropolitan Museum of Art ©
The Metropolitan Museum of Art
New York Public Library ©
New York Public Library

3
nights
Bar Harbor, Mount Desert Island

Bar Harbor ©
Bar Harbor is a town on Mount Desert Island in Hancock County, Maine, United States. Step off the beaten path and head to Acadia National Park and Mount Desert Island. Visiting Shore Path and Cadillac Mountain will get you outdoors. The adventure continues: cruise along Park Loop Road, explore the activities along Eagle Lake Acadia National Park, see the interesting displays at The Seal Cove Auto Museum, and look for gifts at Fiore Artisan Olive Oils and Vinegars.

For ratings, where to stay, and tourist information, refer to the Bar Harbor trip planner .

Traveling by combination of flight, bus, and shuttle from New York City to Bar Harbor takes 7 hours. Alternatively, you can do a combination of bus, flight, and shuttle; or drive. In September, Bar Harbor is a bit cooler than New York City - with highs of 24°C and lows of 13°C. Cap off your sightseeing on the 10th (Mon) early enough to travel to Edgartown.

Things to do in Bar Harbor

Parks Nature Outdoors

Side Trips

Acadia National Park, The Seal Cove Auto Museum
Highlights from your plan
Park Loop Road ©
Park Loop Road
Shore Path ©
Shore Path
Cadillac Mountain ©
Cadillac Mountain

3
nights
Edgartown, Martha's Vineyard

Edgartown ©
Edgartown is a town located on Martha's Vineyard in Dukes County, Massachusetts, United States. Explore hidden gems such as Norton Point Beach and Lucy Vincent Beach. We've included these beaches for you: Menemsha Hills and Menemsha Public Beach. Go for a jaunt from Edgartown to West Tisbury to see Lambert's Cove Beach about 32 minutes away. The adventure continues: enjoy the sand and surf at Lighthouse Beach, tour the pleasant surroundings at Bend in the Road Beach, and enjoy the sea views from Edgartown Lighthouse.

For reviews, photos, other places to visit, and tourist information, use the Edgartown trip planner .

Traveling by combination of flight and bus from Bar Harbor to Edgartown takes 6 hours. Alternatively, you can do a combination of car, flight, and bus; or do a combination of car and ferry. Expect a daytime high around 27°C in September, and nighttime lows around 14°C. Finish your sightseeing early on the 14th (Fri) to allow enough time to travel to Marathon.

Things to do in Edgartown

Outdoors Beaches Parks

Side Trips

Chilmark, Joseph Sylvia State Beach, Lambert's Cove Beach, Menemsha Public Beach
Highlights from your plan
Menemsha Hills ©
Menemsha Hills
Menemsha Public Beach ©
Menemsha Public Beach
Lucy Vincent Beach ©
Lucy Vincent Beach

1
day
Marathon

Marathon ©
A tiny city just 16 km (10 mi) long, Marathon is spread across several islands in the middle of the Florida Keys.
Start off your visit on the 15th (Sat): identify plant and animal life at Dolphin Research Center, stroll through Sombrero Beach, then look for all kinds of wild species at The Turtle Hospital, and finally take in the views from Seven Mile Bridge.

To see where to stay, other places to visit, more things to do, and tourist information, read Marathon trip planner .

Traveling by combination of bus, flight, and shuttle from Edgartown to Marathon takes 10 hours. Alternatively, you can do a combination of bus and flight. When traveling from Edgartown in September, plan for somewhat warmer days and warmer nights in Marathon: temperatures range from 38°C by day to 30°C at night. Finish your sightseeing early on the 15th (Sat) to allow enough time to drive to Key West.

Things to do in Marathon

Parks Wildlife Outdoors
Highlights from your plan
Dolphin Research Center ©
Dolphin Research Center
The Turtle Hospital ©
The Turtle Hospital
Sombrero Beach ©
Sombrero Beach

2
nights
Key West

Key West ©
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.
On the 16th (Sun), cruise along The Overseas Highway and then see what you can catch with a fishing tour. Keep things going the next day: admire the majestic nature at Fort Zachary Taylor, steep yourself in history at Truman Little White House, then visit a coastal fixture at Key West Lighthouse and Keeper's Quarters Museum, and finally find your balance on the water with some of the best stand-up paddleboarding in the area.

To find more things to do, where to stay, traveler tips, and other tourist information, refer to the Key West trip planner.

You can drive from Marathon to Key West in 1.5 hours. Another option is to take a bus. In September, daytime highs in Key West are 36°C, while nighttime lows are 31°C. Finish up your sightseeing early on the 17th (Mon) so you can travel to Chicago.

Things to do in Key West

Outdoors Tours Wildlife
Highlights from your plan
The Overseas Highway ©
The Overseas Highway
Fort Zachary Taylor ©
Fort Zachary Taylor
Fishing Charters & Tours

1
night
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Kick off your visit on the 18th (Tue): appreciate the extensive heritage of Millennium Park, admire the masterpieces at The Art Institute of Chicago, and then take a stroll through The Magnificent Mile.

To see reviews, where to stay, and other tourist information, you can read our Chicago tour builder website .

You can fly from Key West to Chicago in 6 hours. Other options are to drive; or take a bus. Traveling from Key West to Chicago, you'll gain 1 hour due to the time zone difference. Plan for slightly colder temperatures traveling from Key West in September, with highs in Chicago at 30°C and lows at 19°C. Cap off your sightseeing on the 18th (Tue) early enough to travel to Carmel.

Things to do in Chicago

Shopping Neighborhoods Museums
Highlights from your plan
The Magnificent Mile ©
The Magnificent Mile
The Art Institute of Chicago ©
The Art Institute of Chicago
Millennium Park ©
Millennium Park

2
nights
Carmel

Carmel ©
Carmel-by-the-Sea, often simply called Carmel, is a city in Monterey County, California, United States, founded in 1902 and incorporated on October 31, 1916. We've included these beaches for you: Julia Pfeiffer Burns State Park and Carmel City Beach/Carmel River Beach. Take a break from the city and head to Point Lobos State Reserve and Partington Cove. You'll find plenty of places to visit near Carmel: Big Sur (McWay Falls & Pfeiffer State Beach). It doesn't end there: tour the pleasant surroundings at Del Mar Beach and enjoy the sand and surf at China Cove and Gibson Beach.

To find traveler tips, maps, and more tourist information, go to the Carmel vacation planning app .

Getting from Chicago to Carmel by combination of flight, shuttle, and bus takes about 10 hours. Other options: drive; or do a combination of train and bus. The time zone difference moving from Central Standard Time (CST) to Pacific Standard Time (PST) is minus 2 hours. In September, Carmel is a bit cooler than Chicago - with highs of 26°C and lows of 15°C. Finish up your sightseeing early on the 21st (Fri) so you can go by car to Yosemite National Park.

Things to do in Carmel

Parks Outdoors Beaches

Side Trip

Big Sur
Highlights from your plan
Point Lobos ©
Point Lobos
Carmel River State Beach ©
Carmel River State Beach
Julia Pfeiffer Burns State Park ©
Julia Pfeiffer Burns State Park

4
nights
Yosemite National Park

Yosemite National Park ©
Massive granite mountains, towering waterfalls, groves of Giant Sequoia trees, and wilderness as far as the eye can see distinguish the landscape of Yosemite National Park.
Visiting Bodie State Historic Park and Tunnel View will get you outdoors. You'll explore the less-touristy side of things at Glacier Point and Mono Lake County Park. The adventure continues: take in the dramatic natural features at Taft Point, take in the dramatic scenery at Yosemite Falls, make a trip to Olmsted Point, and tour the pleasant surroundings at Tuolumne Meadows.

To see more things to do, where to stay, other places to visit, and tourist information, use the Yosemite National Park trip itinerary builder .

You can drive from Carmel to Yosemite National Park in 5 hours. Other options are to do a combination of bus and taxi; or do a combination of bus, train, and taxi. Traveling from Carmel in September, plan for little chillier nights in Yosemite National Park, with lows around 3°C. Cap off your sightseeing on the 25th (Tue) early enough to travel to Cannon Beach.

Things to do in Yosemite National Park

Parks Nature Outdoors

Side Trips

Mono Lake County Park, Bodie State Historic Park
Highlights from your plan
Yosemite, Tunnel View ©
Yosemite, Tunnel View
Bodie State Historic Park ©
Bodie State Historic Park
Glacier Point ©
Glacier Point

1
night
Cannon Beach

Cannon Beach ©
Cannon Beach is a city in Clatsop County, Oregon, United States. Kick off your visit on the 26th (Wed): enjoy the sand and surf at Cannon Beach, stroll through Haystack Rock, and then visit a coastal fixture at Tillamook Rock Light. On the next day, admire the majestic nature at Ecola State Park, then pause for some photo ops at Astoria Column, and then see the interesting displays at Columbia River Maritime Museum.

To see photos, maps, ratings, and more tourist information, read our Cannon Beach trip planner .

You can do a combination of taxi, bus, and flight from Yosemite National Park to Cannon Beach in 12 hours. Alternatively, you can do a combination of taxi and bus; or do a combination of taxi, bus, and train. When traveling from Yosemite National Park in September, plan for slightly colder days in Cannon Beach, with highs around 24°C, while nights are a bit warmer with lows around 13°C. Cap off your sightseeing on the 27th (Thu) early enough to travel back home.

Things to do in Cannon Beach

Parks Nature Outdoors

Side Trip

Astoria
Highlights from your plan
Cannon Beach ©
Cannon Beach
Haystack Rock ©
Haystack Rock
Ecola State Park ©
Ecola State Park

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