33 days in East Coast of USA & Chicago Itinerary

33 days in East Coast of USA & Chicago Itinerary

Created using Inspirock United States trip itinerary planner

Make it your trip
Fly
1
Savannah
— 1 night
Drive
2
Jekyll Island
— 1 night
Drive
3
Charleston
— 4 nights
Fly
4
Washington DC
— 4 nights
Drive
5
Cape May
— 2 nights
Drive
6
New York City
— 9 nights
Fly
7
Portland
— 2 nights
Drive
8
Boston
— 2 nights
Fly
9
Niagara Falls
— 2 nights
Fly
10
Chicago
— 3 nights
Fly

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Savannah

— 1 night

The Hostess City of the South

Georgia's oldest city, Savannah displays its colonial history proudly on every corner.
On the 1st (Tue), get up close to creatures of the deep with a dolphin and whale watching tour, make a trip to Historic River Street, then take in the spiritual surroundings of Cathedral of St. John the Baptist, and finally go on a hair-raising tour with a ghost and vampire tour. Get ready for a full day of sightseeing on the 2nd (Wed): take in the spiritual surroundings of Mickve Israel Temple, then stroll around Forsyth Park, then let your taste buds guide you at a local gastronomic tour, and finally appreciate the extensive heritage of Savannah Historic District.

To see photos, maps, traveler tips, and tourist information, use the Savannah vacation planner.

Auckland, New Zealand to Savannah is an approximately 21.5-hour flight. Traveling from Auckland to Savannah, you'll gain 17 hours due to the time zone difference. Expect little chillier evenings in Savannah when traveling from Auckland in March, with lows around 10°C. Finish up your sightseeing early on the 2nd (Wed) so you can go by car to Jekyll Island.

Things to do in Savannah

Tours · Historic Sites · Outdoors · Wildlife

Side Trip

Jekyll Island

— 1 night
A vacation on Jekyll Island allows visitors to discover the lifestyle of American aristocrats from the 19th century.
Start off your visit on the 3rd (Thu): enjoy the sand and surf at Driftwood Beach, take in the architecture and atmosphere at Faith Chapel, then see majestic marine mammals with a dolphin and whale watching tour, and finally tour the pleasant surroundings at Georgia Sea Turtle Center.

To see reviews, maps, traveler tips, and other tourist information, read our Jekyll Island trip maker tool.

Getting from Savannah to Jekyll Island by car takes about 2 hours. Other options: do a combination of bus and taxi. In March, daily temperatures in Jekyll Island can reach 24°C, while at night they dip to 12°C. Finish up your sightseeing early on the 3rd (Thu) so you can go by car to Charleston.

Things to do in Jekyll Island

Outdoors · Wildlife · Parks · Beaches

Charleston

— 4 nights
Many visitors describe their Charleston holiday as a warm embrace by an old, dear friend--who lived about 200 years ago.
Charleston is known for parks, museums, and shopping. Your plan includes some of its best attractions: take an in-depth tour of Nathaniel Russell House, steep yourself in history at Drayton Hall, indulge in some culinary diversions at a local gastronomic tour, and get outside with Outdoor Activities.

To see reviews, more things to do, ratings, and tourist information, read Charleston trip itinerary builder tool.

Drive from Jekyll Island to Charleston in 4 hours. Alternatively, you can fly; or do a combination of taxi and bus. In March, daily temperatures in Charleston can reach 22°C, while at night they dip to 9°C. Cap off your sightseeing on the 7th (Mon) early enough to catch the flight to Washington DC.

Things to do in Charleston

Historic Sites · Tours · Parks · Museums

Side Trip

Washington DC

— 4 nights
The capital of the United States, the District of Columbia contains the lion's share of the country's most treasured monuments, memorials, and public museums.
Washington DC is known for museums, historic sites, and nightlife. Your plan includes some of its best attractions: explore the world behind art at National Gallery of Art, take an in-depth tour of United States Holocaust Memorial Museum, learn more about the world around you at Smithsonian National Museum of Natural History, and pause for some photo ops at Washington Monument.

For where to stay, ratings, reviews, and more tourist information, read our Washington DC online trip itinerary planner.

Fly from Charleston to Washington DC in 3.5 hours. Alternatively, you can drive; or do a combination of car and train. In March, Washington DC is little chillier than Charleston - with highs of 15°C and lows of 3°C. Finish up your sightseeing early on the 11th (Fri) so you can go by car to Cape May.

Things to do in Washington DC

Museums · Historic Sites

Side Trip

Cape May

— 2 nights

The Nation's Oldest Seashore Resort

Cape May represents the other Jersey Shore--the one you don't see on TV--the one with a rich history and a refined, relaxed atmosphere.
Kick off your visit on the 12th (Sat): enjoy the sand and surf at Cape May City Beaches, get engrossed in the history at Emlen Physick Estate, then relax in the rural setting at Jersey Shore Alpacas, and finally take a tour by water with Boat Tours & Water Sports. Get ready for a full day of sightseeing on the next day: look for gifts at Bath Time, get great views at World War II Lookout Tower, visit a coastal fixture at Cape May Lighthouse, then learn about winemaking at Willow Creek Winery, and finally do a tasting at Cape May Winery & Vineyard.

To find where to stay, traveler tips, ratings, and other tourist information, refer to the Cape May planning app.

You can drive from Washington DC to Cape May in 4 hours. Alternatively, you can do a combination of train and bus; or take a bus. Traveling from Washington DC in March, expect nights in Cape May to be about the same, around 1°C, while days are a bit cooler, around 10°C. Finish your sightseeing early on the 13th (Sun) to allow enough time to drive to New York City.

Things to do in Cape May

Outdoors · Wineries · Museums · Historic Sites

New York City

— 9 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.
New York City is known for museums, nightlife, and shopping. Your plan includes some of its best attractions: take in the pleasant sights at Central Park, explore the world behind art at The Metropolitan Museum of Art, admire the landmark architecture of Rockefeller Center, and appreciate the history behind 9/11 Memorial.

To find photos, other places to visit, more things to do, and tourist information, you can read our New York City trip itinerary tool.

Traveling by car from Cape May to New York City takes 3 hours. Alternatively, you can take a bus; or do a combination of bus, tram, and train. In March, daytime highs in New York City are 11°C, while nighttime lows are 1°C. Finish up your sightseeing early on the 22nd (Tue) so you can catch the flight to Portland.

Things to do in New York City

Museums · Parks · Historic Sites · Zoos & Aquariums

Side Trip

Portland

— 2 nights

The Forest City

Maine's biggest and perhaps most vibrant city, Portland was established as a fishing village in 1633 and grew to become New England's largest port.
Kick off your visit on the 23rd (Wed): visit a coastal fixture at Portland Head Light, then sample the fine beverages at Sweetgrass Winery & Distillery Old Port Tasting Room and Shop, then cast your line with a fishing tour, and finally explore the world behind art at Portland Museum of Art. Get ready for a full day of sightseeing on the next day: relax and rejuvenate at some of the best spas, sample the tasty concoctions at Allagash Brewing Company, and then wander the streets of Old Port.

To find where to stay, more things to do, traveler tips, and tourist information, you can read our Portland online sightseeing planner.

Traveling by flight from New York City to Portland takes 3 hours. Alternatively, you can drive; or take a bus. In March, Portland is slightly colder than New York City - with highs of 5°C and lows of -5°C. Finish up your sightseeing early on the 24th (Thu) so you can go by car to Boston.

Things to do in Portland

Tours · Outdoors · Wildlife · Neighborhoods

Side Trip

Boston

— 2 nights

Beantown

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.
Kick off your visit on the 25th (Fri): appreciate the extensive heritage of Freedom Trail, then take in nature's colorful creations at Boston Public Garden, and then explore the world behind art at Museum of Fine Arts. Get ready for a full day of sightseeing on the 26th (Sat): take a stroll through North End, stroll around Boston Common, then get engrossed in the history at Boston Tea Party Ships & Museum, and finally shop like a local with Faneuil Hall Marketplace.

To find other places to visit, where to stay, and other tourist information, read our Boston tour itinerary tool.

Drive from Portland to Boston in 2 hours. Alternatively, you can take a bus; or take a train. In March in Boston, expect temperatures between 7°C during the day and -1°C at night. Cap off your sightseeing on the 26th (Sat) early enough to catch the flight to Niagara Falls.

Things to do in Boston

Museums · Parks · Historic Sites · Neighborhoods

Niagara Falls

— 2 nights

Honeymoon Capital of the World

The city of Niagara Falls houses the U.S. half of the famous waterfall that straddles the border between Canada and the United States.
On the 27th (Sun), head outdoors with Maid of the Mist, then get up close and personal with brilliant marine life at Aquarium of Niagara, and then try your luck at Seneca Niagara Casino. On the 28th (Mon), you'll have a packed day of sightseeing: admire the majestic nature at Whirlpool State Park, then enjoy breathtaking views from Niagara Falls Observation Tower, then trek along Niagara Gorge Trail, and finally get the lay of the land with Walking tours.

To find ratings, photos, traveler tips, and tourist information, use the Niagara Falls travel route site.

Traveling by flight from Boston to Niagara Falls takes 3 hours. Alternatively, you can drive; or take a bus. Plan for little chillier nights when traveling from Boston in March since evenings lows in Niagara Falls dip to -5°C. Cap off your sightseeing on the 28th (Mon) early enough to catch the flight to Chicago.

Things to do in Niagara Falls

Parks · Casinos · Fun & Games · Tours

Chicago

— 3 nights

Windy City

A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Start off your visit on the 29th (Tue): wander the streets of The Magnificent Mile, stroll around Millennium Park, then explore the world behind art at The Art Institute of Chicago, and finally appreciate the history behind Cloud Gate. Get ready for a full day of sightseeing on the 30th (Wed): meet the residents at Shedd Aquarium, get curious at Museum of Science and Industry, and then admire the striking features of 360 Chicago Observation Deck.

For traveler tips, reviews, maps, and other tourist information, go to the Chicago trip maker.

Fly from Niagara Falls to Chicago in 3 hours. Alternatively, you can drive; or take a train. The time zone changes from Eastern Standard Time to Central Standard Time, which is usually a -1 hour difference. Traveling from Niagara Falls in March, expect Chicago to be somewhat warmer, temps between 8°C and -1°C. Wrap up your sightseeing by early afternoon on the 31st (Thu) to allow enough time to fly back home.

Things to do in Chicago

Museums · Childrens Museums · Shopping · Neighborhoods

Maine travel guide

4.6
Beaches · Lighthouses · Mountains
The Pine Tree State
The easternmost state in New England, Maine features an indented coastline and forested interior, carved eons ago by receding glaciers. Maine includes more lighthouses and quaint resort villages than you could ever hope to explore in a single trip, but the state is also one of the country's most sparsely populated, the majority of its land pristine and uninhabited wilderness. The temperate coastal regions, historically supported by fishing and lobstering, contain most of the state's urban centers and are the most popular spots in the state for holidays. The sea is the focus here, so it shouldn't come as a surprise that water plays an important role in the distinct character of the state, shaping its economy, tourism, cuisine, politics, sports, and art.