14 days in United States Itinerary

14 days in United States Itinerary

Created using Inspirock United States itinerary planner

Make it your trip
Fly
1
Boston
— 2 nights
Drive
2
Salem
Drive
3
Kennebunkport
— 1 night
Drive
4
Portland
Drive
5
Acadia National Park
Fly
6
Lancaster
— 1 night
Fly
7
Washington DC
— 3 nights
Fly
8
Chicago
— 2 nights
Drive
9
Pontiac
Drive to Chicago Midway International Airport, Fly to Jackson
10
Jackson
Fly
11
San Antonio
— 1 night
Drive
12
Austin
— 1 night
Fly
13
Santa Fe
+2
Drive to Albuquerque International Sunport, Fly to San Francisco International Airport, Drive to San Juan Bautista
14
San Juan Bautista
Drive

S M T W T F S
15
16
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28
29
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1
2
3
4

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 16th (Mon): pause for some photo ops at New England Holocaust Memorial and then get to know the fascinating history of Freedom Trail. Keep things going the next day: contemplate in the serene atmosphere at Trinity Church, stroll the grounds of Mount Auburn Cemetery, take in nature's colorful creations at Boston Public Garden, then stroll around Boston Common, and finally get a sense of history and politics at Massachusetts State House.

To find photos, maps, ratings, and tourist information, refer to the Boston road trip planning app.

San Francisco to Boston is an approximately 7-hour flight. You can also drive; or do a combination of subway, train, and bus. Traveling from San Francisco to Boston, you'll lose 3 hours due to the time zone difference. In May in Boston, expect temperatures between 67°F during the day and 50°F at night. Wrap up your sightseeing on the 18th (Wed) to allow time to drive to Salem.

Things to do in Boston

Historic Sites · Parks · Museums

Side Trip

Salem

Witch City

Best known for its 1692 witch trials, Salem has a number of significant historical sites, a bustling downtown, and many witch-themed attractions.
To see reviews, traveler tips, and more tourist information, refer to the Salem online tour itinerary planner.

Traveling by car from Boston to Salem takes an hour. Alternatively, you can take a train; or take a bus. In May, plan for daily highs up to 67°F, and evening lows to 48°F. You'll set off for Kennebunkport on the 18th (Wed).

Things to do in Salem

Parks · Museums · Outdoors · Historic Sites

Kennebunkport

— 1 night
Kennebunkport is a town in York County, Maine, United States. Start off your visit on the 18th (Wed): appreciate the extensive heritage of Marginal Way Walkway.

To find reviews, traveler tips, photos, and other tourist information, use the Kennebunkport planner.

You can drive from Salem to Kennebunkport in 1.5 hours. Other options are to do a combination of train and bus; or take a bus. Traveling from Salem in May, expect a bit cooler with lows of 43°F in Kennebunkport. On the 19th (Thu), you're off to Portland.

Things to do in Kennebunkport

Historic Sites

Side Trip

Highlights from your trip

Portland

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.
For traveler tips, more things to do, and more tourist information, refer to the Portland trip planner.

You can drive from Kennebunkport to Portland in an hour. Other options are to do a combination of taxi and train; or do a combination of taxi and bus. In May, daytime highs in Portland are 64°F, while nighttime lows are 45°F. You will leave for Acadia National Park on the 19th (Thu).

Things to do in Portland

Parks · Outdoors · Tours · Shopping

Acadia National Park

First Eastern National Park

The first national park east of the Mississippi River, Acadia National Park draws visitors with its rugged landscape of ocean shoreline, low-slung granite mountains, dense woodlands, and pristine lakes.
To see where to stay, more things to do, other places to visit, and more tourist information, read Acadia National Park trip planning tool.

Getting from Portland to Acadia National Park by car takes about 3.5 hours. Other options: take a bus; or take a bus. In May, plan for daily highs up to 60°F, and evening lows to 43°F. You will leave for Lancaster on the 19th (Thu).

Things to do in Acadia National Park

Parks · Outdoors · Trails · Nature

Lancaster

— 1 night

Red Rose City

The heart of Pennsylvania's famous "Dutch Country," Lancaster is one of the nation's oldest inland cities, founded in 1730.
Start off your visit on the 20th (Fri): take an in-depth tour of Railroad Museum of Pennsylvania, experience rural life at Lapp Valley Farm, then contemplate the long history of Ephrata Cloister, and finally don't miss a visit to Andy Smith, Artist.

Plan trip to Lancaster with our itinerary maker to find out where to go and what to do.

Getting from Acadia National Park to Lancaster by flight takes about 3.5 hours. Other options: drive; or do a combination of bus and train. Traveling from Acadia National Park in May, things will get a bit warmer in Lancaster: highs are around 72°F and lows about 52°F. Wrap up your sightseeing on the 20th (Fri) early enough to fly to Washington DC.

Things to do in Lancaster

Museums · Historic Sites

Side Trips

Washington DC

— 3 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 trip includes some of its best attractions: see the interesting displays at National Air and Space Museum, pause for some photo ops at Vietnam Veterans Memorial, take an in-depth tour of United States Holocaust Memorial Museum, and learn more about the world around you at Smithsonian National Museum of Natural History.

To find traveler tips, maps, reviews, and tourist information, read our Washington DC trip maker website.

Fly from Lancaster to Washington DC in 2.5 hours. Alternatively, you can drive; or take a train. Plan for somewhat warmer nights when traveling from Lancaster in May since evenings lows in Washington DC dip to 58°F. Cap off your sightseeing on the 23rd (Mon) early enough to catch the flight to Chicago.

Things to do in Washington DC

Museums · Historic Sites

Chicago

— 2 nights

Windy City

A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Kick off your visit on the 24th (Tue): engage your brain at Museum of Science and Industry, observe the fascinating underwater world at Shedd Aquarium, then don't miss a visit to Buckingham Fountain, and finally take in the views from Michigan Avenue Bridge. Here are some ideas for day two: get to know the resident critters at Lincoln Park Zoo, then stroll around Millennium Park, then admire the landmark architecture of Reliance Building, and finally enjoy breathtaking views from Skydeck Chicago - Willis Tower.

For where to stay, other places to visit, ratings, and other tourist information, go to the Chicago day trip site.

Fly from Washington DC to Chicago in 3.5 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. Expect slightly colder temperatures when traveling from Washington DC in May; daily highs in Chicago reach 71°F and lows reach 52°F. Finish your sightseeing early on the 26th (Thu) to allow enough time to drive to Pontiac.

Things to do in Chicago

Parks · Zoos & Aquariums · Childrens Museums · Museums

Pontiac

Pontiac is a city in Livingston County, Illinois, United States. Plan a Pontiac trip in moments using our itinerary builder.

You can drive from Chicago to Pontiac in 2 hours. In May, daytime highs in Pontiac are 74°F, while nighttime lows are 53°F. You'll set off for Jackson on the 26th (Thu).

Things to do in Pontiac

Parks · Museums · Outdoors · Nature

Jackson

Jackson, officially the City of Jackson, is the capital city and largest urban center of the U.S. state of Mississippi. To see more things to do, photos, reviews, and tourist information, use the Jackson journey tool.

The Route module can help you plan travel from Pontiac to Jackson. Prepare for a bit warmer weather when traveling from Pontiac in May: high temperatures in Jackson hover around 82°F and lows are around 62°F. On the 26th (Thu), you're off to San Antonio.

Things to do in Jackson

Historic Sites · Museums · Parks · Fun & Games

San Antonio

— 1 night

The Alamo City

As the state’s second largest city, San Antonio embodies Texas’ rich cultural heritage while maintaining the Old West charm of an oil town.
Kick off your visit on the 27th (Fri): contemplate the long history of Mission San Jose, let little ones run wild at Brackenridge Park, wander the streets of La Villita Historic Arts Village, then get a taste of the local shopping with The San Antonio River Walk, and finally contemplate the long history of The Alamo.

To find ratings, maps, where to stay, and other tourist information, use the San Antonio trip itinerary site.

Getting from Jackson to San Antonio by flight takes about 5 hours. Other options: drive; or take a bus. May in San Antonio sees daily highs of 87°F and lows of 66°F at night. Finish your sightseeing early on the 27th (Fri) to allow enough time to drive to Austin.

Things to do in San Antonio

Historic Sites · Shopping · Parks · Fun & Games

Austin

— 1 night

Live Music Capital of the World

Despite its laid-back college vibe, Austin is an influential center for politics, technology, film, and music.
On the 28th (Sat), admire the natural beauty at Lady Bird Johnson Wildflower Center, pause for some photo ops at Stevie Ray Vaughan Statue, stroll through Congress Avenue Bridge / Austin Bats, then get a sense of history and politics at Texas State Capitol, then explore the world behind art at Elisabet Ney Museum, and finally gain insight at University of Texas at Austin.

For more things to do, other places to visit, ratings, and more tourist information, read Austin itinerary site.

Traveling by car from San Antonio to Austin takes 1.5 hours. Alternatively, you can take a bus; or take a train. In May, plan for daily highs up to 85°F, and evening lows to 65°F. Finish your sightseeing early on the 28th (Sat) to allow enough time to fly to Santa Fe.

Things to do in Austin

Wildlife · Parks · Historic Sites · Museums

Santa Fe

City Different

Santa Fe continuously ranks among the world's top holiday destinations, attracting visitors with its unusual combination of scenic beauty, rich history, cultural diversity, and high concentration of performing arts venues, fine restaurants, and interesting attractions.
For ratings, reviews, where to stay, and more tourist information, go to the Santa Fe trip planning app.

Fly from Austin to Santa Fe in 6 hours. Alternatively, you can drive; or do a combination of bus and car. The time zone difference when traveling from Austin to Santa Fe is minus 1 hour. When traveling from Austin in May, plan for a bit cooler days and much colder nights in Santa Fe: temperatures range from 73°F by day to 43°F at night. On the 29th (Sun), you're off to San Juan Bautista.

Things to do in Santa Fe

Parks · Shopping · Outdoors · Museums

San Juan Bautista

San Juan Bautista is a city in San Benito County, California, United States. Start off your visit on the 29th (Sun): get to know the fascinating history of San Juan Bautista State Historic Park.

Plan trip to San Juan Bautista with our itinerary maker to find out where to go and what to do.

Explore your travel options from Santa Fe to San Juan Bautista with the Route module. The time zone changes from Mountain Standard Time to Pacific Standard Time, which is usually a -1 hour difference. Plan for a bit warmer nights when traveling from Santa Fe in May since evenings lows in San Juan Bautista dip to 49°F. Wrap up your sightseeing on the 29th (Sun) early enough to drive back home.

Things to do in San Juan Bautista

Historic Sites · Parks

United States travel guide

4.5
Specialty Museums · Beaches · Nightlife
More than the country of car-packed streets seen in TV shows and movies, the United States of America is a complex and diverse home to over 300 million people living in a wide range of landscapes and climates. From its big-city skyscrapers to its sprawling natural parks, the country's ''melting pot'' combines many ethnic groups that share a strong sense of national identity despite their cultural differences. A country of road trips and big blue skies, the United States harbors orderly cities filled with restaurants, parks, museums, and innumerable sightseeing opportunities, as well as pristine natural areas perfect for a holiday in the great outdoors. To see as much as you can of this diverse land quickly, drive over some of the more than 6 million km (4 million mi) of highways leading through deserts, mountain peaks, fertile fields, and giant urban centers.