44 days in United States Itinerary

44 days in United States Itinerary

Created using Inspirock United States route planner

Make it your trip
Fly
1
Nashville
— 1 night
Fly
2
Chicago
— 4 nights
Drive
3
Galena
— 2 nights
Fly
4
Bar Harbor, Mount Desert Island
— 2 nights
Drive
5
Portland
— 2 nights
Drive
6
North Conway
— 2 nights
Fly
7
New York City
— 5 nights
Train
8
Philadelphia
— 4 nights
Train
9
Washington DC
— 5 nights
Fly
10
Asheville
— 5 nights
Drive
11
Charleston
— 5 nights
Drive
12
Amelia Island
— 2 nights
Drive
13
Orlando
— 4 nights
Fly

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Nashville

— 1 night

Music City U.S.A.

Known as the capital of country music, the thriving city of Nashville combines old-world southern charm with a progressive urban flair.
Kick off your visit on the 1st (Sat): brush up on your knowledge of spirits at Leiper's Fork Distillery, contemplate the long history of Lotz House Museum, then enjoy unforgettable views with a balloon tour, and finally get engrossed in the history at The Johnny Cash Museum & Cafe. On the next day, catch a live performance at Grand Ole Opry, then soothe aching muscles at Ilovekickboxing, then brush up on your knowledge of spirits at Nelson's Green Brier Distillery, and finally sample the tasty concoctions at New Heights Brewing Company.

For where to stay, traveler tips, more things to do, and other tourist information, read Nashville tour builder site.

Atlanta to Nashville is an approximately 3-hour flight. You can also drive; or take a bus. Traveling from Atlanta to Nashville, you'll gain 1 hour due to the time zone difference. May in Nashville sees daily highs of 80°F and lows of 58°F at night. Finish your sightseeing early on the 2nd (Sun) to allow enough time to fly to Chicago.

Things to do in Nashville

Breweries & Distilleries · Museums · Spas · Nightlife

Side Trip

Chicago

— 4 nights

Windy City

A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Change things up with a short trip to SaltTreeYoga in Ottawa (about 1h 25 min away). The adventure continues: explore the world behind art at The Art Institute of Chicago, visit The Magnificent Mile, tour the pleasant surroundings at Millennium Park, and admire the striking features of Rockefeller Memorial Chapel.

To find ratings, where to stay, photos, and tourist information, read Chicago journey planning app.

Getting from Nashville to Chicago by flight takes about 3 hours. Other options: drive; or take a bus. Traveling from Nashville in May, things will get little chillier in Chicago: highs are around 71°F and lows about 52°F. Finish up your sightseeing early on the 6th (Thu) so you can catch the flight to Galena.

Things to do in Chicago

Museums · Parks · Zoos & Aquariums · Shopping

Side Trips

Galena

— 2 nights
Galena is the largest city in and the county seat of Jo Daviess County, Illinois, with a population of 3,429 at the 2010 census. On the 7th (Fri), look for all kinds of wild species at Horseshoe Mound, steep yourself in history at Washburne House State Historic Site, then contemplate the long history of Ulysses S. Grant Home, and finally sample the fine beverages at Blaum Bros. Distilling Co..

For other places to visit, traveler tips, more things to do, and tourist information, go to the Galena online itinerary planner.

Getting from Chicago to Galena by flight takes about 2.5 hours. Other options: drive; or take a bus. In May, plan for daily highs up to 69°F, and evening lows to 48°F. On the 8th (Sat), wrap the sightseeing up by early afternoon so you can fly to Bar Harbor.

Things to do in Galena

Historic Sites · Breweries & Distilleries · Tours · Museums

Bar Harbor, Mount Desert Island

— 2 nights
Bar Harbor is a town on Mount Desert Island in Hancock County, Maine, United States. On the 9th (Sun), trek along Gorham Mountain Trail, then explore the activities along Frenchman Bay, and then examine the collection at The Seal Cove Auto Museum. On the 10th (Mon), you'll have a packed day of sightseeing: enjoy the sea views from Egg Rock Light, then look for all kinds of wild species at Shore Path, and then take your sightseeing to a higher altitude at Cadillac Mountain.

To find more things to do, other places to visit, traveler tips, and other tourist information, read Bar Harbor trip itinerary website.

You can fly from Galena to Bar Harbor in 7.5 hours. Other options are to drive; or do a combination of bus and train. The time zone difference moving from Central Standard Time to Eastern Standard Time is 1 hour. Traveling from Galena in May, things will get little chillier in Bar Harbor: highs are around 60°F and lows about 43°F. Finish up your sightseeing early on the 10th (Mon) so you can go by car to Portland.

Things to do in Bar Harbor

Parks · Nature · Museums · Wildlife

Side Trips

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.
Start off your visit on the 11th (Tue): enjoy the sea views from Portland Head Light, gain some tasty knowledge on The Maine Brew Bus, and then do a tasting at Maine Mead Works. Get ready for a full day of sightseeing on the next day: take in the dramatic natural features at Perkins Cove, get to know the fascinating history of Marginal Way Walkway, and then tour the pleasant surroundings at Ogunquit Beach.

For maps, photos, more things to do, and other tourist information, use the Portland tour itinerary planning app.

Traveling by car from Bar Harbor to Portland takes 3.5 hours. Alternatively, you can do a combination of flight and bus; or take a bus. May in Portland sees daily highs of 64°F and lows of 45°F at night. Finish your sightseeing early on the 12th (Wed) so you can drive to North Conway.

Things to do in Portland

Wineries · Tours · Parks · Breweries & Distilleries

Side Trips

North Conway

— 2 nights
North Conway combines colonial New England architecture with outlet shops selling goods from some of the world's most recognizable brands, all set amid the scenery of the White Mountains.
On the 13th (Thu), take in the dramatic scenery at Arethusa Falls, indulge your thirst for a good beer at Tuckerman Brewing Company, and then learn about winemaking at Sap House Meadery. Here are some ideas for day two: admire the sheer force of Crawford Notch State Park, look for all kinds of wild species at Bretton Woods Canopy Tour, and then take in the dramatic scenery at Glen Ellis Falls.

Planning North Conway trip won't be overwhelming when you use Inspirock's itinerary maker.

You can drive from Portland to North Conway in 2 hours. Alternatively, you can do a combination of bus and taxi. When traveling from Portland in May, plan for a bit cooler days in North Conway, with highs around 59°F, while nights are about the same with lows around 43°F. Wrap up your sightseeing on the 14th (Fri) early enough to fly to New York City.

Things to do in North Conway

Nature · Parks · Wildlife · Tours

Side Trips

New York City

— 5 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, admire the landmark architecture of Grand Central Terminal, enjoy breathtaking views from Empire State Building, and explore the world behind art at The Metropolitan Museum of Art.

For maps, other places to visit, more things to do, and other tourist information, go to the New York City travel itinerary planner.

You can fly from North Conway to New York City in 3 hours. Alternatively, you can drive; or do a combination of bus and train. Plan for a bit warmer temperatures traveling from North Conway in May, with highs in New York City at 69°F and lows at 55°F. Finish up your sightseeing early on the 19th (Wed) so you can catch the train to Philadelphia.

Things to do in New York City

Museums · Parks · Neighborhoods · Shopping

Philadelphia

— 4 nights

The City of Brotherly Love

Steeped in cultural and historical heritage, Philadelphia is known as the birthplace of U.S. democracy, as it was once the meeting place for the country's Founding Fathers.
Step out of Philadelphia to go to Chadds Ford and see Brandywine River Museum of Art, which is approximately 44 minutes away. There's much more to do: indulge your taste buds at Philly Brew Tours, admire the natural beauty at Chanticleer, walk around Franklin Square, and deepen your understanding at Fairmount Water Works Interpretive Education Center.

For traveler tips, photos, reviews, and tourist information, read our Philadelphia trip itinerary planning tool.

You can take a train from New York City to Philadelphia in 1.5 hours. Alternatively, you can drive; or take a bus. May in Philadelphia sees daily highs of 74°F and lows of 56°F at night. Wrap up your sightseeing on the 23rd (Sun) early enough to take a train to Washington DC.

Things to do in Philadelphia

Museums · Parks · Tours · Breweries & Distilleries

Side Trips

Washington DC

— 5 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: admire the masterpieces at National Gallery of Art, pause for some photo ops at Washington Monument, learn about wildlife with up-close encounters at National Zoological Park, and get a sense of history and politics at The Pentagon.

To see other places to visit, maps, where to stay, and tourist information, you can read our Washington DC online journey planner.

You can take a train from Philadelphia to Washington DC in 2.5 hours. Alternatively, you can drive; or take a bus. In May, plan for daily highs up to 76°F, and evening lows to 58°F. Wrap up your sightseeing on the 28th (Fri) early enough to fly to Asheville.

Things to do in Washington DC

Museums · Parks · Zoos & Aquariums · Historic Sites

Side Trip

Asheville

— 5 nights

Land of the Sky

Asheville nestles between two major mountain ranges in the scenic western section of North Carolina.
Explore Asheville's surroundings by going to Pigeon Forge (Mill Bridge Winery & Ole Smoky Tennessee Moonshine), Gatlinburg (Tennessee Shine Company - Gatlinburg, Tennessee Homemade Wines, &more) and Great Smoky Mountains National Park (Charlies Bunion, Newfound Gap Road, &more). And it doesn't end there: surround yourself with nature on Tumblestone Tours and Transportation, learn the secrets of beer at BREW-ed, cruise along Blue Ridge Pkwy, and get a taste of the local shopping with St.Claire Art.

To find where to stay, ratings, traveler tips, and more tourist information, read Asheville vacation planner.

Getting from Washington DC to Asheville by flight takes about 3 hours. Other options: drive; or do a combination of train and bus. Expect slightly colder evenings in Asheville when traveling from Washington DC in May, with lows around 53°F. Finish your sightseeing early on the 2nd (Wed) to allow enough time to drive to Charleston.

Things to do in Asheville

Outdoors · Tours · Breweries & Distilleries · Scenic Drive

Side Trips

Charleston

— 5 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, historic sites, and shopping. Your plan includes some of its best attractions: hit the best photo ops around with an inspiring photography tour, kick back and relax at Sullivan's Island Beach, contemplate the long history of Aiken-Rhett House, and stroll through Joe Riley Waterfront Park.

To see other places to visit, traveler tips, and more tourist information, go to the Charleston trip maker app.

Traveling by car from Asheville to Charleston takes 4.5 hours. Alternatively, you can do a combination of bus and flight; or take a bus. Expect a bit warmer evenings in Charleston when traveling from Asheville in June, with lows around 73°F. Finish up your sightseeing early on the 7th (Mon) so you can go by car to Amelia Island.

Things to do in Charleston

Historic Sites · Parks · Beaches · Outdoors

Side Trips

Amelia Island

— 2 nights
The southernmost Sea Island off the coast of Florida, Amelia Island takes its name from Princess Amelia of England.
On the 8th (Tue), indulge in some personalized pampering at Amelia Massage Associates, then learn more about the world around you at Cumberland Island National Seashore Museum, and then get a new perspective on things with Fish Amelia Island. Get ready for a full day of sightseeing on the 9th (Wed): contemplate the long history of Amelia Island Historic District, brush up on your knowledge of spirits at Marlin & Barrel Distillery, then contemplate the waterfront views at Egan's Creek Park, then immerse yourself in nature at Fort Clinch State Park, and finally enjoy the sand and surf at Seaside Park.

For reviews, ratings, maps, and tourist information, go to the Amelia Island sightseeing planner.

You can drive from Charleston to Amelia Island in 4.5 hours. Alternatively, you can fly; or do a combination of car, train, and taxi. In June in Amelia Island, expect temperatures between 88°F during the day and 75°F at night. Finish your sightseeing early on the 9th (Wed) to allow enough time to drive to Orlando.

Things to do in Amelia Island

Outdoors · Wildlife · Tours · Historic Sites

Side Trip

Orlando

— 4 nights

Theme Park Capital of the World

For most people, any mention of Orlando immediately conjures up images of sprawling theme parks filled with characters plucked right out of popular animated movies.
Have a day of magic on the 10th (Thu) at Walt Disney World Resort. Pack the 13th (Sun) with family-friendly diversions at Universal Orlando Resort. There's more to do: get in on the family fun at Universal's Islands of Adventure and explore the world behind art at Charles Hosmer Morse Museum of American Art.

To see other places to visit, photos, more things to do, and more tourist information, use the Orlando journey builder.

Traveling by car from Amelia Island to Orlando takes 3 hours. Alternatively, you can do a combination of taxi and train; or do a combination of taxi and bus. In June in Orlando, expect temperatures between 91°F during the day and 73°F at night. Wrap up your sightseeing on the 13th (Sun) early enough to fly back home.

Things to do in Orlando

Theme Parks · Museums

Side Trip

United States travel guide

4.5
Specialty Museums · Beaches · Historic Sites
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.

Illinois travel guide

4.4
Observation Decks · Parks · Art Museums
The Prairie State
The most populous state in the country's Midwest region, Illinois features a diverse landscape that includes both the enormous urban sprawl of Chicago and flat central plains, devoted almost entirely to farmland. With a great selection of things to do, Chicago is the state's centerpiece, featuring world-famous architecture and renowned museums. Farther away from this giant urban center, you can explore historical landmarks dedicated to local heroes Abraham Lincoln and Ernest Hemingway. The state also includes a prehistoric Native American site, one of only 20 World Heritage Sites in the United States, a unique feature well-worth adding to your itinerary.

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.

New Hampshire travel guide

4.6
Scenic Drive · Geologic Formations · Ski Areas
The Granite State
One of the country's smallest and least populous states, New Hampshire's wealth of recreational offerings make it a popular vacation destination. Its many pristine natural areas attract skiers, snowmobilers, hikers, and mountaineers from around the world. Named after a county in England, New Hampshire was the first of the North American colonies to establish a government independent of Great Britain's authority. Though New Hampshire's official nickname refers to its extensive granite formations and quarries, the state's license plates carry the motto "Live Free or Die," reflecting the sense of independence prized by the famously terse natives. Find out why America's artists continue to find inspiration in New Hampshire by taking a trip to its quaint villages and sightseeing in the area's old colonial towns.