42 days in United States Itinerary

42 days in United States Itinerary

Created using Inspirock United States trip maker

Plan created by another user. Make it yours

Route & dates

1
Orlando
— 4 nights
2
Key West
— 3 nights
3
Key Largo
— 1 night
4
Miami Beach
— 1 night
5
Charleston
— 3 nights
6
Jekyll Island
— 2 nights
7
Saint Simons Island
— 2 nights
8
Savannah
— 2 nights
9
Plains
— 2 nights
10
Fort Oglethorpe
— 2 nights
11
Asheville
— 2 nights
12
Blowing Rock
— 2 nights
13
Charlottesville
— 2 nights
14
Petersburg
— 2 nights
15
Williamsburg
— 2 nights
16
Solomons
— 2 nights
17
Hagerstown
— 2 nights
18
Washington DC
— 2 nights
19
Arlington
— 3 nights

4
nights
Orlando

Orlando ©
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.
Get some historical perspective at Basilica of the National Shrine of Mary, Queen of the Universe and St James Roman Catholic Cathedral. There's still lots to do: discover the magic at Walt Disney World Resort, have some family-friendly fun at Nomadic, find something for the whole family at Discovery Cove, and learn more about the world around you at SKELETONS: Museum of Osteology.

To see reviews, ratings, traveler tips, and more tourist information, read Orlando online driving holiday planner.

San Francisco to Orlando is an approximately 8.5-hour flight. You can also drive; or take a bus. The time zone difference moving from Pacific Standard Time to Eastern Standard Time is 3 hours. Traveling from San Francisco in October, things will get a bit warmer in Orlando: highs are around °F and lows about °F. Wrap up your sightseeing on the 5th (Mon) to allow time to travel to Key West.

Things to do in Orlando

Theme Parks Outdoors Parks
Find places to stay Oct 1 — 5:
Highlights from your plan
Walt Disney World Resort ©
Walt Disney World Resort
Discovery Cove ©
Discovery Cove

3
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.
Get outdoors at Scuba & Snorkeling and Key West Butterfly & Nature Conservatory. Popular historic sites such as Truman Little White House and Curry Mansion are in your itinerary. And it doesn't end there: see the interesting displays at The Ernest Hemingway Home and Museum, stroll the grounds of Key West Cemetery, admire the natural beauty at Key West Garden Club, and browse the exhibits of Key West Lighthouse and Keeper's Quarters Museum.

To see photos, other places to visit, more things to do, and other tourist information, you can read our Key West online itinerary planner.

Traveling by flight from Orlando to Key West takes 4.5 hours. Alternatively, you can drive; or take a bus. Traveling from Orlando in October, expect a bit warmer with lows of °F in Key West. Finish up your sightseeing early on the 8th (Thu) so you can go by car to Key Largo.

Things to do in Key West

Historic Sites Museums Outdoors
Find places to stay Oct 5 — 8:
Highlights from your plan
7 Artists & Friends Gallery ©
7 Artists & Friends Gallery
Scuba & Snorkeling
The Ernest Hemingway Home and Museum ©
The Ernest Hemingway Home and Museum

1
night
Key Largo

The northernmost island of the Florida Keys, Key Largo provides stunning scenery, a number of watersports opportunities, and plenty of areas to relax on vacation.
Start off your visit on the 9th (Fri): look for all kinds of wild species at Florida Keys Wild Bird Rehabilitation Center, get a taste of the local shopping with Old Road Gallery, thensee what you can catch with a fishing tour, and finally steep yourself in history at Indian Key State Historic Site.

To see more things to do, where to stay, photos, and more tourist information, go to the Key Largo planner.

Traveling by car from Key West to Key Largo takes 2.5 hours. Alternatively, you can take a bus. In October, daytime highs in Key Largo are °F, while nighttime lows are °F. Cap off your sightseeing on the 9th (Fri) early enough to go by car to Miami Beach.

Things to do in Key Largo

Wildlife Historic Sites Outdoors

Side Trip

Islamorada
Find places to stay Oct 8 — 9:
Highlights from your plan
Fishing Charters & Tours
Florida Keys Wild Bird Rehabilitation Center ©
Indian Key State Historic Site ©
Indian Key State Historic Site

1
night
Miami Beach

Miami Beach ©
Separated by water from the neighboring city of Miami, Miami Beach sits on a barrier island between Biscayne Bay and the Atlantic Ocean.
Kick off your visit on the 10th (Sat): take a stroll through Lincoln Road, enjoy the sand and surf at South Beach, thenget to know the fascinating history of Art Deco Historic District, and finally wander the streets of Collins Avenue.

For maps, ratings, where to stay, and more tourist information, read Miami Beach road trip planning app.

Traveling by car from Key Largo to Miami Beach takes 1.5 hours. Alternatively, you can take a bus; or take a bus. Expect a daytime high around °F in October, and nighttime lows around °F. Wrap up your sightseeing on the 10th (Sat) to allow time to travel to Charleston.

Things to do in Miami Beach

Neighborhoods Shopping Parks
Find places to stay Oct 9 — 10:
Highlights from your plan
Lincoln Road ©
Lincoln Road
Art Deco Historic District ©
Art Deco Historic District
South Beach ©
South Beach

3
nights
Charleston

Charleston ©
Many visitors describe their Charleston holiday as a warm embrace by an old, dear friend--who lived about 200 years ago.
On the 11th (Sun), learn about all things military at Patriots Point, thencontemplate the long history of Fort Sumter National Monument, and then make a trip to Charleston Fire Department, Station 2/3. On the 12th (Mon), you'll have a packed day of sightseeing: contemplate the long history of Nathaniel Russell House, contemplate the long history of Aiken-Rhett House, and then see majestic marine mammals with a dolphin and whale watching tour.

For reviews and other tourist information, refer to the Charleston visit planner.

You can fly from Miami Beach to Charleston in 5 hours. Alternatively, you can drive; or do a combination of bus, train, and car. Prepare for little chillier weather when traveling from Miami Beach in October: high temperatures in Charleston hover around °F and lows are around °F. On the 13th (Tue), wrap the sightseeing up by early afternoon so you can drive to Jekyll Island.

Things to do in Charleston

Museums Historic Sites Outdoors

Side Trip

Patriots Point
Find places to stay Oct 10 — 13:
Highlights from your plan
Fort Sumter National Monument ©
Fort Sumter National Monument
Nathaniel Russell House ©
Nathaniel Russell House
Aiken-Rhett House ©
Aiken-Rhett House

2
nights
Jekyll Island

A vacation on Jekyll Island allows visitors to discover the lifestyle of American aristocrats from the 19th century.
Here are some ideas for day two: identify plant and animal life at Georgia Sea Turtle Center, get interesting insight from Tours, thenwander the streets of Jekyll Island Historic District, and finally make a trip to Faith Chapel.

Plan a trip to Jekyll Island easily and quickly by telling Inspirock to suggest an itinerary.

You can drive from Charleston to Jekyll Island in 4 hours. Other options are to fly; or do a combination of bus and taxi. October in Jekyll Island sees daily highs of °F and lows of °F at night. Wrap up your sightseeing on the 15th (Thu) to allow time to drive to Saint Simons Island.

Things to do in Jekyll Island

Outdoors Parks Wildlife
Find places to stay Oct 13 — 15:
Highlights from your plan
Dolphin & Whale Watching
Driftwood Beach ©
Driftwood Beach
Georgia Sea Turtle Center ©
Georgia Sea Turtle Center

2
nights
Saint Simons Island

Saint Simons Island ©
St. Start off your visit on the 16th (Fri): examine the collection at St. Simons Lighthouse Museum, view the masterpieces at Gogo Jewelry, appreciate the history behind Fort Frederica National Monument, thentake in the spiritual surroundings of Christ Church, thenmake a trip to Wesley Memorial & Gardens, and finally contemplate the long history of Cassina Garden Club tabby cabins. Get ready for a full day of sightseeing on the next day: contemplate in the serene atmosphere at Temple Beth Tefilloh, thensteep yourself in history at Hofwyl-Broadfield Plantation, and then see what you can catch with a fishing tour.

For photos, ratings, maps, and tourist information, read Saint Simons Island route site.

Traveling by car from Jekyll Island to Saint Simons Island takes an hour. October in Saint Simons Island sees daily highs of °F and lows of °F at night. Finish your sightseeing early on the 17th (Sat) to allow enough time to drive to Savannah.

Things to do in Saint Simons Island

Historic Sites Outdoors Wildlife

Side Trip

Brunswick
Find places to stay Oct 15 — 17:
Highlights from your plan
Fort Frederica National Monument ©
Fort Frederica National Monument
Christ Church ©
Christ Church
Temple Beth Tefilloh ©
Temple Beth Tefilloh

2
nights
Savannah

Savannah ©
Georgia's oldest city, Savannah displays its colonial history proudly on every corner.
Kick off your visit on the 18th (Sun): stroll the grounds of Bonaventure Cemetery, stroll around Forsyth Park, thencontemplate in the serene atmosphere at Cathedral of St. John the Baptist, thenget thoroughly spooked out with a ghost and vampire tour, and finally take a stroll through Savannah Historic District. On the 19th (Mon), you'll have a packed day of sightseeing: take in the architecture and atmosphere at St. Francis by the Sea Catholic Church, get up close to creatures of the deep with a dolphin and whale watching tour, and then trek along Hilton Head Island Bike Trails.

Take the guesswork out of planning a Savannah vacation by using our trip itinerary maker.

Drive from Saint Simons Island to Savannah in 1.5 hours. Alternatively, you can take a bus. In October, daytime highs in Savannah are °F, while nighttime lows are °F. Finish up your sightseeing early on the 19th (Mon) so you can travel to Plains.

Things to do in Savannah

Historic Sites Outdoors Tours

Side Trip

Hilton Head
Find places to stay Oct 17 — 19:
Highlights from your plan
Cathedral of St. John the Baptist ©
Cathedral of St. John the Baptist
Savannah Historic District ©
Savannah Historic District
Dolphin & Whale Watching

2
nights
Plains

Plains ©
Plains is a town in Sumter County, Georgia, United States. On the 20th (Tue), steep yourself in history at Jimmy Carter National Historic Site, browse the exhibits of Plains High School, thentake an in-depth tour of The Plains Train Depot, and finally appreciate the history behind Jimmy Carter Peanut of Plains Statue. Keep things going the next day: sample the fine beverages at Richland Rum, thenexplore the stunning scenery at Providence Canyon State Outdoor Recreation Area, thenget engrossed in the history at Billy Carter Gas Station Museum, and finally contemplate the long history of Jimmy Carter Boyhood Farm.

To find traveler tips, other places to visit, more things to do, and tourist information, refer to the Plains trip planner.

Getting from Savannah to Plains by car takes about 4 hours. Other options: do a combination of flight and car. Traveling from Savannah in October, you can expect nighttime temperatures to be little chillier in Plains, with lows of °F. Wrap up your sightseeing on the 21st (Wed) to allow time to travel to Fort Oglethorpe.

Things to do in Plains

Historic Sites Museums Parks

Side Trips

Richland Rum, Providence Canyon State Outdoor Recreation Area
Find places to stay Oct 19 — 21:
Highlights from your plan
Jimmy Carter National Historic Site ©
Jimmy Carter National Historic Site
Jimmy Carter Boyhood Farm ©
Jimmy Carter Boyhood Farm
The Plains Train Depot ©
The Plains Train Depot

2
nights
Fort Oglethorpe

Fort Oglethorpe ©
Fort Oglethorpe is a city predominantly in Catoosa County with some portions in Walker County in the U.S. On the 22nd (Thu), admire the majestic nature at Cloudland Canyon State Park, take in the history at Chickamauga Battlefield, and then witness the site of a historic battle at Chickamauga and Chattanooga National Military Park. On the 23rd (Fri), you'll have a packed day of sightseeing: take some stellar pictures from Rock City and then take in the history at Point Park - Lookout Mountain Battlefields.

To find traveler tips, reviews, maps, and more tourist information, refer to the Fort Oglethorpe holiday tool.

You can drive from Plains to Fort Oglethorpe in 4.5 hours. Alternatively, you can do a combination of car and flight. In October, plan for daily highs up to °F, and evening lows to °F. Finish your sightseeing early on the 23rd (Fri) so you can travel to Asheville.

Things to do in Fort Oglethorpe

Historic Sites Parks Nature

Side Trips

Rock City, Point Park - Lookout Mountain Battlefields, Cloudland Canyon State Park
Find places to stay Oct 21 — 23:
Highlights from your plan
Chickamauga Battlefield ©
Chickamauga Battlefield
Point Park - Lookout Mountain Battlefields ©

2
nights
Asheville

Asheville ©
Asheville nestles between two major mountain ranges in the scenic western section of North Carolina.
Kick off your visit on the 24th (Sat): do a tasting at Biltmore, thenstroll the grounds of Riverside Cemetery, and then savor the flavors at Food & Drink. On the next day, explore the striking landscape of The North Carolina Arboretum, thenpause for some serene contemplation at Basilica of Saint Lawrence, thensee the interesting displays at The Folk Art Center, and finally shop like a local with Lexington Glassworks.

For where to stay, other places to visit, reviews, and more tourist information, you can read our Asheville trip itinerary planning website.

Traveling by car from Fort Oglethorpe to Asheville takes 4 hours. Plan for little chillier temperatures traveling from Fort Oglethorpe in October, with highs in Asheville at °F and lows at °F. Wrap up your sightseeing on the 25th (Sun) to allow time to drive to Blowing Rock.

Things to do in Asheville

Historic Sites Museums Tours
Find places to stay Oct 23 — 25:
Highlights from your plan
Biltmore ©
Biltmore
Basilica of Saint Lawrence ©
Basilica of Saint Lawrence
The North Carolina Arboretum ©
The North Carolina Arboretum

2
nights
Blowing Rock

Blowing Rock is a town in Watauga and Caldwell counties in the U.S. Kick off your visit on the 26th (Mon): trot along with Vx3 Trail Rides, ride a horse along Moses H. Cone Memorial Park, and then whizz through the canopy at some of the top local zipline courses and adventure parks. Get ready for a full day of sightseeing on the next day: indulge your thirst for a good beer at Blowing Rock Brewery, contemplate the long history of Flat Top Manor, and then view the masterpieces at Bolick and Traditions Pottery.

For ratings, photos, more things to do, and other tourist information, refer to the Blowing Rock online driving holiday planner.

Getting from Asheville to Blowing Rock by car takes about 2 hours. Other options: take a bus. Expect slightly colder weather when traveling from Asheville in October: highs in Blowing Rock hover around °F, while lows dip to °F. On the 27th (Tue), wrap the sightseeing up by early afternoon so you can drive to Charlottesville.

Things to do in Blowing Rock

Outdoors Tours Historic Sites
Find places to stay Oct 25 — 27:
Highlights from your plan
Zipline
Vx3 Trail Rides ©
Vx3 Trail Rides
Moses H. Cone Memorial Park ©
Moses H. Cone Memorial Park

2
nights
Charlottesville

Charlottesville ©
Situated at the foothills of the Blue Ridge Mountains, Charlottesville is perhaps best known as the home of three of the United States' founding fathers, including Thomas Jefferson.
Kick off your visit on the 28th (Wed): learn about winemaking at Trump Winery, thencontemplate the long history of James Monroe's Highland, and then take in nature's colorful creations at Monticello. On the next day, view the masterpieces at C'ville Arts: A Cooperative Gallery, gain insight at University of Virginia, thenexperience rural life at Carter Mountain Orchard, and finally deepen your understanding at The Glass Palette - Interactive Glass Art Studio.

For ratings, maps, more things to do, and other tourist information, read our Charlottesville trip maker.

Getting from Blowing Rock to Charlottesville by car takes about 5.5 hours. Other options: fly; or do a combination of taxi, bus, and train. Plan for somewhat warmer temperatures traveling from Blowing Rock in October, with highs in Charlottesville at °F and lows at °F. Cap off your sightseeing on the 29th (Thu) early enough to travel to Petersburg.

Things to do in Charlottesville

Historic Sites Parks Wineries
Find places to stay Oct 27 — 29:
Highlights from your plan
James Monroe's Highland ©
James Monroe's Highland
Monticello ©
Monticello

2
nights
Petersburg

Petersburg ©
Petersburg is an independent city in the U.S. Kick off your visit on the 30th (Fri): take in the history at Berkeley Plantation, thencontemplate the long history of Shirley Plantation, and then immerse yourself in nature at Pocahontas State Park. Keep things going the next day: steep yourself in history at Pamplin Historical Park, take in the history at Petersburg National Battlefield Park, and then see the interesting displays at Pocahontas Island Black History Museum.

Plan my day in Petersburg using traveler tips and tourist information provided by Inspirock.

Drive from Charlottesville to Petersburg in 2 hours. In October in Petersburg, expect temperatures between °F during the day and °F at night. Wrap up your sightseeing on the 31st (Sat) early enough to drive to Williamsburg.

Things to do in Petersburg

Historic Sites Parks Museums

Side Trips

Charles City, Pocahontas State Park
Find places to stay Oct 29 — 31:
Highlights from your plan
Berkeley Plantation ©
Berkeley Plantation
Pamplin Historical Park ©
Pamplin Historical Park
Petersburg National Battlefield Park ©
Petersburg National Battlefield Park

2
nights
Williamsburg

Williamsburg ©
Founded in 1632 as a fortified settlement on the high ground between two rivers, Williamsburg served as a colonial capital of Virginia for over 80 years.
On the 1st (Sun), steep yourself in history at Jamestown Settlement, thentake a tour by water with Boat Tours & Water Sports, thentake in the history at Yorktown Battlefield, and finally trek along Tyndall's Point Park. On the 2nd (Mon), you'll have a packed day of sightseeing: explore and take pictures at Colonial Parkway, contemplate the long history of Governor's Palace, thentake in the architecture and atmosphere at Bruton Parish Episcopal Church, and finally contemplate the long history of Public Hospital Museum.

To find more things to do, ratings, traveler tips, and more tourist information, you can read our Williamsburg online travel planner.

Traveling by car from Petersburg to Williamsburg takes 1.5 hours. In October, daily temperatures in Williamsburg can reach °F, while at night they dip to °F. Finish up your sightseeing early on the 2nd (Mon) so you can travel to Solomons.

Things to do in Williamsburg

Historic Sites Outdoors Tours

Side Trips

Yorktown, Tyndall's Point Park
Find places to stay Oct 31 — Nov 2:
Highlights from your plan
Jamestown Settlement ©
Jamestown Settlement
Governor's Palace ©
Governor's Palace
Yorktown Battlefield ©
Yorktown Battlefield

2
nights
Solomons

Solomons
Solomons, also known as Solomons Island, is an unincorporated community and census-designated place (CDP) in Calvert County, Maryland, United States. Start off your visit on the 3rd (Tue): deepen your knowledge of military history at "On Watch" Monument, hike along Flag Ponds Nature Park, thenadmire the majestic nature at Calvert Cliffs State Park, and finally enjoy the sea views from Calvert Marine Museum and Drum Point Lighthouse. Keep things going the next day: steep yourself in history at George Washington Birthplace National Monument and then admire the majestic nature at Point Lookout State Park.

To see traveler tips, ratings, maps, and other tourist information, read Solomons trip itinerary builder.

Traveling by car from Williamsburg to Solomons takes 3 hours. Traveling from Williamsburg in November, expect nights in Solomons to be about the same, around °F, while days are little chillier, around °F. Finish up your sightseeing early on the 4th (Wed) so you can travel to Hagerstown.

Things to do in Solomons

Parks Nature Historic Sites

Side Trips

Lusby, George Washington Birthplace National Monument, "On Watch" Monument, Point Lookout State Park
Find places to stay Nov 2 — 4:
Highlights from your plan
Calvert Cliffs State Park
Calvert Cliffs State Park
Flag Ponds Nature Park ©
Flag Ponds Nature Park

2
nights
Hagerstown

Hagerstown ©
Hagerstown is a city in Washington County, Maryland, United States. On the 5th (Thu), witness the site of a historic battle at Gettysburg National Military Park Museum & Visitor Center, thenstroll the grounds of Gettysburg National Cemetery, thenwitness the site of a historic battle at Gettysburg National Military Park, and finally contemplate the long history of Dobbin House Tavern. Keep things going the next day: explore the different monuments and memorials at Rose Hill Cemetery, thenwitness the site of a historic battle at Antietam National Battlefield, and then go for a walk through The Hagerstown Cultural Trail.

To find more things to do, reviews, traveler tips, and more tourist information, read Hagerstown trip itinerary maker.

You can drive from Solomons to Hagerstown in 2.5 hours. In November, daily temperatures in Hagerstown can reach °F, while at night they dip to °F. Wrap up your sightseeing on the 6th (Fri) to allow time to drive to Washington DC.

Things to do in Hagerstown

Historic Sites Parks Nature

Side Trips

Gettysburg, Antietam National Battlefield
Find places to stay Nov 4 — 6:
Highlights from your plan
Gettysburg National Military Park ©
Gettysburg National Military Park
Antietam National Battlefield ©
Antietam National Battlefield

2
nights
Washington DC

Washington DC ©
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.
Start off your visit on the 7th (Sat): explore the activities along Tidal Basin, thenexamine the collection at National Air and Space Museum, thenlearn more about the world around you at Smithsonian National Museum of Natural History, and finally pause for some photo ops at Vietnam Veterans Memorial. Get ready for a full day of sightseeing on the 8th (Sun): steep yourself in history at Georgetown University, thenpause for some serene contemplation at Washington National Cathedral, thentake an in-depth tour of United States Holocaust Memorial Museum, and finally explore the world behind art at National Gallery of Art.

To find photos, traveler tips, ratings, and more tourist information, use the Washington DC route maker website.

Getting from Hagerstown to Washington DC by car takes about 1.5 hours. In November in Washington DC, expect temperatures between °F during the day and °F at night. Finish your sightseeing early on the 8th (Sun) to allow enough time to drive to Arlington.

Things to do in Washington DC

Museums Historic Sites Parks
Find places to stay Nov 6 — 8:
Highlights from your plan
National Air and Space Museum ©
National Air and Space Museum
Washington National Cathedral ©
Washington National Cathedral
National Gallery of Art ©
National Gallery of Art

3
nights
Arlington

Arlington ©
Located just across the Potomac River from Washington, D.C., the county of Arlington blends big city and sprawling suburban environments.
Kick off your visit on the 9th (Mon): stroll the grounds of Arlington National Cemetery, don't miss a visit to John F. Kennedy Grave Site, thencontemplate the long history of Arlington House - The Robert E. Lee Memorial, and finally pause for some photo ops at U.S. Marine Corps War Memorial. On the 10th (Tue), you'll have a packed day of sightseeing: steep yourself in history at George Washington's Mount Vernon, thenstroll through Mount Vernon Trail, and then stroll around Shirlington Dog Park.

To see ratings, more things to do, other places to visit, and more tourist information, you can read our Arlington holiday planning tool.

Arlington is just a stone's throw from Washington DC. In November, daytime highs in Arlington are °F, while nighttime lows are °F. Wrap up your sightseeing by early afternoon on the 11th (Wed) to allow enough time to travel back home.

Things to do in Arlington

Historic Sites Parks Outdoors

Side Trip

George Washington's Mount Vernon
Find places to stay Nov 8 — 11:
Highlights from your plan
The Tomb of the Unknown Soldier ©
The Tomb of the Unknown Soldier
Arlington National Cemetery ©
Arlington National Cemetery
George Washington's Mount Vernon ©
George Washington's Mount Vernon

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