39 days in United States Itinerary

39 days in United States Itinerary

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Route & dates

39 days in United States Itinerary

Start: London
Fly:  10​h 15​min
1
Boston
— 1 night
Fly + bus:  3​h
2
New York City
— 3 nights
bus + Fly:  6​h
3
Key West
— 1 night
bus:  1​h 15​min
4
Marathon
— 2 nights
Drive:  45​min
5
Islamorada
— 2 nights
+2
shuttle + Fly + Drive:  5​h 30​min
6
St. Augustine
— 1 night
Drive:  1​h 30​min
7
Amelia Island
— 2 nights
Fly:  4​h 15​min
8
Chicago
— 2 nights
Fly:  6​h
9
Las Vegas
— 3 nights
Drive:  2​h 30​min
10
Death Valley National Park
— 2 nights
Drive:  4​h 15​min
11
Los Angeles
— 1 night
Drive:  4​h 30​min
12
San Simeon
— 1 night
Drive:  5​h 45​min
13
Philo
— 2 nights
Drive:  1​h 15​min
14
Fort Bragg
— 2 nights
Drive:  2​h
15
Geyserville
— 3 nights
Drive:  2​h
16
San Francisco
— 3 nights
Fly:  3​h 30​min
17
San Diego
— 3 nights
Fly:  14​h
End: London

1
night
Boston

Boston ©
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 14th (Fri): explore the different monuments and memorials at Granary Burying Ground, contemplate in the serene atmosphere at Old North Church & Historic Site, and then appreciate the extensive heritage of Freedom Trail.

To see maps, other places to visit, and tourist information, read Boston trip maker website .

London, UK to Boston is an approximately 10.5-hour flight. The time zone changes from Greenwich Mean Time to Eastern Standard Time, which is usually a -5 hour difference. Expect somewhat warmer temperatures when traveling from London in June; daily highs in Boston reach 28°C and lows reach 18°C. Finish up your sightseeing early on the 15th (Sat) so you can travel to New York City.

Things to do in Boston

Neighborhoods Historic Sites Shopping
Highlights from your plan
Old North Church & Historic Site ©
Old North Church & Historic Site
Beacon Hill ©
Beacon Hill
Granary Burying Ground ©
Granary Burying Ground

3
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.
Head to Fifth Avenue and Chelsea Marketfor plenty of shopping. Discover out-of-the-way places like The Music Man Singing Ice Cream Shoppe and Ocean County Historical Museum. Take a break from New York City with a short trip to Trinity Church in Princeton, about 1h 15 min away. And it doesn't end there: admire the masterpieces at The Metropolitan Museum of Art, go for a walk through Times Square, pause for some serene contemplation at St. Patrick's Cathedral, and appreciate the history behind 9/11 Memorial.

To find traveler tips, other places to visit, where to stay, and tourist information, read our New York City tour itinerary planning website .

You can do a combination of flight and bus from Boston to New York City in 3 hours. Other options are to fly; or drive. In June, plan for daily highs up to 31°C, and evening lows to 21°C. Finish your sightseeing early on the 18th (Tue) to allow enough time to travel to Key West.

Things to do in New York City

Museums Shopping Neighborhoods

Side Trips

The Music Man Singing Ice Cream Shoppe, Ocean County Historical Museum, Trinity Church
Highlights from your plan
The Metropolitan Museum of Art ©
The Metropolitan Museum of Art
9/11 Memorial ©
9/11 Memorial
Times Square ©
Times Square

1
night
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.
Kick off your visit on the 19th (Wed): explore the different monuments and memorials at Key West Cemetery, then explore the galleries of Key West Lighthouse and Keeper's Quarters Museum, and then add some adventure to your tour with a kayaking and canoeing tour. Get ready for a full day of sightseeing on the next day: relax and rejuvenate at some of the top local wellness centers, examine the collection at The Ernest Hemingway Home and Museum, and then take in the exciting artwork at Alan S. Maltz Gallery.

To find maps, traveler tips, photos, and tourist information, read Key West online vacation planner .

Getting from New York City to Key West by combination of bus and flight takes about 6 hours. Other options: fly; or drive. Prepare for somewhat warmer weather when traveling from New York City in June: high temperatures in Key West hover around 36°C and lows are around 30°C. Finish your sightseeing early on the 20th (Thu) to allow enough time to take a bus to Marathon.

Things to do in Key West

Outdoors Tours Adventure
Highlights from your plan
Alan S. Maltz Gallery ©
Alan S. Maltz Gallery
Kayaking & Canoeing

2
nights
Marathon

Marathon ©
A tiny city just 16 km (10 mi) long, Marathon is spread across several islands in the middle of the Florida Keys.
Kick off your visit on the 21st (Fri): stop by Christina's Consignment Boutique, then identify plant and animal life at Crane Point Museum & Nature Center, and then admire the majestic nature at Bahia Honda State Park. On the 22nd (Sat), you'll have a packed day of sightseeing: kick back and relax at Sombrero Beach, then pause for some serene contemplation at San Pablo Catholic Church, and then stroll through Sunset Park Beach.

To see photos, maps, where to stay, and tourist information, go to the Marathon online day trip planner .

Traveling by bus from Key West to Marathon takes 1.5 hours. Alternatively, you can drive. June in Marathon sees daily highs of 38°C and lows of 30°C at night. Finish your sightseeing early on the 22nd (Sat) to allow enough time to drive to Islamorada.

Things to do in Marathon

Parks Outdoors Beaches

Side Trips

Bahia Honda State Park, Sunset Park Beach
Highlights from your plan
Bahia Honda State Park ©
Bahia Honda State Park
Sombrero Beach ©
Sombrero Beach
San Pablo Catholic Church ©
San Pablo Catholic Church

2
nights
Islamorada

Islamorada ©
Islamorada, long recognized as one of the world's top spots for sport fishing, encompasses six islands in the Florida Keys.
Kick off your visit on the 23rd (Sun): take in the exciting artwork at Old Road Gallery, then soothe aching muscles at some of the top local wellness centers, and then steep yourself in history at Indian Key State Historic Site. On your second day here, take in the exciting artwork at Michelle Nicole Lowe Art Gallery, explore the striking landscape at Windley Key Fossil Reef Geological State Park, then identify plant and animal life at Florida Keys Wild Bird Rehabilitation Center, then look for gifts at Shell World Florida Keys, and finally sample the tasty concoctions at Islamorada Beer Company Brewery and Tasting Room.

For photos, ratings, other places to visit, and more tourist information, read our Islamorada online route planner .

You can drive from Marathon to Islamorada in an hour. Another option is to take a bus. June in Islamorada sees daily highs of 38°C and lows of 30°C at night. Wrap up your sightseeing on the 24th (Mon) to allow time to travel to St. Augustine.

Things to do in Islamorada

Parks Wildlife Historic Sites

Side Trip

Key Largo
Highlights from your plan
Old Road Gallery ©
Old Road Gallery

1
night
St. Augustine

St. Augustine ©
SAINT AUGUSTINE | PONTE VEDRA on Florida's Historic Coast The Nation's oldest city (est. On the 25th (Tue), take in the exciting artwork at High Tide Gallery, enjoy the sea views from St. Augustine Lighthouse & Maritime Museum, Inc., then see the interesting displays at The Ximenez-Fatio House, then brush up on your knowledge of spirits at St. Augustine Distillery, and finally take in the architecture and atmosphere at Memorial Presbyterian Church. On the 26th (Wed), you'll have a packed day of sightseeing: steep yourself in history at Colonial Quarter, then admire the architecture and history at Mission of Nombre de Dios, and then kick back and relax at Vilano Beach.

For other places to visit, where to stay, and tourist information, go to the St. Augustine trip planner.

You can do a combination of shuttle, flight, and car from Islamorada to St. Augustine in 5.5 hours. Other options are to drive; or do a combination of shuttle, flight, and bus. Expect little chillier evenings in St. Augustine when traveling from Islamorada in June, with lows around 26°C. Finish your sightseeing early on the 26th (Wed) so you can drive to Amelia Island.

Things to do in St. Augustine

Historic Sites Outdoors Parks
Highlights from your plan
Mission of Nombre de Dios ©
Mission of Nombre de Dios
Colonial Quarter ©
Colonial Quarter

2
nights
Amelia Island

Amelia Island ©
The southernmost Sea Island off the coast of Florida, Amelia Island takes its name from Princess Amelia of England.
Start off your visit on the 27th (Thu): contemplate the long history of Amelia Island Historic District, then admire the majestic nature at Fort Clinch State Park, and then examine the collection at Fernandina Beach Pinball Museum. Here are some ideas for day two: kick back and relax at Main Beach, then steep yourself in history at Fernandina Beach, then take in the exciting artwork at Blue Door Artists, and finally take in the exciting artwork at Island Art Association.

To see maps, photos, more things to do, and tourist information, refer to the Amelia Island trip planner .

Drive from St. Augustine to Amelia Island in 1.5 hours. Alternatively, you can do a combination of bus and taxi. In June in Amelia Island, expect temperatures between 36°C during the day and 28°C at night. Wrap up your sightseeing on the 28th (Fri) early enough to travel to Chicago.

Things to do in Amelia Island

Historic Sites Parks Museums
Highlights from your plan
Fort Clinch State Park ©
Fort Clinch State Park
Fernandina Beach ©
Fernandina Beach
Fernandina Beach Pinball Museum ©
Fernandina Beach Pinball Museum

2
nights
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 29th (Sat): get to know the fascinating history of Chicago Riverwalk, appreciate the extensive heritage of Millennium Park, then admire the masterpieces at The Art Institute of Chicago, and finally ponder the design of Crown Fountain. Keep things going the next day: admire the striking features of Chicago Cultural Center, then stop by Kernel's Gourmet Popcorn & More, and then make a trip to The Magnificent Mile.

For photos, reviews, and more tourist information, read our Chicago road trip planning site .

You can fly from Amelia Island to Chicago in 4.5 hours. Other options are to do a combination of car and flight; or drive. Traveling from Amelia Island to Chicago, you'll gain 1 hour due to the time zone difference. Prepare for little chillier weather when traveling from Amelia Island in June: high temperatures in Chicago hover around 32°C and lows are around 20°C. Wrap up your sightseeing on the 30th (Sun) to allow time to travel to Las Vegas.

Things to do in Chicago

Shopping Neighborhoods Museums

Side Trip

Kernel's Gourmet Popcorn & More
Highlights from your plan
The Magnificent Mile ©
The Magnificent Mile
Chicago Riverwalk ©
Chicago Riverwalk
The Art Institute of Chicago ©
The Art Institute of Chicago

3
nights
Las Vegas

Las Vegas ©
Nicknamed the "Entertainment Capital of the World," Las Vegas sits in the middle of a desert in the southern section of Nevada.
Do some cultural sightseeing at The Strip and The LINQ Promenade. You'll explore the less-touristy side of things at The Mob Museum and Pinball Hall of Fame. There's still lots to do: explore the stunning scenery at Red Rock Canyon National Conservation Area, have fun at Battlefield Vegas, and try to win big at Bellagio Hotel and Casino.

To see ratings, more things to do, traveler tips, and more tourist information, refer to the Las Vegas travel itinerary planner.

You can fly from Chicago to Las Vegas in 6 hours. Other options are to do a combination of bus and flight; or drive. The time zone difference moving from Central Standard Time (CST) to Pacific Standard Time (PST) is minus 2 hours. Expect warmer weather when traveling from Chicago in June: highs in Las Vegas hover around 46°C, while lows dip to 29°C. Cap off your sightseeing on the 3rd (Wed) early enough to go by car to Death Valley National Park.

Things to do in Las Vegas

Neighborhoods Shopping Historic Sites
Highlights from your plan
The Strip ©
The Strip
The LINQ Promenade ©
The LINQ Promenade
The Mob Museum ©
The Mob Museum

2
nights
Death Valley National Park

Death Valley National Park ©
Extreme heat and dryness create extreme landscapes in Death Valley National Park.
Kick off your visit on the 4th (Thu): don't miss a visit to Ashford Mill Ruins, then steep yourself in history at Charcoal Kilns, and then take in breathtaking views at Twenty Mule Team Canyon. On the 5th (Fri), you'll have a packed day of sightseeing: go deep underground at Eureka Mine, explore the striking landscape at Zabriskie Point, and then explore the stunning scenery at Mosaic Canyon.

To see other places to visit, reviews, traveler tips, and other tourist information, refer to the Death Valley National Park trip itinerary builder website .

You can drive from Las Vegas to Death Valley National Park in 2.5 hours. Another option is to take a bus. Expect slightly colder evenings in Death Valley National Park when traveling from Las Vegas in July, with lows around 26°C. Finish your sightseeing early on the 5th (Fri) to allow enough time to drive to Los Angeles.

Things to do in Death Valley National Park

Parks Nature Historic Sites
Highlights from your plan
Zabriskie Point ©
Zabriskie Point
Charcoal Kilns ©
Charcoal Kilns
Twenty Mule Team Canyon ©
Twenty Mule Team Canyon

1
night
Los Angeles

Los Angeles ©
Surrounded by mountain ranges, forests, valleys, beaches, and deserts, the metropolitan area of Los Angeles is home to over 17 million people.
On the 6th (Sat), appreciate the extensive heritage of Hollywood Walk of Fame, examine the collection at The Getty Center, then get a taste of the local shopping with Third Street Promenade, and finally take in the waterfront at Santa Monica Pier.

To find other places to visit, maps, ratings, and tourist information, you can read our Los Angeles trip itinerary maker website .

Drive from Death Valley National Park to Los Angeles in 4.5 hours. Alternatively, you can do a combination of car, bus, and train; or do a combination of bus and flight. Plan for little chillier temperatures traveling from Death Valley National Park in July, with highs in Los Angeles at 33°C and lows at 22°C. Wrap up your sightseeing on the 6th (Sat) to allow time to drive to San Simeon.

Things to do in Los Angeles

Museums Shopping Historic Sites

Side Trip

Santa Monica
Highlights from your plan
The Getty Center ©
The Getty Center
Santa Monica Pier ©
Santa Monica Pier
Third Street Promenade ©
Third Street Promenade

1
night
San Simeon

San Simeon ©
When you arrive in tiny San Simeon, which lies halfway between San Francisco and Los Angeles, you can see why William Randolph Hearst chose this coastal locale for his famous hilltop castle.
Start off your visit on the 7th (Sun): contemplate the long history of Hearst Castle, learn about winemaking at Hearst Ranch Winery, admire the natural beauty at Cambria Nursery & Florist, then learn about winemaking at Moonstone Cellars, and finally sample the tasty concoctions at 927 Beer Company.

To see where to stay, other places to visit, traveler tips, and more tourist information, go to the San Simeon trip maker app .

Getting from Los Angeles to San Simeon by car takes about 4.5 hours. Other options: do a combination of flight and bus; or do a combination of train and bus. Traveling from Los Angeles in July, expect nights in San Simeon to be little chillier, around 15°C, while days are a bit warmer, around 40°C. Cap off your sightseeing on the 7th (Sun) early enough to travel to Philo.

Things to do in San Simeon

Historic Sites Breweries & Distilleries Wineries

Side Trip

Cambria
Highlights from your plan
Hearst Castle ©
Hearst Castle
Moonstone Cellars ©
Moonstone Cellars
Cambria Nursery and Florist ©
Cambria Nursery and Florist

2
nights
Philo

Philo ©
Philo is a census-designated place in Mendocino County, California. Do some cultural sightseeing at Handley Cellars Winery and Phillips Hill Winery. Explore hidden gems such as Point Arena Lighthouse & Museum and Navarro Vineyards. Explore Philo's surroundings by going to Gualala Point Regional Park (in Gualala), Sea Ranch Chapel (in The Sea Ranch) and Yorkville Cellars (in Yorkville). There's more to do: do a tasting at Lula Cellars and indulge your taste buds at Pennyroyal Farm.

For traveler tips, maps, more things to do, and other tourist information, go to the Philo road trip planning site .

Traveling by car from San Simeon to Philo takes 6 hours. Alternatively, you can fly. Expect a daytime high around 41°C in July, and nighttime lows around 16°C. Cap off your sightseeing on the 10th (Wed) early enough to travel to Fort Bragg.

Things to do in Philo

Wineries Outdoors Parks

Side Trips

Point Arena Lighthouse & Museum, Sea Ranch Chapel, Gualala Point Regional Park, Yorkville Cellars, Pennyroyal Farm
Highlights from your plan
Yorkville Cellars ©
Yorkville Cellars
Point Arena Lighthouse & Museum ©
Point Arena Lighthouse & Museum
Handley Cellars Winery ©
Handley Cellars Winery

2
nights
Fort Bragg

Fort Bragg ©
Fort Bragg is a coastal city along State Route 1 in Mendocino County, California. Start off your visit on the 11th (Thu): contemplate the waterfront views at Big River, steep yourself in history at Ford House Museum, and then stroll through Noyo Headlands Park. On the 12th (Fri), you'll have a packed day of sightseeing: take in the exciting artwork at Glass Fire Art Glass Gallery, then explore the galleries of Kelley House Museum, and then immerse yourself in nature at Jug Handle State Reserve.

To find reviews, traveler tips, other places to visit, and other tourist information, go to the Fort Bragg trip tool .

Drive from Philo to Fort Bragg in 1.5 hours. In July, plan for daily highs up to 41°C, and evening lows to 16°C. Finish up your sightseeing early on the 12th (Fri) so you can travel to Geyserville.

Things to do in Fort Bragg

Parks Nature Wildlife

Side Trip

Mendocino
Highlights from your plan
Big River ©
Big River
Kelley House Museum ©
Kelley House Museum
Ford House Museum ©
Ford House Museum

3
nights
Geyserville

Geyserville ©
Geyserville is an unincorporated community and census-designated place in Sonoma County, California, USA. Satisfy your inner culture vulture at BobDog Winery and Sbragia Family Vineyards. Step off the beaten path and head to Pedroncelli Winery and Francis Ford Coppola Winery. Explore the numerous day-trip ideas around Geyserville: Korbel Champagne Cellars (in Guerneville) and Langtry Estate & Vineyards (in Middletown). There's more to do: do a tasting at Pech Merle Winery and look for gifts at deLorimier Winery.

Plan my trip to Geyserville with suggested itineraries provided by Inspirock.

You can drive from Fort Bragg to Geyserville in 2 hours. Traveling from Fort Bragg in July, you will find days in Geyserville are little chillier (34°C), and nights are about the same (13°C). Wrap up your sightseeing on the 15th (Mon) early enough to travel to San Francisco.

Things to do in Geyserville

Wineries Shopping

Side Trips

Cloverdale, Langtry Estate & Vineyards, Korbel Champagne Cellars
Highlights from your plan
The Meeker Vineyard Tasting Room ©
The Meeker Vineyard Tasting Room
Sbragia Family Vineyards ©
Sbragia Family Vineyards
Pedroncelli Winery ©
Pedroncelli Winery

3
nights
San Francisco

San Francisco ©
San Francisco is a top holiday destination featuring scenic beauty and great ethnic and cultural diversity.
Alcatraz Island and City Lights Booksellers will appeal to history buffs. Get a sense of the local culture at Fisherman's Wharf and SoMa. Next up on the itinerary: take in the views from Golden Gate Bridge, buy something for everyone on your list at Ferry Building Marketplace, take a leisurely stroll along The Embarcadero, and contemplate the long history of SS Jeremiah O'Brien.

For reviews, where to stay, more things to do, and more tourist information, go to the San Francisco trip builder app .

Traveling by car from Geyserville to San Francisco takes 1.5 hours. Traveling from Geyserville in July, you will find days in San Francisco are a bit cooler (26°C), and nights are about the same (16°C). Finish your sightseeing early on the 18th (Thu) so you can travel to San Diego.

Things to do in San Francisco

Neighborhoods Historic Sites Shopping
Highlights from your plan
Golden Gate Bridge ©
Golden Gate Bridge
Alcatraz Island ©
Alcatraz Island
Fisherman's Wharf ©
Fisherman's Wharf

3
nights
San Diego

San Diego ©
Divided into neighborhoods with distinct characters and cultural heritages, San Diego sits just north of the Mexican border and offers visitors a blend of tourist attractions, including a lively nightlife, diverse cuisine, and a thriving musical scene.
Start off your visit on the 19th (Fri): contemplate the long history of Mt. Soledad National Veterans Memorial, then shop like a local with Africa and Beyond, and then don't miss a visit to Seaport Village. Keep things going the next day: kick back and relax at South Carlsbad State Beach, take in the waterfront at Oceanside Pier, and then browse the fresh offerings at Liberty Public Market.

To see maps, where to stay, photos, and more tourist information, you can read our San Diego tour itinerary maker website .

Traveling by flight from San Francisco to San Diego takes 3.5 hours. Alternatively, you can do a combination of train and flight; or drive. Traveling from San Francisco in July, you can expect nighttime temperatures to be somewhat warmer in San Diego, with lows of 23°C. On the 21st (Sun), wrap the sightseeing up by early afternoon so you can travel back home.

Things to do in San Diego

Shopping Historic Sites Outdoors

Side Trips

South Carlsbad State Beach, Oceanside Pier
Highlights from your plan
Fort Rosecrans Cemetery ©
Fort Rosecrans Cemetery
Oceanside Pier ©
Oceanside Pier
South Carlsbad State Beach ©
South Carlsbad State Beach

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