1

Pacific Coast Highway

Image: Joe Pilié

The Pacific Coast Highway , officially known as California State Route 1, runs along the stunning California coastline. This iconic route stretches from Dana Point in Orange County to Leggett in Mendocino County, offering breathtaking views of the Pacific Ocean, rugged cliffs, and charming coastal towns.

Designated by the United States Department of Transportation as an All-American Road , the Pacific Coast Highway also serves as a vital artery for residents in the Greater Los Angeles Area and the San Francisco Bay Area. Unfortunately, the route is also known for its frequent coastal landslides, which often cause sections of the road to be closed or redirected inland, so if you are planning to take this route, be sure to check conditions and plan ahead.

2

Blue Ridge Parkway

Image: Angela Bartosh

For those who love bluish mountains and epic landscapes, this route is a must-visit. Winding through the Appalachian Mountains, the Blue Ridge Parkway connects Shenandoah National Park in Virginia to the Great Smoky Mountains National Park in North Carolina.

This 469-mile drive is renowned for its fall foliage, lush scenery, and panoramic vistas. Whether you plan to hike some of its many trails, explore historic sites, or simply enjoy the views from the comfort of your vehicle, the Blue Ridge Parkway offers a truly rewarding experience. Just be aware that the road is not maintained in winter, and certain sections and high passes may be closed from late fall through early spring.

3

Route 66

Image: Nikolai Justesen

Famously dubbed the "Mother Road" by Steinbeck in The Grapes of Wrath , Route 66 embarks on an epic cross-country journey from Chicago to Santa Monica, stretching a total of 2,448 miles. Immortalized in songs and media, this historic road has achieved legendary status, not only as one of the country’s most celebrated routes but also as a symbol of the United States around the world.

This iconic route takes you through picturesque small towns, vast deserts, and quintessential Americana. Though the original road was supplanted by the Interstate Highway System in 1985, much of the historic route has been preserved as a National Scenic Byway , now known as "Historic Route 66."

4

Great River Road

Image: Mitchell Kmetz

Following the course of the Mississippi River , the Great River Road stretches 2,340 miles through ten states, from Minnesota to Louisiana. The term "Great River Road," however, refers not only to the official network of roadways that follow the river's path but also to a broader region of historical and touristic significance.

Originally extending north into Canada, it once connected with the provinces of Ontario and Manitoba. Notable stops along the route include the Twin Cities, Mark Twain's hometown of Hannibal, Missouri, and the Delta Blues Museum in Clarksdale, Mississippi.

5

Going-to-the-Sun Road

Image: Tevin Trinh

Located in Montana's Glacier National Park, the Going-to-the-Sun Road is a 50-mile engineering marvel, with sections carved into steep rock faces. This alpine route traverses the Continental Divide through Logan Pass at an elevation of 6,646 feet, offering jaw-dropping views of glaciers, waterfalls, and wildlife.

The road is named after Going-to-the-Sun Mountain, which dominates the eastbound view beyond the high pass. According to a Native American legend, a deity called Sour Spirit descended from the sun to teach the Blackfeet tribe how to hunt, giving the mountain its name.

6

Overseas Highway

Image: Ilse Orsel

Connecting mainland Florida to Key West, the Overseas Highway is a 113-mile journey across a series of bridges and tropical islands. Much of the route was built on the remnants of the Overseas Railroad , which was severely damaged and partially destroyed by the 1935 Labor Day hurricane. In the 1950s, the Overseas Highway was revamped into a major coastal route linking Miami to Key West.

This exotic drive not only offers spectacular views of turquoise waters and coral reefs but also provides the opportunity to spot local wildlife such as American alligators, American crocodiles, and Key deer.

7

Tail of the Dragon

Image: Stephen Cook

Deals Gap , a thrilling mountain pass along the North Carolina–Tennessee state line, is famously known as the Tail of the Dragon due to its astonishing 318 curves in just 11 miles. This legendary stretch of U.S. Route 129 is a global favorite among motorcyclists and sports car enthusiasts, who often come to challenge their vehicles and driving skills on its winding curves.

As the road forms part of the southwestern boundary of the Great Smoky Mountains National Park , the 11-mile stretch remains free from urban development and features numerous scenic overlooks and pull-off points.

8

Hana Highway

Image: Claude Piché

Also known as The Road to Hana, the Hana Highway on Maui, Hawaii, is a 64.4-mile stretch of Hawaii Routes 36 and 360 that traverses through rainforests, cascading waterfalls, and seascapes. As it meanders across the island, the road features over 600 curves , leading to the charming town of Hana, one of the most isolated communities in the state.

Before you get too excited, though, be prepared for a journey that can take nearly three hours. Although the distance may seem short on paper, the highway's winding, narrow nature and its 59 one-lane bridges can significantly extend travel time.

9

Natchez Trace Parkway

Image: Mika Matin

Stretching 444 miles from Natchez, Mississippi, to Nashville, Tennessee, the Natchez Trace Parkway is a journey rich in history and natural beauty. This scenic drive follows the ancient Native American trail of the same name, even preserving sections of the original path.

This historical route offers peaceful landscapes and numerous recreational opportunities for visitors. Notable stops include archaeological treasures like Emerald Mound , several abandoned towns and historic settlements, and the Meriwether Lewis Monument and Grave Site.

10

U.S. Route 50

Image: Paddy Kumar

U.S. Route 50 is a major highway that spans the width of the United States, connecting Ocean City, Maryland, on the East Coast to Sacramento, California, on the West Coast. Stretching 3,073 miles, this route traverses diverse landscapes but is most renowned for its rural desert and mountainous scenery in the western United States.

Particularly notable is its Nevada segment, famously dubbed "The Loneliest Road in America" due to its sparse traffic and lengthy, isolated stretches. Established in 1926 as part of the original U.S. Highway system, US 50 initially extended from Wadsworth, Nevada, to Annapolis, Maryland. The original route incorporated several historic trails, including the Lincoln Highway, Midland Trail, and the National Old Trails Road.

1

Ella Fitzgerald and Marilyn Monroe

Image: William P. Gottlieb, Public domain, via Wikimedia Commons

Strange as it may sound, Ella Fitzgerald and Marilyn Monroe developed a beautiful friendship in the 1950s. Hollywood's favorite blonde was a big fan of Fitzgerald's music and went to see her perform in Los Angeles in 1954. When they met in person they became inseparable.

Monroe helped her land a gig at the famous Mocambo nightclub in Los Angeles, which had previously turned Fitzgerald down. These performances were a turning point in the career of the Queen of Jazz. Marilyn used to say that Ella was her favorite person and that she loved her as a person and as a singer. They remained friends until Monroe's death at the age of 36.

2

Thomas Jefferson and John Adams

Image: Tholey, A. (Augustus), artist, Public domain, via Wikimedia Commons

John Adams and Thomas Jefferson are perhaps America's most famous pair of "frenemies". Their historic relationship began in 1775. Despite their very different political views, the two Founding Fathers maintained an on-and-off relationship for five decades, tinged by a mixture of mutual respect and contempt.

Their relationship began to crack when George Washington decided not to run for a third term, and Adams and Jefferson had to compete for the presidency. They stopped speaking to each other for 12 years, but finally, in 1812, they resumed contact. Perhaps as proof of their troubled but strong friendship, John Adams and Thomas Jefferson died just a few hours apart on July 4, 1826, the 50th anniversary of the adoption of the Declaration of Independence.

3

Groucho Marx and T.S. Eliot

Image: Flybynight

One was a comedian of the absurd, the other a melancholic poet and Nobel laureate. Believe it or not, Groucho Marx and T.S. Eliot were friends and admired each other. In 1961, Eliot wrote to Marx, telling him he was a fan and asking for an autographed photo. Marx agreed to the request and asked the same of Eliot. For the next three years, the two became pen pals, exchanging many letters.

According to Groucho Marx, they shared three things: an affection for good cigars, a love of cats, and a weakness for puns. However, when they finally met in person in 1964 they realized that they didn’t have that much in common after all and their relationship started to fade.

4

Ulysses S. Grant and James Longstreet

Image: Mathew Benjamin Brady, Public domain, via Wikimedia Commons

Ulysses S. Grant was the commander of the Union Army during the Civil War. James Longstreet, on the other hand, fought for the Confederate Army and became one of General Robert E. Lee's most trusted officers. That should make them enemies, right? Well, not exactly.

Grant and Longstreet became friends as young officers in the US Army and served together in the Mexican-American War. Years later they went their separate ways but were reunited after the Confederate surrender at Appomattox Court House. In fact, it was Longstreet who convinced General Lee to surrender, knowing that Grant would offer him generous terms. As soon as Grant saw Longstreet, he shook his hand warmly and asked him to play a game of cards for old time's sake.

5

Susan B. Anthony and Elizabeth Cady Stanton

Image: DawesDigital, CC0, via Wikimedia Commons

Susan B. Anthony is known for having been a tireless activist who dedicated most of her 86 years to achieving women's suffrage. In 1851, Anthony met suffragist Elizabeth Cady Stanton, with whom she developed a lifelong friendship. Together they launched a national women's suffrage movement, published a newspaper called The Revolution , and gave many lectures.

Stanton died in 1902 and Anthony in 1906. It was not until 1920 that women were allowed to vote legally for the first time in U.S. federal elections, yet the legacy of these two friends was certainly invaluable.

6

Mark Twain and Nikola Tesla

Image: Marija Zaric

Can a literary genius and a giant of science become good friends? In the case of Mark Twain and Nikola Tesla, the answer is definitely yes. Although the professions of writer and inventor seem very different, they actually have something very strong in common: creativity.

Tesla, who had been bedridden for nine months because of cholera, found in Twain's work a refuge that made him completely forget his state of despair. Meanwhile, Twain was fascinated by technological innovations and, in particular, by electricity. When the two men finally met in the 1890s, they became close friends. Over the years they maintained an assiduous correspondence and supported each other both professionally and personally.

7

Bill Gates and Warren Buffett

Image: ENERGY.GOV, Public domain, via Wikimedia Commons

Bill Gates and Warren Buffett, two of the richest men in the United States, have been friends for more than 30 years. They met in 1991 at a Fourth of July celebration, and although they thought they had nothing in common, they spent 11 hours discussing business and philanthropy.

Bill and Warren played ping-pong together, traveled the world for business and pleasure, and shared several initiatives to encourage billionaires to invest their money in social and charitable endeavors. The creator of Microsoft also claims that Warren Buffett's advice and business vision were indispensable for the growth of his company.

8

Mary Todd Lincoln and Elizabeth Keckley

Image: National Archives at College Park, Public domain, via Wikimedia Commons

In the 1860s, Elizabeth Keckley, a former slave who had managed to buy her freedom and start a sewing business, landed an important position in the White House as Mrs. Mary Todd Lincoln's personal dressmaker. Despite their different upbringings, the two women developed a close relationship. In fact, the first lady came to describe her as her best friend.

Over the years Keckley became a confidant of Mrs. Lincoln; the two women traveled and worked together to raise money for the war effort. Unfortunately, their friendship ended when Keckley published her memoirs in 1868. Keckley had wanted the book to celebrate Mrs. Lincoln's legacy, but the First Lady felt betrayed as it revealed some private conversations.

9

Dwight D. Eisenhower and Bob Hope

Image: NBC Television, Public domain, via Wikimedia Commons

Throughout his long career, comedian Bob Hope was a frequent White House visitor who had the honor of entertaining 11 different commanders-in-chief. In fact, he considered them the best possible audience. But of all the presidents who laughed at his jokes, Dwight D. Eisenhower was the one with whom he formed the most enduring relationship.

They met in Algeria in 1943 when Eisenhower was a General for the U.S. Army and Hope was performing at a United Service Organization show. They immediately hit it off. Even when Ike became president 10 years later their friendship continued. They often exchanged letters and played golf together.

10

Ben Affleck and Matt Damon

Image: Bill Ingalls, Public domain, via Wikimedia Commons

Matt Damon and Ben Affleck met in the 1980s in Cambridge, Massachusetts when they were still young children. They bonded over their passion for basketball and acting, and have been friends ever since. In fact, while in high school, they often traveled together to audition.

Damon and Affleck's partnership is arguably one of the most successful in Hollywood. They not only acted in movies together several times, but they also co-wrote the screenplay for Good Will Hunting , which earned them an Academy Award for Best Original Screenplay in 1997.

11

Truman Capote and Barbara "Babe" Paley

Image: Eric Koch for Anefo, CC0, via Wikimedia Commons

Another controversial friendship was that of author Truman Capote and New York socialite Barbara "Babe" Paley. This odd couple met in the late 1960s after Capote published In Cold Blood and became something of a celebrity. They quickly became close friends and confidants.

However, when in 1975 Capote published a preview of his forthcoming book Answered Prayers in Esquire magazine airing some of his friend’s secrets, their relationship was forever ruined. Although the writer admired Babe and considered her perfect, he could not resist the temptation to betray her.

12

John F. Kennedy and Frank Sinatra

Image: FotoshopTofs

No one knows exactly when and how they met, but it is not surprising that US President John F. Kennedy and music legend Frank Sinatra were friends. In addition to their mutual admiration, their relationship was beneficial to both. Sinatra gained access to the halls of power, while Kennedy relied on The Voice's charm and popularity to win votes in the 1960 presidential election.

When Kennedy won, the president-elect publicly thanked Sinatra for his campaign efforts. Unfortunately, the friendship fell apart after JFK entered the White House. According to lore, First Lady Jackie Kennedy didn't like the singer. And, let's be honest, Sinatra's alleged connections to organized crime weren't a good look for a head of state anyway.

1

Bob Dylan

Image: Laura Ockel

The Nobel Prize-winning singer-songwriter who gave us anthems like "Blowin' in the Wind" is also a passionate metalworker. Dylan spends his downtime in his Black Buffalo Ironworks studio, crafting intricate gates and sculptures from found objects such as farm equipment, tools, and antique firearms.

2

Angelina Jolie

Image: Joshua Sukoff

Angelina Jolie is world-renowned for her celebrated Hollywood career and humanitarian work. But this actress-director also has a license to thrill in the air. Jolie is a certified pilot who owns a Cirrus SR-22 single-engine aircraft, often taking to the skies for both personal adventures and humanitarian missions.

3

Patrick Dempsey

Image: Carl Gelin

There’s more to Patrick Dempsey than being the charming neurosurgeon Dr. Derek Shepherd (aka "McDreamy") on Grey's Anatomy . The actor has developed a passion for race car driving , competing in prestigious events such as the 24 Hours of Le Mans and the Rolex 24 at Daytona. He even owns his own racing team, Dempsey Racing!

4

Bob Barker

Image: Thao LEE

The iconic game show host who entertained millions on The Price Is Right for 35 years had a surprising secret weapon up his sleeve: karate. Trained by none other than Chuck Norris , he practiced for decades and even earned his black belt.

5

Steve Martin

Image: Chen Mizrach

He's a comedian, actor, writer... and a banjo virtuoso? That's right! The "wild and crazy guy" who brought us hilarious classics like The Jerk and Planes, Trains and Automobiles is also an accomplished banjo player and composer . Steve Martin has released several bluegrass albums, collaborated with legends like Earl Scruggs, and even won a Grammy for his exceptional work.

6

Steve Carell

Image: Matthew Fournier

Known for his hilarious roles and versatile acting career, Steve Carell is also a whiz on the ice. A passionate hockey player since childhood, he has been lacing up his skates whenever possible. He even got the chance to display his skill on an early episode of The Office .

7

Michael Phelps

Image: Will Porada

He’s the most decorated Olympian of all time, boasting 28 swimming medals. But Michael Phelps didn’t stop at the pool—he also picked up a golf club. He is the holder of a Guinness World Record for the longest televised putt . That was an impressive 159 feet.

8

Kobe Bryant

Image: Mirko Fabian

The late NBA legend was not only a basketball icon but also a gifted storyteller. He proved it after retiring from basketball when he founded Granity Studios, a multimedia company focused on creating inspiring content for young athletes .

One of its standout works was the animated short film Dear Basketball —a heartfelt tribute to Bryant’s lifelong passion for the game.

9

Venus Williams

Image: Jean-Philippe Delberghe

Venus Williams, the tennis superstar with seven Grand Slam singles titles and four Olympic gold medals, also has a passion for interior design. She founded V Starr Interiors, a company specializing in creating stylish and functional spaces for both residential and commercial clients. She even has a degree in fashion design !

10

Viggo Mortensen

Image: Karolina Grabowska

Viggo Mortensen is celebrated for his captivating performances in films like The Lord of the Rings and Eastern Promises , but he’s also a man of many talents. In addition to acting, he is a poet, musician, photographer, and publisher .

He founded Perceval Press, an independent publishing house dedicated to promoting the work of artists and writers.

11

Terry Crews

Image: KOBU Agency

Before delivering laughs on Brooklyn Nine-Nine or throwing action-packed punches in The Expendables , Terry Crews was an NFL linebacker. But even before that, this multi-talented actor was a skilled artist. He still creates detailed paintings and illustrations in his spare time.

12

Shaquille O’Neal

Image: Yomex Owo

Shaquille O'Neal earned a place in the Hall of Fame for his legendary basketball career, but his talents extend far beyond sports. He's also an entertainment icon with numerous endorsements and a DJ performing under the name " DJ Diesel ."