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

Garage

Image: Danielle-Claude Bélanger

If you’re like most of us, when you hear the word garage , you think of a place to store cars—on land. But if you belong to the super-rich, you might think otherwise. Octopus is a superyacht owned by an extremely wealthy individual (as with every other massive boat on this list, we’ll avoid naming names) that features a two-story wet dock functioning as the explorer yacht's very own mini-marina.

Two primary tenders are stored and launched through a giant transom door, while the floodable dock is complemented by rows of smaller toy garages.

2

Spa

Image: Jared Rice

Many cruise ships offer spas as part of their onboard amenities, but sharing those accommodations with other passengers is usually to be expected. Unless, of course, you happen to own Kismet , a superyacht that boasts a " 7-star wellness suite ." This luxurious space includes a hammam, sauna, cryotherapy chamber, private treatment room with a massage table, and a chromotherapy bathtub. Not bad, right?"

3

Air-conditioned helicopter hangar

Image: Andrew Palmer

If you own a superyacht, chances are you probably own a helicopter too. So, it only makes sense to have a proper deck on your yacht to land your helicopter. However, the owner of Moonrise took things a step further by adding an air-conditioned helicopter hangar to the mix.

4

Bespoke chandelier

Image: William Krause

Probably due to the fact that these things always seem to hang rather precariously from the ceiling, chandeliers tend to be installed on dry land and not on moving vehicles. However, if your yacht is large enough, anything is possible.

Such is the case with the Aquila superyacht, which boasts a bespoke chandelier crafted by the Czech company Preciosa. This masterpiece made up of more than 850 pieces of hand-blown glass , stretches an astonishing 36.7 feet , cascading elegantly through four of Aquila’s five decks.

5

Nature-inspired spa

Image: Roberto Nickson

The Ahpo superyacht features a massive spa designed with curves, leaves, waves, and bamboo for a serene, nature-inspired aesthetic. Located on the lower deck, this luxurious facility includes a plunge pool , a Himalayan salt sauna , a hammam , and a massage room . Each space is decorated with intricate nature-themed mosaics and ceilings embedded with twinkling fiber optic lights, creating a tranquil and immersive experience.

6

A snow room

Image: Nathan Wolfe

If an onboard spa isn’t luxurious enough, how about a walk-in snow room ? The Faith superyacht takes indulgence to another level with its spa, which includes this unique feature. Aside from the fun of building a snowman while navigating across the Caribbean, spending time in the snow room offers several health benefits , such as stimulating metabolism , improving sleep , and relieving pain .

7

Underwater lounge

Image: Jeremy Bishop

Imagine relaxing in your superyacht’s private lounge, gazing through a huge window in front of you, half of it over the water line and half of it, underwater . This is the kind of extraordinary experience awaiting owners and guests aboard the Savannah . Spot marine life with a drink in your hand, anytime.

8

Private library

Image: Iñaki del Olmo

Arguably the most understated feature on this extravagant list, the massive L-shaped library aboard the M5 superyacht exudes a cozy, residential charm. With hundreds of volumes neatly arranged in rows and a plush L-shaped sofa to match, this library offers the perfect space to unwind in style.

9

Outdoor cinema

Image: Andre Ouellet

Imagine a drive-in theater—but at sea, and without the cars. That’s the kind of experience you can enjoy aboard Grey , another big boat with a glass-sided swimming pool complete with a high-luminosity cinema setup . Flanked by plush sofa seating, the area boasts integrated speakers and a state-of-the-art surround sound system.

And yes, in case you were wondering, the screen can completely retract and fold away when not in use.

10

Basketball court

Image: JC Dela Cuesta

Imagine playing basketball while the entire court is rocked by the waves —quite an experience! The lucky owner of Joy , another luxurious ship, can do just that. The court can also be converted into a badminton court. And after the workout, the dedicated onboard spa is ready to soothe those sore muscles.

11

A jaguar

Image: Jeff Heaton

Figureheads on the bow of ships are an ancient tradition, but placing a car-style hood ornament on a ship is something else altogether. And doing it on a massive scale creates quite the spectacle. The Whisper superyacht boasts a 12-foot silver jaguar statue on its bow , a tribute to its previous owner, who also happened to own the Jacksonville Jaguars football team.

12

Greek pool

Image: Alex Harmuth

Picture a massive pool, set underneath dramatic lighting to give the appearance of a night-lit sky, and surrounded by grand Greek statues , all aboard a luxury private yacht . That’s Leona , a 240-foot superyacht. The lavish atmosphere is completed by water outlets and fresco walls that make its visitors feel like they are in a Greek villa .

1

"New York, New York" - Frank Sinatra

Image: Adrian Falcon

Of course, when we think of songs about the Big Apple, the first that comes to mind is the iconic "New York, New York," popularized by Frank Sinatra. Perhaps this is because it’s the tune that best captures the essence , resilient spirit, and unwavering magnetism of the city that never sleeps.

It was written in 1977 by John Kander and Fred Ebb as the theme song for New York, New York , a film directed by Martin Scorsese and starring Robert De Niro and Liza Minnelli. Minnelli performed the song in the film, but it wasn’t very successful at the time. It was The Voice 's 1980 version that would turn it into the city's unofficial—yet unquestionable—anthem .

2

"Chelsea Hotel #2" - Leonard Cohen

Image: Thought Catalog

The Chelsea Hotel is one of the most emblematic hotels in New York City. Artists such as William S. Burroughs, Bob Dylan, and Chet Baker, among many others, have stayed there. So, it makes perfect sense that some of these stars were inspired by the iconic building to create some of their most famous works.

Such is the case with Leonard Cohen’s "Chelsea Hotel #2," released in 1974. The lyrics not only recount a romantic encounter between the singer-songwriter and Janis Joplin but also capture the city’s bohemian atmosphere at the time.

3

"New York State of Mind" - Billy Joel

Image: Stefano Zocca

In the mid-1970s, after a long stint in Los Angeles, Bronx-born songwriter Billy Joel was terribly missing his hometown. During a return trip to the Big Apple while on tour, the Piano Man wrote his tribute to the city he loved most: "New York State of Mind."

At the time, the song wasn’t even released as a single and went largely unnoticed. However, over time, it became one of Joel’s signature songs . Decades later, the timeless tune would go on to inspire a hip-hop version—the next one on our list.

4

"Empire State of Mind" - Jay-Z & Alicia Keys

Image: ian dooley

With its evocative lyrics, Jay-Z’s modern rhythm, and Alicia Keys’ poignant backing vocals, "Empire State of Mind" captures the essence, energy, and resilient spirit of those who inhabit the city of New York. Released in 2009, the song was an instant hit. It achieved commercial success worldwide and has been featured on multiple critics' top 10 lists of best songs.

As mentioned earlier, the song’s title nods not only to Billy Joel’s "New York State of Mind," but also to rapper Nas’s 1994 single "N.Y. State of Mind."

5

"Autumn in New York" - Billie Holiday

Image: Josh Couch

Did you know that the famous "Autumn in New York" was originally conceived as a poem rather than a song? Its composer, Vernon Duke, wrote it in 1934 while vacationing in Westport, Connecticut, and added the music sometime later. Since then, many artists have recorded their own renditions, including Frank Sinatra, who helped popularize it in 1949.

But perhaps the version that best conveys the haunting melancholy of this iconic jazz standard is Billie Holiday’s, recorded in 1952. With her deep, raspy voice, the Angel of Harlem (see the next song on our list) delivers this love letter to the Empire City like no one else.

6

"Angel of Harlem" - U2

Image: The New York Public Library

"Angel of Harlem," a 1988 single by the Irish band U2, alludes to several New York City landmarks but is also a heartfelt tribute to Billie Holiday.

According to Bono, the song was inspired by the band’s first trip to the Big Apple . When they landed at JFK Airport, a limousine picked them up, and the driver had the radio tuned to Lady Day’s voice. They were so captivated by her sound that they couldn’t help but compose a song in honor of one of the city’s most influential musical figures.

7

"Englishman in New York" – Sting

Image: George Bakos

Bono wasn’t the only foreign artist who was inspired by the Empire City to pen a song. In the late 1980s, Sting released the single "Englishman in New York" as part of his second solo album after the dissolution of The Police. The song quickly became a global hit.

The "Englishman" in question is Sting’s friend, British writer and LGBTQ+ icon Quentin Crisp, who had recently relocated to New York. The singer-songwriter said that the different musical references in the song seek to capture the mood of someone walking down the street and listening to different styles, representing what it's like to walk around New York.

8

"Chelsea Morning" - Joni Mitchell

Image: Dan Braga

One of the most celebrated voices in American folk music, Joni Mitchell, wrote this song about her apartment in New York City’s Chelsea neighborhood. The song was inspired by the colorful reflections that danced on her walls when sunlight filtered through a mobile made of colored glass she had found in the street.

"Chelsea Morning" is part of her second album Clouds from 1969. Her sweet voice, merry acoustic guitar chords, and hopeful lyrics convey the deep emotions of the hippie lifestyle of a young woman living in 1960s New York.

9

"The Only Living Boy in New York" – Simon & Garfunkel

Image: Camila Fernández

Many songs about New York City explore the loneliness of living in a vast metropolis—and "The Only Living Boy in New York" is no exception. Paul Simon wrote the track when his musical partner, Art Garfunkel, left him behind in the city to film a movie in Mexico.

The song is part of the duo's fifth studio album, Bridge over Troubled Water released in 1970. The song blends bittersweet lyrics with a gentle, introspective melody. Its themes of solitude and longing have resonated with many over the years, inspiring a variety of heartfelt covers by artists who connected with its quiet sorrow.

10

"New York City Serenade" – Bruce Springsteen

Image: Danny Lyon, Public domain, via Wikimedia Commons

While Bruce Springsteen is known for being a New Jersey native, his prolific career also allowed him to write about the city across the Hudson River. "New York City Serenade" is part of the 1973 album The Wild, the Innocent & the E Street Shuffle , considered by some critics to be one of the greatest albums in rock n' roll history.

The song tells the tormented love story of Billy and Diamonds Jackie as they wander the dark streets of Gotham in the 1970s. Blending Springsteen’s signature suburban rock with elements of jazz and gospel , "New York City Serenade" is one of his most atmospheric and musically ambitious pieces—a sprawling homage to the city’s grit, soul, and romance.

11

"Rhapsody in Blue" – George Gershwin

Image: rosanna17

Although it has no lyrics, we can all agree that this composition is a true musical portrait of 20th-century New York City. Written by George Gershwin in 1924, the piece blends classical tradition with jazz-inflected flourishes, capturing the vibrant, chaotic spirit of the Big Apple in full swing.

The speed and rhythm of the tune perfectly reflect the frenetic life of one of the world's greatest metropolises. "Rhapsody in Blue" is so quintessentially New York that even Woody Allen used it for the opening sequence of his film Manhattan alongside gorgeous vistas of the most iconic locations and buildings in the city.

12

"Downtown Train" – Tom Waits

Image: Erik Calonius, Public domain, via Wikimedia Commons

You may know this song best from Rod Stewart’s 1989 hit version, but "Downtown Train" was originally written and performed by Tom Waits for his 1985 album Rain Dogs . Without leaving behind his jazz and blues influences —and his trademark avant-garde style—this tune has an unmistakable pop touch.

Set against the backdrop of New York’s restless nightlife, the song paints a wistful portrait of longing and unattainable love—particularly for the elusive Brooklyn girls. Through his gravelly voice and poetic imagery, Waits cements his place as one of the great modern chroniclers of the Big Apple .