Travelbinger
TravelbingerTravel deals, guides and hacks
Travel News
Trip Planner
Sign In
Trends

Ranking 6 of America’s Most Iconic Road Trips, Worst to Best

Stefan Brand

Stefan Brand

September 13, 2026 · 7 min read

Share:
Ranking 6 of America’s Most Iconic Road Trips, Worst to Best
Add as a preferredsource on Google

There’s a particular kind of restlessness that only a long stretch of open highway can cure. America has more official scenic byways than most people could drive in a lifetime, but only a handful have earned the kind of mythic status that shows up in songs, road movies, and bucket lists passed down through generations.

Ranking them is a little unfair, since each route rewards a different kind of traveler. Still, some drives simply deliver more per mile than others, whether that’s measured in jaw-dropping scenery, historical weight, or the sheer logistics of actually completing the trip. Here’s how six of the most legendary routes stack up, starting with the one that tends to disappoint and ending with the drive most people rate as the best in the country.

6. Great River Road

6. Great River Road (Image Credits: Pexels)
6. Great River Road (Image Credits: Pexels)

The Great River Road traces the Mississippi River from its headwaters near Lake Itasca, Minnesota, down through ten states before reaching the Gulf of Mexico near New Orleans. It’s less a single highway than a patchwork of state routes, county roads, and designated byways stitched together under one name, which is part of why it lands at the bottom of this list. The route earns its National Scenic Byway status through history and river towns rather than dramatic vistas, and long stretches through the agricultural Midwest can feel repetitive compared to the mountain and coastal drives on this list.

That said, dismissing it entirely would be a mistake. The road passes through genuinely interesting stops, from the bluffs of southeastern Minnesota to the blues heritage of the Mississippi Delta and the plantation homes south of Baton Rouge. It simply asks for more patience and a deeper interest in American history than the average traveler brings to a road trip, which is why it ranks last even as it remains a worthwhile journey for the right kind of driver.

5. Overseas Highway

5. Overseas Highway (Image Credits: Pexels)
5. Overseas Highway (Image Credits: Pexels)

Stretching from Key Largo to Key West, the Overseas Highway runs 113 miles and includes 42 bridges spanning the Florida Keys[1], most famously the Seven Mile Bridge, which despite its name measures 6.79 miles[1]. The road has a genuinely unusual backstory too: it began as Henry Flagler’s railroad extension to Key West, and after a devastating 1935 hurricane destroyed the tracks, the damaged line was sold to Florida and converted into a paved highway, reopening in 1938[1].

It’s a spectacular one-day drive, with turquoise water on both sides of the car for long stretches, but it’s also short by the standards of this list and prone to serious traffic bottlenecks during peak season. There’s really only one route in and out of the Keys, so anything from a fender bender to a hurricane evacuation can turn a scenic cruise into a standstill. The novelty of driving over open ocean for hours is real and worth experiencing, yet the highway’s brevity and vulnerability to congestion keep it out of the top half of this ranking.

4. Going-to-the-Sun Road

4. Going-to-the-Sun Road (Image Credits: Pixabay)
4. Going-to-the-Sun Road (Image Credits: Pixabay)

Glacier National Park’s signature drive is short at just 50 miles from end to end[2], but it packs in some of the most dramatic alpine scenery in the country, climbing over Logan Pass with glacier-carved peaks on either side. The catch is timing: the road only fully opens for a few months each year, with the 2026 season not reaching full opening until late June[2], and it closes again with the first heavy snows of autumn.

Size restrictions add another wrinkle, since vehicles or vehicle combinations longer than 21 feet or wider than 8 feet are prohibited on the most narrow sections between Avalanche Creek and Rising Sun[2]. That rules out large RVs and trailers on the most scenic stretch, which is a real limitation for road trippers who like to travel self-contained. It’s a spectacular drive when conditions cooperate, but the narrow window of availability and vehicle restrictions keep it from climbing higher on this list.

3. Blue Ridge Parkway

3. Blue Ridge Parkway (Image Credits: Unsplash)
3. Blue Ridge Parkway (Image Credits: Unsplash)

Running 469 miles through 29 counties in Virginia and North Carolina and linking Shenandoah National Park to Great Smoky Mountains National Park[3], the Blue Ridge Parkway is essentially America’s longest linear park disguised as a highway. Construction began in the 1930s as a Depression-era public works project, and the parkway was established in 1936 and is administered by the National Park Service[4], with headquarters based near its southern end in Asheville.

Unlike most roads on this list, there’s no admission fee, no commercial traffic to dodge, and no single dramatic landmark to rush toward, just mile after mile of ridgeline views, old farmsteads, and fall foliage that draws crowds every October. Its popularity speaks for itself: the parkway recorded over 16.5 million visitors in 2025[3], making it one of the most visited units in the entire National Park System. It edges out the shorter, more restrictive drives on this list because it’s long enough to feel like a genuine journey while staying open and accessible for most of the year.

2. Route 66

2. Route 66 (Image Credits: Unsplash)
2. Route 66 (Image Credits: Unsplash)

No American road carries more cultural weight than Route 66. Officially commissioned at 2,448 miles[5], the highway ran from Chicago to Santa Monica through eight states, and passed through Illinois, Missouri, Kansas, Oklahoma, Texas, New Mexico, Arizona, and California[6]. It became a lifeline during the Dust Bowl migrations of the 1930s and later a symbol of postwar American mobility, complete with the roadside diners, motels, and neon signs that still define the popular image of a classic road trip.

Related Stories From Travelbinger

  • Long-Distance Drivers Reveal 17 Stops Worth Taking a Detour For
  • Scenic Roads Most People Are Warned Not to Drive – but Cannot Resist Anyway
  • 5 Incredible U.S. Road Trips Nobody Talks About

The complicated part is that Route 66 was formally decommissioned in 1985 after being replaced by the Interstate Highway System[7], so driving it today means piecing together historic alignments, business loops, and frontage roads rather than following one continuous highway. The drivable route today runs roughly 2,278 miles, with about 85 percent of the original alignment still passable[8], and 2026 happens to mark its centennial, adding extra energy to an already busy tourist season. It loses a little ground in this ranking simply because the drive requires more research and detour planning than any other route here, but the payoff in nostalgia and roadside Americana is unmatched.

1. Pacific Coast Highway

1. Pacific Coast Highway (Image Credits: Pexels)
1. Pacific Coast Highway (Image Credits: Pexels)

California’s Highway 1 tops this list because it simply offers more variety per mile than anything else in the country. The classic stretch runs about 655 miles from the redwoods near Leggett down to Dana Point in Orange County[9], passing through redwood forest, rugged coastal cliffs, wine country, and beach towns without ever straying far from the ocean. The centerpiece is Big Sur, widely considered the most difficult stretch of the highway to build[10], where the road clings to cliffs above the Pacific for roughly ninety miles between Carmel and San Simeon.

The highway has real history behind its numbers, too. California adopted the familiar green State Route 1 shields in 1964[10], and the road has since earned recognition as one of the country’s premier scenic drives, with its designation as an All-American Road reflecting the beauty of the coastline it follows[11]. It does have its vulnerabilities, since landslides periodically close sections of the highway near Big Sur, but even with occasional detours, no other route on this list combines that much dramatic coastline, cultural cachet, and small-town charm into a single continuous drive. That combination is what keeps it at the top of nearly every serious list of American road trips, this one included.

🔥 Would you like to save this?

We’ll email this post to you, so you can come back to it later.

Stefan Brand

Stefan Brand

Is a great hiker and mountain explorer from Bavaria. Loves Leberwurst and Airports. Always up for a sunrise summit and a new runway.

View Profile & Articles

More from Stefan Brand

9 Items Airlines Want You to Keep in Your Carry-On

9 Items Airlines Want You to Keep in Your Carry-On

1 min read

Chase to Hyatt Transfers: Last Chance at 1:1 Ratio

Chase to Hyatt Transfers: Last Chance at 1:1 Ratio

1 min read

Ridgefield Refuge Offers Portland Travelers a Quick Wildlife Escape Amid New Development Plans

Ridgefield Refuge Offers Portland Travelers a Quick Wildlife Escape Amid New Development Plans

1 min read

31 New Species Emerge From Brazil’s Unexplored Midwater Depths

31 New Species Emerge From Brazil’s Unexplored Midwater Depths

1 min read

Latest News

Fresh travel updates

9 Items Airlines Want You to Keep in Your Carry-On

9 Items Airlines Want You to Keep in Your Carry-On

Matthias Binder·Sep 28
Chase to Hyatt Transfers: Last Chance at 1:1 Ratio

Chase to Hyatt Transfers: Last Chance at 1:1 Ratio

Matthias Binder·Sep 28
Ridgefield Refuge Offers Portland Travelers a Quick Wildlife Escape Amid New Development Plans

Ridgefield Refuge Offers Portland Travelers a Quick Wildlife Escape Amid New Development Plans

Matthias Binder·Sep 28
31 New Species Emerge From Brazil’s Unexplored Midwater Depths

31 New Species Emerge From Brazil’s Unexplored Midwater Depths

Matthias Binder·Sep 28
View All News

Stay Updated

Get the latest travel news delivered to your inbox

Stay Inspired

Get travel inspiration, guides, and exclusive deals delivered to your inbox.

Travelbinger
TravelbingerTRAVEL DEALS, GUIDES AND HACKS

Discover the world through the eyes of seasoned travel experts. From breaking news to hand-picked destination guides, we bring you the stories that matter. Join our community for exclusive member deals and authentic inspiration for your next journey.

Deals

  • All Deals
  • Beach Holidays
  • City Breaks
  • Luxury Hotels
  • Last Minute

Popular Destinations

  • Europe
  • Asia
  • North America
  • South America
  • Africa

Company

  • About Us
  • Travel News
  • Editorial Policy
  • Contact

Legal

  • Privacy Policy
  • Terms & Conditions

This website contains affiliate links to trusted partners.

© 2026 Travelbinger. All rights reserved.

Secure payment with:
Visa
MC
PayPal
Klarna