The open road has been calling travelers since America’s first highways emerged in the early 20th century. Each stretch of pavement across the U.S. tells its own story, filled with culture, scenic beauty, and local traditions. Whether you’re looking to retrace historic paths or chase stunning views, these 10 Iconic U.S. Road Trips promise experiences that capture the true spirit of American adventure.
Route 66 (Chicago, IL ➜ Santa Monica, CA)
Route 66, established in 1926, stretches about 2,400 miles from Chicago to California, passing through eight states and iconic stops like Amarillo’s Cadillac Ranch and the quirky motels of Tucumcari, New Mexico. Though officially decommissioned in 1985, it lives on through dedicated preservation efforts and nostalgic travelers who flock to landmarks like the Chain of Rocks Bridge near St. Louis. Visiting in September allows you to experience events such as the International Route 66 Mother Road Festival in Springfield, Illinois. The route remains the ultimate symbol of classic Americana and endless roadside charm.
Pacific Coast Highway / California 1 (San Diego ➜ Leggett, CA)
California’s legendary Pacific Coast Highway, completed between 1919 and 1937, takes drivers along 655 miles of coastal splendor, from sunny San Diego through dramatic Big Sur to the towering redwoods near Mendocino. Highlights include the picturesque Bixby Creek Bridge and the historic Point Sur Lighthouse. The road’s frequent curves and cliffs provide some of America’s most exhilarating driving experiences. Travelers should remain aware of occasional landslide closures, especially during rainy seasons, to ensure a smooth journey.
Blue Ridge Parkway (Afton, VA ➜ Cherokee, NC)
Constructed as part of a New Deal project beginning in 1935 and finished in 1987, the Blue Ridge Parkway meanders 469 scenic miles connecting Virginia’s Shenandoah and North Carolina’s Great Smoky Mountains National Parks. Autumn’s vibrant foliage and June’s blooming rhododendrons make the drive spectacular throughout different seasons. The slow-paced 45 mph drive encourages frequent stops to absorb breathtaking views at over 200 overlooks. Wildlife sightings, especially white-tailed deer, are common along this peaceful route.
Great River Road (Itasca State Park, MN ➜ Venice, LA)
Following the Mississippi River from Minnesota to Louisiana, the Great River Road covers nearly 3,000 miles, connecting vibrant cities and charming small towns rich with history and culture. The route, established in 1938, offers historical gems such as Elvis Presley’s Graceland in Memphis and Mark Twain’s hometown of Hannibal, Missouri. Travelers savor regional dishes from barbecue ribs in Memphis to Cajun specialties in Louisiana’s bayou country. Allow plenty of time to enjoy the unique music and culinary traditions along the way.
Overseas Highway / U.S. 1 (Key Largo ➜ Key West, FL)
The Overseas Highway, completed in 1938, is famous for its stunning ocean vistas and remarkable feat of engineering that connects the Florida Keys through 42 bridges, including the iconic Seven Mile Bridge. Originally built on the foundation of Henry Flagler’s ambitious railroad from 1912, it offers endless turquoise waters perfect for fishing, diving, and sunset watching. A stop at Looe Key provides incredible snorkeling opportunities amid vibrant coral reefs. Visitors should stay updated on weather conditions during hurricane season, June through November.
Going-to-the-Sun Road (Glacier National Park, MT)
Built in the 1930s, Going-to-the-Sun Road traverses Glacier National Park’s breathtaking mountain landscape, reaching its highest point at Logan Pass (6,646 feet). Due to snowfall, this 50-mile route typically opens from late June through mid-October, rewarding visitors with panoramic views and frequent wildlife sightings, including mountain goats and bears. Early reservations are required in peak seasons, reflecting the road’s immense popularity. Its narrow lanes and dramatic drop-offs provide an unforgettable driving experience.
Natchez Trace Parkway (Nashville, TN ➜ Natchez, MS)
Inspired by a historical trail used for thousands of years, the Natchez Trace Parkway was authorized by President Roosevelt in 1938 and completed by 2005. The 444-mile parkway offers serene travel through lush forests, historic Native American sites, and quiet southern landscapes without commercial interruptions. Popular with cyclists due to its gentle pace and scenic views, the Trace also appeals to history buffs who enjoy exploring pre-Civil War plantations and archaeological mounds. The slow speed limit ensures a peaceful, contemplative journey.
Alaska Highway (Dawson Creek, BC ➜ Delta Junction, AK)
Constructed rapidly in 1942 as a critical World War II supply route, the Alaska Highway stretches approximately 1,390 miles through remote and stunning wilderness areas. Driving this adventurous route promises sightings of wildlife, including moose, bison, and bears, amid majestic landscapes under the summer’s midnight sun. Travelers should prepare carefully, ensuring fuel and supplies are replenished at regular intervals along the isolated highway. The experience offers unmatched solitude and spectacular natural beauty.
U.S. 50 – “The Loneliest Road in America” (Carson City ➜ Baker, NV)
Labeled by Life magazine in 1986 as “The Loneliest Road in America,” Nevada’s segment of U.S. 50 offers travelers quiet beauty and historical intrigue over 409 miles. Rather than emptiness, explorers find ancient petroglyphs, charming small towns, natural hot springs, and extraordinary star-filled skies. Visitors can collect souvenir stamps at small-town post offices along the route, making it an engaging and unique travel experience. It’s a road perfect for introspective travelers who relish open skies and solitary adventures.
Hana Highway / Hawai‘i 360 (Kahului ➜ Hana, HI)
Dating back to the 1920s, the Hana Highway’s 52 miles wind through Maui’s lush jungle landscape, offering travelers picturesque views at every one of its 620 curves and 59 bridges. Along the way, visitors can explore spectacular waterfalls, bamboo forests, and enjoy delicious roadside snacks like fresh banana bread. Due to frequent rains, sections of the road can sometimes close, so travelers should remain aware of current road conditions. An early morning start ensures a more leisurely experience, letting you soak in the enchanting Hawaiian scenery without rush.
