Tulsa's Best: Self-Guided Driving Tour of Iconic Landmarks & History
Places: 23 POIsDistance: 18.6 miDuration: 1h:18m
Tour #2610
About this English self-guided 1h:18m driving tour in Tulsa
Welcome to Tulsa, Oklahoma — a city that blends history, music, and modern energy in a way few places can.
Tulsa sits in the heart of what was once Indian Territory, a crossroads of Native American nations moved here in the 1800s. The city’s name actually comes from the Creek word “Tallasi,” meaning “old town,” a fitting nod to the people who first made their home on these rolling green hills along the Arkansas River.
Tulsa began as a quiet trading post, but everything changed in 1901 when oil was discovered nearby. Almost overnight, this small frontier town became the Oil Capital of the World. Wealth poured in, skyscrapers rose, and Art Deco architecture transformed the skyline. Much of that golden-age design still shines today, giving Tulsa one of the most beautiful downtowns in America.
But Tulsa’s story isn’t just about oil — it’s about resilience and reinvention. In 1921, the city faced one of the darkest moments in American history with the Tulsa Race Massacre, which devastated the prosperous Black community of Greenwood, also known as Black Wall Street. Today, that same neighborhood stands as a place of remembrance and renewal, anchored by the Greenwood Rising History Center.
Tulsa is also a city of legends. It’s the home of musicians like Woody Guthrie, whose folk songs gave voice to the working class, and Leon Russell, whose studio drew icons like Bob Dylan and Eric Clapton. The city’s musical legacy still echoes at places like Cain’s Ballroom, once the home of Bob Wills and his Texas Playboys, and a venue where countless stars have played since.
As we make our way through Tulsa, you’ll see landmarks that tell every part of this city’s story — from the whimsical Center of the Universe, to the architectural grace of the Philbrook Museum of Art, to the freedom of the open road along Route 66.
By the time we finish at The Outsiders House Museum, you’ll have experienced the rhythm, history, and heart that make Tulsa truly one of a kind.
So settle in, start your engine, and get ready to explore Tulsa, Oklahoma — a city built on dreams, defined by resilience, and forever driven by creativity.
Turn right here — and up ahead, just after you make the turn, you’ll notice Cain’s Ballroom on your left.
This isn’t just any building — it’s one of Tulsa’s most legendary landmarks, a place that helped define American music.
Back in the 1920s, this spot was actually a garage that sold car parts and tractors. But in 1930, a man named Madison W. “Daddy” Cain had a different idea. He transformed it into a dance hall — and soon after, the air was filled with the lively sounds of Bob Wills and His Texas Playboys, who made Tulsa famous as the birthplace of Western Swing.
Their radio shows from this very stage carried Tulsa’s rhythm across the country. And as the decades rolled on, Cain’s hosted an incredible lineup — from Elvis Presley and U2 to The Police, Sex Pistols, and The Red Hot Chili Peppers. Not bad for a place that started with a tin roof and a wooden dance floor.
Today, Cain’s Ballroom is still one of the most beloved live music venues in America — known for its incredible acoustics, its history, and that signature neon sign glowing out front.
It’s no exaggeration to say that this is the heart of Tulsa’s musical soul — and a perfect place to kick off our tour.
Up next, we’ll make our way south toward the Woody Guthrie Center.
Woody Guthrie Center, Guthrie Green & Bob Dylan Center
Take a left and slow down music lovers. On your right, you’ll spot the Woody Guthrie Center, a museum celebrating one of America’s most influential songwriters and storytellers.
Woody Guthrie was born in Oklahoma in 1912, and his songs like This Land Is Your Land became the soundtrack of working people’s hopes and struggles. Inside, you’ll find exhibits about his life, his handwritten lyrics, and the causes he championed — from civil rights to fair labor. It’s not just a museum; it’s a reminder of how one person with a guitar and a cause can change the world.
Now, glance to your left — that open green space is Guthrie Green, one of downtown Tulsa’s favorite gathering spots. What used to be an old industrial site was transformed into a vibrant urban park with outdoor concerts, food trucks, yoga sessions, and community festivals. On summer evenings, this place fills with live music and laughter — a perfect example of Tulsa’s creative rebirth.
And just across from it, again on your right, is the Bob Dylan Center, a fitting neighbor to Woody’s museum. Dylan once called Guthrie his greatest inspiration, and this center dives deep into Dylan’s vast archive — original notebooks, studio recordings, and rare photos that trace his journey from folk rebel to Nobel laureate.
Together, these three landmarks form the artistic heart of Tulsa’s Arts District — a living tribute to music, freedom of expression, and the power of words to move generations.
Tour itinerary stops | Additional places you'll see on this self-guided tour
Place 1Cain's Ballroom
Place 2Woody Guthrie Center, Guthrie Green & Bob Dylan Center
Place 3Greenwood Rising - the Black Wall Street History Center
Place 4Blue Dome District
Place 5Center of the Universe
Place 6BOK Center
Place 7Tulsa Performing Arts Center and City Hall
Place 8Tulsa Fun Facts
Place 9Boston Avenue United Methodist Church
Place 10Route 66 and the Historic 11th Street Bridge
Place 11Cyrus Avery Plaza and the “East Meets West” Sculpture
Place 12Route 66 Neon Sign Park
Place 1323rd Street Bridge
Place 14Arkansas River
Place 15The Gathering Place
Place 16Philbrook Museum of Art
Place 17The Golden Driller
Place 18University of Tulsa
Place 19The Chapman Legacy Society of The University of Tulsa
Place 20Meadow Gold Sign
Place 21Oaklawn Cemetery
Place 22Centennial Park
Place 23The Outsiders House Museum
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If you start the tour before reaching the first POI, the app will navigate you to the starting point and then begin the tour.
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Walk at your own pace.
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Take the tour in your preferred language.
Start, stop and continue the tour whenever you want.
Returning to the same destination? Take the tour again, and again, and again... And bring a friend!
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What's included?
A self-guided audio tour taken via the UCPlaces app [Android / iOS (iPhone) / Apple CarPlay].
Tour route map and in-app GPS navigation (via the UCPlaces app).
Audio stories for places visited during the tour.
Apple CarPlay connection (for iOS users); for a seamless driving tour experience.
What's NOT included?
Earphones (highly recommended).
Smartphone.
Any kind of transportation (including tickets and passes).