Sea to Sturgis

Starting at $4,166
Self-Drive Tour 20 Days / 19 Nights
Tour Map
  • 4290.0 mi = 6864.0 km
  • Summer, Spring, Fall
  • 43.0 - 95.0°F = 6.1 - 35.0°C

On Eaglerider Pensacola's 20 day Self Drive Tour, you will experience the best riding roads the Mid-West has to offer. Start in the Deep South and wind your way up through the Heartland of America, including the historic Route 66 in Oklahoma, arriving in Sturgis for 4 days of riding through the Badlands and the Black Hills of South Dakota, before cutting the corner of cowboy country in Wyoming and Colorado. Enter the Rocky Mountain National Park and ride the highest continuous road in the USA before leaving Tulsa in your rear view mirror and head into the Ozarks of Arkansas. Ride the Pig's Tail and then turn south, down the backroads of Alabama before finishing back where you started - in beautiful Pensacola - the first settlement site of America.

Sea to Sturgis - Tour Itinerary

Pick your bike up in Pensacola and head north through the cotton fields of southern Alabama, before crossing the border into Mississippi. Stop for an afternoon break in Meridian and have a look at one of the oldest German built Dentzel Carousels in the USA.
Hit the backroads of Mississippi today, before stopping in Clarksdale at the Devil's Crossroad where legend has it that the Delta blues king, Robert Johnson made a pact with the Devil (offering his soul in return for becoming a brilliant Blues Guitar legend) and so the blues were born. Have lunch nearby at the famous Abe’s Bar-B-Q before crossing the mighty Mississippi River. On the way to your nights destination of Jonesboro, don't miss Fort Curtis in Helena which is a full size replica from the civil war era.
Spend most of today riding roads with sweeping corners that take you from the countryside of north Arkansas into southern Missouri. Enjoy a break in Mountain Grove before heading up to the Route 66 Museum in Lebanon, where you will pick up the Mother Rd all the way down to Springfield, your home for the night and the site of the first and largest Bass Pro Outdoor World.
Leave Springfield behind as you stay on the old Route 66 in order to visit the iconic Gay Parita 1930 Sinclair gas station, before turning north, stopping for lunch at the beautiful Arcadian Moon Winery & Brewery. Another two hours ride and you will arrive for the night at St Joseph - see where the Pony Express was launched from and where Jesse James lived out his life quietly under the pseudonym of Mr Howard.
Enjoy an effortless ride up through Missouri and stop for a late lunch at the laidback, rustic Twisted Tail Steakhouse & Saloon in Logan, Iowa. Catch the sight of the Missouri River as you ride another 75 miles before you put your feet up for the night in Sioux City, Iowa.
Cross the Missouri River and spend the day in Nebraska, riding westwards, towards tomorrow's journey through the breathtaking Badlands. Today is all about the food and you may well have too much to eat with a pit stop or early lunch at the Branding iron Grill in Tilden or a late lunch/early dinner at the Bush Creek Brewing Company, Atkinson where you can try the best beer and pizza the road has to offer, before heading for Valentine for the night.
Leave Nebraska behind and trek through the Badlands of South Dakota. Stop at the iconic Horseshoe Bar for lunch, and count the dollar bills coating the ceiling. Gas up and go in the direction of Rapid City, all the while being totally captivated by the spectacular sight of irregular ravines, ridges, low hills and cliffs
Relax today at your camp ground/cabin/house and don't ride anywhere if you don't feel so inclined…..or get back in the saddle and go downtown and join in the fun. See what Sturgis is all about!
Take a day trip through the Black Hills and beyond. Within easy riding distance are many attractions including Mount Rushmore National Memorial (62 miles), Crazy Horse Memorial (67 miles), Custer State Park (75 miles), Spearfish Canyon (20 miles), Deadwood (13 miles), Devils Tower National Monument (84 miles).
Today is another day for your pick of a ride, and there are no wrong choices to be made! Ride back through the Black Hills, or go over to Wyoming where you can circle through Sundance and up to Devils Tower, coming back towards Belle Fourche, with a compulsory pit stop at the Stone House Bar out on SD34.
Today you can explore what other campgrounds have to offer: from Moto-X to PRO-AM hill climbs, there are all kinds of races to choose from any day of the rally, or join the other hundreds of thousands of rally goers exploring the town of Sturgis with all the wild sights it has to offer. And any night you can enjoy the biggest names in Rock, Classic Rock and Country music which entertain all week long at venues located in and around Sturgis.
It's going to be a slow riding start to the day as you try to get out of South Dakota with all the associated traffic from Sturgis, so get up early and ride once more through Lead and Deadwood before stopping for a well earned coffee at the Kaffee Klatsch in Newcastle. Continue on down Hwy 85 and find yourself in Torrington where you need to fill up with gas and food before heading into Cheyenne for the night - where you will be entertained counting all the different Cowboy Boot Statues adorning the streets.
Today is the day you will ride the highest continuous road in the USA….take it easy, take your time, and take your corners slowly! The challenges of Trail Ridge Road are unique, as it reaches an elevation of 12,183 feet and follows a path that the Ute and other Native American peoples used for thousands of years. Stop at the top at the Alpine Visitor Center, cross the Continental Divide at Milner Pass and finish the day at the gateway into the Rockies - Estes Park, where you will lay your head to rest for the night to contemplate the wonders that the day held for you.
Leave Estes early enough in the morning to enjoy the ride today on the Peak to Peak Highway, a designated Scenic Byway which includes spectacular views of snow-capped peaks along the Continental Divide and lots of tantalizing twists and turns as you head down the road to Canon City where you have the option of visiting the Royal George Bridge - America's highest suspension bridge before finishing your journey for the day in Pueblo.
Take Hwy 50 - the old Sante Fe Trail - all the way from Pueblo to Dodge City. Stop at the Buzzard's Roost in Lamar for lunch and to see the 'Madonna of the Trail' Monument which is next to the renovated Santa Fe Railroad Depot. Continue on the trail until you get to 9miles west of Dodge City, where you can still see the wagon wheel ruts in the sod. Once aptly named the 'Wickedest Little City in America', it is worth a visit to Boothill Cemetary/Museum before retiring for the nght.
Get out of Dodge early as it's a big ride today as you traverse across Oklahoma. Start with a homegrown coffee and donut at Val's Daylight Donut's in Kiowa, get some more miles under your belt before stopping for lunch at the wonderful Mary's grill in Tonkawa. Just another 90mins and you will be at your hotel for the night in Tulsa.
The first pit stop today will see you standing in front of the wonderful sculptures symbolic of where the East Meets West on Route 66 and the second is at the Route 66 Harley Davidson Store to check out the displays and the merchandise, before heading back out onto the highway and stopping for lunch at a vintage 1950's style roadside diner - the Hard Luck Cafe in Gravette. Enjoy the smell of honeysuckle and wildflowers as you enter into the Ozark Gateway Region, cruise the corners and enjoy the spectacular scenery all the way to Eureka Springs where you will spend the night in this amazing Victorian Village that seems frozen in time.
The Pig Trail has recently been named the top motorcycle ride in the US and we wouldn't want you to miss out on that or on the Grand Canyon of Arkansas, which you will ride alongside once you leave your first pitstop in Jasper. The switchbacks and ever changing elevations of these great riding roads will keep you on your game as you loop down the mountain to Hot Springs for the night.
Rejoin Hwy 7 and ride along the last of the rounded mountain peaks until they smooth out just past Arkadelphia. Enjoy the rolling landscape of piney hills that stretch south until you cross the mighty Mississippi for the last time and stop in Vicksburg for the night at a lovely old Southern mansion that still has canon balls from the Civil War lodged in it's walls and floors.
You will finish your epic Sea to Sturgis journey by riding through the Deep South, pausing for a late lunch in Mississippi, a much deserved afternoon pitstop in Alabama, and evening dinner back where you started - in the perfect panhandle of Florida.
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