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Chicago, Illinois (9 offers included)

from $6,111.75 (USD)
Per Person
Nights: 52
Price Per Night:$117.53 (USD)
(based on double occupancy, for comparison only)
Location(s): Los Angeles, Los Angeles/San Diego, San Diego/Lake Havasu City, Lake Havasu City/Grand Canyon, Grand Canyon, Grand Canyon/Monument Valley, Monument Valley/Las Vegas, Las Vegas, Las Vegas/Zion National Park, Bryce Canyon NP/Moab...
There's no better way to do the U.S. justice than a great American road trip. This 53-day tour hits all the marks, going coast-to-coast from bustling cities to incredible natural wonders, and charming small towns in between. Hike alongside sequoias, waterfalls, and wildlife in Yosemite National Park, get weird among Portland's artsy shops, indie breweries, and up-and-coming eateries, and join party revellers on New Orleans' famed Bourbon Street. Epic road trips are made of this.
from $2,499.00 (USD)
Per Person
Nights: 7
Price Per Night:$357.00 (USD)
(based on double occupancy, for comparison only)
Location(s): Detroit, Detroit – Frankenmuth, Frankenmuth – Mackinac Island, Mackinac Island, Mackinac Island – Tunnel Of Trees – Charlevoix – Petoskey, Petoskey – Grand Rapids, Grand Rapids – Chicago, Chicago
8 Days, featuring: Mackinac Island–tunnel Of Trees–charlevoix–petoskey
from $2,529.00 (USD)
Per Person
Nights: 15
Price Per Night:$168.60 (USD)
(based on double occupancy, for comparison only)
Location(s): Chicago, Chicago – Pontiac – Springfield, Springfield – St. Louis, St. Louis – Branson, Branson – Arcadia – Oklahoma City, Oklahoma City – Elk City – Amarillo, Amarillo – TucumcAri – – Albuquerque, Albuquerque, Albuquerque – Gallup – Winslow – Williams, Williams. Excursion To Grand Canyon National Park...
16 Days, featuring: Albuquerque–gallup–winslow–williams
Nights: 15
Price Per Night:$177.27 (USD)
(based on double occupancy, for comparison only)
Location(s): Chicago, Chicago – Pontiac – Springfield, Springfield – St. Louis, St. Louis – Branson, Branson – Arcadia – Oklahoma City, Oklahoma City – Elk City – Amarillo, Amarillo – TucumcAri – – Albuquerque, Albuquerque, Albuquerque – Gallup – Winslow – Williams, Williams. Excursion To Grand Canyon National Park...
16 Days, featuring: Oklahoma City–elk City–amarillo
Best of the US Express
18-to-Thirtysomethings
from $2,371.85 (USD)
Per Person
Nights: 17
Price Per Night:$139.52 (USD)
(based on double occupancy, for comparison only)
Location(s): New York City, New York City/Finger Lakes, Finger Lakes/Niagara Falls, Niagara Falls/Detroit, Detroit/Chicago, Chicago, Chicago/Louisville, Louisville/Nashville, Nashville, Nashville/Memphis...
This whirlwind 18-day camping trip throughout the United States covers nearly every major cultural touchstone of this massive (and hugely exciting) destination. Experience the lights of NYC's Times Square, discover the Elvis fan in you at Graceland, mosey down noisy Bourbon Street in New Orleans, peer across the majesty of the Grand Canyon, and then walk down the crookedest street in the world in San Francisco, all the while camping out beneath a night sky that has had countless songs written...
from $1,839.00 (USD)
Per Person
Nights: 9
Price Per Night:$204.33 (USD)
(based on double occupancy, for comparison only)
Location(s): Chicago, Chicago – St. Louis, St. Louis – Nashville, Nashville, Nashville – Memphis, Memphis. Visit To Graceland, Memphis – Amtrak City Of New Orleans Train – New Orleans, New Orleans
10 Days, featuring: Memphis–amtrak City Of New Orleans Train–new Orleans
USA East Coast Road Trip Encompassed
18-to-Thirtysomethings
from $2,306.85 (USD)
Per Person
Nights: 19
Price Per Night:$121.41 (USD)
(based on double occupancy, for comparison only)
Location(s): New York City, New York City/Finger Lakes, Finger Lakes/Niagara Falls, Niagara Falls/Detroit, Detroit/Chicago, Chicago, Chicago/Louisville, Louisville/Nashville, Nashville, Nashville/Memphis...
Big city hearts and spirits swell on this 20-day road trip through America's East Coast. You'll hit bustling metropolises and experience cultural traditions you might have only seen in the movies. Witness the resurgence of Detroit's arts scene, follow Kentucky's Bourbon Trail, and explore the home of Mardi Gras: New Orleans. With free time and flexibility along the way, you can customize this tour so it's right up your alley.
from $6,519.20 (USD)
Per Person
Nights: 52
Price Per Night:$125.37 (USD)
(based on double occupancy, for comparison only)
Location(s): New York City, New York City/Finger Lakes, Finger Lakes/Niagara Falls, Niagara Falls/Detroit, Detroit/Chicago, Chicago, Chicago/Louisville, Louisville/Nashville, Nashville, Nashville/Memphis...
See a side of the States that few Americans experience in their lifetime on a truly epic 53-day road trip through the country. You'll embark on two comprehensive circuits along the East and West coasts with a flight in between to minimize long drives and maximize your time at the best highlights. What makes this journey even better is the company you'll keep-a fine crew of worldly wanderers like yourself and a CEO taking care of all the little details.
from $3,849.30 (USD)
Per Person
Nights: 31
Price Per Night:$124.17 (USD)
(based on double occupancy, for comparison only)
Location(s): Seattle, Seattle/Portland, Portland/Bend, Bend/Redwood National Park, Redwood National Park/Sonoma County, Sonoma County/Lake Tahoe, Lake Tahoe/Yosemite National Park, Yosemite National Park, Yosemite National Park/San Francisco, San Francisco...
Road tripping is an iconic American pastime, but don't let your lack of a driver's license stop you from exploring the country's best sites. On this 32-day tour, you'll visit the best of the east and west coasts with a flight that connects each, cutting down on long drives so that you have more time to spend at the spots that matter most. Explore Chicago's riverside, be charmed by New Orleans' colonial architecture, and marvel at the rocky cliffs and rolling fog of California's famed Highway ...