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Chicago, Illinois ( 20 offers included )

Chicago to San Francisco Road Trip
18-to-Thirtysomethings
Price From: $2,399.00 (USD)
Travel Dates: May 18, 2018 through Jul 06, 2018 Number of nights: 15
Price Per Night: $159.93 (USD)
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Itinerary:  Chicago, Chicago/Frontenac, Frontenac/Sioux Falls, Sioux Falls/Badlands National Park, Badlands National Park/Custer State Park, Custer State Park/Devils Tower, Devils Tower/Bozeman, Bozeman/Yellowstone National Park, Yellowstone National Park, Yellowstone National Park/Jackson...
Remember the country they sing about in "America the Beautiful"? The one with the spacious skies, gleaming alabaster cities, and majestic purple mountains? It's still out there. Come see it with us. Ideal for wildlife enthusiasts and outdoorsy folk who want to see the country by day and revel downtown by night, this tour takes you across the Great West, from the City of Big Shoulders through Yellowstone and Yosemite and past herds of grazing bison to the City by the Bay. In a word: Perfect.


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Route 66 Summer 2018
Price From: $3,510.38 (USD)
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Travel Dates: May 06, 2018 through May 20, 2018 Number of nights: 14
Price Per Night: $250.74 (USD)
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Itinerary:  Arrive Chicago, Chicago - Pontiac - Springfield - St. Louis (2, St. Louis Sightseeing, St. Louis - Meramec Caverns - Branson, Branson - Claremore - Oklahoma City (2 Nights), Oklahoma City Sightseeing, Oklahoma City - Route 66 Museum - Amarillo, Amarillo - Albuquerque (2 Nights), Albuquerque, Albuquerque - Flagstaff...
Buckle up for an American road trip you'll never forget, tracing the famed Route 66 from Chicago to the City of Angels. From the world's tallest arch to high living in a desert oasis, tune in to the wild and welcoming spirit of The Main Street of America.


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Mackinac Island featuring The Grand Hotel
Price From: $2,599.00 (USD)
Travel Dates: May 03, 2018 through May 10, 2018 Number of nights: 7
Price Per Night: $371.29 (USD)
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Itinerary:  Chicago, Illinois - Tour Begins, Chicago, Chicago - Holland, Michigan - Grand Rapids, Grand Rapids - Mackinac Island, Mackinac Island, Mackinac Island - Frankenmuth, Frankenmuth - Dearborn - Southfield, Southfield - Tour Ends
This classic Midwestern tour features Illinois and Michigan. Visit Holland Michigan's yearly Tulip Festival. See the extraordinary flowers at the Veldheer Tulip Garden. Then visit the Windmill Island Gardens to experience a palette of color on the 36 acres of manicured gardens, dikes and canals and the only authentic Dutch windmill operating in the United States. Savor two incredible nights amid the luxury of the Grand Hotel on Mackinac Island. Enjoy a horse and buggy tour of Mackinac Island....


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Mackinac Island featuring The Grand Hotel
Price From: $2,799.00 (USD)
Travel Dates: Oct 09, 2018 through Oct 16, 2018 Number of nights: 7
Price Per Night: $399.86 (USD)
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Itinerary:  Chicago, Illinois - Tour Begins, Chicago, Chicago - Traverse City, Michigan, Traverse City - Charlevoix - Mackinac Island, Mackinac Island, Mackinac Island - Frankenmuth, Frankenmuth - Dearborn - Southfield, Southfield - Tour Ends
This classic Midwestern tour features Illinois and Michigan. Visit Holland Michigan's yearly Tulip Festival. See the extraordinary flowers at the Veldheer Tulip Garden. Then visit the Windmill Island Gardens to experience a palette of color on the 36 acres of manicured gardens, dikes and canals and the only authentic Dutch windmill operating in the United States. Savor two incredible nights amid the luxury of the Grand Hotel on Mackinac Island. Enjoy a horse and buggy tour of Mackinac Island....


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Dixieland & Rhythms
Price From: $1,829.00 (USD)
Save $50 per person in 2018
Travel Dates: Jun 19, 2018 through Jun 29, 2018 Number of nights: 10
Price Per Night: $182.90 (USD)
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Itinerary:  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
11 Days, featuring: New Orleans


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Dixieland & Rhythms With New Orleans Jazz Fest
Price From: $2,359.00 (USD)
Save $50 per person in 2018
Travel Dates: Apr 27, 2018 through May 07, 2018 Number of nights: 10
Price Per Night: $235.90 (USD)
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Itinerary:  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
11 Days, featuring: New Orleans


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Highlights Of Route 66 With Mother Road & Albuquerque Balloon Fiesta
Price From: $2,589.00 (USD)
Save $50 per person in 2018
Travel Dates: Sep 27, 2018 through Oct 12, 2018 Number of nights: 15
Price Per Night: $172.60 (USD)
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Itinerary:  Chicago, Chicago - Pontiac - Springfield, Springfield - St. Louis, St. Louis - Branson, Branson - Claremore - Arcadia - Oklahoma City, Oklahoma City - Elk City - Amarillo, Amarillo - TucumcAri - Santa Rosa - Albuquerque, Albuquerque, Albuquerque - Gallup - Winslow - Flagstaff, Flagstaff - Grand Canyon National Park - Williams...
16 Days, featuring: Las Vegas


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Best of the USA Tour-New York to New York
18-to-Thirtysomethings
Price From: $6,499.00 (USD)
Travel Dates: May 12, 2018 through Aug 18, 2018 Number of nights: 42
Price Per Night: $154.74 (USD)
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Itinerary:  New York, New York/Newburgh, Newburgh/Finger Lakes, Finger Lakes/Niagara Falls, Niagara Falls/Sandusky, Sandusky/Chicago, Chicago, Chicago/Frontenac, Frontenac/Sioux Falls, Sioux Falls/Badlands National Park...
From hip hop to country fiddles, Yankee accents to a western drawl, businessmen in power suits and ranchers in cowboy hats - the US is one heck of a country. And if you've got the time, this - our ultimate American tour - is the best way to explore the iconic cities, the legendary national parks, national monuments, and wide-open spaces. Centrally located hostels in the cities and campsites in the wilderness keep you in the heart of the action no matter where you are.


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Best of the USA Tour-San Fran to San Fran
18-to-Thirtysomethings
Price From: $6,499.00 (USD)
Travel Dates: May 05, 2018 through Jun 23, 2018 Number of nights: 42
Price Per Night: $154.74 (USD)
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Itinerary:  San Francisco, San Francisco/Yosemite National Park, Yosemite National Park, Yosemite National Park/Death Valley, Death Valley/Las Vegas, Las Vegas, Las Vegas/Grand Canyon National Park, Grand Canyon National Park, Grand Canyon National Park/Monument Valley, Monument Valley/Mesa Verde National Park...
Is it possible to capture the complex, diverse flavour of a country and its 300-million-strong people in a single trip? Short answer: Yup. This epic sojourn across America from sea to shining sea (and back again) is, quite possibly, the most ambitious road trip you'll ever take. Wide-open spaces, iconic monuments, sprawling national parks, quirky local slang, regional delicacies and the incredible cities you've always wanted to visit. It's all here. Welcome to the US of A, where the "A" stand...


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North by North East (Start New York City, end Chicago)
Price From: $2,059.00 (USD)
Travel Dates: May 25, 2018 through Aug 31, 2018 Number of nights: 12
Price Per Night: $171.58 (USD)
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Itinerary:  New York To Boston, Boston, Boston To Quebec City, Quebec City, Quebec City To Montreal, Montreal, Montreal To Toronto, Toronto, Toronto To Niagara Falls, Toronto To Cleveland...
Take in the fast paced life of New York and Boston, experience the charm, culture and sophistication of Quebec, Montreal and Toronto, get exhilarated by watching the Niagara Falls until you finally head back to the US where you'll see why 'Cleveland Rocks' is this cities unique motto and hold on to your hats as we enter the 'Windy City' of Chicago. While you're on this side of town, join us on the Eastern Discovery for a full ride along the east coast. Or if you want to see even more of the US, we'll see you on the Grand Southern.


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America From Broadway to Hollywood Summer 2018
CostSaver Tour
Price From: $3,595.00 (USD)
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Travel Dates: Jun 07, 2018 through Jun 30, 2018 Number of nights: 23
Price Per Night: $156.30 (USD)
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Itinerary:  Arrive New York, New York - Philadelphia - Washington, D.C. (2, Washington, D.C. Sightseeing And Free Time, Washington, D.C. - Gettysburg - Pittsburgh, Pittsburgh - Niagara Falls, Canada (2 Nights), Niagara Falls Sightseeing, Niagara Falls, Canada - Cleveland, Cleveland - Chicago, Chicago Free Time, Chicago - Des Moines...
A cross-country exploration of America, we head from New York City to Los Angeles, with every stop on our most comprehensive U.S. journey revealing more about its history, culture, and beauty.


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America From Hollywood to Broadway Summer 2018
CostSaver Tour
Price From: $4,025.00 (USD)
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Travel Dates: May 13, 2018 through Aug 05, 2018 Number of nights: 23
Price Per Night: $175.00 (USD)
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Itinerary:  Arrive Los Angeles, Los Angeles - Las Vegas (2 Nights), Las Vegas Free Time, Las Vegas - Grand Canyon - Williams, Williams - Zion National Park- Bryce Canyon, Bryce Canyon - Salt Lake City, Salt Lake City - Jackson, Jackson - Yellowstone (2 Nights), Yellowstone Sightseeing, Yellowstone - Cody - Sheridan...
A cross-country exploration of America, we head from Los Angeles to New York City, with every stop on our most comprehensive U.S. journey revealing more about its history, culture and beauty.


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Grand Northern (Start New York City, end Los Angeles)
Price From: $3,985.00 (USD)
Travel Dates: May 25, 2018 through Aug 31, 2018 Number of nights: 25
Price Per Night: $159.40 (USD)
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Itinerary:  New York To Boston, Boston, Boston To Quebec City, Quebec City, Quebec City To Montreal, Montreal, Montreal To Toronto, Toronto, Toronto To Niagara Falls, Toronto To Cleveland...
With 20 states & 2 Canadian provinces, get ready to go local. Start in the Big Apple before it's all about Canada, America's Great Lakes & Chicago en route to the American West. Chill at 4 National Parks before LAS Vegas.


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From the Windy City to the Big Easy Summer 2018
CostSaver Tour
Price From: $1,995.00 (USD)
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Travel Dates: May 12, 2018 through Oct 13, 2018 Number of nights: 10
Price Per Night: $199.50 (USD)
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Itinerary:  Arrive Chicago (2 Nights), Chicago Sightseeing And Free Time, Chicago - Louisville, Louisville - Nashville (2 Nights), Nashville Sightseeing And Free Time, Nashville - Memphis (2 Nights), Graceland Visit And Free Time, Memphis - Clarksdale - Indianola, Indianola - New Orleans (2 Nights), New Orleans Sightseeing And Free Time...
Embark upon a journey of musical discovery, contrasting cultures, tastes, sights and sounds as you travel from Chicago through Bluegrass Country to the heart of the Deep South. From BBQ, Bourbon, Blues and Jazz to Country and Rock n Roll, add a touch of Cajun and this trip is a recipe for success.


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Splendour in the American Heartland (Summer 2018)
Price From: $3,121.88 (USD)
Travel Dates: May 06, 2018 through May 27, 2018 Number of nights: 7
Price Per Night: $445.98 (USD)
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Itinerary:  Chicago, The Jewel Of The Midwest., Scaling Chicago., St Louis, The Gateway To The West., St Louis Arch To Louisville., Spirited Residents And Resident Spirits Of, A Corvette On The Honky-Tonk Highway To, Enjoy Nashville's Musical History., Depart Nashville.
From the famous architecture of Chicago to the warm hospitality of the Midwest, this quintessential USA itinerary reveals the very essence of the American dream. Start with Chicago - the birthplace of the modern skyscraper - then continue to Kentucky for bourbon, horses and fast cars. Finally, embrace the toe-tappin' country music scene in Tennessee.


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Epic Adventure (Start Los Angeles, end Los Angeles)
Price From: $8,849.00 (USD)
Travel Dates: Apr 26, 2018 through Aug 02, 2018 Number of nights: 54
Price Per Night: $163.87 (USD)
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Itinerary:  Los Angeles To Las Vegas, Las Vegas, Las Vegas To The Grand Canyon Via Route 66, Grand Canyon National Park, Grand Canyon To Durango Via Monument Valley, Durango To Albuquerque, Albuquerque To Amarillo, Amarillo To Dallas/Fort Worth, Dallas/Fort Worth, Dallas/Fort Worth To Memphis...
Epic = grand in scale, and that's exactly what this trip is. From big cities & monuments to the great outdoors, historical sights, cool nightlife & endless experiences, this is 55 days of adventure guaranteed to feed the inner explorer & make every moment count. Let's go!


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Mackinac Island & The Great Lakes
Price From: $2,459.00 (USD)
Travel Dates: Jun 17, 2018 through Jul 08, 2018 Number of nights: 7
Price Per Night: $351.29 (USD)
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Itinerary:  Detroit, Detroit - Frankenmuth, Frankenmuth - Mackinac Island, Mackinac Island, Mackinac Island - Tunnel Of Trees - Charlevoix - Petoskey, Petoskey - Sleeping Bear Dunes National Lakeshore - Grand Rapids, Grand Rapids - Chicago, Chicago
8 Days, featuring: Chicago


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Coast to Coast Camping Westbound
18-to-Thirtysomethings
Price From: $3,349.00 (USD)
Travel Dates: May 12, 2018 through Jul 14, 2018 Number of nights: 21
Price Per Night: $159.48 (USD)
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Itinerary:  New York, New York/Newburgh, Newburgh/Finger Lakes, Finger Lakes/Niagara Falls, Niagara Falls/Sandusky, Sandusky/Chicago, Chicago, Chicago/Frontenac, Frontenac/Sioux Falls, Sioux Falls/Badlands National Park...
Yellowstone, the Badlands, and Niagara Falls - once you've escaped the city limits, the US is a country defined by incredible wilderness. This affordable cross-country adventure keeps you on the ground between New York, Chicago, and San Francisco so you can experience what lies in between. Days feature magnificent sites like Yosemite and Old Faithful, while evenings offer experiences like cooking over a fire and camping in the great outdoors. Travel coast to coast and embrace the soul of this...


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Northern Adventure (Start Chicago, end Los Angeles)
Price From: $2,585.00 (USD)
Travel Dates: May 23, 2018 through Sep 26, 2018 Number of nights: 13
Price Per Night: $198.85 (USD)
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Itinerary:  Chicago To Madison, Madison To Sioux Falls, Sioux Falls To Mt. Rushmore, Mt. Rushmore, Mt. Rushmore To Cody, Yellowstone, Cody To Teton Valley Via Yellowstone National, Teton Valley To Salt Lake City, Salt Lake City To Kanab Via Bryce Canyon National, Grand Canyon National Park...
True to its name, escape for 2 weeks to some of the USA's hottest destinations & experience what this amazing country has to offer. Start in Chicago & roll through America's Midwest on your way to Sioux Falls. Salute Presidents past at Mt Rushmore, buckle up for a rodeo in Cody, then get back to nature on a hike through a National Park. Take it up a notch at the end as you rub shoulders with Vegas' high rollers & spot an Elvis or two! This tour really is a unique mix of things to see & do in the good ol' USofA.


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The Sumptuous Soul of America (Luxury Gold - Summer 2018)
Price From: $5,388.13 (USD)
Travel Dates: May 06, 2018 through May 27, 2018 Number of nights: 13
Price Per Night: $414.47 (USD)
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Itinerary:  Chicago, The Jewel Of The Midwest., Scaling Chicago., St Louis, Gateway To The West., St Louis Arch To Louisville., Spirited Residents And Resident Spirits Of, A Corvette On The Honky-Tonk Highway To, Enjoy Nashville's Musical History., Memphis And Graceland, Home Of 'the King'., Sun Studios And National Civil Rights Museum., Mississippi Mystique In Natchez....
Two of life's greatest pleasures - music and food - are at the forefront of this sensual journey through the American heartland. Start in Chicago, a great food city also known for its jazz and blues. Travel south to the musical meccas of Nashville and Memphis. Then head down through the Mississippi Delta and on to zesty New Orleans.


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