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Day 02
Twin Cities Heritage, Music & Hidden History
Leave the driving behind as you explore the Twin Cities with a private guide. Discover the grand mansions of historic Summit Avenue, visit the iconic James J. Hill House & uncover the fascinating stories hidden beneath St. Paul at the Wabasha Street Caves. Later, enjoy a private VIP tour of Prince's legendary Paisley Park before returning to Four Seasons Hotel Minneapolis for an evening at leisure. Overnight in Minneapolis.
Day 03
North Shore Vistas & Lake Superior Shores
Drive north from Minneapolis toward Duluth, where Minnesota's landscapes gradually transition from urban skylines to forests & open horizons. Arrive on the shores of Lake Superior & check into the historic Fitger's Inn. Spend the afternoon exploring Duluth's scenic waterfront, Lakewalk & historic architecture while taking in sweeping views across the lake. Overnight in Duluth.
Day 04
Fly to Chicago
Transfer to Duluth International Airport for your flight to Chicago. Upon arrival, collect your luxury vehicle & continue to the Magnificent Mile. Check into The Ritz-Carlton, Chicago before spending the afternoon exploring the city, admiring its renowned architecture or cruising along DuSable Lake Shore Drive. End the day with sweeping skyline views from one of Chicago's celebrated rooftop venues. Overnight in Chicago.
Day 05
Chicago Architecture & Lakeside Experiences
Enjoy a day exploring Chicago's world-famous architecture & cultural landmarks. Cruise along the Chicago River & Lake Michigan, discover iconic skyscrapers & historic interiors, & immerse yourself in the city's rich architectural heritage. Return to The Ritz-Carlton, Chicago for a relaxing evening in the heart of downtown. Overnight in Chicago.
Day 01
Arrival in Minneapolis
Arrive in Minneapolis & be welcomed with a private transfer to Four Seasons Hotel Minneapolis. After settling into your elegant accommodation, take time to enjoy the hotel's exceptional facilities or explore the surrounding neighbourhood at a relaxed pace. As evening falls, soak in the city's vibrant atmosphere & skyline views, setting the tone for your Mississippi River Country journey. Overnight in Minneapolis.
Day 06
Route 66 & Lincoln Heritage Country
Leave Chicago behind & join sections of the legendary Route 66 as you journey through the heart of Illinois. Follow one of America's most iconic highways past classic roadside landmarks & prairie landscapes before arriving in Springfield. Spend the afternoon exploring the Abraham Lincoln Presidential Library & Museum & the Lincoln Home National Historic Site, celebrating the legacy of one of the nation's most influential presidents. Overnight in Springfield.
Day 07
Fly to Nashville
Drive to St. Louis Lambert International Airport & board your flight to Nashville. Upon arrival, collect your luxury SUV & transfer to The Joseph, a Luxury Collection Hotel. Spend the evening experiencing the energy of Lower Broadway, where live music spills from legendary venues throughout Music City. Overnight in Nashville.
Day 08
Jack Daniel Distillery Experience
Journey through the rolling hills of Tennessee to Lynchburg, home of the world-famous Jack Daniel Distillery. Enjoy a guided tour & tasting experience before exploring the historic town square. Return to Nashville & spend the evening discovering the city's acclaimed dining scene & live music culture. Overnight in Nashville.
Day 09
Blackberry Farm Wellness Retreat
Drive east through Tennessee toward the foothills of the Great Smoky Mountains. Arrive at Blackberry Farm, one of America's most celebrated luxury retreats. Spend the afternoon enjoying wellness experiences, spa treatments or simply relaxing amidst the estate's peaceful surroundings before an exceptional farm-to-table dining experience. Overnight in Walland.
Day 10
Into the Mississippi Delta
Enjoy a leisurely morning before transferring to Knoxville for your flight into the Mississippi Delta region. Upon arrival, collect your vehicle & continue to Cleveland, Mississippi. Check into Cotton House, Cleveland, a Tribute Portfolio Hotel & spend the evening discovering the culture, cuisine & creativity that define the Delta. Overnight in Cleveland.
Day 11
Blues Heritage & GRAMMY Museum Mississippi
Immerse yourself in the birthplace of American music with a day dedicated to Delta blues heritage. Explore the GRAMMY Museum Mississippi, visit iconic locations along the Mississippi Blues Trail & discover the stories, artists & cultural influences that shaped modern music. Overnight in Cleveland.
Day 12
Drive to Biloxi
Travel south through Mississippi as the landscapes gradually shift from Delta plains to Gulf Coast waters. Arrive in Biloxi and check into Hard Rock Hotel & Casino Biloxi. Spend the afternoon exploring the waterfront, relaxing by the pool or discovering the city's entertainment & cultural attractions. Overnight in Biloxi.
Day 13
Coastal Drive to New Orleans
Follow the Gulf Coast westward into Louisiana, enjoying scenic coastal views along the journey. Arrive in New Orleans & check into The Ritz-Carlton, New Orleans. Spend the evening immersed in the city's legendary music scene, vibrant atmosphere & unmistakable French Quarter energy. Overnight in New Orleans.
Day 14
French Quarter Heritage & Jazz Traditions
Discover the historic streets of New Orleans as you explore the French Quarter, St. Louis Cathedral & the elegant Garden District. Ride the iconic St. Charles streetcar, admire historic architecture & experience the city's enduring jazz heritage before an evening at one of its renowned music venues. Overnight in New Orleans.
Day 15
Bayou Exploration & Louisiana Flavours
Venture beyond the city into Louisiana's scenic wetlands & bayous. Explore cypress-lined waterways, discover local wildlife & gain insight into the unique ecosystems where the Mississippi River meets the Gulf of Mexico. Later, enjoy classic Louisiana flavours & a memorable farewell evening in New Orleans. Overnight in New Orleans.
Day 16
Departure from New Orleans
Enjoy a final morning in New Orleans before driving to Louis Armstrong New Orleans International Airport. Return your vehicle & depart with unforgettable memories of a journey shaped by music, culture, culinary excellence, scenic highways & the diverse landscapes of Mississippi River Country.




Four Seasons Hotel Minneapolis
Minneapolis




Fitger's Inn
Duluth




The Ritz-Carlton, Chicago
Chicago




President Abraham Lincoln Springfield, a DoubleTree by Hilton Hotel
Springfield




The Joseph, a Luxury Collection Hotel, Nashville
Nashville




Blackberry Farm
Walland




Cotton House, Cleveland, a Tribute Portfolio Hotel
Cleverland




Hard Rock Hotel & Casino Biloxi
Biloxi




The Ritz-Carlton, New Orleans
New Orleans
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The better we understand your preferences, the more personalized your travel experience will be!
Best Time to Travel
The best time to experience Mississippi River Country is from May to Jun, when mild temperatures, vibrant landscapes, clear driving conditions & open valley views create ideal road trip experiences. Sep to Oct brings spectacular autumn colours, scenic byways, comfortable temperatures & some of the most beautiful driving conditions along the Great River Road.
For the American Dreamer
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Scenic Great River Road Adventures
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Twin Cities Heritage, Arts & Music
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Lake Superior Shores & Duluth
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Chicago Architecture & Magnificent Mile
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Route 66 & Lincoln Heritage
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Nashville Music City & Honky Tonks
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Jack Daniel Distillery & Tennessee Whiskey
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Blackberry Farm & Smoky Mountain Wellness
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Mississippi Delta Blues & GRAMMY Museum
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Gulf Coast Waterfronts & Scenic Drives
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French Quarter Jazz & Bayou Discovery
About the Destination
Follow one of America's most iconic road journeys as you travel through the heart of Mississippi River Country. From Minnesota's lake landscapes & Lake Superior shorelines to Chicago's architectural landmarks, Tennessee's music heritage, Mississippi's blues trails & Louisiana's vibrant culture, this immersive self-drive itinerary combines scenic highways, legendary music, luxury wellness retreats, culinary excellence & river experiences across the American Midwest & South.
Rejuvenate
Luxurious Massage Experience Upon Request
Culinary Excellence
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Elevated contemporary Midwestern dining at Spoon & Stable, Minneapolis, Minnesota
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Modern Italian steakhouse dining at Torali, Chicago, Illinois
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Estate-to-table Appalachian cuisine at The Barn at Blackberry Farm, Tennessee
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Delta-inspired Southern cuisine in Cleveland, Mississippi
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Classic Creole comfort food at Mother's Restaurant, New Orleans, Louisiana
Refined Comfort
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Private Transfers
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03 Nights in Minnesota
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03 Nights in Illinois
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03 Nights in Tennessee
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03 Nights in Mississippi
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03 Nights in Louisiana
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Continental Meal Plan

Scenic Great River Road Adventures
Twin Cities Heritage, Arts & Music


Lake Superior Shores & Duluth
Chicago Architecture & Magnificent Mile


Route 66 & Lincoln Heritage
Nashville Music City & Honky Tonks


Jack Daniel Distillery & Tennessee Whiskey
Blackberry Farm & Smoky Mountain Wellness


Mississippi Delta Blues & GRAMMY Museum
Gulf Coast Waterfronts & Scenic Drives

