Kentucky Tours
From limestone trails to bluegrass and bourbon neat— Kentucky knows how to finish strong.
2 Trips
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Biking
Couples, Friends & Solos
Kentucky Bourbon Country Bike Tour
5 days
2-4
Deluxe Hotels*
$3,899/person
(+$800 for optional single occ.)
Available
Apr 19, 2026
Sunday
Apr 23, 2026
Thursday
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Biking
Couples, Friends & Solos
Kentucky Bourbon Country Bike Tour
5 days
2-4
Deluxe Hotels*
$3,899/person
(+$800 for optional single occ.)
Available
Apr 26, 2026
Sunday
Apr 30, 2026
Thursday
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Biking
30s & 40s
Kentucky Bike Tour
5 days
2-4
Deluxe Hotels*
$3,699/person
(+$700 for optional single occ.)
Available
May 3, 2026
Sunday
May 7, 2026
Thursday
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Biking
Couples, Friends & Solos
Kentucky Bourbon Country Bike Tour
5 days
2-4
Deluxe Hotels*
$3,899/person
(+$800 for optional single occ.)
Available
May 10, 2026
Sunday
May 14, 2026
Thursday
Log in to save!
Biking
Couples, Friends & Solos
Kentucky Bourbon Country Bike Tour
5 days
2-4
Deluxe Hotels*
$3,899/person
(+$700 for optional single occ.)
Available
May 17, 2026
Sunday
May 21, 2026
Thursday
Log in to save!
Biking
Couples, Friends & Solos
Kentucky Bourbon Country Bike Tour
5 days
2-4
Deluxe Hotels*
$3,899/person
(+$800 for optional single occ.)
Unplugged
Available
May 24, 2026
Sunday
May 28, 2026
Thursday
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Biking
Couples, Friends & Solos
Kentucky Bourbon Country Bike Tour
5 days
2-4
Deluxe Hotels*
$3,899/person
(+$700 for optional single occ.)
Available
May 31, 2026
Sunday
Jun 4, 2026
Thursday
Log in to save!
Biking
Couples, Friends & Solos
Kentucky Bourbon Country Bike Tour
5 days
2-4
Deluxe Hotels*
$3,899/person
(+$800 for optional single occ.)
Available
Jun 7, 2026
Sunday
Jun 11, 2026
Thursday
Log in to save!
Biking
Couples, Friends & Solos
Kentucky Bourbon Country Bike Tour
5 days
2-4
Deluxe Hotels*
$3,899/person
(+$700 for optional single occ.)
Available
Jun 14, 2026
Sunday
Jun 18, 2026
Thursday
Log in to save!
Biking
Couples, Friends & Solos
Kentucky Bourbon Country Bike Tour
5 days
2-4
Deluxe Hotels*
$3,899/person
(+$800 for optional single occ.)
Available
Sep 6, 2026
Sunday
Sep 10, 2026
Thursday
Log in to save!
Biking
30s & 40s
Kentucky Bike Tour
5 days
2-4
Deluxe Hotels*
$3,699/person
(+$700 for optional single occ.)
Available
Sep 8, 2026
Tuesday
Sep 12, 2026
Saturday
Log in to save!
Biking
Couples, Friends & Solos
Kentucky Bourbon Country Bike Tour
5 days
2-4
Deluxe Hotels*
$3,899/person
(+$800 for optional single occ.)
Available
Sep 13, 2026
Sunday
Sep 17, 2026
Thursday
Log in to save!
Biking
Couples, Friends & Solos
Kentucky Bourbon Country Bike Tour
5 days
2-4
Deluxe Hotels*
$3,899/person
(+$800 for optional single occ.)
Available
Sep 20, 2026
Sunday
Sep 24, 2026
Thursday
Log in to save!
Biking
Couples, Friends & Solos
Kentucky Bourbon Country Bike Tour
5 days
2-4
Deluxe Hotels*
$3,899/person
(+$700 for optional single occ.)
Unplugged
Available
Sep 22, 2026
Tuesday
Sep 26, 2026
Saturday
Log in to save!
Biking
Couples, Friends & Solos
Kentucky Bourbon Country Bike Tour
5 days
2-4
Deluxe Hotels*
$3,899/person
(+$800 for optional single occ.)
Available
Sep 27, 2026
Sunday
Oct 1, 2026
Thursday
Log in to save!
Biking
Couples, Friends & Solos
Kentucky Bourbon Country Bike Tour
5 days
2-4
Deluxe Hotels*
$3,899/person
(+$850 for optional single occ.)
Available
Sep 29, 2026
Tuesday
Oct 3, 2026
Saturday
Log in to save!
Biking
Couples, Friends & Solos
Kentucky Bourbon Country Bike Tour
5 days
2-4
Deluxe Hotels*
$3,899/person
(+$800 for optional single occ.)
Available
Oct 4, 2026
Sunday
Oct 8, 2026
Thursday
Log in to save!
Biking
Couples, Friends & Solos
Kentucky Bourbon Country Bike Tour
5 days
2-4
Deluxe Hotels*
$3,899/person
(+$900 for optional single occ.)
Available
Oct 6, 2026
Tuesday
Oct 10, 2026
Saturday
Log in to save!
Biking
Couples, Friends & Solos
Kentucky Bourbon Country Bike Tour
5 days
2-4
Deluxe Hotels*
$3,899/person
(+$800 for optional single occ.)
Available
Oct 11, 2026
Sunday
Oct 15, 2026
Thursday
Log in to save!
Biking
Couples, Friends & Solos
Kentucky Bourbon Country Bike Tour
5 days
2-4
Deluxe Hotels*
$3,899/person
(+$900 for optional single occ.)
Available
Oct 13, 2026
Tuesday
Oct 17, 2026
Saturday
Log in to save!
Biking
Couples, Friends & Solos
Kentucky Bourbon Country Bike Tour
5 days
2-4
Deluxe Hotels*
$3,899/person
(+$800 for optional single occ.)
Available
Oct 18, 2026
Sunday
Oct 22, 2026
Thursday
Kentucky Tours
Bordered by the Appalachian Mountains and the Ohio River with fields of bluegrass in between, Kentucky is a magical landscape we invite you to discover on a Backroads bike tour. From Louisville to Lexington, cycle by pristine estates and farms with grazing Thoroughbreds and clink your glass at famous bourbon distilleries. Everywhere we go, you’ll be spoiled by Southern hospitality.