We’ve spent years walking, biking and sipping our way through Italy—this is the good stuff, dialed in.
87 Trips
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Hiking & Walking
Couples, Friends & Solos
Cinque Terre & Tuscany Easygoing Walking Tour
6 days
1-2
Casual & Premiere Hotels
$4,499/person
(+$900 for optional single occ.)
Available
Oct 1, 2026
Thursday
Oct 6, 2026
Tuesday
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Hiking & Walking
Couples, Friends & Solos
Italy's Amalfi Coast to Cilento Hiking & Walking Tour
6 days
1-3
Casual Hotels
$3,999/person
(+$1,200 for optional single occ.)
Available
Oct 1, 2026
Thursday
Oct 6, 2026
Tuesday
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Hiking & Walking
Couples, Friends & Solos
Cinque Terre & Tuscany Hiking & Walking Tour
6 days
2-4
Casual Hotels
$4,899/person
(+$1,300 for optional single occ.)
Available
Oct 2, 2026
Friday
Oct 7, 2026
Wednesday
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Hiking & Walking
Couples, Friends & Solos
Tuscany Active Culinary Hiking & Walking Tour
6 days
1-3
Casual & Deluxe Hotels
$4,799/person
(+$1,000 for optional single occ.)
Available
Oct 2, 2026
Friday
Oct 7, 2026
Wednesday
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Multi-Adventure
Couples, Friends & Solos
Dolomites to Lake Garda Multi-Adventure
6 days
2-4
Premiere Hotels
$6,099/person
(+$1,500 for optional single occ.)
Available
Oct 2, 2026
Friday
Oct 7, 2026
Wednesday
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Hiking & Walking
Couples, Friends & Solos
Dolomites Hut-to-Hut Hiking Tour
6 days
3-5
Casual Hotels
$4,499/person
(+$1,200 for optional single occ.)
Available
Oct 2, 2026
Friday
Oct 7, 2026
Wednesday
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Biking
Couples, Friends & Solos
Austrian Alps & Italy's Dolomites Bike Tour
6 days
2-4
Premiere Hotels*
$6,199/person
(+$1,250 for optional single occ.)
Available
Oct 2, 2026
Friday
Oct 7, 2026
Wednesday
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Multi-Adventure
Couples, Friends & Solos
Sicily Multi-Adventure Tour
6 days
2-4
Premiere & Deluxe Hotels
$6,249/person
(+$1,200 for optional single occ.)
Available
Oct 2, 2026
Friday
Oct 7, 2026
Wednesday
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Biking
Couples, Friends & Solos
Tuscany by the Sea Bike Tour
6 days
1-4
Premiere Hotels
$6,599/person
(+$2,200 for optional single occ.)
Available
Oct 3, 2026
Saturday
Oct 8, 2026
Thursday
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Hiking & Walking
Couples, Friends & Solos
Cinque Terre & Tuscany Hiking & Walking Tour
6 days
2-4
Casual Hotels
$4,499/person
(+$900 for optional single occ.)
Available
Oct 4, 2026
Sunday
Oct 9, 2026
Friday
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Biking
Couples, Friends & Solos
Dolomites Bike Tour
6 days
1-4
Premiere & Deluxe Hotels
$5,899/person
(+$1,500 for optional single occ.)
Available
Oct 4, 2026
Sunday
Oct 9, 2026
Friday
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Biking
Couples, Friends & Solos
Sicily Bike Tour
6 days
2-5
Premiere Hotels
$5,999/person
(+$1,700 for optional single occ.)
Available
Oct 4, 2026
Sunday
Oct 9, 2026
Friday
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Biking
Couples, Friends & Solos
Puglia's Salento to Matera Bike Tour
6 days
1-4
Premiere Hotels
$6,099/person
(+$1,300 for optional single occ.)
Unplugged
Available
Oct 4, 2026
Sunday
Oct 9, 2026
Friday
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Hiking & Walking
Couples, Friends & Solos
Italy's Amalfi Coast Hiking & Walking Tour
6 days
2-4
Casual Hotels
$5,399/person
(+$1,100 for optional single occ.)
Available
Oct 4, 2026
Sunday
Oct 9, 2026
Friday
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Hiking & Walking
Couples, Friends & Solos
Dolomites Hiking & Walking Tour
6 days
2-4
Premiere Hotels
$6,299/person
(+$1,700 for optional single occ.)
Available
Oct 4, 2026
Sunday
Oct 9, 2026
Friday
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Hiking & Walking
Couples, Friends & Solos
Italy's Lake Como & Bellagio Hiking & Walking Tour
6 days
2-4
Premiere Hotels
$6,799/person
(+$2,200 for optional single occ.)
Available
Oct 4, 2026
Sunday
Oct 9, 2026
Friday
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Biking
Couples, Friends & Solos
Italy's Piedmont Bike Tour
6 days
2-4
Premiere Hotels
$5,799/person
(+$1,300 for optional single occ.)
Solo Room Savings
Available
Oct 4, 2026
Sunday
Oct 9, 2026
Friday
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Biking
Couples, Friends & Solos
Tuscany Bike Tour
6 days
2-5
Casual & Deluxe Hotels
$4,449/person
(+$700 for optional single occ.)
Available
Oct 4, 2026
Sunday
Oct 9, 2026
Friday
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Hiking & Walking
Couples, Friends & Solos
Sicily Hiking & Walking Tour
6 days
2-4
Premiere Hotels
$5,999/person
(+$1,700 for optional single occ.)
Available
Oct 4, 2026
Sunday
Oct 9, 2026
Friday
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Biking
Couples, Friends & Solos
Puglia to Basilicata Bike Tour
6 days
2-4
Deluxe Hotels*
$4,599/person
(+$850 for optional single occ.)
Available
Oct 4, 2026
Sunday
Oct 9, 2026
Friday
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Biking
Couples, Friends & Solos
Italy's Sardinia Bike Tour
6 days
2-5
Premiere & Deluxe Hotels
$5,899/person
(+$1,100 for optional single occ.)
Available
Oct 4, 2026
Sunday
Oct 9, 2026
Friday
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Biking
Couples, Friends & Solos
Italy's Assisi to the Adriatic Bike Tour
6 days
1-4
Casual & Deluxe Hotels
$4,499/person
(+$350 for optional single occ.)
Solo Room Savings
Available
Oct 4, 2026
Sunday
Oct 9, 2026
Friday
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Hiking & Walking
Couples, Friends & Solos
Italy's Amalfi Coast Hiking & Walking Tour
6 days
1-3
Premiere Hotels
$7,799/person
(+$2,200 for optional single occ.)
Available
Oct 4, 2026
Sunday
Oct 9, 2026
Friday
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Biking
Couples, Friends & Solos
Tuscany Wine Country Bike Tour
6 days
2-4
Premiere Hotels
$6,599/person
(+$2,300 for optional single occ.)
Available
Oct 4, 2026
Sunday
Oct 9, 2026
Friday
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Biking
Couples, Friends & Solos
Austrian Alps & Italy's Dolomites Bike Tour
6 days
2-4
Premiere Hotels*
$5,899/person
(+$1,400 for optional single occ.)
Available
Oct 4, 2026
Sunday
Oct 9, 2026
Friday
Our roots in Italy run deep. We’ve been hosting guests like you on active adventure tours in Tuscany, Cinque Terre and beyond for decades. In designing our Italy trips, we’ve hand-picked the best biking routes, hiking trails, and restaurants, pairing them with local experiences and surprising encounters. From Northern Italy's Dolomites to Sicily's sun-warmed southern coast, join us for an active Italy vacation with off-the-beaten-path discoveries, luxurious hotels and so much more. Benvenuto!
