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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Multi-Adventure
Couples, Friends & Solos
Dolomites Multi-Adventure Tour
6 days
2-4
Premiere Hotels
$6,599/person
(+$1,450 for optional single occ.)
Available
Sep 20, 2026
Sunday
Sep 25, 2026
Friday
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Biking
Couples, Friends & Solos
Puglia's Salento to Matera Bike Tour
6 days
1-4
Premiere Hotels
$6,199/person
(+$1,350 for optional single occ.)
Available
Sep 20, 2026
Sunday
Sep 25, 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
(+$1,200 for optional single occ.)
Available
Sep 20, 2026
Sunday
Sep 25, 2026
Friday
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Hiking & Walking
Couples, Friends & Solos
Dolomites Hiking & Walking Tour
6 days
2-4
Premiere Hotels
$6,449/person
(+$1,700 for optional single occ.)
Going fast! 6 spaces left
Sep 20, 2026
Sunday
Sep 25, 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
$6,999/person
(+$2,350 for optional single occ.)
Available
Sep 20, 2026
Sunday
Sep 25, 2026
Friday
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Biking
Couples, Friends & Solos
Italy's Piedmont Bike Tour
6 days
2-4
Premiere Hotels
$5,899/person
(+$1,700 for optional single occ.)
Available
Sep 20, 2026
Sunday
Sep 25, 2026
Friday
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Biking
Couples, Friends & Solos
Tuscany Bike Tour
6 days
2-5
Casual & Deluxe Hotels
$4,299/person
(+$750 for optional single occ.)
Available
Sep 20, 2026
Sunday
Sep 25, 2026
Friday
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Hiking & Walking
Couples, Friends & Solos
Tuscany Active Culinary Hiking & Walking Tour
6 days
1-3
Casual & Deluxe Hotels
$4,699/person
(+$850 for optional single occ.)
Available
Sep 20, 2026
Sunday
Sep 25, 2026
Friday
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Hiking & Walking
Couples, Friends & Solos
Sicily Hiking & Walking Tour
6 days
2-4
Premiere Hotels
$6,399/person
(+$2,500 for optional single occ.)
Available
Sep 20, 2026
Sunday
Sep 25, 2026
Friday
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Multi-Adventure
Couples, Friends & Solos
Sardinia & Corsica Multi-Adventure Tour
6 days
1-3
Premiere Hotels
$6,699/person
(+$1,400 for optional single occ.)
Available
Sep 20, 2026
Sunday
Sep 25, 2026
Friday
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Biking
Couples, Friends & Solos
Puglia to Basilicata Bike Tour
6 days
2-4
Deluxe Hotels*
$4,899/person
(+$1,200 for optional single occ.)
Available
Sep 20, 2026
Sunday
Sep 25, 2026
Friday
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Biking
Couples, Friends & Solos
Italy's Sardinia Bike Tour
6 days
2-5
Premiere & Deluxe Hotels
$5,799/person
(+$1,200 for optional single occ.)
Available
Sep 20, 2026
Sunday
Sep 25, 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
$4,549/person
(+$750 for optional single occ.)
Available
Sep 20, 2026
Sunday
Sep 25, 2026
Friday
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Hiking & Walking
Couples, Friends & Solos
Italy & Slovenia Hiking & Walking Tour
6 days
2-4
Casual Hotels
$4,699/person
(+$800 for optional single occ.)
Available
Sep 20, 2026
Sunday
Sep 25, 2026
Friday
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Hiking & Walking
Couples, Friends & Solos
Sicily & the Aeolian Islands Hiking & Walking Tour
6 days
2-4
Premiere Hotels
$5,499/person
(+$700 for optional single occ.)
Solo Room Savings
Available
Sep 20, 2026
Sunday
Sep 25, 2026
Friday
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Hiking & Walking
Couples, Friends & Solos
Italy's Amalfi Coast Hiking & Walking Tour
6 days
1-3
Premiere Hotels
$8,249/person
(+$2,400 for optional single occ.)
Available
Sep 20, 2026
Sunday
Sep 25, 2026
Friday
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Biking
Couples, Friends & Solos
Tuscany Wine Country Bike Tour
6 days
2-4
Premiere Hotels
$7,249/person
(+$2,300 for optional single occ.)
Available
Sep 20, 2026
Sunday
Sep 25, 2026
Friday
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Biking
Couples, Friends & Solos
Austrian Alps & Italy's Dolomites Bike Tour
6 days
2-4
Premiere Hotels*
$6,399/person
(+$1,400 for optional single occ.)
Going fast! 7 spaces left
Sep 20, 2026
Sunday
Sep 25, 2026
Friday
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Hiking & Walking
Couples, Friends & Solos
Dolomites Lodge-to-Lodge Hiking Tour
6 days
3-5
Premiere Hotels
$6,249/person
(+$1,100 for optional single occ.)
Available
Sep 20, 2026
Sunday
Sep 25, 2026
Friday
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Multi-Adventure
30s & 40s
Sardinia & Corsica Multi-Adventure Tour
6 days
1-3
Casual & Deluxe Hotels
$5,099/person
(+$1,150 for optional single occ.)
Available
Sep 20, 2026
Sunday
Sep 25, 2026
Friday
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Biking
Couples, Friends & Solos
Dolomites Bike Tour
6 days
1-4
Premiere & Deluxe Hotels
$5,899/person
(+$1,600 for optional single occ.)
Available
Sep 21, 2026
Monday
Sep 26, 2026
Saturday
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Multi-Adventure
Couples, Friends & Solos
Sardinia & Corsica Multi-Adventure Tour
6 days
1-3
Premiere Hotels
$6,849/person
(+$1,800 for optional single occ.)
Available
Sep 21, 2026
Monday
Sep 26, 2026
Saturday
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Multi-Adventure
Couples, Friends & Solos
Dolomites to Lake Garda Multi-Adventure
6 days
2-4
Premiere Hotels
$6,749/person
(+$1,750 for optional single occ.)
Available
Sep 21, 2026
Monday
Sep 26, 2026
Saturday
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Hiking & Walking
Couples, Friends & Solos
Dolomites Hut-to-Hut Hiking Tour
6 days
3-5
Casual Hotels
$4,799/person
(+$1,200 for optional single occ.)
Available
Sep 21, 2026
Monday
Sep 26, 2026
Saturday
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Hiking & Walking
Couples, Friends & Solos
Brenta Dolomites Home Base Hiking & Walking Tour
5 days
2-4
Premiere Hotels
$5,599/person
(+$1,700 for optional single occ.)
Available
Sep 21, 2026
Monday
Sep 25, 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!
