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Biking
Couples, Friends & Solos
Tuscany Wine Country Bike Tour
6 days
2-4
Premiere Hotels
$6,599/person
(+$2,500 for optional single occ.)
Available
May 31, 2026
Sunday
Jun 5, 2026
Friday
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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Biking
Couples, Friends & Solos
Tuscany Wine Country Bike Tour
6 days
2-4
Premiere Hotels
$6,599/person
(+$2,500 for optional single occ.)
Available
May 31, 2026
Sunday
Jun 5, 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
(+$1,250 for optional single occ.)
Available
May 31, 2026
Sunday
Jun 5, 2026
Friday
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Biking
Families with Teens & 20s
Tuscany Family Bike Tour
6 days
2-5
Casual & Deluxe Hotels
$4,299/person
(+$750 for optional single occ.)
Available
May 31, 2026
Sunday
Jun 5, 2026
Friday
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Hiking & Walking
Couples, Friends & Solos
Puglia Home Base Hiking & Walking Tour
5 days
1-3
Premiere Hotels
$5,099/person
(+$1,800 for optional single occ.)
Available
May 31, 2026
Sunday
Jun 4, 2026
Thursday
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Hiking & Walking
Women's Adventures
Italy's Amalfi Coast Women's Hiking & Walking Tour
6 days
2-4
Casual Hotels
$5,199/person
(+$1,200 for optional single occ.)
Available
May 31, 2026
Sunday
Jun 5, 2026
Friday
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Hiking & Walking
Couples, Friends & Solos
Sicily & the Aeolian Islands Easygoing Walking Tour
6 days
1-2
Premiere Hotels
$5,499/person
(+$1,150 for optional single occ.)
Available
May 31, 2026
Sunday
Jun 5, 2026
Friday
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Biking
Couples, Friends & Solos
Puglia & Basilicata Easygoing E-bike Tour
6 days
1-3
Premiere Hotels
$5,899/person
(+$2,350 for optional single occ.)
Available
Jun 1, 2026
Monday
Jun 6, 2026
Saturday
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Multi-Adventure
Families with Teens & 20s
Sardinia & Corsica Family Multi-Adventure Tour
6 days
1-3
Premiere Hotels
$6,799/person
(+$2,300 for optional single occ.)
Available
Jun 1, 2026
Monday
Jun 6, 2026
Saturday
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Biking
Couples, Friends & Solos
Dolomites Bike Tour
6 days
1-4
Premiere & Deluxe Hotels
$5,799/person
(+$1,400 for optional single occ.)
Available
Jun 2, 2026
Tuesday
Jun 7, 2026
Sunday
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Hiking & Walking
Couples, Friends & Solos
Italy's Amalfi Coast Hiking & Walking Tour
6 days
2-4
Casual Hotels
$5,299/person
(+$1,000 for optional single occ.)
Available
Jun 2, 2026
Tuesday
Jun 7, 2026
Sunday
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Multi-Adventure
Couples, Friends & Solos
Sardinia & Corsica Multi-Adventure Tour
6 days
1-3
Premiere Hotels
$6,299/person
(+$1,900 for optional single occ.)
Available
Jun 2, 2026
Tuesday
Jun 7, 2026
Sunday
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Biking
Families with 20s & Beyond
Puglia to Basilicata Family Bike Tour
6 days
2-4
Casual & Deluxe Hotels
$4,799/person
(+$950 for optional single occ.)
Available
Jun 2, 2026
Tuesday
Jun 7, 2026
Sunday
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Hiking & Walking
Couples, Friends & Solos
Cinque Terre & Tuscany Hiking & Walking Tour
6 days
2-4
Casual Hotels
$4,499/person
(+$1,100 for optional single occ.)
Available
Jun 4, 2026
Thursday
Jun 9, 2026
Tuesday
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Biking
Couples, Friends & Solos
Dolomites Bike Tour
6 days
1-4
Premiere & Deluxe Hotels
$5,799/person
(+$1,400 for optional single occ.)
Available
Jun 4, 2026
Thursday
Jun 9, 2026
Tuesday
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Hiking & Walking
Couples, Friends & Solos
Dolomites to Lake Garda Hiking & Walking Tour
6 days
2-4
Premiere Hotels
$5,899/person
(+$1,600 for optional single occ.)
Available
Jun 4, 2026
Thursday
Jun 9, 2026
Tuesday
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Multi-Adventure
Families with 20s & Beyond
Bavaria, Tyrolean Alps & the Dolomites Family Multi-Adventure Tour
6 days
2-4
Premiere Hotels
$6,099/person
(+$1,650 for optional single occ.)
Available
Jun 4, 2026
Thursday
Jun 9, 2026
Tuesday
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Biking
Couples, Friends & Solos
Puglia's Salento to Matera Bike Tour
6 days
1-4
Premiere Hotels
$5,799/person
(+$1,400 for optional single occ.)
Available
Jun 5, 2026
Friday
Jun 10, 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
(+$1,850 for optional single occ.)
Going fast! 7 spaces left
Jun 5, 2026
Friday
Jun 10, 2026
Wednesday
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Biking
Couples, Friends & Solos
Austrian Alps & Italy's Dolomites Bike Tour
6 days
2-4
Premiere Hotels
$5,899/person
(+$1,450 for optional single occ.)
Available
Jun 5, 2026
Friday
Jun 10, 2026
Wednesday
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Multi-Adventure
Couples, Friends & Solos
Sicily Multi-Adventure Tour
6 days
2-4
Premiere & Deluxe Hotels
$5,699/person
(+$1,300 for optional single occ.)
Available
Jun 5, 2026
Friday
Jun 10, 2026
Wednesday
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Biking
Couples, Friends & Solos
Dolomites Bike Tour
6 days
1-4
Premiere & Deluxe Hotels
$5,799/person
(+$1,400 for optional single occ.)
Available
Jun 7, 2026
Sunday
Jun 12, 2026
Friday
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Biking
Couples, Friends & Solos
Sicily Bike Tour
6 days
2-5
Premiere Hotels
$5,499/person
(+$2,100 for optional single occ.)
Going fast! 6 spaces left
Jun 7, 2026
Sunday
Jun 12, 2026
Friday
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Multi-Adventure
Couples, Friends & Solos
Dolomites Multi-Adventure Tour
6 days
2-4
Premiere Hotels
$6,299/person
(+$1,350 for optional single occ.)
Going fast! 1 space left
Jun 7, 2026
Sunday
Jun 12, 2026
Friday
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Biking
Couples, Friends & Solos
Puglia's Salento to Matera Bike Tour
6 days
1-4
Premiere Hotels
$5,799/person
(+$1,100 for optional single occ.)
Solo Room Savings
Available
Jun 7, 2026
Sunday
Jun 12, 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
(+$2,550 for optional single occ.)
Available
Jun 7, 2026
Sunday
Jun 12, 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!