Italy Active & Adventure Travel Tours
We’ve spent years walking, biking and sipping our way through Italy—this is the good stuff, dialed in.
8 Trips
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Biking
Couples, Friends & Solos
Sicily Bike Tour
6 days
2-5
Premiere Hotels
$5,499/person
(+$1,800 for optional single occ.)
Available
Apr 5, 2026
Sunday
Apr 10, 2026
Friday
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Biking
Couples, Friends & Solos
Sicily Bike Tour
6 days
2-5
Premiere Hotels
$5,499/person
(+$1,800 for optional single occ.)
Unplugged
Available
Apr 12, 2026
Sunday
Apr 17, 2026
Friday
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Hiking & Walking
Couples, Friends & Solos
Sicily Hiking & Walking Tour
6 days
2-4
Premiere Hotels
$5,799/person
(+$1,400 for optional single occ.)
Going fast! 3 spaces left
Apr 12, 2026
Sunday
Apr 17, 2026
Friday
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Biking
Couples, Friends & Solos
Sicily Bike Tour
6 days
2-5
Premiere Hotels
$5,499/person
(+$1,700 for optional single occ.)
Available
Apr 19, 2026
Sunday
Apr 24, 2026
Friday
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Hiking & Walking
Couples, Friends & Solos
Sicily Hiking & Walking Tour
6 days
2-4
Premiere Hotels
$5,799/person
(+$1,500 for optional single occ.)
Available
Apr 19, 2026
Sunday
Apr 24, 2026
Friday
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Biking
Couples, Friends & Solos
Sicily Bike Tour
6 days
2-5
Premiere Hotels
$5,499/person
(+$1,700 for optional single occ.)
Request to Book
Apr 26, 2026
Sunday
May 1, 2026
Friday
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Hiking & Walking
Couples, Friends & Solos
Sicily Hiking & Walking Tour
6 days
2-4
Premiere Hotels
$5,799/person
(+$1,600 for optional single occ.)
Available
Apr 26, 2026
Sunday
May 1, 2026
Friday
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Multi-Adventure
Couples, Friends & Solos
Sicily Multi-Adventure Tour
6 days
2-4
Premiere & Deluxe Hotels
$5,699/person
(+$1,200 for optional single occ.)
Available
May 1, 2026
Friday
May 6, 2026
Wednesday
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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.)
Available
May 3, 2026
Sunday
May 8, 2026
Friday
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Hiking & Walking
Couples, Friends & Solos
Sicily Hiking & Walking Tour
6 days
2-4
Premiere Hotels
$5,799/person
(+$1,600 for optional single occ.)
Request to Book
May 3, 2026
Sunday
May 8, 2026
Friday
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Hiking & Walking
Couples, Friends & Solos
Sicily & the Aeolian Islands Hiking & Walking Tour
6 days
2-4
Premiere Hotels
$5,399/person
(+$700 for optional single occ.)
Solo Room Savings
Available
May 3, 2026
Sunday
May 8, 2026
Friday
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Multi-Adventure
Couples, Friends & Solos
Sicily Multi-Adventure Tour
6 days
2-4
Premiere & Deluxe Hotels
$5,699/person
(+$1,200 for optional single occ.)
Available
May 8, 2026
Friday
May 13, 2026
Wednesday
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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.)
Available
May 10, 2026
Sunday
May 15, 2026
Friday
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Hiking & Walking
Couples, Friends & Solos
Sicily & the Aeolian Islands Hiking & Walking Tour
6 days
2-4
Premiere Hotels
$5,399/person
(+$700 for optional single occ.)
Solo Room Savings
Available
May 10, 2026
Sunday
May 15, 2026
Friday
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Multi-Adventure
Couples, Friends & Solos
Sicily Multi-Adventure Tour
6 days
2-4
Premiere & Deluxe Hotels
$5,699/person
(+$1,200 for optional single occ.)
Available
May 15, 2026
Friday
May 20, 2026
Wednesday
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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.)
Available
May 17, 2026
Sunday
May 22, 2026
Friday
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Hiking & Walking
Couples, Friends & Solos
Sicily & the Aeolian Islands Hiking & Walking Tour
6 days
2-4
Premiere Hotels
$5,399/person
(+$700 for optional single occ.)
Solo Room Savings
Available
May 17, 2026
Sunday
May 22, 2026
Friday
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Multi-Adventure
Couples, Friends & Solos
Sicily Multi-Adventure Tour
6 days
2-4
Premiere & Deluxe Hotels
$5,699/person
(+$1,200 for optional single occ.)
Request to Book
May 22, 2026
Friday
May 27, 2026
Wednesday
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Hiking & Walking
Couples, Friends & Solos
Sicily Hiking & Walking Tour
6 days
2-4
Premiere Hotels
$5,799/person
(+$2,300 for optional single occ.)
Request to Book
May 24, 2026
Sunday
May 29, 2026
Friday
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Hiking & Walking
Women's Adventures
Sicily & the Aeolian Islands Women's Hiking & Walking Tour
6 days
2-4
Premiere Hotels
$5,499/person
(+$1,000 for optional single occ.)
Available
May 24, 2026
Sunday
May 29, 2026
Friday
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Multi-Adventure
Families with 20s & Beyond
Sicily Family Multi-Adventure Tour
6 days
2-4
Premiere & Deluxe Hotels
$5,799/person
(+$1,300 for optional single occ.)
Available
May 29, 2026
Friday
Jun 3, 2026
Wednesday
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Hiking & Walking
Couples, Friends & Solos
Sicily Hiking & Walking Tour
6 days
2-4
Premiere Hotels
$5,799/person
(+$2,300 for optional single occ.)
Going fast! 4 spaces left
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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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
Sicily Bike Tour
6 days
2-5
Premiere Hotels
$5,499/person
(+$2,100 for optional single occ.)
Request to Book
Jun 7, 2026
Sunday
Jun 12, 2026
Friday
Italy Active & Adventure Travel Tours
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!