8 Trips
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Multi-Adventure
Couples, Friends & Solos
Sicily Multi-Adventure Tour
6 days
Levels 2-4
Premiere Hotels
$5,899/person
(+$1,400 for optional single occ.)
Available
Aug 14, 2026
Friday
Aug 19, 2026
Wednesday
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Hiking & Walking
Couples, Friends & Solos
Sicily Hiking & Walking Tour
6 days
Levels 2-4
Premiere Hotels
$6,799/person
(+$2,900 for optional single occ.)
Available
Aug 30, 2026
Sunday
Sep 4, 2026
Friday
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Hiking & Walking
Women's Adventures
Sicily & the Aeolian Islands Women's Hiking & Walking Tour
6 days
Levels 2-4
Premiere Hotels
$5,699/person
(+$1,200 for optional single occ.)
Available
Aug 30, 2026
Sunday
Sep 4, 2026
Friday
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Biking
Couples, Friends & Solos
Sicily Bike Tour
6 days
Levels 2-5
Premiere Hotels
$6,399/person
(+$2,100 for optional single occ.)
Available
Sep 1, 2026
Tuesday
Sep 6, 2026
Sunday
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Hiking & Walking
Couples, Friends & Solos
Sicily & the Aeolian Islands Hiking & Walking Tour
6 days
Levels 2-4
Premiere Hotels
$6,049/person
(+$900 for optional single occ.)
Solo Room Savings
Available
Sep 6, 2026
Sunday
Sep 11, 2026
Friday
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Hiking & Walking
Couples, Friends & Solos
Sicily Hiking & Walking Tour
6 days
Levels 2-4
Premiere Hotels
$6,849/person
(+$2,500 for optional single occ.)
Going fast! 5 spaces left
Sep 6, 2026
Sunday
Sep 11, 2026
Friday
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Biking
Couples, Friends & Solos
Sicily Bike Tour
6 days
Levels 2-5
Premiere Hotels
$6,599/person
(+$2,100 for optional single occ.)
Unplugged
Available
Sep 8, 2026
Tuesday
Sep 13, 2026
Sunday
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Biking
Couples, Friends & Solos
Sicily Bike Tour
6 days
Levels 2-5
Premiere Hotels
$5,699/person
(+$1,100 for optional single occ.)
Request to Book
Sep 13, 2026
Sunday
Sep 18, 2026
Friday
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Hiking & Walking
Couples, Friends & Solos
Sicily Hiking & Walking Tour
6 days
Levels 2-4
Premiere Hotels
$6,599/person
(+$2,500 for optional single occ.)
Available
Sep 13, 2026
Sunday
Sep 18, 2026
Friday
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Hiking & Walking
Couples, Friends & Solos
Sicily & the Aeolian Islands Easygoing Walking Tour
6 days
Levels 1-2
Premiere Hotels
$5,599/person
(+$1,100 for optional single occ.)
Available
Sep 13, 2026
Sunday
Sep 18, 2026
Friday
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Biking
Couples, Friends & Solos
Sicily Bike Tour
6 days
Levels 2-5
Premiere Hotels
$6,199/person
(+$2,100 for optional single occ.)
Available
Sep 15, 2026
Tuesday
Sep 20, 2026
Sunday
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Biking
Couples, Friends & Solos
Sicily Bike Tour
6 days
Levels 2-5
Premiere Hotels
$6,799/person
(+$2,100 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
Levels 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
Sicily Hiking & Walking Tour
6 days
Levels 2-4
Premiere Hotels
$6,699/person
(+$2,500 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
Levels 2-4
Premiere Hotels
$6,499/person
(+$2,400 for optional single occ.)
Available
Sep 22, 2026
Tuesday
Sep 27, 2026
Sunday
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Hiking & Walking
Couples, Friends & Solos
Sicily & the Aeolian Islands Hiking & Walking Tour
6 days
Levels 2-4
Premiere Hotels
$5,749/person
(+$700 for optional single occ.)
Solo Room Savings
Available
Sep 27, 2026
Sunday
Oct 2, 2026
Friday
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Hiking & Walking
Couples, Friends & Solos
Sicily Hiking & Walking Tour
6 days
Levels 2-4
Premiere Hotels
$6,299/person
(+$1,700 for optional single occ.)
Available
Sep 27, 2026
Sunday
Oct 2, 2026
Friday
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Biking
Couples, Friends & Solos
Sicily Bike Tour
6 days
Levels 2-5
Premiere Hotels
$6,599/person
(+$2,100 for optional single occ.)
Going fast! 4 spaces left
Sep 29, 2026
Tuesday
Oct 4, 2026
Sunday
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Hiking & Walking
Couples, Friends & Solos
Sicily Hiking & Walking Tour
6 days
Levels 2-4
Premiere Hotels
$6,299/person
(+$1,700 for optional single occ.)
Available
Sep 29, 2026
Tuesday
Oct 4, 2026
Sunday
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Biking
Couples, Friends & Solos
Sicily Bike Tour
6 days
Levels 2-5
Premiere Hotels
$6,349/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
Sicily Hiking & Walking Tour
6 days
Levels 2-4
Premiere Hotels
$6,349/person
(+$1,700 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
Levels 2-5
Premiere Hotels
$5,999/person
(+$1,700 for optional single occ.)
Available
Oct 6, 2026
Tuesday
Oct 11, 2026
Sunday
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Hiking & Walking
Couples, Friends & Solos
Sicily Hiking & Walking Tour
6 days
Levels 2-4
Premiere Hotels
$6,099/person
(+$1,700 for optional single occ.)
Available
Oct 6, 2026
Tuesday
Oct 11, 2026
Sunday
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Biking
Couples, Friends & Solos
Sicily Bike Tour
6 days
Levels 2-5
Premiere Hotels
$6,099/person
(+$1,700 for optional single occ.)
Available
Oct 11, 2026
Sunday
Oct 16, 2026
Friday
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Hiking & Walking
Couples, Friends & Solos
Sicily Hiking & Walking Tour
6 days
Levels 2-4
Premiere Hotels
$6,099/person
(+$1,600 for optional single occ.)
Available
Oct 11, 2026
Sunday
Oct 16, 2026
Friday
You’ll find surprises at every turn in Sicily, a place that feels both instantly accessible and adventurously off the beaten path. View artistic and architectural monuments from every century. Savor seafood that forever raises the bar. Sip bold red Nero d’Avola and admire vibrant local ceramics. Whether you’re rediscovering family roots or simply satisfying a lifelong curiosity, you’ll be richly rewarded in Sicily.
