8 Trips
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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
(+$900 for optional single occ.)
Solo Room Savings
Available
Jun 21, 2026
Sunday
Jun 26, 2026
Friday
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Multi-Adventure
Families with 20s & Beyond
Sicily Family Multi-Adventure Tour
6 days
2-4
Premiere & Deluxe Hotels
$5,999/person
(+$1,300 for optional single occ.)
Available
Jun 26, 2026
Friday
Jul 1, 2026
Wednesday
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Multi-Adventure
Families with Teens & 20s
Sicily Family Multi-Adventure Tour
6 days
2-4
Premiere & Deluxe Hotels
$6,199/person
(+$1,400 for optional single occ.)
Available
Jul 3, 2026
Friday
Jul 8, 2026
Wednesday
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Hiking & Walking
Couples, Friends & Solos
Sicily & the Aeolian Islands Hiking & Walking Tour
6 days
2-4
Premiere Hotels
$5,899/person
(+$900 for optional single occ.)
Solo Room Savings
Available
Jul 5, 2026
Sunday
Jul 10, 2026
Friday
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Multi-Adventure
Families with 20s & Beyond
Sicily Family Multi-Adventure Tour
6 days
2-4
Premiere & Deluxe Hotels
$6,099/person
(+$1,400 for optional single occ.)
Available
Jul 10, 2026
Friday
Jul 15, 2026
Wednesday
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Multi-Adventure
Families with Teens & 20s
Sicily Family Multi-Adventure Tour
6 days
2-4
Premiere & Deluxe Hotels
$5,899/person
(+$1,400 for optional single occ.)
Available
Aug 7, 2026
Friday
Aug 12, 2026
Wednesday
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Multi-Adventure
Families with 20s & Beyond
Sicily Family Multi-Adventure Tour
6 days
2-4
Premiere & Deluxe Hotels
$5,899/person
(+$1,400 for optional single occ.)
Available
Aug 14, 2026
Friday
Aug 19, 2026
Wednesday
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Biking
Couples, Friends & Solos
Sicily Bike Tour
6 days
2-5
Premiere Hotels
$6,299/person
(+$2,100 for optional single occ.)
Available
Aug 30, 2026
Sunday
Sep 4, 2026
Friday
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Hiking & Walking
Couples, Friends & Solos
Sicily Hiking & Walking Tour
6 days
2-4
Premiere Hotels
$6,899/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
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
2-5
Premiere Hotels
$6,299/person
(+$2,100 for optional single occ.)
Available
Sep 1, 2026
Tuesday
Sep 6, 2026
Sunday
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Biking
Couples, Friends & Solos
Sicily Bike Tour
6 days
2-5
Premiere Hotels
$6,299/person
(+$2,100 for optional single occ.)
Available
Sep 6, 2026
Sunday
Sep 11, 2026
Friday
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Hiking & Walking
Couples, Friends & Solos
Sicily Hiking & Walking Tour
6 days
2-4
Premiere Hotels
$6,599/person
(+$2,500 for optional single occ.)
Available
Sep 6, 2026
Sunday
Sep 11, 2026
Friday
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Hiking & Walking
Couples, Friends & Solos
Sicily & the Aeolian Islands Hiking & Walking Tour
6 days
2-4
Premiere Hotels
$5,899/person
(+$900 for optional single occ.)
Solo Room Savings
Available
Sep 6, 2026
Sunday
Sep 11, 2026
Friday
Log in to save!
Biking
Couples, Friends & Solos
Sicily Bike Tour
6 days
2-5
Premiere Hotels
$6,499/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
2-5
Premiere Hotels
$5,649/person
(+$1,100 for optional single occ.)
Available
Sep 13, 2026
Sunday
Sep 18, 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 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
1-2
Premiere Hotels
$5,499/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
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
2-5
Premiere Hotels
$6,299/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 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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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
Sicily Hiking & Walking Tour
6 days
2-4
Premiere Hotels
$6,399/person
(+$2,400 for optional single occ.)
Available
Sep 22, 2026
Tuesday
Sep 27, 2026
Sunday
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Biking
Couples, Friends & Solos
Sicily Bike Tour
6 days
2-5
Premiere Hotels
$5,699/person
(+$1,100 for optional single occ.)
Request to Book
Sep 27, 2026
Sunday
Oct 2, 2026
Friday
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Hiking & Walking
Couples, Friends & Solos
Sicily Hiking & Walking Tour
6 days
2-4
Premiere Hotels
$6,199/person
(+$1,700 for optional single occ.)
Available
Sep 27, 2026
Sunday
Oct 2, 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.
