Sparkling seas and sun-warmed landscapes—we’re in love. Let these islands be the ones that let you get away.
66 Trips
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Biking
Couples, Friends & Solos
Spain's Mallorca Bike Tour
6 days
2-5
Premiere Hotels
$6,299/person
(+$1,800 for optional single occ.)
Available
Oct 20, 2026
Tuesday
Oct 25, 2026
Sunday
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Multi-Adventure
Couples, Friends & Solos
Spain's Mallorca Multi-Adventure Tour
6 days
1-3
Premiere Hotels
$6,849/person
(+$1,500 for optional single occ.)
Solo Room Savings
Available
Oct 20, 2026
Tuesday
Oct 25, 2026
Sunday
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Hiking & Walking
Women's Adventures
Portugal's Azores Women's Hiking & Walking Tour
6 days
2-4
Casual & Deluxe Hotels
$4,499/person
(+$650 for optional single occ.)
Available
Oct 20, 2026
Tuesday
Oct 25, 2026
Sunday
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Hiking & Walking
Couples, Friends & Solos
Greece's Peloponnese Hiking & Walking Tour
6 days
2-4
Premiere Hotels
$5,999/person
(+$1,400 for optional single occ.)
Available
Oct 21, 2026
Wednesday
Oct 26, 2026
Monday
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Multi-Adventure
Couples, Friends & Solos
Greece’s Peloponnese Easygoing Multi-Adventure Tour
6 days
1-2
Premiere Hotels
$5,999/person
(+$1,550 for optional single occ.)
Available
Oct 22, 2026
Thursday
Oct 27, 2026
Tuesday
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Multi-Adventure
Couples, Friends & Solos
Sicily Multi-Adventure Tour
6 days
2-4
Premiere & Deluxe Hotels
$6,099/person
(+$1,200 for optional single occ.)
Available
Oct 23, 2026
Friday
Oct 28, 2026
Wednesday
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Multi-Adventure
Couples, Friends & Solos
Portugal's Azores Multi-Adventure Tour
6 days
1-3
Casual & Deluxe Hotels
$4,999/person
(+$900 for optional single occ.)
Available
Oct 25, 2026
Sunday
Oct 30, 2026
Friday
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Multi-Adventure
Couples, Friends & Solos
Spain's Canary Islands Multi-Adventure Tour
6 days
1-4
Premiere & Deluxe Hotels
$6,149/person
(+$1,100 for optional single occ.)
Available
Oct 25, 2026
Sunday
Oct 30, 2026
Friday
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Biking
Couples, Friends & Solos
Spain's Mallorca & Menorca Bike Tour
6 days
1-4
Premiere Hotels
$6,049/person
(+$1,700 for optional single occ.)
Available
Oct 25, 2026
Sunday
Oct 30, 2026
Friday
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Biking
Couples, Friends & Solos
Sicily Bike Tour
6 days
2-5
Premiere Hotels
$5,899/person
(+$1,700 for optional single occ.)
Available
Oct 25, 2026
Sunday
Oct 30, 2026
Friday
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Biking
Couples, Friends & Solos
Spain's Mallorca Bike Tour
6 days
2-5
Premiere Hotels
$6,499/person
(+$1,900 for optional single occ.)
Unplugged
Available
Oct 25, 2026
Sunday
Oct 30, 2026
Friday
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Biking
Couples, Friends & Solos
Cyprus Bike Tour
6 days
2-5
Deluxe & Premiere Hotels
$5,149/person
(+$1,100 for optional single occ.)
Available
Oct 25, 2026
Sunday
Oct 30, 2026
Friday
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Biking
Couples, Friends & Solos
Spain's Mallorca & Menorca Bike Tour
6 days
1-4
Premiere Hotels
$5,949/person
(+$1,600 for optional single occ.)
Available
Oct 27, 2026
Tuesday
Nov 1, 2026
Sunday
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Biking
Couples, Friends & Solos
Sicily Bike Tour
6 days
2-5
Premiere Hotels
$5,899/person
(+$1,700 for optional single occ.)
Available
Oct 27, 2026
Tuesday
Nov 1, 2026
Sunday
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Biking
Couples, Friends & Solos
Spain's Mallorca Bike Tour
6 days
2-5
Premiere Hotels
$6,299/person
(+$1,800 for optional single occ.)
Available
Oct 27, 2026
Tuesday
Nov 1, 2026
Sunday
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Hiking & Walking
Couples, Friends & Solos
Portugal's Azores Hiking & Walking Tour
6 days
2-4
Casual & Deluxe Hotels
$4,399/person
(+$600 for optional single occ.)
Available
Oct 27, 2026
Tuesday
Nov 1, 2026
Sunday
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Multi-Adventure
Couples, Friends & Solos
Greece’s Peloponnese Multi-Adventure Tour
6 days
2-4
Premiere Hotels
$5,799/person
(+$1,400 for optional single occ.)
Available
Oct 29, 2026
Thursday
Nov 3, 2026
Tuesday
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Multi-Adventure
Couples, Friends & Solos
Portugal's Azores Multi-Adventure Tour
6 days
1-3
Casual & Deluxe Hotels
$4,899/person
(+$700 for optional single occ.)
Available
Nov 1, 2026
Sunday
Nov 6, 2026
Friday
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Multi-Adventure
Couples, Friends & Solos
Spain's Canary Islands Multi-Adventure Tour
6 days
1-4
Premiere & Deluxe Hotels
$6,049/person
(+$1,300 for optional single occ.)
Available
Nov 1, 2026
Sunday
Nov 6, 2026
Friday
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Biking
Couples, Friends & Solos
Spain's Mallorca & Menorca Bike Tour
6 days
1-4
Premiere Hotels
$5,549/person
(+$1,100 for optional single occ.)
Available
Nov 1, 2026
Sunday
Nov 6, 2026
Friday
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Hiking & Walking
Women's Adventures
Portugal's Madeira Women's Hiking & Walking Tour
6 days
2-4
Premiere Hotels
$5,399/person
(+$1,250 for optional single occ.)
Available
Nov 1, 2026
Sunday
Nov 6, 2026
Friday
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Biking
Couples, Friends & Solos
Spain's Mallorca & Menorca Bike Tour
6 days
1-4
Premiere Hotels
$5,649/person
(+$1,300 for optional single occ.)
Available
Nov 3, 2026
Tuesday
Nov 8, 2026
Sunday
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Hiking & Walking
Couples, Friends & Solos
Portugal's Azores Hiking & Walking Tour
6 days
2-4
Casual & Deluxe Hotels
$4,499/person
(+$600 for optional single occ.)
Available
Nov 3, 2026
Tuesday
Nov 8, 2026
Sunday
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Hiking & Walking
Couples, Friends & Solos
Portugal's Madeira Hiking & Walking Tour
6 days
2-4
Premiere Hotels
$5,399/person
(+$1,250 for optional single occ.)
Available
Nov 8, 2026
Sunday
Nov 13, 2026
Friday
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Multi-Adventure
Couples, Friends & Solos
Spain's Canary Islands Multi-Adventure Tour
6 days
1-4
Premiere & Deluxe Hotels
$6,149/person
(+$1,300 for optional single occ.)
Available
Nov 15, 2026
Sunday
Nov 20, 2026
Friday