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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Hiking & Walking
Couples, Friends & Solos
Portugal's Azores Hiking & Walking Tour
6 days
2-4
Casual & Deluxe Hotels
$4,499/person
(+$650 for optional single occ.)
Available
Oct 13, 2026
Tuesday
Oct 18, 2026
Sunday
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Hiking & Walking
Couples, Friends & Solos
Croatia Easygoing Walking Tour
6 days
1-2
Premiere & Casual Hotels
$5,299/person
(+$700 for optional single occ.)
Available
Oct 13, 2026
Tuesday
Oct 18, 2026
Sunday
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Multi-Adventure
Couples, Friends & Solos
Croatia Multi-Adventure Tour
6 days
2-4
Casual Hotels*
$5,299/person
(+$1,100 for optional single occ.)
Available
Oct 14, 2026
Wednesday
Oct 19, 2026
Monday
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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 14, 2026
Wednesday
Oct 19, 2026
Monday
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Biking
Couples, Friends & Solos
Croatia Bike Tour
6 days
2-4
Premiere & Casual Hotels
$5,999/person
(+$1,100 for optional single occ.)
Available
Oct 15, 2026
Thursday
Oct 20, 2026
Tuesday
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Hiking & Walking
Couples, Friends & Solos
Croatia Hiking & Walking Tour
6 days
2-4
Premiere Hotels
$5,199/person
(+$650 for optional single occ.)
Available
Oct 15, 2026
Thursday
Oct 20, 2026
Tuesday
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Multi-Adventure
Couples, Friends & Solos
Greece’s Peloponnese Multi-Adventure Tour
6 days
2-4
Premiere Hotels
$6,199/person
(+$1,400 for optional single occ.)
Available
Oct 15, 2026
Thursday
Oct 20, 2026
Tuesday
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Multi-Adventure
Couples, Friends & Solos
Croatia Multi-Adventure Tour
6 days
2-4
Casual Hotels*
$5,099/person
(+$1,100 for optional single occ.)
Available
Oct 16, 2026
Friday
Oct 21, 2026
Wednesday
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Biking
Couples, Friends & Solos
Croatia Bike Tour
6 days
2-4
Premiere & Casual Hotels
$5,799/person
(+$850 for optional single occ.)
Available
Oct 16, 2026
Friday
Oct 21, 2026
Wednesday
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Biking
Couples, Friends & Solos
Croatia Bike Tour
6 days
2-4
Casual Hotels
$5,299/person
(+$650 for optional single occ.)
Available
Oct 17, 2026
Saturday
Oct 22, 2026
Thursday
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Multi-Adventure
Couples, Friends & Solos
Croatia to Montenegro Multi-Adventure Tour
6 days
2-4
Premiere Hotels
$5,899/person
(+$1,000 for optional single occ.)
Available
Oct 17, 2026
Saturday
Oct 22, 2026
Thursday
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Multi-Adventure
Couples, Friends & Solos
Portugal's Azores Multi-Adventure Tour
6 days
1-3
Casual & Deluxe Hotels
$5,149/person
(+$900 for optional single occ.)
Available
Oct 18, 2026
Sunday
Oct 23, 2026
Friday
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Hiking & Walking
Couples, Friends & Solos
Portugal's Madeira Hiking & Walking Tour
6 days
2-4
Premiere Hotels
$5,499/person
(+$1,350 for optional single occ.)
Available
Oct 18, 2026
Sunday
Oct 23, 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 18, 2026
Sunday
Oct 23, 2026
Friday
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Biking
Couples, Friends & Solos
Sicily Bike Tour
6 days
2-5
Premiere Hotels
$5,999/person
(+$1,700 for optional single occ.)
Available
Oct 18, 2026
Sunday
Oct 23, 2026
Friday
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Biking
Couples, Friends & Solos
Spain's Mallorca Bike Tour
6 days
2-5
Premiere Hotels
$6,849/person
(+$1,900 for optional single occ.)
Available
Oct 18, 2026
Sunday
Oct 23, 2026
Friday
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Hiking & Walking
Couples, Friends & Solos
Sicily Hiking & Walking Tour
6 days
2-4
Premiere Hotels
$5,999/person
(+$1,600 for optional single occ.)
Available
Oct 18, 2026
Sunday
Oct 23, 2026
Friday
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Biking
Couples, Friends & Solos
Cyprus Bike Tour
6 days
2-5
Deluxe & Premiere Hotels
$5,099/person
(+$1,100 for optional single occ.)
Available
Oct 18, 2026
Sunday
Oct 23, 2026
Friday
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Hiking & Walking
Couples, Friends & Solos
Spain's Mallorca & Menorca Hiking & Walking Tour
6 days
2-4
Premiere Hotels
$6,249/person
(+$1,900 for optional single occ.)
Available
Oct 18, 2026
Sunday
Oct 23, 2026
Friday
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Biking
Couples, Friends & Solos
Spain's Mallorca Easygoing E-bike Tour
6 days
1-3
Premiere Hotels
$6,399/person
(+$1,750 for optional single occ.)
Available
Oct 18, 2026
Sunday
Oct 23, 2026
Friday
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Hiking & Walking
Women's Adventures
Greece's Peloponnese Women's Hiking & Walking Tour
6 days
2-4
Premiere Hotels
$6,099/person
(+$1,300 for optional single occ.)
Available
Oct 18, 2026
Sunday
Oct 23, 2026
Friday
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Multi-Adventure
Couples, Friends & Solos
Croatia Multi-Adventure Tour
6 days
2-4
Casual Hotels*
$5,499/person
(+$1,100 for optional single occ.)
Available
Oct 19, 2026
Monday
Oct 24, 2026
Saturday
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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 20, 2026
Tuesday
Oct 25, 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 20, 2026
Tuesday
Oct 25, 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 20, 2026
Tuesday
Oct 25, 2026
Sunday