Sparkling seas and sun-warmed landscapes—we’re in love. Let these islands be the ones that let you get away.
67 Trips
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Multi-Adventure
30s & 40s
Santorini & Crete Multi-Adventure Tour
6 days
1-3
Premiere Hotels
$6,949/person
(+$1,950 for optional single occ.)
Available
May 19, 2026
Tuesday
May 24, 2026
Sunday
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Multi-Adventure
Couples, Friends & Solos
Croatia to Montenegro Easygoing Multi-Adventure Tour
6 days
1-2
Premiere Hotels
$6,349/person
(+$800 for optional single occ.)
Available
May 20, 2026
Wednesday
May 25, 2026
Monday
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Multi-Adventure
Families with 20s & Beyond
Croatia Family Multi-Adventure Tour
6 days
2-4
Casual Hotels*
$6,199/person
(+$1,000 for optional single occ.)
Request to Book
May 20, 2026
Wednesday
May 25, 2026
Monday
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Multi-Adventure
Couples, Friends & Solos
Croatia to Montenegro Multi-Adventure Tour
6 days
2-4
Premiere Hotels
$6,299/person
(+$1,000 for optional single occ.)
Request to Book
May 21, 2026
Thursday
May 26, 2026
Tuesday
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Multi-Adventure
Couples, Friends & Solos
Greece’s Peloponnese Multi-Adventure Tour
6 days
2-4
Premiere Hotels
$6,249/person
(+$1,500 for optional single occ.)
Available
May 21, 2026
Thursday
May 26, 2026
Tuesday
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Multi-Adventure
Families with 20s & Beyond
Santorini & Crete Family Multi-Adventure Tour
6 days
1-3
Premiere Hotels
$7,149/person
(+$1,900 for optional single occ.)
Available
May 21, 2026
Thursday
May 26, 2026
Tuesday
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Multi-Adventure
Families with Teens & 20s
Croatia Family Multi-Adventure Tour
6 days
2-4
Casual Hotels
$5,799/person
(+$1,100 for optional single occ.)
Available
May 22, 2026
Friday
May 27, 2026
Wednesday
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Multi-Adventure
Couples, Friends & Solos
Santorini & Crete Multi-Adventure Tour
6 days
1-3
Premiere Hotels
$6,899/person
(+$1,900 for optional single occ.)
Available
May 24, 2026
Sunday
May 29, 2026
Friday
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Biking
Couples, Friends & Solos
Croatia Bike Tour
6 days
2-4
Premiere & Casual Hotels
$6,999/person
(+$1,600 for optional single occ.)
Request to Book
May 24, 2026
Sunday
May 29, 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
$5,849/person
(+$1,100 for optional single occ.)
Available
May 24, 2026
Sunday
May 29, 2026
Friday
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Multi-Adventure
Couples, Friends & Solos
Sardinia & Corsica Multi-Adventure Tour
6 days
1-3
Premiere Hotels
$6,749/person
(+$1,500 for optional single occ.)
Available
May 24, 2026
Sunday
May 29, 2026
Friday
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Hiking & Walking
Couples, Friends & Solos
Portugal's Madeira Hiking & Walking Tour
6 days
2-4
Premiere Hotels
$5,949/person
(+$1,350 for optional single occ.)
Available
May 24, 2026
Sunday
May 29, 2026
Friday
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Hiking & Walking
Couples, Friends & Solos
Greece's Peloponnese Hiking & Walking Tour
6 days
2-4
Premiere Hotels
$6,099/person
(+$1,400 for optional single occ.)
Available
May 24, 2026
Sunday
May 29, 2026
Friday
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Biking
Couples, Friends & Solos
Spain's Mallorca & Menorca Bike Tour
6 days
1-4
Premiere Hotels
$6,599/person
(+$1,800 for optional single occ.)
Request to Book
May 24, 2026
Sunday
May 29, 2026
Friday
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Biking
Couples, Friends & Solos
Spain's Mallorca Bike Tour
6 days
2-5
Premiere Hotels
$6,899/person
(+$2,300 for optional single occ.)
Available
May 24, 2026
Sunday
May 29, 2026
Friday
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Hiking & Walking
Couples, Friends & Solos
Sicily Hiking & Walking Tour
6 days
2-4
Premiere Hotels
$6,699/person
(+$2,300 for optional single occ.)
Request to Book
May 24, 2026
Sunday
May 29, 2026
Friday
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Multi-Adventure
Couples, Friends & Solos
Croatia & Slovenia Multi-Adventure Tour
6 days
2-4
Premiere & Casual Hotels
$5,949/person
(+$1,100 for optional single occ.)
Available
May 24, 2026
Sunday
May 29, 2026
Friday
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Multi-Adventure
30s & 40s
Sardinia & Corsica Multi-Adventure Tour
6 days
1-3
Casual & Deluxe Hotels
$4,799/person
(+$800 for optional single occ.)
Available
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
Couples, Friends & Solos
Croatia Multi-Adventure Tour
6 days
2-4
Casual Hotels*
$6,099/person
(+$1,100 for optional single occ.)
Request to Book
May 25, 2026
Monday
May 30, 2026
Saturday
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Biking
Couples, Friends & Solos
Croatia Bike Tour
6 days
2-4
Casual Hotels
$5,899/person
(+$700 for optional single occ.)
Going fast! 6 spaces left
May 26, 2026
Tuesday
May 31, 2026
Sunday
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Biking
Couples, Friends & Solos
Croatia & Slovenia's Alps Bike Tour
6 days
2-4
Premiere & Casual Hotels
$6,349/person
(+$1,300 for optional single occ.)
Available
May 26, 2026
Tuesday
May 31, 2026
Sunday
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Multi-Adventure
Couples, Friends & Solos
Santorini & Crete Multi-Adventure Tour
6 days
1-3
Premiere Hotels
$6,799/person
(+$1,950 for optional single occ.)
Available
May 26, 2026
Tuesday
May 31, 2026
Sunday
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Biking
Couples, Friends & Solos
Croatia Bike Tour
6 days
2-4
Premiere & Casual Hotels
$6,899/person
(+$1,500 for optional single occ.)
Request to Book
May 26, 2026
Tuesday
May 31, 2026
Sunday
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Biking
Couples, Friends & Solos
Italy's Sardinia Bike Tour
6 days
2-5
Premiere & Deluxe Hotels
$6,299/person
(+$1,400 for optional single occ.)
Available
May 26, 2026
Tuesday
May 31, 2026
Sunday