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Hiking & Walking
Couples, Friends & Solos
Portugal's Madeira Hiking & Walking Tour
6 days
Levels 2-4
Premiere Hotels
$5,799/person
(+$1,700 for optional single occ.)
Available
Dec 22, 2026
Tuesday
Dec 27, 2026
Sunday
We’ve mapped Portugal from misty peaks to seaside trails—this is the quiet beauty most people never reach.
33 Trips
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Hiking & Walking
Couples, Friends & Solos
Portugal's Madeira Hiking & Walking Tour
6 days
Levels 2-4
Premiere Hotels
$5,299/person
(+$1,500 for optional single occ.)
Available
Mar 7, 2027
Sunday
Mar 12, 2027
Friday
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Hiking & Walking
Women's Adventures
Portugal's Madeira Women's Hiking & Walking Tour
6 days
Levels 2-4
Premiere Hotels
$5,299/person
(+$1,500 for optional single occ.)
Available
Mar 14, 2027
Sunday
Mar 19, 2027
Friday
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Hiking & Walking
Couples, Friends & Solos
Portugal's Madeira Hiking & Walking Tour
6 days
Levels 2-4
Premiere Hotels
$5,299/person
(+$1,500 for optional single occ.)
Available
Mar 21, 2027
Sunday
Mar 26, 2027
Friday
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Hiking & Walking
Couples, Friends & Solos
Portugal's Madeira Hiking & Walking Tour
6 days
Levels 2-4
Premiere Hotels
$5,399/person
(+$1,500 for optional single occ.)
Available
Mar 28, 2027
Sunday
Apr 2, 2027
Friday
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Hiking & Walking
Couples, Friends & Solos
Portugal's Madeira Hiking & Walking Tour
6 days
Levels 2-4
Premiere Hotels
$5,499/person
(+$1,700 for optional single occ.)
Available
Apr 4, 2027
Sunday
Apr 9, 2027
Friday
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Multi-Adventure
Couples, Friends & Solos
Portugal's Azores Multi-Adventure Tour
6 days
Levels 1-3
Casual & Deluxe Hotels
$4,999/person
(+$850 for optional single occ.)
Available
Apr 4, 2027
Sunday
Apr 9, 2027
Friday
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Multi-Adventure
Couples, Friends & Solos
Portugal's Azores Multi-Adventure Tour
6 days
Levels 1-3
Casual & Deluxe Hotels
$4,999/person
(+$850 for optional single occ.)
Available
Apr 11, 2027
Sunday
Apr 16, 2027
Friday
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Hiking & Walking
Women's Adventures
Portugal's Madeira Women's Hiking & Walking Tour
6 days
Levels 2-4
Premiere Hotels
$5,499/person
(+$1,700 for optional single occ.)
Available
Apr 11, 2027
Sunday
Apr 16, 2027
Friday
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Hiking & Walking
Couples, Friends & Solos
Portugal's Madeira Hiking & Walking Tour
6 days
Levels 2-4
Premiere Hotels
$5,499/person
(+$1,700 for optional single occ.)
Available
Apr 18, 2027
Sunday
Apr 23, 2027
Friday
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Multi-Adventure
Couples, Friends & Solos
Portugal's Azores Multi-Adventure Tour
6 days
Levels 1-3
Casual & Deluxe Hotels
$4,999/person
(+$850 for optional single occ.)
Available
Apr 18, 2027
Sunday
Apr 23, 2027
Friday
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Biking
Couples, Friends & Solos
Portugal's Douro River Cruise Bike Tour
8 days
Levels 2-4
Small Luxury Ship
From $9,979/person
(+$4,850 for optional single occ.)
Available
Apr 24, 2027
Saturday
May 1, 2027
Saturday
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Hiking & Walking
Couples, Friends & Solos
Portugal's Madeira Hiking & Walking Tour
6 days
Levels 2-4
Premiere Hotels
$5,499/person
(+$1,700 for optional single occ.)
Available
Apr 25, 2027
Sunday
Apr 30, 2027
Friday
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Multi-Adventure
Couples, Friends & Solos
Portugal's Azores Multi-Adventure Tour
6 days
Levels 1-3
Casual & Deluxe Hotels
$4,999/person
(+$850 for optional single occ.)
Available
Apr 25, 2027
Sunday
Apr 30, 2027
Friday
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Hiking & Walking
Couples, Friends & Solos
Portugal's Madeira Hiking & Walking Tour
6 days
Levels 2-4
Premiere Hotels
$5,499/person
(+$1,700 for optional single occ.)
Available
May 2, 2027
Sunday
May 7, 2027
Friday
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Multi-Adventure
Couples, Friends & Solos
Portugal's Azores Multi-Adventure Tour
6 days
Levels 1-3
Casual & Deluxe Hotels
$5,099/person
(+$1,100 for optional single occ.)
Available
May 2, 2027
Sunday
May 7, 2027
Friday
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Biking
Couples, Friends & Solos
Portugal's Douro River Cruise Bike Tour
8 days
Levels 2-4
Small Luxury Ship
From $10,079/person
(+$4,900 for optional single occ.)
Available
May 8, 2027
Saturday
May 15, 2027
Saturday
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Hiking & Walking
Couples, Friends & Solos
Portugal's Douro River Cruise Hiking & Walking Tour
8 days
Levels 1-3
Small Luxury Ship
From $9,879/person
(+$4,800 for optional single occ.)
Available
May 8, 2027
Saturday
May 15, 2027
Saturday
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Multi-Adventure
Couples, Friends & Solos
Portugal's Azores Multi-Adventure Tour
6 days
Levels 1-3
Casual & Deluxe Hotels
$5,099/person
(+$1,100 for optional single occ.)
Available
May 9, 2027
Sunday
May 14, 2027
Friday
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Hiking & Walking
Women's Adventures
Portugal's Madeira Women's Hiking & Walking Tour
6 days
Levels 2-4
Premiere Hotels
$5,499/person
(+$1,700 for optional single occ.)
Available
May 9, 2027
Sunday
May 14, 2027
Friday
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Multi-Adventure
Couples, Friends & Solos
Portugal's Azores Multi-Adventure Tour
6 days
Levels 1-3
Casual & Deluxe Hotels
$5,099/person
(+$1,100 for optional single occ.)
Available
May 16, 2027
Sunday
May 21, 2027
Friday
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Biking
Couples, Friends & Solos
Portugal's Douro River Cruise Bike Tour
8 days
Levels 2-4
Small Luxury Ship
From $10,079/person
(+$4,900 for optional single occ.)
Available
May 22, 2027
Saturday
May 29, 2027
Saturday
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Hiking & Walking
Couples, Friends & Solos
Portugal's Madeira Hiking & Walking Tour
6 days
Levels 2-4
Premiere Hotels
$5,499/person
(+$1,700 for optional single occ.)
Available
May 23, 2027
Sunday
May 28, 2027
Friday
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Multi-Adventure
Families with Teens & 20s
Portugal's Azores Family Multi-Adventure Tour
6 days
Levels 1-3
Casual & Deluxe Hotels
$5,099/person
(+$1,100 for optional single occ.)
Available
May 23, 2027
Sunday
May 28, 2027
Friday
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Hiking & Walking
Couples, Friends & Solos
Portugal's Madeira Hiking & Walking Tour
6 days
Levels 2-4
Premiere Hotels
$5,499/person
(+$1,700 for optional single occ.)
Available
May 30, 2027
Sunday
Jun 4, 2027
Friday
From the alluring streets of Lisbon to the banks of the Douro River Valley, Portugal is an idyllic place to vacation off the beaten track. Whether you're river cruising, biking along the coast or hiking in the Azores, this laid-back Mediterranean nation will envelop you in its beauty and charm. Experience one of Europe's best-kept secrets on cycling or walking tours led by expert guides.