We’ve mapped Portugal from misty peaks to seaside trails—this is the quiet beauty most people never reach.
33 Trips
Try changing your filters and broadening your search criteria to find available trips.
Log in to save!
Hiking & Walking
Couples, Friends & Solos
Portugal's Madeira Hiking & Walking Tour
6 days
Levels 2-4
Premiere Hotels
$5,699/person
(+$1,800 for optional single occ.)
Available
Sep 5, 2027
Sunday
Sep 10, 2027
Friday
Log in to save!
Multi-Adventure
Couples, Friends & Solos
Portugal's Azores Multi-Adventure Tour
6 days
Levels 1-3
Casual & Deluxe Hotels
$5,199/person
(+$1,300 for optional single occ.)
Available
Sep 5, 2027
Sunday
Sep 10, 2027
Friday
Log in to save!
Hiking & Walking
Women's Adventures
Portugal's Madeira Women's Hiking & Walking Tour
6 days
Levels 2-4
Premiere Hotels
$5,699/person
(+$1,800 for optional single occ.)
Available
Sep 7, 2027
Tuesday
Sep 12, 2027
Sunday
Log in to save!
Biking
Couples, Friends & Solos
Portugal's Douro River Cruise Bike Tour
8 days
Levels 2-4
Small Luxury Ship
From $10,179/person
(+$4,950 for optional single occ.)
Available
Sep 11, 2027
Saturday
Sep 18, 2027
Saturday
Log in to save!
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
Sep 11, 2027
Saturday
Sep 18, 2027
Saturday
Log in to save!
Hiking & Walking
Couples, Friends & Solos
Portugal's Madeira Hiking & Walking Tour
6 days
Levels 2-4
Premiere Hotels
$5,699/person
(+$1,800 for optional single occ.)
Available
Sep 12, 2027
Sunday
Sep 17, 2027
Friday
Log in to save!
Multi-Adventure
Couples, Friends & Solos
Portugal's Azores Multi-Adventure Tour
6 days
Levels 1-3
Casual & Deluxe Hotels
$5,199/person
(+$1,300 for optional single occ.)
Available
Sep 12, 2027
Sunday
Sep 17, 2027
Friday
Log in to save!
Hiking & Walking
Couples, Friends & Solos
Portugal's Madeira Hiking & Walking Tour
6 days
Levels 2-4
Premiere Hotels
$5,699/person
(+$1,800 for optional single occ.)
Available
Sep 14, 2027
Tuesday
Sep 19, 2027
Sunday
Log in to save!
Hiking & Walking
Couples, Friends & Solos
Portugal's Madeira Hiking & Walking Tour
6 days
Levels 2-4
Premiere Hotels
$5,699/person
(+$1,800 for optional single occ.)
Available
Sep 19, 2027
Sunday
Sep 24, 2027
Friday
Log in to save!
Multi-Adventure
Couples, Friends & Solos
Portugal's Azores Multi-Adventure Tour
6 days
Levels 1-3
Casual & Deluxe Hotels
$5,199/person
(+$1,300 for optional single occ.)
Available
Sep 19, 2027
Sunday
Sep 24, 2027
Friday
Log in to save!
Hiking & Walking
Couples, Friends & Solos
Portugal's Madeira Hiking & Walking Tour
6 days
Levels 2-4
Premiere Hotels
$5,699/person
(+$1,800 for optional single occ.)
Available
Sep 21, 2027
Tuesday
Sep 26, 2027
Sunday
Log in to save!
Biking
Couples, Friends & Solos
Portugal's Douro River Cruise Bike Tour
8 days
Levels 2-4
Small Luxury Ship
From $10,179/person
(+$4,950 for optional single occ.)
Available
Sep 25, 2027
Saturday
Oct 2, 2027
Saturday
Log in to save!
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
Sep 25, 2027
Saturday
Oct 2, 2027
Saturday
Log in to save!
Hiking & Walking
Couples, Friends & Solos
Portugal's Madeira Hiking & Walking Tour
6 days
Levels 2-4
Premiere Hotels
$5,599/person
(+$1,800 for optional single occ.)
Available
Sep 26, 2027
Sunday
Oct 1, 2027
Friday
Log in to save!
Multi-Adventure
Couples, Friends & Solos
Portugal's Azores Multi-Adventure Tour
6 days
Levels 1-3
Casual & Deluxe Hotels
$5,199/person
(+$1,300 for optional single occ.)
Available
Sep 26, 2027
Sunday
Oct 1, 2027
Friday
Log in to save!
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
Sep 28, 2027
Tuesday
Oct 3, 2027
Sunday
Log in to save!
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
Oct 3, 2027
Sunday
Oct 8, 2027
Friday
Log in to save!
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
Oct 9, 2027
Saturday
Oct 16, 2027
Saturday
Log in to save!
Multi-Adventure
Couples, Friends & Solos
Portugal's Azores Multi-Adventure Tour
6 days
Levels 1-3
Casual & Deluxe Hotels
$4,999/person
(+$950 for optional single occ.)
Available
Oct 10, 2027
Sunday
Oct 15, 2027
Friday
Log in to save!
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
Oct 10, 2027
Sunday
Oct 15, 2027
Friday
Log in to save!
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
Oct 17, 2027
Sunday
Oct 22, 2027
Friday
Log in to save!
Biking
Couples, Friends & Solos
Portugal's Douro River Cruise Bike Tour
8 days
Levels 2-4
Small Luxury Ship
From $9,879/person
(+$4,800 for optional single occ.)
Available
Oct 23, 2027
Saturday
Oct 30, 2027
Saturday
Log in to save!
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
Oct 24, 2027
Sunday
Oct 29, 2027
Friday
Log in to save!
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
Oct 31, 2027
Sunday
Nov 5, 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.
