16 Madeira vacations found
Madeira walking vacation
Small group walking tour of Madeira
From US $1,830US $1,690 to US $2,350 8 days ex flights
Small group travel:
2026: 29 Aug, 5 Sep, 19 Sep, 26 Sep, 10 Oct, 7 Nov, 19 Dec
2027: 23 Jan, 27 Feb, 6 Mar, 13 Mar, 20 Mar, 27 Mar, 3 Apr, 10 Apr, 17 Apr, 8 May, 15 May, 22 May, 29 May, 5 Jun, 12 Jun, 19 Jun, 26 Jun, 3 Jul, 10 Jul, 17 Jul, 31 Jul, 28 Aug, 4 Sep, 11 Sep, 18 Sep, 25 Sep, 2 Oct, 9 Oct, 16 Oct, 23 Oct, 30 Oct, 6 Nov, 27 Nov
2027: 23 Jan, 27 Feb, 6 Mar, 13 Mar, 20 Mar, 27 Mar, 3 Apr, 10 Apr, 17 Apr, 8 May, 15 May, 22 May, 29 May, 5 Jun, 12 Jun, 19 Jun, 26 Jun, 3 Jul, 10 Jul, 17 Jul, 31 Jul, 28 Aug, 4 Sep, 11 Sep, 18 Sep, 25 Sep, 2 Oct, 9 Oct, 16 Oct, 23 Oct, 30 Oct, 6 Nov, 27 Nov
Up to US $270 off selected dates.
Late availability on these dates: 29 Aug, 05 Sep, 19 Sep, 26 Sep, 10 Oct, 07 Nov
Late availability on these dates: 29 Aug, 05 Sep, 19 Sep, 26 Sep, 10 Oct, 07 Nov
Madeira self drive vacation
Walk along Madeira's cliffs and rappelling down waterfalls.
From £1,064 10 days ex flights
Tailor made:
Everything is tweak-able, giving you the freedom to build a unique and personal trip for your chosen date. Upgrade your accommodation for all - or just part - of your trip, slow down the pace with few extra nights here and there or add a few more active adventures along the way
Madeira island vacation in comfort
Explore Madeira's best known sights
From US $3,080 to US $4,000 8 days ex flights
Small group travel:
2026: 14 Nov
2027: 20 Feb, 27 Mar, 10 Apr, 15 May, 22 May, 12 Jun, 19 Jun, 3 Jul, 24 Jul, 7 Aug, 18 Sep, 25 Sep, 9 Oct, 16 Oct, 6 Nov, 13 Nov
2027: 20 Feb, 27 Mar, 10 Apr, 15 May, 22 May, 12 Jun, 19 Jun, 3 Jul, 24 Jul, 7 Aug, 18 Sep, 25 Sep, 9 Oct, 16 Oct, 6 Nov, 13 Nov
Late availability on these dates: 14 Nov
Madeira walking vacation, Portugal
A sub tropical paradise perfect for year round walking
From £1,529 to £1,719 8 days ex flights
Tailor made:
This holiday has departures on selected Thursdays throughout the year
Contact Us
Call us for a chat about our vacations. We are happy to discuss your vacation and help in any way we can. No bots, queues or awful hold music.
1-866-821-6866
Call toll free
Calling from outside the USA
rosy@responsibletravel.com
Walking vacation in Madeira
Enjoy a variety of coastal & interior landscapes
From US $2,803US $2,580 to US $3,345 8 days ex flights
Small group travel:
2026: 19 Sep, 26 Sep, 3 Oct, 17 Oct, 7 Nov, 21 Nov, 27 Dec
2027: 9 Jan, 30 Jan, 20 Feb, 27 Feb, 13 Mar, 27 Mar, 3 Apr, 10 Apr, 8 May, 15 May, 22 May, 5 Jun, 12 Jun, 3 Jul, 28 Aug, 11 Sep, 18 Sep, 25 Sep, 2 Oct, 16 Oct, 6 Nov, 20 Nov, 27 Nov, 26 Dec
2027: 9 Jan, 30 Jan, 20 Feb, 27 Feb, 13 Mar, 27 Mar, 3 Apr, 10 Apr, 8 May, 15 May, 22 May, 5 Jun, 12 Jun, 3 Jul, 28 Aug, 11 Sep, 18 Sep, 25 Sep, 2 Oct, 16 Oct, 6 Nov, 20 Nov, 27 Nov, 26 Dec
Up to US $350 off selected dates.
Late availability on these dates: 19 Sep, 26 Sep, 03 Oct, 17 Oct, 07 Nov
Late availability on these dates: 19 Sep, 26 Sep, 03 Oct, 17 Oct, 07 Nov
Eastern Madeira walking vacation
Hike along rocky shore lines and mountainous interior
From £1,599 8 days inc UK flights
Small group travel:
2026: 14 Sep, 5 Oct, 9 Nov, 27 Dec
Madeira walking tour, private departure
Explore this volcanic island in the Atlantic
From US $1,990 8 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
2 weeks walking holiday in Madeira
Unforgettable scenic walking trails in sunny Madeira
From £3,339 15 days inc UK flights
Small group travel:
2026: 14 Sep, 5 Oct, 9 Nov, 20 Dec
Madeira family holiday
Whale & Dolphin watching family activity holiday in Madeira
From £1,627 8 days ex flights
Small group travel:
2026: 15 Aug, 29 Aug, 17 Oct, 24 Oct
Madeira small group vacation
Explore wild Madeira cliffs and levadas in small group
From €1,450 8 days ex flights
Small group travel:
2027: 8 May, 15 May, 22 May
Madeira levada trails & waterfalls adventure vacation
Explore Madeira’s hidden trails and dramatic landscapes
From £1,448 8 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Portugal vacation, 2 weeks
Seamless journey through Porto, Madeira and Lisbon
From US $3,500 14 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Madeira walking vacation in comfort
Hike the coastline of Madeira with comfortable accommodation
From US $4,590US $3,213 6 days ex flights
Small group travel:
2026: 18 Oct
Up to US $1370 off selected dates.
Late availability on these dates: 18 Oct
Late availability on these dates: 18 Oct
Madeira kayaking tour in Portugal
Paddle the Pearl of the Atlantic, Madeira Island
From €5,450 10 days ex flights
Small group travel:
2026: 26 Oct
Contact Us
Call us for a chat about our vacations. We are happy to discuss your vacation and help in any way we can. No bots, queues or awful hold music.
1-866-821-6866
Call toll free
Calling from outside the USA
rosy@responsibletravel.com
Hiking vacation in Western Madeira
Discover the beautiful island of Madeira on foot
From £1,699 8 days inc UK flights
Small group travel:
2026: 21 Sep
Madeira tailor made vacation, wildlife & nature
Active wildlife week holiday in Madeira
From £1,375 8 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements

















