Hiking vacations in Scotland
The right to walk all over Scotland’s varied landscape is enshrined in law, so it's rude not to really. Everywhere you go there are 'Walkers Welcome' signs, and you can turn up with your muddy boots to even the most chic of hotels, and be welcomed with a whisky and a chat about your expedition. Plus, there are good walking guides galore just waiting to share their expertise on walking routes around remote islands, or up rugged mountains on a Scotland walking vacation.
38 Hiking vacations in Scotland found
Walking in Outer Hebrides & the Isle of Skye
Walking adventure to the wild Hebrides, Skye, Harris and Lewis
From £3,058 to £3,145 7 days ex flights
Small group travel:
2026: 26 Sep, 3 Oct, 10 Oct
2027: 9 Apr, 23 Apr, 14 May, 28 May, 25 Jun, 9 Jul, 23 Jul, 6 Aug, 20 Aug, 10 Sep, 17 Sep, 24 Sep, 8 Oct
2027: 9 Apr, 23 Apr, 14 May, 28 May, 25 Jun, 9 Jul, 23 Jul, 6 Aug, 20 Aug, 10 Sep, 17 Sep, 24 Sep, 8 Oct
Late availability on these dates: 26 Sep, 03 Oct, 10 Oct
Autumn walking vacation in the Scottish Highlands
Explore stunning glens and valleys of Central Highlands
From £1,659 to £1,755 5 days ex flights
Small group travel:
2026: 7 Oct, 14 Oct, 21 Oct, 28 Oct, 4 Nov
2027: 8 Sep, 22 Sep, 29 Sep, 6 Oct, 13 Oct, 20 Oct, 27 Oct, 3 Nov
2027: 8 Sep, 22 Sep, 29 Sep, 6 Oct, 13 Oct, 20 Oct, 27 Oct, 3 Nov
Late availability on these dates: 07 Oct, 14 Oct, 21 Oct, 28 Oct, 04 Nov
Orkney Isles walking vacation, small group
Discover the Orkney Islands on this wilderness walking trip
From £2,945 to £3,249 7 days ex flights
Small group travel:
2026: 15 Aug, 12 Sep, 10 Oct, 17 Oct
2027: 3 Apr, 17 Apr, 1 May, 8 May, 15 May, 29 May, 19 Jun, 25 Jul, 6 Aug, 31 Aug, 11 Sep, 25 Sep, 9 Oct, 16 Oct
2027: 3 Apr, 17 Apr, 1 May, 8 May, 15 May, 29 May, 19 Jun, 25 Jul, 6 Aug, 31 Aug, 11 Sep, 25 Sep, 9 Oct, 16 Oct
Late availability on these dates: 15 Aug, 12 Sep, 10 Oct, 17 Oct
Walk The Great Glen Way, Scotland, self guided
Challenge and explore the Great Glen Way in 9 days
From £1,065 9 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
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
Milngavie to Inverarnan walk on the West Highland Way
Scotland’s most popular long-distance walking route
From US $869 to US $1,004 5 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Isle of Skye walking vacation, Scotland
Explore the Isle of Skye with beautiful hikes
From £3,202 to £3,380 7 days ex flights
Small group travel:
2026: 29 Aug, 5 Sep, 19 Sep, 10 Oct
2027: 10 Apr, 24 Apr, 1 May, 15 May, 29 May, 5 Jun, 19 Jun, 3 Jul, 10 Jul, 24 Jul, 7 Aug, 21 Aug, 11 Sep, 25 Sep, 9 Oct
2027: 10 Apr, 24 Apr, 1 May, 15 May, 29 May, 5 Jun, 19 Jun, 3 Jul, 10 Jul, 24 Jul, 7 Aug, 21 Aug, 11 Sep, 25 Sep, 9 Oct
Late availability on these dates: 29 Aug, 05 Sep, 19 Sep, 10 Oct
Women only retreat in the Cairngorms NP, Scotland
Women only retreat in the Cairngorms National Park
From £2,759 0 days ex flights
Small group travel:
2026: 12 Sep
Late availability on these dates: 12 Sep
Walk The West Highland Way, Scotland
Walk The West Highland Way; Scotland's best-loved trail
From £1,465 10 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Argyll and the Isles walking vacation in Scotland
Walk in the glorious coastal region of western Scotland
From £2,782 to £2,836 7 days ex flights
Small group travel:
2027: 23 Apr, 11 Jun, 19 Jun, 16 Jul, 31 Jul, 6 Aug, 21 Aug, 27 Aug
Northwest Highlands wilderness hiking vacation, Scotland
Explore the wild & beautiful regions of Assynt & Coigach
From £2,751 to £2,777 7 days ex flights
Small group travel:
2026: 22 Aug, 12 Sep, 26 Sep
2027: 15 May, 29 May, 19 Jun, 10 Jul, 31 Jul, 21 Aug, 11 Sep, 25 Sep
2027: 15 May, 29 May, 19 Jun, 10 Jul, 31 Jul, 21 Aug, 11 Sep, 25 Sep
Late availability on these dates: 22 Aug, 12 Sep, 26 Sep
Walking Scotland’s Orkney Islands vacation
Orkney walking holiday in Scotland
From US $3,100 to US $3,320 7 days ex flights
Small group travel:
2026: 12 Sep
2027: 8 May, 22 May, 5 Jun, 12 Jun, 26 Jun, 3 Jul, 17 Jul, 31 Jul, 14 Aug, 28 Aug, 11 Sep
2027: 8 May, 22 May, 5 Jun, 12 Jun, 26 Jun, 3 Jul, 17 Jul, 31 Jul, 14 Aug, 28 Aug, 11 Sep
Late availability on these dates: 12 Sep
West Highland way in comfort vacation
Hike the iconic West Highland Way in comfort
From US $2,064 to US $2,581 9 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
National parks of the UK walking vacation
Hike in 5 national parks of Scotland and England
From £3,588 10 days ex flights
Small group travel:
2026: 20 Sep
Late availability on these dates: 20 Sep
Orkney Islands walking holiday
Rugged and remote islands with a fascinating history
From £2,299 8 days inc UK flights
Small group travel:
2026: 22 Aug
2027: 1 May, 3 Jul, 21 Aug, 28 Aug
2027: 1 May, 3 Jul, 21 Aug, 28 Aug
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
Orkney winter walking holiday
5 day walking short break in Orkney
From £1,659 5 days ex flights
Small group travel:
2027: 19 Feb, 26 Feb, 5 Mar, 12 Mar, 19 Mar
Western Isles small group walking vacation, Scotland
Uists, Barra & Mingulay walking in the Western Isles
From £2,884 to £3,018 7 days ex flights
Small group travel:
2026: 19 Sep
2027: 24 Apr, 1 May, 5 Jun, 19 Jun, 3 Jul, 24 Jul, 14 Aug, 4 Sep
2027: 24 Apr, 1 May, 5 Jun, 19 Jun, 3 Jul, 24 Jul, 14 Aug, 4 Sep
Late availability on these dates: 19 Sep
Cairngorms & Royal Deeside hiking vacation, Scotland
Hiking in the Cairngorms National Park
From £2,672 to £2,777 7 days ex flights
Small group travel:
2026: 15 Aug
2027: 24 Apr, 8 May, 29 May, 19 Jun, 10 Jul, 31 Jul, 21 Aug, 18 Sep
2027: 24 Apr, 8 May, 29 May, 19 Jun, 10 Jul, 31 Jul, 21 Aug, 18 Sep
Late availability on these dates: 15 Aug
Outer Hebrides self drive vacation in Scotland
An epic road trip around Scotland's highlands and islands
From £2,375 14 days ex flights
Tailor made:
This trip can be tailormade from April to October.
Glencoe and the Highlands walking tour, Scotland
Spectacular hiking in the beautiful Highlands of Scotland
From £2,855 to £2,952 7 days ex flights
Small group travel:
2027: 24 Apr, 15 May, 5 Jun, 26 Jun, 17 Jul, 7 Aug, 28 Aug, 11 Sep
Scotland self guided walking vacation
Self guided walking holiday in Scotland
From £593 to £828 7 days ex flights
Tailor made:
Trips available from April to October
Knoydart bunkhouse accommodation, Scotland
Friendly West Highland bunkhouse on the Knoydart peninsula
From £29 per person per night
Accommodation
Highlands of Scotland walking vacation
Fully guided walking holiday staying in luxurious hotels
From £7,135 to £7,271 10 days ex flights
Small group travel:
2026: 20 Sep
2027: 23 May, 30 May, 20 Jun, 11 Jul, 25 Jul, 8 Aug, 22 Aug, 12 Sep
2027: 23 May, 30 May, 20 Jun, 11 Jul, 25 Jul, 8 Aug, 22 Aug, 12 Sep
Late availability on these dates: 20 Sep
Scotland winter hiking vacations
Scotland winter snow and sunshine
From £1,600 7 days ex flights
Small group travel
Skye small group vacation, Scotland
Unique, week long tour of the Isle of Skye
From £2,980 7 days ex flights
Small group travel:
2027: 24 Apr, 1 May
Orkney & Shetland islands hiking vacation
Stunning walks on two remote & contrasting Scottish Islands.
From £4,239 15 days inc UK flights
Small group travel:
2026: 22 Aug
Shetland hiking vacation, Scotland
Discover ancient historical sites, wildlife & remote walking
From £2,149 8 days inc UK flights
Small group travel:
2026: 29 Aug
The Great Trossachs path hike and Swim vacation in Scotland
Highland hikes, wild swims, finish with lochside sauna
From £965 to £1,095 4 days ex flights
Small group travel
Shetland and Orkney walking vacation, Scotland
An unforgettable 9 day walking holiday in Shetland and Orkney
From £4,395 to £4,434 10 days ex flights
Small group travel:
2027: 10 Apr, 1 May, 7 Jun, 16 Aug, 23 Aug, 13 Sep, 20 Sep
West Highland Way walking short break
Explore the West Highland Way on foot
From US $1,043 to US $1,065 5 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
10 day West Highland Way walking vacation
West Highland Way is Scotland's most popular walking route
From US $1,717 to US $1,956 10 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
