48 Scottish Highlands vacations found
Grand rail tour of Scotland
A leisurely self-guided trip touring Highlands and islands
From £3,390 to £3,495 16 days ex flights
Tailor made:
Can be booked at any time, the best times to travel are between April to the end of October
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
Isle of Mull and west coast of Scotland cruise
Cruise the idyllic coast around the Scottish island of Mull
From £2,645 to £3,710 7 days ex flights
Small group travel:
2026: 3 Oct, 17 Oct
2027: 3 Apr, 10 Apr, 17 Apr, 8 May, 22 May, 29 May, 12 Jun, 26 Jun, 3 Jul, 17 Jul, 24 Jul, 7 Aug, 14 Aug, 21 Aug, 11 Sep, 25 Sep, 2 Oct, 9 Oct
2027: 3 Apr, 10 Apr, 17 Apr, 8 May, 22 May, 29 May, 12 Jun, 26 Jun, 3 Jul, 17 Jul, 24 Jul, 7 Aug, 14 Aug, 21 Aug, 11 Sep, 25 Sep, 2 Oct, 9 Oct
Knoydart bunkhouse accommodation, Scotland
Friendly West Highland bunkhouse on the Knoydart peninsula
From £29 per person per night
Accommodation
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
Scottish Highlands small group vacation
A boutique journey through the Scottish Highlands
From US $7,750 12 days ex flights
Small group travel:
2026: 10 Oct
Scotland luxury vacation
A luxury journey through Scotland's castles, lochs and isles
From US $7,000 11 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Mountain biking vacation in Scottish Highlands
Backcountry mountain biking in the Cairngorms & Torridon
From £2,500 to £3,215 8 days ex flights
Small group travel:
2026: 19 Sep
Late availability on September 2026 departures - enquire now!
Walking vacations in Cairngorms
Guided Walking breaks in the Cairngorms National Park
From £1,162 6 days ex flights
Small group travel:
2026: 28 Aug
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
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
Rail tour in North Highlands & Orkney
Scotland’s geographic extremities & ancient history by train
From £2,645 to £2,995 7 days ex flights
Small group travel:
2026: 27 Sep, 18 Oct
2027: 25 Apr, 23 May, 5 Sep, 3 Oct
2027: 25 Apr, 23 May, 5 Sep, 3 Oct
Scotland, luxury rail vacation
Experience Scotland in luxury and independently by train
From £3,845 to £3,995 8 days ex flights
Tailor made:
This trip can be tailor made from April to the middle of October
Atlantic Coast sea kayaking vacation in Scotland
Paddle the Atlantic coast of the Scottish Highlands
From £1,935 6 days ex flights
Small group travel:
2027: 18 Jun, 16 Jul, 20 Aug
Learn to kayak in the Scottish Highlands
Learn to kayak in the stunning Scottish Highlands
From £1,243 5 days ex flights
Small group travel:
2027: 7 May, 4 Jun, 9 Jul, 13 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
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
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
West Highlands guided rail tour in Scotland
Discover Scotland's Highlands & distinctive islands by train
From £2,775 to £2,895 7 days ex flights
Small group travel:
2026: 27 Sep
2027: 16 May, 12 Sep
2027: 16 May, 12 Sep
Loch Ness & Skye guided rail tour, Scotland
Discover Scotland’s Highlands & Isle of Skye by Rail
From £2,875 to £3,295 7 days ex flights
Small group travel:
2026: 23 Aug
2027: 18 Apr, 16 May, 30 May, 29 Aug, 26 Sep, 10 Oct
2027: 18 Apr, 16 May, 30 May, 29 Aug, 26 Sep, 10 Oct
Skye and the Small Isles cruises, Scotland
Scottish Cruise to Skye and the Small Isles in the Hebrides
From £3,145 to £3,710 7 days ex flights
Small group travel:
2027: 3 Apr, 15 May, 5 Jun, 19 Jun, 26 Jun, 17 Jul, 24 Jul, 14 Aug, 28 Aug
West Highland Line railway vacation in Scotland
Take the world's best rail journey to the Isle of Skye
From £1,425 to £1,490 5 days ex flights
Tailor made:
This trip can be tailor made from April to October
Hiking holidays in Scotland
Guided walking tours across stunning Scottish Highlands
From £1,415 6 days ex flights
Small group travel
Luxury Scottish Highlands vacation
Glistening lochs, dramatic glens and centuries of history
From US $14,000 15 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Scottish cycling tour, North Coast 500
Ride the best sections of the North Coast 500
From £3,344 to £3,504 7 days ex flights
Small group travel:
2026: 24 Aug
2027: 17 May, 26 Jun, 12 Jul, 2 Aug
2027: 17 May, 26 Jun, 12 Jul, 2 Aug
Late availability on these dates: 24 Aug
Road cycling on Arran, Islay and Jura
Island-hopping cycle tour in the Highlands of Scotland
From £3,270 to £3,301 7 days ex flights
Small group travel:
2026: 5 Sep
2027: 1 May, 5 Jun, 3 Jul, 24 Jul, 4 Sep
2027: 1 May, 5 Jun, 3 Jul, 24 Jul, 4 Sep
Late availability on these dates: 05 Sep
Winter trekking holiday in Scotland, snowhole expedition
Winter expeditions in Scotland
From £705 5 days ex flights
Small group travel
Walkers accommodation in the Scottish Highlands, Scotland
Family-run walkers lodge in the Scottish highlands
From £60 to £120 2 days per room per night
Accommodation
Walking navigation & mountaineering courses in Scotland
Mountain skills courses, Cairngorms
From £260 2 days ex flights
Small group travel
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
Scotland by railway vacation
Experience authentic Scotland independently and car-free
From £1,630 to £1,695 8 days ex flights
Tailor made:
This trip can be tailor made from April to the end of October.
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
