Sailing vacations in Scotland

Visit Scotland under sail and you could find yourself gliding alongside big wildlife. You might be in the remote, far north of the British Isles, but you won't be alone: there are seals, whales and dolphins. When you book sailing vacations in Scotland, you'll discover the islands aren't as isolated as you'd think. Follow old Viking routes from Norway, cross to Ireland, or go down into England on a bonny boating adventure.

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Skye and the Small Isles sailing vacation

Skye and the Small Isles sailing vacation

Sail Scotland's Small Isles and visit spectacular Skye
From £1,520 to £2,880 9 days ex flights
Small group travel: 2024: 16 Apr, 10 May, 14 May, 3 Aug, 7 Sep, 9 Sep
2025: 30 Apr, 4 May, 10 May, 20 May, 15 Jun, 31 Jul, 18 Aug, 19 Aug, 22 Aug, 5 Sep, 7 Sep, 9 Sep
10% discount on all of our scottish wild isles cruises departing in april and may 2024. simply quote sprt24 when booking.
Wildlife sailing holiday in Scotland

Wildlife sailing holiday in Scotland

Extraordinary wildlife above and below the waves
From £950 to £3,600 6 days ex flights
Small group travel: 2024: 14 Apr, 18 Apr, 30 Apr, 10 May, 5 Jun, 17 Jun, 7 Jul, 15 Jul, 27 Jul, 10 Aug, 18 Aug, 22 Aug, 30 Aug, 1 Sep, 19 Sep, 25 Sep, 27 Sep, 28 Sep, 3 Oct
10% discount on all of our scottish wild isles cruises departing in april and may 2024. simply quote sprt24 when booking.
Whisky and wildlife sailing holiday in Scotland

Whisky and wildlife sailing holiday in Scotland

Malt Whisky and Wildlife Cruise to Mull, Jura and Islay
From £2,060 11 days ex flights
Small group travel: 2025: 12 May
Sailing vacation in Scotland, Greater Clyde

Sailing vacation in Scotland, Greater Clyde

Sailing and outdoor activities with local seafood in Argyll
From £600 6 days ex flights
Small group travel: 2024: 23 Jun, 30 Jun, 7 Jul, 18 Aug, 25 Aug, 1 Sep
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Iceland to Scotland sailing vacation, via Faroe Islands

Iceland to Scotland sailing vacation, via Faroe Islands

Arctic Odyssey: Iceland to Scotland via Faroes
From US $3,245 12 days ex flights
Small group travel: 2024: 5 Aug, 19 Aug
North Atlantic sailing vacation, Scotland to Faroe Islands

North Atlantic sailing vacation, Scotland to Faroe Islands

Trolls, Giants & Elves: Scotland & the Faroe Islands
From US $2,873 12 days ex flights
Small group travel: 2024: 17 Jun, 1 Jul, 15 Jul
Scotland to England sailing course

Scotland to England sailing course

Scotland to England: Mile Builder Course at Sea
From US $1,117 6 days ex flights
Small group travel: 2024: 1 Sep
Scotland to Faroe Islands sailing vacation

Scotland to Faroe Islands sailing vacation

Untamed, rugged, remote, stunning, historic, mystical.
From US $2,613 12 days ex flights
Small group travel: 2024: 5 Aug
Scotland private charter sailing vacations

Scotland private charter sailing vacations

Private Charter a small ship around the Scottish Islands
From £7,500 to £15,000 7 days ex flights
Tailor made: This trip can be tailor made throughout the year to suit your requirements
    Photo credits: [Page banner: Krisjanis Mezulis] [Railway vacations : Jack Anstey] [Small ship cruises : pxhere] [Watching wildlife: eric niven] [Types of vacations : Petr Meissner] [Where to go in Scotland : Nathan Anderson]