« All Voyages Stravaigin's Schedule »

Sailing in the Outer Hebrides & St Kilda

  • Vessel: Stravaigin
  • Where: Outer Hebrides, Scotland
  • Duration: 10 days
  • Embark: Oban - 8 August 2023, 15:00
  • Disembark: Mallaig - 17 August 2023, 10:00
Double Cabin (double occupancy)£1,450.00 £362.50
Double Cabin (single occupancy)£2,175.00 £543.75
Whole Boat Charter (max. 6 guests)£7,250.00 £1,812.50

Journey with Scottish yacht Stravaigin as she explores the magic of the Outer Hebrides & St Kilda under sail.

Join modern sailing yacht Stravaigin in Oban, Scotland for an adventure sailing holiday exploring the Outer Hebrides. Located off the West coast of Scotland, the Outer Hebrides offer some of the best sailing grounds in the UK with wild landscapes shrouded in mystery, secluded anchorages and an abundance of wildlife watching opportunities.

  • Skippered sailing experience
  • Remote island exploration
  • Longer passages at sea
  • Wildlife watching
  • Great for the adventure traveller


Outer Hebrides and St Kilda, SCOTLAND

The main focus of this adventure sailing holiday is to reach the Outer Hebridean islands and as long as the weather is favourable, reach the far flung archipelago of St Kilda. The wind and weather will determine your route and destination so it is never 100% guarantee that St Kilda will be reached. Once you have boarded, your skipper will have the latest weather forecast and will have a better idea of what you can expect from your holiday. Stravaigin’s owner and skipper John has lived and sailed in the Hebrides for a number of years so he certainly knows all the best spots off the beaten track.

This sailing holiday adventure begins in Oban and finishes in Mallaig.


Islands shrouded in Mystery

Lying out in the Atlantic, 45 miles west of the Outer Hebrides, St Kilda was once home to Britain’s most isolated community. The history of the people, its inaccessibility and amazing wildlife make the islands an exceptionally desirable destination for anyone interested in natural history and bucket list adventures. The islands and the surrounding marine area are now a UNESCO World Heritage site and have a fascinating history waiting to be discovered.

Explore the main island of Hirta with epic views of the other islands and stacks in the group – Dun, Soay, Stac Lee, Boreray and Stac an Armin.  The rest of the voyage will navigate guests to some of the most stunning scenery in the world, which is only accessible by sea. Think white sandy beaches with crystal clear waters framed by stark rocky hills patched in purple heather. If the weather doesn’t allow us to get out to St Kilda, rest assured, the Outer Hebrides is home to a wide choice of equally interesting islands to discover under sail.

Some popular and remote anchorages in the Outer Hebrides include Eriskay, Barra Head, Mingulay, Vatersay, Taransay, Scarp and the Monach Islands. Anchor up and explore these wonders by foot whilst soaking up the rugged coastlines and keeping your eyes peeled at all times for exotic flora, fauna, wildlife and interesting archaeological remains.


Sightings of seabirds such as Black Guillemots can be seen in their hundreds and white-tailed eagles soar along the rugged coastline. Sailing with Stravaigin is often rewarded with widespread sightings of birds of prey like Buzzards, Kestrels, Sparrowhawks and Peregrines. The sound of the seabird colonies is magnificently overwhelming, with the call of seabird colonies, Puffins, Guillemots & Razorbills, echoing off the cliffs.

Common, Bottlenose and Whitebeak Dolphins are frequent swimmers in the wake of the boats bow and if you’re lucky, you might even spot a Minke or Humpback Whale too.

Life on board

Wherever you end up with Stravaigin, it will certainly be an adventure to remember and with her owner and skipper born and bred in Scotland, you’re in the best hands to discover all the secret spots. John knows the best trails and as you board Stravaigin, he will be able to give you a rough idea of the itinerary and what can be achieved over the week.

Stravaigin requires no previous sailing experience so you can sit back and enjoy the views although the crew are more than happy to show you the ropes and even give you the helm if you’d like! She’s fitted with private double cabins, a spacious saloon area and outdoor eating cockpit perfect for those summer evenings. There are also two paddle-boards available for guests to use and discover the nooks and crannies of this fascinating coastline. Wetsuits are not available on-board so please bring your own if you would like. There are waterproofs available to hire, please let us know at the time of booking.

Similar voyages

VoyageSet SailDaysCost p/p
Sailing in the Outer Hebrides & St Kilda8 August 202310£1,450.00Enquire now

All voyages for Stravaigin

VoyageSet SailDaysCost p/p
Sailing Skye and the Small Isles8 August 20227£1,098.00Enquire now
Guided Wild Swimming on Skye and the Small Isles3 September 20227£1,300.00Enquire now
Sailing & Wild Swimming around Mull1 October 20223£525.00Enquire now
Sailing & Wild Swimming around Mull7 October 20223£525.00Enquire now
Easter Weekend Sailing in the Hebrides7 April 20234£680.00Enquire now
Weekend Sailing in the Hebrides14 April 20234£680.00Enquire now
Sailing in the Hebrides; Mull, Jura & Islay22 April 20236£960.00Enquire now
Sailing the Hebrides around Mull & Iona29 April 20237£1,120.00Enquire now
Sailing, Whisky Tasting & Wildlife Watching in the Hebrides8 May 202312£1,120.00Enquire now
Taster Sailing in the Hebrides16 May 20234£680.00Enquire now
Sailing in the Hebrides; Mull, Jura & Islay12 June 20236£960.00Enquire now
Sailing the Hebrides around Mull & Iona19 June 20237£1,120.00Enquire now
Sailing in the Outer Hebrides & St Kilda8 August 202310£1,450.00Enquire now
Sailing & Guided Wild Swimming in the Hebrides20 August 20237£1,120.00Enquire now
Sailing Skye & the Small Isles28 August 20237£1,120.00Enquire now
Sailing Skye & the Small Isles5 September 20237£1,120.00Enquire now
Sailing & Wild Swimming in the Hebrides15 September 20233£525.00Enquire now
Sailing in the Hebrides; Mull, Jura & Islay19 September 20236£960.00Enquire now
Sailing & Wild Swimming in the Hebrides29 September 20233£525.00Enquire now
Sailing in the Hebrides; Mull, Jura & Islay3 October 20236£960.00Enquire now


Guest berths: 6 Rig: Bermudan Sloop

Stravaigin is a 42’ i-Sun Odyssey offering guests comfort while sailing with style. Owned and skippered by a Scottish family, Stravaigin offers guests sailing holidays on Scotland’s west coast in some of the best cruising grounds the Hebrides has to offer.

Stravaigin is an old Scots word meaning “to wander with no particular intent”.  Stravaigin’s owners say that this encapsulates their ethos of immersive adventures, exploring and discovering new landscapes, experiences, foods, cultures while creating meaningful experiences and memories that will last forever.

Below decks, Stravaigin has been well considered and laid out for guests optimum comfort. The bright and airy saloon with a large table and TV screen sits next to the generous L-shaped galley where guests can enjoy local cuisine and home-cooked meals. She has three private double berth cabins with one ensuite. Two of the double berth cabins can be separated with a lee-cloth for friends or comfortable solo travellers and both bathrooms have a shower.

Stravaigin has a modern Bermudan sloop rig with winches and full navigation systems. If you have never sailed before and are looking to learn the ropes, Stravaigin’s crew love to teach guests and get them involved with all aspects of sailing. Alternatively, she can be sailed single-handedly so if you’re after a relaxing sailing holiday soaking in the sights and delights of Scotland and the Hebrides, then that’s fine too!

Sailing holidays on Stravaigin vary from day sails in the inner Hebrides to week-long sailing adventures exploring the West coast of Scotland. Perfect for solo travellers, couples or families looking for private charters.

Deck plan

Stravaigin Deck plan More about Stravaigin


  • What COVID policies are in place for sailing with Stravaigin?

    Stravaigin is still running a Test & Sail Policy for the 2022 sailing season whether guests are vaccinated or not. Please refer to our COVID page for more information.

  • Are all meals included?

    Yes - all meals are included in the price (Breakfast, Lunch, Dinner, Hot Drinks) Please note that alcohol/soft drinks are not included. There is an honesty bar onboard.

  • Are there any added extra's?

    No, unless you go ashore. Excursions are not included.

  • Can you cater for dietary needs?

    Yes, please ask at the time of booking.

  • Do I need to tip the crew?

    Tips are not mandatory but are welcomed by the crew!

  • What language is spoken onboard?


  • What are the sleeping arrangements?

    3x double berth

  • How many toilet/showers does she have?

    2 bathrooms, both with showers.

  • Is there WIFI?

    No, but you should easily be able to reach 3G/4G from the shore.

  • Can I charge my phone/Camera?


  • Are there life jackets provided?


  • Are Waterproofs provided?

    John does have some offshore sailing jackets/trousers for hire - £50pp per voyage.

  • Do I need sailing experience?

    No, absolutely not! Just a lust for adventure.

  • Will I be sea sick?

    Everyone reacts differently but we recommend if you are at all worried to take some medication 24 hours before departure.

  • Is bedding included?

    All bedding and wash towels are included. Please bring a swimming towel if you wish to swim ashore.


From: Oban

To: Mallaig


There is ample parking in Oban if you arrive by car. Secure parking can be found at MacQueen Bros, or you could try the Tesco carpark and pay for 24 hour parking on arrival using the Your Parking Space app.


Oban station is a 5-10 minute walk from North Pier. Trains run 6 times a day to Glasgow Queen Street Station where there are good travel links to the rest of the UK.


Glasgow and Edinburgh Airport both require taking a train from Oban which takes approximately 2-3hours. Flights go direct to Stansted Airport.


There are plenty of places to stay in Oban. Try Witchwood House, The Scot or Perle Hotels Oban.

Latest from our journal

Zorba full sails Greece
30 June 2022

Our Top Five Family Friendly Sailing Holidays

Read more
Richard Collett on Grayhound
9 June 2022

Life on a Cornish Lugger - Sailing in the foosteps of Smugglers

Read more
Zorba greece Saronic island sailing
30 May 2022

Why should you choose a skippered sailing holiday charter in Greece?

Read more
Falmouth Classics Parade of sail
14 May 2022

Why you should join us for the Falmouth International Sea Shanty Festival!

Read more