Get Ready For Your Sailing Challenge!

Join us for a bucket list sailing adventure.  Start your trip off with training and familiarisation on our round the world racer.  With individual bunks and storage space allocated it won't take long to settle in.  Once watches are allocated and the voyage starts you can expect to be as involved as you are comfortable with.  Take part in watches, helming, navigation, trimming and, of course, keeping everyone fed in the galley!

We take care of all the planning so you just need to turn up, get ready and go!  With our challenge voyages normally involving a number of overnight sails you can expect to be challenged and be rewarded.  Night sailing holds some of the most rewarding views on the ocean.  Of course, making landfall after achieving hundreds or even thousands of miles at sea is, in itself a great achievement.

Our challenge voyages often allow up to two crew to undertake their RYA Ocean qualifying passage.  If you want to know more about the requirements follow the link below to the RYA website.  *Note Ocean Sailing Scotland are not responsible for the content of external websites.


Our Challenge Itinerary!


 A Quiet afternoon in Torshavn!

A Quiet afternoon in Torshavn!

Northern Islands Challenge 2018

24 April - 8 May 2018

Take the train from Glasgow along one of Scotland's most stunning rail routes to Oban.  Join us onboard for some training and familiarisation as we head to the Isle of Mull.  Continuing our journey will see us pass the small Isles and Isle of Skye before we aim for the Pentland Firth and a well deserved stop on Orkney.

Continuing North our next stop will be Shetland before we head West to the Faroes.  After some R and R ashore it's an Ocean passage back to Oban via the Outer Hebrides.  Starry nights and wildlife spotting will fill in the seas between island hopping on our Northern Islands Challenge.


 Approaching the St. Kilda Archipelago

Approaching the St. Kilda Archipelago

The St. Kilda Challenge 2018

8 - 22 June 2018

Join us at Taeping's Scottish base in Kip Marina for one of our most popular events.  In 2018 we will be joining the Bi-Annual Comann na mara event by joining the passage race fleet.  Adding the race element will provide for a very different challenge in 2018.

Starting with some race training from a round the world skipper we will head to Rathlin Island to join the rest of the race fleet.  With an overnight race to St. Kilda we will then have some time ashore (weather permitting) before heading to Lochmaddy for the event festival and Prizegiving.

Finishing off with a cruise to Oban on Scotland's west coast this event will encompass a bit of everything!


 A beautiful icelandic Fjord Anchorage

A beautiful icelandic Fjord Anchorage

The Icelandic Challenge '18 (North) 

16 - 26 September 2018

Join us at Taeping's Scottish base in Kip Marina for the start of our Icelandic circuit in 2018.  Heading out of the Inner Clyde Estuary we will round the Mull of Kintyre after some familiarisation, safety and ocean training.

Once into the open waters of the North Atlantic it's a course for Iceland's south west corner.  With a number of nights at sea you can expect some great sailing, with stories in the cockpit and more stories to tell on your arrival.  Weather permitting we will also take time to explore an Icelandic Fjord before arrival into the capital Rekjavik and some well earned undisturbed sleep.


 A "rare" north atlantic sunset in flat calm eerie seas!

A "rare" north atlantic sunset in flat calm eerie seas!

The Icelandic Challenge '18 (South) 

29 September - 9 October 2018

Join us in Iceland as Taeping heads back to her Scottish base at Kip Marina to complete our Icelandic circuit in 2018.  Departing from the capital Rekjavik your voyage will start with safety and ocean training after you have been introduced to our Clipper 60.  

With voyage flexibility the key we will head south perhaps after a visit to a local Fjord turning South East and heading for the Mull of Kintyre saying goodbye to the Icelandic coast.

With night sails and a watch rotation in place we will be hoping for more amazing skies and passing wildlife as we head for the famous Mull of Kintyre and the Inner Clyde estuary.