Looking for a little bit more?

Join us for a bucket list adventure, something that goes beyond day sailing! 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. You can take part in watches, helming, navigation, trimming and, of course, keeping everyone fed in the galley if you wish! With our onboard team taking care of everything our challenges really do allow you to get what you want from your time on Taeping.

We take care of all the planning so you just need to turn up, settle in and go! With our challenge voyages normally involving overnight or longer passage sails you can expect to experience a little more of what life is like on an ocean racer. Night sailing holds some of the most rewarding moments on the ocean. A star filled sky, pitch black sailing or moonlight passages inspire and reward. Of course, making landfall after achieving hundreds or even thousands of miles at sea is, in itself, a great feeling.

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 for the qualifying passage 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 north atlantic rainbow!

The Round Rockall Challenge

Join us as we embark on a unique adventure to the UK’s most westerly point of land, made famous in marine weather forecasts, Rockall. Heading out from Kip marina on Scotland’s famous Clyde Estuary you can expect to spend some time exploring Scotland’s stunning coast while getting settled into life onboard, including the famous Mull of Kintyre.

With skipper carefully watching the weather for a good window to head out the 200 nautical miles to Rockall in the North Atlantic will soon beckon. Returning through the Outer Hebrides there may even be time to visit St. Kilda and some of Scotland’s famous Islands. Arriving back into the west coast town of Oban you can enjoy one of the UK’s finest rail journeys back to Glasgow before heading home.


Scotland’s Northern Islands Challenge

Join us as Taeping ventures North beyond Scotland’s rugged northern coastline to explore the islands and oceans that surround our coast. Starting in the isle of Lewis you will receive training and safety briefings on our yacht and what to expect when we head out for our overnight passage to Shetland.

With time to cruise and explore some famous water, and landmarks our second overnight passage will take us south to the Orkney Islands where we will spend some more time exploring the amazing heritage and perhaps a distillery?

Our final passage will take us to the bustling highland capital of Inverness for disembarkation and travel home with a bag full of Scottish Island memories.

Shetland’s harbour in the capital Lerwick


An Icelandic Sunset

The Icelandic Challenge

Next Availability 2025

Join us as Taeping explores some of Scotland’s amazing west coast before heading out into the North Atlantic for stunning Iceland. With ocean training and some island hopping to start off the trip you can be confident of heading offshore armed with the knowledge needed for your ocean passage.

As you watch the land slip away behind you it will be three to five days at sea before the capital of Iceland, Rekjavik, comes into view. With time scheduled in to explore some local Fjords, and perhaps a hot tub on the beach after we clear customs, is there a better way to finish an ocean passage?

With night sails and a watch rotation in place we will be hoping for amazing skies and some inquisitive wildlife on our ocean passage.

Dates Releasing Early 2024

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Dates Releasing Early 2024 〰️


The Icelandic Fjords and Arctic Circle Challenge

Next Availability 2025

Your idyllic icelandic fjord!

Long hours of daylight, stunning Fjords and sailing in the Arctic circle. This trip is all about tick box sailing. Start off your adventure in Iceland’s capital Reykjavik, as we head north and spend time taking in the stunning North West Fjords. Secluded anchorages, quaint villages and stunning coastline will fill your days.

Next our sailing will take us along Iceland’s North West coast dipping into the Arctic Circle. With time for some exploring, learning and enjoying each day this incredible part of our planet rarely disappoints.

Finishing in Akureyri with regular flights back to the Icelandic capital for international connections we don’t think you will want to leave. In fact, why not stay on to explore more of the Icelandic north coast before heading offshore for a short ocean passage to the Faroe Islands? Scroll down for more info.


Dates Releasing Early 2024

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Dates Releasing Early 2024 〰️


The Arctic Circle and Faroes Challenge

Iceland’s north coast

Next Availability 2025

The north coast of Iceland holds a special place for many an explorer. Our Arctic Circle and Faroes challenge starts in the amazing north coast Icelandic town of Akureyri, with direct airport access from the Icelandic capital Rekjavik with it’s international connections.

Our journey will see us head North to cross the Arctic Circle, planning to visit the small island of Grimsey before heading east to cruise around the Iceland coast. Following the Fjords as we pass south of the arctic circle we will soon finish exploring Iceland and head out into the ocean for passage to the Faroe Islands.

With an overnight passage ahead we will be hoping for clear sky and a smooth sail to the Faroes with the possibility of visiting some of the amazing coastal regions there before arriving at Vagar, conveniently located near to the airport for international transfers.

Fancy some more island hopping? Stay onboard for our Northern Islands challenge back to Scotland, scroll below for details.

Dates Releasing Early 2024

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Dates Releasing Early 2024 〰️


The Northern Islands Challenge

Next Availability 2025

Join us as we take our ocean racer south from the truly stunning Faroe Islands back to the Scottish mainland. Island hopping around the Faroes will see us take time to prep for our overnight passage to Shetland, hopefully rounding the most Northern point of land in the UK, Flugga Muckle!

After some time ashore, the sights and sounds of Shetland will give way to another overnight passage as we take a trip south to the capital of Orkney, Kirkwall. Steeped in history and home to one of our principal skippers favourite tipples! With time to explore some of the amazing Orcadian coastline by sea our biggest problem may be fitting everything in!

As if that isn’t enough the final leg takes us down Scotland’s North East coast to Inverness, the highland capital. This trip is all about exploring islands and enjoying some rewarding passage sailing, hopefully including awe inspiring night sky scenes.

Dates Releasing Early 2024

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Dates Releasing Early 2024 〰️