2026 Adventure Sailing Itineraries

Join the yacht on this express run down the River Medway, through the Thames Estuary and across the southern edge of the North Sea to make landfall on the coast of Flanders at the historic port of Ostend. Time to enjoy some tourism and seafood in this bustling harbour before sailing back to Chatham via the French coast and thence across the Dover Strait to Kent. Fantastic experience – two good qualifying passages, two TSS crossings and lots of miles for the log book.

Travel: Chatham is 45 minutes by rail or 1.5 hours by bus from central London. Gatwick, Stansted and Heathrow airports are all convenient. Cross channel links (ferry and tunnel) via Dover and Folkestone are nearby. Chatham is only 20 minutes from Ebbsfleet Eurostar terminal. By road the marina is only 20 minutes from the M25 at the Dartford Crossing. There is free parking at the marina.

This is a classic cruise from the Thames through the English Channel via the French coast to the Solent. Join us at Chatham and feel your shore-side cares ebb away as we skim along on the evening tide down the Medway to a quiet anchorage. Enjoy a convivial dinner as we swing gently to the anchor and plan the adventures to come. Next morning its up early to set sail down the great Thames Estuary, along the Four Fathoms Channel, around the North Foreland and across the mighty Dover Strait to France and the friendly port of Boulogne. After some entertainment ashore and a nights rest we speed on south west to our next stop at the charming port and market town of Dieppe. From here we glide along the Alabaster Coast and into the estuary of the Seine to the spectacular jewel of Honfleur, or perhaps to the resorts of Deauville/Trouville. Time seems to stand still as we cruise on in relaxed style along the Normandy beaches to Ouistreham. There should be time to sail up the canal towards Caen and stop at Pegasus Bridge – scene of the daring airborne assault in the early hours of 6 June 1944. Next day we set sail for the lovely fishing village of St Vaast. Time here to enjoy the lazy ambiance and simplicity of this unspoilt part of Normandy before we plan our passage back to England. On a fresh summer morning we hoist sail outside St Vaast and reach north past Barfleur for a final, exhilarating 80 mile charge across the channel. The Isle of Wight appears ahead and we shape our course through the fort, past historic Portsmouth and on to journey’s end at Southampton. As you furl the headsail and flake the main for the last time you feel a great sense of achievement. What an experience – a unique blend of history, sights and culture, great sailing, fun ashore – and two qualifying passages too!

Travel: Chatham: 45 minutes by rail or 1.5 hours by bus from Central London. Gatwick, Stansted and Heathrow airports are all convenient. Cross channel links (ferry and tunnel) via Dover and Folkestone are nearby. Chatham is only 20 minutes from Ebbsfleet Eurostar terminal. By road the marina is only 20 - 30 minutes from the M25 at the Dartford Crossing. There is free parking at the marina. Southampton: National Rail. Airport. National Express buses. Car parking at Shamrock Quay Marina.

Join the yacht at Southampton amid the historic grandeur of Portsmouth Harbour and prepare for a cross-channel adventure to the ancient Celtic lands of Brittany. Breathe the fresh sea air as you glide out of the estuary on the evening breeze and head southeast towards France. Take turns on the helm and steer for a star as we race on with the wake glittering astern. Sail in through the great breakwaters at Cherbourg and enjoy the hospitality of this great seaport. Next day enjoy a breath-taking sail down through the great Race of Alderney and drop anchor in an idyllic bay under the cliffs of Guernsey or Sark. Rest and then explore the islands ashore. Swim in warm crystal waters and watch the sun set over Guernsey and the western seas. Catch the next tide south, speed past Jersey and Les Minquiers towards the splendour of Saint Malo, and tie up right beside the old city walls. Linger in the narrow lanes of this beautiful, ancient city and savour a café cognac or a simple meal on a restaurant terrace. Next day enjoy a sparkling sail to the amazing Isles Chaussey, anchor for a peaceful night amid spectacular tidal islets, swim off clean white beaches, and explore this fascinating area by dinghy. Too soon we have to wrench ourselves away but still, there remains a joyous run north to Alderney and thence across the channel again to the Needles. Enjoy a well-earned rest at lovely Yarmouth on the Isle of Wight and then a leisurely cruise through the Solent, past Cowes to the journey’s end at Southampton. This will be 8 days of sailing with the opportunity for sightseeing, shopping and la gastronomie.

Travel: Southampton: National Rail. Airport. National Express buses. Car parking at Shamrock Quay Marina Nearest airport is Southampton.

This is a splendid, classic journey along the beautiful coastlines of Hampshire, Dorset, Devon and Cornwall with visits to some of the most delightful south coast harbours. Join us in Southampton on Midsummer’s evening and prepare the yacht and ourselves for an idyllic voyage towards the setting sun. Glide through the Solent past Cowes and Yarmouth, speed through the Needles Channel and then enjoy the lyrical Dorset scenery as we head for our first port of call in the lively resort of Weymouth – where we’ll tie up alongside right in the town centre. Next day its away very early to round Portland Bill and dash across Lyme Bay to the old port of Brixham. Enjoy the relaxed ambience of this traditional home of sail, and then head along the pretty Devon coast to beautiful and cosmopolitan Dartmouth. Our next passage will take us to lovely Salcombe – a jewel hidden between its green cliffs and hills in the heart of the Devon Riviera and a sailing paradise. After some relaxation ashore it’s away again westwards past the famous Eddystone Light to our landfall at Fowey – a delightful and perfect example of a Cornish fishing village and working harbour. The next stage of this idyllic journey takes us to the dream-like beauty of the Helford River – scene of Daphne Du Maurier’s novel ‘Frenchman’s Creek’ - where we can anchor in perfect peace and explore the area by dinghy. Next morning we weigh anchor for the final passage - a thrilling sail right around the Lizard Point and past Mullion Cove and St Michael’s Mount to a warm welcome at Penzance.

Travel: Southampton: National Rail. Airport. National Express buses. Car parking at Shamrock Quay Marina.. Penzance: Mainline trains (First Great Western) from London Paddington and connections from Plymouth and Exeter to the rest of the UK. N ational Express coaches from London and many other cities. Nearest airport is Newquay.

This is a spectacular cruise combining the best of Cornish and Welsh scenery and culture with some great sailing. Join us in Penzance on a summer evening full of promise. Help to plan an epic adventure on the edge of the Atlantic and the Irish Sea. Sail on the tide and make our first passage westwards past Lands End and the Wolf Rock to the unique natural beauty of the Isles of Scilly and a perfect anchorage off the beach at St Agnes. These islands are renowned for lovely scenery, clear blue Atlantic seas, white beaches and, abundant wildlife. Time to relax here with visits to St Marys and Tresco - perhaps a swim and a barbecue on the beach - before heading north past the Longships Light and an overnight passage across the mighty St Georges Channel to Wales. Take your turn on the helm, steer on a star, and watch the boat's wake glitter astern as we eat up the miles. Experience first light and then sunrise at sea and mark the first sight of land ahead and the beautiful scenery of Pembrokeshire. This is a land of great cliffs, fast tides and unspoilt beaches, wildlife reserves and Welsh hospitality and a comfortable harbour at Milford Haven. Too soon it's time to head north again through the sounds past St Davids Head and Skomer Island and on to Liverpool.

Travel: Penzance: Mainline trains (First Great Western) from London Paddington and connections from Plymouth and Exeter to the rest of the UK. National Express coaches from London and many other cities. Nearest airports are Plymouth and Newquay.

Liverpool: Mainline trains and coaches.

What a great opportunity to enjoy the Isle of Man and the West Coast of Scotland in one superb sailing adventure. Join the yacht in Liverpool as we prepare the boat for the adventure ahead. Enjoy an evening in the city and then early next morning set sail across the Irish Sea to the magical Isle of Man. Here we'll sail past Calf Sound with its colony of seals and shape our course for a friendly welcome in Peel - a lovely fishing village on the west coast of Man. Enjoy the unique atmosphere of this lovely island before we make a passage northwest to close the Irish coast again. North of the border now we speed into Belfast Lough and our next port at lively Bangor in County Down. Next day we leave the Emerald Isle in our wake as we head north east to Scotland towards the dramatic beauty of the Mull of Kintyre. Perhaps there's time for a visit to Campbeltown in Kintyre before we head North with the tide underneath us for an express run around the Mull and into the sound of Jura. Ahead lies Islay. Where to stop for the night? The choices abound now. Port Ellen? Or an anchorage at Lagavullin Distillery? Or Gigha island? Next day we can race the porpoises through the Sound of Islay and find an anchorage in the remote natural splendour of West Loch Tarbert in Jura. Take the dinghy ashore, walk on the ancient beaches and sense the freedom of the wilderness. In the morning we haul the anchor and sail on through the islands and our journeys end at friendly Oban Marina.

Travel: Liverpool by rail or coach. Oban can be reached by coach or rail from Glasgow. The bus to Oban passes by the marina. Cheap flights - Easyjet, BA, and others to Glasgow airport or Ryanair to Prestwick. Good rail or coach transfers airport to Glasgow train and coach stations.

What an opportunity to enjoy a fantastic sailing adventure and visit the western isles, Orkney Isles, Fairisle, perhaps Shetland and the far north of Scotland in one amazing trip! Join the yacht at Oban on a spectacular summer’s evening with the mountains of Mull in the distance. Sail out through the Sound of Mull. Enjoy a night of traditional music and fun in Tobermory. Sail amongst minke whales near the Isle of Rum. Visit the grandeur of Skye and anchor under the dramatic Cuillins. Spend a night at anchor amid seals in the lovely Summer Isles and another in serene isolation in the Scottish west coast wilderness. Its now time to enjoy an exhilarating sail around Cape Wrath and along the remote northern coast towards Orkney and Shetland. This is real adventure sailing. Depending on wind and tide we‘ll aim to visit Fairisle and Shetland before heading back south to the Orkneys. The area is rich in archaeology and steeped in Celtic and Norse legend. We’ll pause in Stromness on Scapa Flow and there may be time here to take a car tour to some of the most amazing archaeological and historical sites before we sail on through Scapa Flow and carry the roaring tide through the mighty Pentland Firth to the Scottish mainland at Duncansby Head. The adventure continues with a visit to delightful Lybster or Helmsdale before the finale – a splendid sail south past the Black Isle and our destination at Lossiemouth. Savour the unique sense of achievement as you help furl the sails for the last time and put the boat in her berth in this welcoming Moray Firth Harbour.

Travel: Oban can be reached by coach or rail from Glasgow. The bus to Oban passes by the marina. Cheap flights – Easyjet, BA, and others to Glasgow airport or Ryanair to Prestwick. Good rail or coach transfers airport to Glasgow train and coach stations. Overnight accommodation can be arranged at Oban before and/or after your cruise. Lossiemouth: Airports at Inverness or Aberdeen, each 1 to 1.5 hours away with cheap Easyjet or BA flights to London. Rail (sleeper) service from Inverness. Buses or taxi from the airports.

Join us on a sparkling autumn evening at Lossiemouth on the north Grampian coast and set sail on this unique East Coast adventure. This cruise is a feast of history, wildlife, scenic beauty, and cultural diversity. Experience the hospitality of this lesser-known part of Scotland; taste the malts of Speyside; visit small working harbours; see the Northern Lights of Old Aberdeen; breathe the fresh clear air; and enjoy exhilarating sailing across the Firth of Forth and down to landfall at the pretty fishing harbour of Eyemouth. Just to the south lies Holy Island – Lindisfarne – one of the cradles of Christianity in Britain – where we can anchor to visit the ancient abbey and castle. There will be time to visit the Farne Islands, scene of Grace Darling’s heroism and one of the finest bird sanctuaries in Britain. Seals inhabit the outer rocks. This is the Northumbrian coast – with its perfect unspoilt beaches, fabulous castles and lovely landscapes. Enjoy a night at anchor in the idyllic setting of Lower Newton by the Sea and then an express run south past the mighty rivers Tyne and Tees until the lively historic town of Whitby appears between the cliffs. This is a lively friendly place, home town of Captain Cooke and with lots more amazing history, is a perfect place to rest before the next big passage. Next morning we speed south along the beautiful Yorkshire coast, past Flamborough Head and then shape our course offshore and enjoy an exhilarating sail at night through the North Sea gas fields. Next morning we find ourselves off the Norfolk and Suffolk coasts and glide into the rural peace of Southwold, tying up just beside the pub for some well-earned rest and relaxation. Our final passage follows the ancient trade route south along the gentle Suffolk coast, past the River Orwell, into the mighty Thames Estuary and eventually to our home port at Chatham on the historic River Medway. What an achievement – nearly 500 miles in 8 days and experiences to last a lifetime. And it’s the end of a great circumnavigation of Britain.

Travel: Lossiemouth: Airports at Inverness or Aberdeen, each 1 to 1.5 hours away with cheap Easyjet or BA flights to London. Rail (sleeper) service from Inverness. Buses or taxi from the airports. Chatham: 45 minutes by rail or 1.5 hours by bus from Central London. Gatwick, Stansted and Heathrow airports are all convenient. Cross channel links (ferry and tunnel) via Dover and Folkestone are nearby. Chatham is only 20 minutes from Ebbsfleet Eurostar terminal. By road the marina is only 20 minutes from the M25 at the Dartford Crossing. There is free parking at the marina.

Join us for this wonderful autumn cruise to Holland. The Dutch are a great sea-faring nation and the beautiful medieval towns in the Scheldt estuary bear witness to an illustrious past and rich tradition. The great Thames Estuary has an equally rich maritime history and this cruise is a great opportunity to experience the region at first hand – on the sea. Following the route of the old sailing barges from Chatham on the historic River Medway we speed down the great Thames estuary past ancient banks and wartime forts, past the distant shores of Essex to delightful, unspoilt harbour of Southwold in the lovely Suffolk countryside. From here we set sail again for an epic voyage across the southern North Sea to a landfall in the Oosterscheldt delta in Holland. Here we enter the Dutch inland waterways with their wide canals, spectacular sea defences and vast sheltered sailing areas. Leaving the North Sea behind we are now in calm waters and sail through gentle countryside to visit the beautiful old towns of Zierickzee, Veere and Middelburg. There is no better way to see and enjoy these places than to arrive by sea and berth right in the centre. Then its back out through the giant locks at Vlissingen (Flushing) to the Westerscheldt and an express run south to lively Ostende in Belgium. Time here for some well-earned rest before our return passage across the great Dover Strait to Kent and journey’s end at the Medway. What a feast of travel – East Anglia, Kent, Holland and Belgium – and great sailing experience too.

Travel: Chatham: 45 minutes by rail or 1.5 hours by bus from Central London. Gatwick, Stansted and Heathrow airports are all convenient. Cross channel links (ferry and tunnel) via Dover and Folkestone are nearby. Chatham is only 20 minutes from Ebbsfleet Eurostar terminal. By road the marina is only 20 minutes from the M25 at the Dartford Crossing. There is free parking at the marina.

This is a special late season cruise for those who appreciate the adventure of sailing tempered with the delights of dining ashore. Led by a highly experienced skipper/instructor with expert local knowledge you can enjoy fine sailing and fine dining in fine company – the best of 3 worlds. Dates have been chosen to make tides convenient (or not too inconvenient) while you make a grand circular tour of our estuary. We would hope to visit Queenborough on the Isle of Sheppey, North Fambridge on the River Crouch, Pin Mill on the River Orwell, the port of Ramsgate, and Harty Ferry at the east end of the Swale. You might have a special request too. The yacht will be provisioned for breakfasts and lunches but evening meals will be taken ashore at individual expense. Specific details may change to make best use of actual weather but fun is guaranteed. Travel: Chatham is 45 minutes by rail or 1.5 hours by bus from central London. Gatwick, Stansted and Heathrow airports are all convenient. Cross channel links (ferry and tunnel) via Dover and Folkestone are nearby. Chatham is only 20 minutes from Ebbsfleet Eurostar terminal. By road the marina is only 20 minutes from the M25 at the Dartford Crossing. There is free parking at the marina.