Choose your Classic Tall Ship Adventure Holiday with our Voyage Finder

We have found 201 voyages.

Expedition from Amsterdam to Falmouth

Sail with the crew of Twister as they set sail from Amsterdam to Falmouth Cornwall.

Vessel: Twister
Where: Amsterdam
Duration: 5 days
Date: 19 October 2019

£420 Details

Sailing the Galician coast from La Coruna to Cascais

Sail with classic boat Maybe as she explores the beautiful Galician coastline before reaching Cascais, Portugal.

Vessel: Maybe
Where: Spain
Duration: 7 days
Date: 20 October 2019

£630 Details

Pilgrim Day Sail

Spend a day sailing with Pilgrim on the South Devon Coast.

Vessel: Pilgrim of Brixham
Where: Devon
Duration: 1 days
Date: 22 October 2019

£99 Details

Expedition from Falmouth to Portugal

Sail with the crew of Twister as they set sail from Falmouth to Portugal.

Vessel: Twister
Where: Falmouth
Duration: 7 days
Date: 25 October 2019

£475 Details

City hopping under sail from Venice

Join Kairos in Venice and sail across the bay to the ancient city of Trieste and onto the Croatian city of Rovinj.

Vessel: Kairós
Where: Italy
Duration: 7 days
Date: 26 October 2019

£1,680 Details

City hopping under sail from Venice

Join Kairos in Venice and sail across the bay to the ancient city of Trieste and onto the Croatian city of Rovinj.

Vessel: Kairós
Where: Italy
Duration: 7 days
Date: 2 November 2019

£1,480 Details

Volcano Islands of the Canary Archipelago

During this one-week cruise, you'll experience the stunningly beautiful landscape of the Canary Islands. From Lanzarote to Tenerife, you'll get to sail one of the most beautiful areas of the Atlantic.

Vessel: Eye of the Wind
Where: The Canaries
Duration: 8 days
Date: 2 November 2019

£1,620 Details

Expedition from Portugal to Tenerife

Sail with the crew of Twister as they set sail from Portugal to Tenerife

Vessel: Twister
Where: Portugal
Duration: 13 days
Date: 3 November 2019

£950 Details

City hopping under sail from Venice

Join Kairos in Venice and sail across the bay to the ancient city of Trieste and onto the Croatian city of Rovinj.

Vessel: Kairós
Where: Italy
Duration: 7 days
Date: 9 November 2019

£1,470 Details

Canary Island Cruising

Escape the cold winter and enjoy the mild maritime climate and a fresh sea breeze on the waters of the Canary Islands instead!

Vessel: Eye of the Wind
Where: The Canaries
Duration: 9 days
Date: 9 November 2019

£1,850 Details

Expedition from Valencia to Tenerife

Sail with the crew of Chronos as they set sail from Valencia to Santa Cruz, Tenerife

Vessel: Chronos
Where: Portugal
Duration: 10 days
Date: 20 November 2019

£1,820 Details

Expedition from Tenerife to the Caribbean

Sail with the crew of Eye of the Wind as they set sail from Tenerife to the island of Saint Martin in the Caribbean.

Vessel: Eye of the Wind
Where: Tenerife
Duration: 29 days
Date: 20 November 2019

£3,200 Details

Canary Islands Exploring Under Sail

This winter, Twister sails the remote side of the Canary Islands. From the tropical rainforests on La Gomera to hidden bays off Tenerife, this is winter sun like nothing else.

Vessel: Twister
Where: The Canaries
Duration: 7 days
Date: 23 November 2019

FULL Details

Expedition from Tenerife to the Caribbean

Sail with the crew of Chronos as they set sail from Tenerife to the island of Martinique in the Caribbean.

Vessel: Chronos
Where: Tenerife
Duration: 23 days
Date: 29 November 2019

£3,820 Details

Ocean Sailing from Portugal to the Caribbean

Cross the Atlantic ocean under sail on tall ship Blue Clipper as she sails from the Algarve to the Caribbean.

Vessel: Blue Clipper
Where: Atlantic Crossing
Duration: 36 days
Date: 7 December 2019

Was £3,500Now £3,000 Details

Canary Islands Exploring Under Sail

This winter, Twister sails the remote side of the Canary Islands. From the tropical rainforests on La Gomera to hidden bays off Tenerife, this is winter sun like nothing else.

Vessel: Twister
Where: The Canaries
Duration: 7 days
Date: 7 December 2019

£940 Details

Wildlife Watching in the Canary Islands

This winter, Twister sails the remote side of the Canary Islands. From the tropical rainforests on La Gomera to hidden bays off Tenerife, this is winter sun like nothing else.

Vessel: Twister
Where: The Canaries
Duration: 7 days
Date: 14 December 2019

£940 Details

Christmas in the Canary Islands

Enjoy the festive season as Twister explores the remote side of the Canary Islands. From the tropical rainforests on La Gomera to hidden bays around Tenerife, this is the perfect Christmas getaway.

Vessel: Twister
Where: The Canaries
Duration: 7 days
Date: 21 December 2019

£990 Details

Christmas and New Year sailing in the Caribbean

Enjoy the festive season onboard luxury yacht Rhea as she sails and explores the beauty of the colourful Caribbean islands.

Vessel: Rhea
Where: Caribbean
Duration: 16 days
Date: 21 December 2019

FULL Details

Christmas sailing in the Caribbean

Enjoy Christmas with a difference onboard luxury yacht Rhea as she sails and explores the beauty of the colourful Caribbean islands.

Vessel: Rhea
Where: Caribbean
Duration: 8 days
Date: 21 December 2019

£2,050 Details

Christmas & New Year in the Caribbean

Expect azure oceans, extraordinary sailing and palm beaches, and throw the stresses of Christmas overboard as you relax into the Caribbean way of life.

Vessel: Eye of the Wind
Where: Caribbean
Duration: 12 days
Date: 22 December 2019

£2,650 Details

Christmas Sailing in the Caribbean

Escape the holiday season madness to sail and explore the culture of the colourful Caribbean islands on Chronos as she sails from Martinique to Antigua.

Vessel: Chronos
Where: Caribbean
Duration: 7 days
Date: 23 December 2019

FULL Details

Christmas & New Year Sailing in the Caribbean

Escape the holiday season madness to sail and explore the culture of the colourful Caribbean islands on Chronos as she journeys from Martinique to Tortola BVI

Vessel: Chronos
Where: Caribbean
Duration: 14 days
Date: 23 December 2019

FULL Details

Celebrating the New Year in the Canary Islands

Ring in the New Year aboard tall ship Twister as she explores the magical side of the Canary Islands. From Atlantic sailing to the tropical rainforests on La Gomera; this is winter sun New Year's holiday like nothing else!

Vessel: Twister
Where: The Canaries
Duration: 7 days
Date: 28 December 2019

£990 Details

New Year sailing in the Caribbean

Celebrate New Year onboard luxury yacht Rhea as she sails and explores the beauty of the colourful Caribbean islands.

Vessel: Rhea
Where: Caribbean
Duration: 8 days
Date: 28 December 2019

FULL Details

New Year Sailing in the Caribbean

Bring the New Year in with style onboard Chronos as she sails colourful Caribbean islands from Antigua to Tortola BVI

Vessel: Chronos
Where: Caribbean
Duration: 7 days
Date: 30 December 2019

FULL Details

Caribbean Sailing – Pearls of the Lesser Antilles

Enjoy the azure ocean, palm beaches and the incomparable flair of the "Caribbean way of life". What better way to start your New Year?

Vessel: Eye of the Wind
Where: Caribbean
Duration: 7 days
Date: 3 January 2020

£1,680 Details

Expedition from Tenerife to Tobago

A voyage for true sailors! Join the crew of Twister as they set sail for the Caribbean, stopping off at the beautiful Cape Verde islands along the way.

Vessel: Twister
Where: The Canaries
Duration: 32 days
Date: 6 January 2020

£3,550 Details

Caribbean Sailing Tortola BVI to Antigua

Sail and explore the culture of the colourful Caribbean islands on Chronos as she sails from the British Virgin Islands to Antigua.

Vessel: Chronos
Where: Caribbean
Duration: 7 days
Date: 6 January 2020

FULL Details

Caribbean Sailing Grenada to St Lucia

Vessel: Rhea
Where: Grenada
Duration: 7 days
Date: 10 January 2020

£2,200 Details

Caribbean Sailing – Antigua to Guadeloupe

Live the Caribbean dream on board Eye of the Wind as she sails from Antigua to Guadeloupe, exploring the turquoise waters of the Caribbean Sea.

Vessel: Eye of the Wind
Where: Caribbean
Duration: 7 days
Date: 10 January 2020

£1,680 Details

Caribbean Sailing around Grenada

Caribbean active sailing holiday onboard tall ship Blue Clipper exploring Grenada, St Vincent and the Grenadines.

Vessel: Blue Clipper
Where: Caribbean
Duration: 12 days
Date: 14 January 2020

£1,100 Details

Caribbean Sailing St Lucia to Grenada

Vessel: Rhea
Where: St Lucia
Duration: 7 days
Date: 17 January 2020

£2,200 Details

Caribbean Sailing around Guadeloupe

Sail the turquoise Caribbean waters with Eye of the Wind as she makes her way around the island of Guadeloupe.

Vessel: Eye of the Wind
Where: Caribbean
Duration: 7 days
Date: 17 January 2020

£1,680 Details

Caribbean Sailing Grenada to St Lucia

Vessel: Rhea
Where: Grenada
Duration: 7 days
Date: 24 January 2020

£2,200 Details

Caribbean Sailing – Guadeloupe, Dominica, Martinique

Sail southbound through the Caribbean Sea from Guadeloupe to Dominica before finishing on the beautiful island of Martinique.

Vessel: Eye of the Wind
Where: The Caribbean
Duration: 7 days
Date: 24 January 2020

£1,680 Details

Caribbean Sailing around Grenada

Caribbean active sailing holiday onboard tall ship Blue Clipper exploring Grenada, St Vincent and the Grenadines.

Vessel: Blue Clipper
Where: Caribbean
Duration: 12 days
Date: 28 January 2020

£1,100 Details

Caribbean Sailing St Lucia to Grenada

Vessel: Rhea
Where: St Lucia
Duration: 7 days
Date: 31 January 2020

£2,200 Details

Caribbean Sailing Grenada to St Lucia

Vessel: Rhea
Where: Grenada
Duration: 7 days
Date: 7 February 2020

FULL Details

Caribbean Sailing – the Paradise of the BVI

Discover the beauty and paradise of the British Virgin Islands as you sail with Eye of the Wind from Saint Martin across the Caribbean Sea.

Vessel: Eye of the Wind
Where: Caribbean
Duration: 7 days
Date: 7 February 2020

£1,680 Details

Caribbean Sailing, Tobago to Martinique

Sail and explore the culture of the colourful Caribbean islands on Twister as she sails from Tobago to Martinique.

Vessel: Twister
Where: Caribbean
Duration: 10 days
Date: 10 February 2020

£1,500 Details

Caribbean Sailing around Grenada

Caribbean active sailing holiday onboard tall ship Blue Clipper exploring Grenada, St Vincent and the Grenadines.

Vessel: Blue Clipper
Where: Caribbean
Duration: 12 days
Date: 11 February 2020

£1,100 Details

Caribbean Sailing St Lucia to Grenada

Vessel: Rhea
Where: St Lucia
Duration: 7 days
Date: 14 February 2020

£2,200 Details

Caribbean Dreaming and Sailing around the BVI

Discover the paradise of the British Virgin Islands as you sail and explore these beautiful islands with Eye of the Wind.

Vessel: Eye of the Wind
Where: Caribbean
Duration: 7 days
Date: 14 February 2020

£1,680 Details

Carnival of Venice Sailing Break

Join Kairos in Venice for a short break on the water during the Carnival of Venice, exploring this beautiful floating city and the town of Grado.

Vessel: Kairós
Where: Italy
Duration: 5 days
Date: 18 February 2020

£1,210 Details

Caribbean Sailing, Martinique to Antigua

Sail and explore the culture of the colourful Caribbean islands on Twister as she sails from Martinique to Antigua.

Vessel: Twister
Where: Caribbean
Duration: 10 days
Date: 21 February 2020

£1,500 Details

Caribbean Sailing from Grenada

Vessel: Rhea
Where: Grenada
Duration: 7 days
Date: 21 February 2020

£2,200 Details

Carnival of Venice Sailing Break

Join Kairos in Venice for a short break on the water during the Carnival of Venice, exploring this beautiful floating city and the island of Lido.

Vessel: Kairós
Where: Italy
Duration: 5 days
Date: 22 February 2020

£1,210 Details

Caribbean Sailing around Grenada

Caribbean active sailing holiday onboard tall ship Blue Clipper exploring Grenada, St Vincent and the Grenadines.

Vessel: Blue Clipper
Where: Caribbean
Duration: 12 days
Date: 25 February 2020

£1,100 Details

Short Sailing Break in Venice

Join Kairos in Venice for a short break on the water, exploring this beautiful floating city and the island of Lido.

Vessel: Kairós
Where: Italy
Duration: 4 days
Date: 28 February 2020

£900 Details

Caribbean Sailing, Antigua to Tortola

Sail and explore the culture of the colourful Caribbean islands on Twister as she sails from Antigua to Tortola.

Vessel: Twister
Where: Caribbean
Duration: 10 days
Date: 4 March 2020

FULL Details

City hopping under sail from Venice

Join Kairos in Venice and sail across the bay to the ancient city of Trieste and onto the Croatian city of Rovinj.

Vessel: Kairós
Where: Italy
Duration: 7 days
Date: 6 March 2020

£1,605 Details

Caribbean Sailing from Grenada

Vessel: Rhea
Where: Grenada
Duration: 6 days
Date: 7 March 2020

£1,950 Details

Caribbean Sailing Grenada to St Martin

Caribbean active sailing holiday onboard tall ship Blue Clipper from Grenada to St Martin.

Vessel: Blue Clipper
Where: Caribbean
Duration: 15 days
Date: 10 March 2020

£1,100 Details

Short Sailing Break in Venice

Join Kairos in Venice for a short break on the water, exploring this beautiful floating city and the island of Lido.

Vessel: Kairós
Where: Italy
Duration: 5 days
Date: 16 March 2020

£900 Details

Expedition from Tortola to Amsterdam

A voyage for true sailors! Join the crew of Twister as they set sail home for Amsterdam, stopping off in the Azores along the way.

Vessel: Twister
Where: Tortola
Duration: 45 days
Date: 18 March 2020

£4,200 Details

Caribbean Sailing from St Lucia to Antigua

Vessel: Rhea
Where: St Lucia
Duration: 5 days
Date: 27 March 2020

£1,450 Details

City hopping under sail from Venice

Join Kairos in Venice and sail across the bay to the ancient city of Trieste and onto the Croatian city of Rovinj.

Vessel: Kairós
Where: Italy
Duration: 7 days
Date: 27 March 2020

£1,605 Details

Caribbean Sailing St Martin to Antigua

Enjoy the azure ocean, palm beaches and the incomparable flair of the "Caribbean way of life" for spring sailing onboard luxury yacht Chronos.

Vessel: Chronos
Where: Caribbean
Duration: 11 days
Date: 28 March 2020

£2,350 Details

Easter Sailing Weekend

Enjoy a real taste of traditional sailing with a 4 day cruise around Devon on the magnificent Pilgrim of Brixham.

Vessel: Pilgrim of Brixham
Where: Devon
Duration: 4 days
Date: 10 April 2020

£299 Details

Easter Sailing Weekend in Cornwall

Early spring is one of the most delightful seasons in Cornwall and there can be no better way to shake off the winter blues and celebrate this stunning time of year than by getting out on the water.

Vessel: Bessie Ellen
Where: Cornwall
Duration: 4 days
Date: 10 April 2020

£495 Details

Easter City Hopping Under Sail from Venice

Join Kairos in Venice and sail across the bay to the ancient city of Trieste and onto the Croatian city of Rovinj.

Vessel: Kairós
Where: Italy
Duration: 7 days
Date: 10 April 2020

£2,050 Details

Ocean Sailing from Bermuda to the Azores

Cross the Atlantic ocean under sail on tall ship Blue Clipper as she sails from Bermuda to the Azores.

Vessel: Blue Clipper
Where: Caribbean
Duration: 25 days
Date: 11 April 2020

£1,500 Details

Sail the Firth of Clyde from Largs to Oban

Sail with Zuza as she makes her way to Oban through the Firth of Clyde around Jura to begin her summer sailing season.

Vessel: Zuza
Where: Scotland
Duration: 4 days
Date: 17 April 2020

£490 Details

A Sailors’ Voyage to Scotland

As the evenings grow lighter Bessie Ellen heads north to Oban, Scotland and the journey north from Cornwall is a fantastic opportunity to tuck some ocean miles under your belt and taste life on the open water.

Vessel: Bessie Ellen
Where: Scotland
Duration: 11 days
Date: 17 April 2020

£1,025 Details

Short Sailing Break in Venice

Join Kairos in Venice for a short break on the water, exploring this beautiful floating city and the island of Lido.

Vessel: Kairós
Where: Italy
Duration: 4 days
Date: 17 April 2020

£1,030 Details

Traditional Sailing Weekend

Enjoy a real taste of traditional sailing with a two-day cruise from Brixham on the magnificent Pilgrim of Brixham.

Vessel: Pilgrim of Brixham
Where: Devon
Duration: 2 days
Date: 18 April 2020

£175 Details

Devon Spring Sailing Weekend

Take a long weekend to unwind with a 3 day cruise around Devon on the magnificent Pilgrim of Brixham.

Vessel: Pilgrim of Brixham
Where: Devon
Duration: 3 days
Date: 24 April 2020

£249 Details

Guided Trek & Sail Adventure in The Hebrides

Join our VentureSail crew and Mammut Mountain guides on a bespoke trek and sail adventure in the Hebrides.

Vessel: Zuza
Where: Scotland
Duration: 3 days
Date: 24 April 2020

£690 Details

Croatian Island Exploration

Cruise the Adriatic Seas on schooner Kairos along the Croatian coast from Trogir.

Vessel: Kairós
Where: Croatia
Duration: 7 days
Date: 25 April 2020

£1,850 Details

Day Sailing Experience to Brixham

Sail with a traditional Cornish lugger from Dartmouth to Brixham for a day sailing experience perfect for those wanting to try something a little different!

Vessel: Our Daddy
Where: Devon
Duration: 1 days
Date: 1 May 2020

£120 Details

May Bank Holiday Sailing in the Hebrides

Let Zuza show you the beauty of the Hebrides from the water, with plenty of chance to explore on foot - the perfect time of year for wildlife watching!

Vessel: Zuza
Where: Scotland
Duration: 4 days
Date: 1 May 2020

£515 Details

Brixham Pirate Festival Day Sailing

Experience Brixham's annual Pirate Festival for a day sailing experience on a historic Lugger -perfect for those wanting to try something a little different!

Vessel: Our Daddy
Where: Devon
Duration: 1 days
Date: 2 May 2020

£120 Details

May Sailing Weekend

Take a long weekend to unwind with a 3 day cruise around Devon on the magnificent Pilgrim of Brixham.

Vessel: Pilgrim of Brixham
Where: Devon
Duration: 3 days
Date: 2 May 2020

£275 Details

Hebridean Magic

The sea around the west coast of Scotland offers some of the most stunning cruising grounds in the world and this adventure will sail where the wind blows.

Vessel: Bessie Ellen
Where: Scotland
Duration: 7 days
Date: 2 May 2020

£950 Details

Croatian Island Hopping

Cruise the Adriatic Seas on schooner Kairos, island hopping along the Croatian coast from Trogir.

Vessel: Kairós
Where: Croatia
Duration: 7 days
Date: 2 May 2020

£1,850 Details

Brixham Pirate Festival Day Sailing

Experience Brixham's annual Pirate Festival for a day sailing experience on a historic Lugger -perfect for those wanting to try something a little different!

Vessel: Our Daddy
Where: Devon
Duration: 1 days
Date: 3 May 2020

£120 Details

Sailing from Portland to Guernsey Liberation Day

Sail the English Channel with Polly from her home port of Portland on the Jurassic Coast to Guernsey in the Channel Islands.

Vessel: Polly Agatha
Where: English Channel
Duration: 5 days
Date: 6 May 2020

£650 Details

Ocean Sailing from the Azores to Portugal

Cross the Atlantic ocean under sail on tall ship Blue Clipper as she sails from the Azores to the coast of Portugal.

Vessel: Blue Clipper
Where: Portugal
Duration: 12 days
Date: 7 May 2020

£700 Details

May Sailing Long Weekend Adventure

Enjoy a real taste of traditional sailing with a 4 day cruise around Devon on the magnificent Pilgrim of Brixham.

Vessel: Pilgrim of Brixham
Where: Devon
Duration: 4 days
Date: 8 May 2020

£325 Details

Discover & Explore the Small Isles

Explore the beauty of the Small Isles on the west coast of Scotland under the sail, with plenty of wildlife spotting opportunities!

Vessel: Zuza
Where: Scotland
Duration: 7 days
Date: 9 May 2020

£890 Details

Island Sailing around the Hebrides

The sea around the west coast of Scotland offers some of the most stunning cruising grounds in the world and this adventure will sail where the wind blows.

Vessel: Bessie Ellen
Where: Scotland
Duration: 7 days
Date: 9 May 2020

FULL Details

Croatian Island Exploration

Cruise the Adriatic Seas on schooner Kairos along the Croatian coast from Trogir.

Vessel: Kairós
Where: Croatia
Duration: 7 days
Date: 9 May 2020

£1,850 Details

Channel Islands Sailing and Exploration

Explore the beautiful archipelago of the Channel Islands under sail with more sunshine hours a year than anywhere else in the UK!

Vessel: Polly Agatha
Where: Guernsey
Duration: 5 days
Date: 12 May 2020

£530 Details

Devon Coastal Exploration Weekend

Climb aboard this stunning classic yacht to soak up the sights of the south Devon coast. From Dartmouth, the wind will decide your journey under sail.

Vessel: Escape
Where: Devon
Duration: 2 days
Date: 16 May 2020

£260 Details

Devon Sailing Weekend

Climb aboard this historic lugger to soak up the sights of the beautiful south Devon coast and its tradtional seaside villages.

Vessel: Our Daddy
Where: Devon
Duration: 2 days
Date: 16 May 2020

£230 Details

Spring Sailing Weekend

Enjoy a real taste of traditional sailing with a two-day cruise from Brixham on the magnificent Pilgrim of Brixham.

Vessel: Pilgrim of Brixham
Where: Devon
Duration: 2 days
Date: 16 May 2020

£195 Details

Hebridean Magic

The sea around the west coast of Scotland offers some of the most stunning cruising grounds in the world and this adventure will sail where the wind blows.

Vessel: Bessie Ellen
Where: Scotland
Duration: 7 days
Date: 16 May 2020

£950 Details

Sailing from Guernsey to Portland

Sail the English Channel with Polly from Guernsey in the Channel Islands to her home port of Portland on the Jurassic Coast.

Vessel: Polly Agatha
Where: English Channel
Duration: 3 days
Date: 18 May 2020

£325 Details

Brixham Heritage Regatta Day Sailing Experience

Join a traditional Cornish lugger for a day's sailing experience offering the best vantage point during the Brixham Heritage Regatta.

Vessel: Our Daddy
Where: Devon
Duration: 1 days
Date: 23 May 2020

£120 Details

Brixham Heritage Regatta Sailing Weekend

Climb aboard this stunning classic yacht for a weekend discovering the Brixham Heritage Regatta. Sail to this beautiful port from Dartmouth, marvel at traditional vessels and race them.

Vessel: Escape
Where: Devon
Duration: 3 days
Date: 23 May 2020

£375 Details

Brixham Heritage Regatta

Climb aboard this traditional Brixham Trawler as she takes part in her home town's Heritage Regatta, marvelling at traditional vessels and racing with them.

Vessel: Pilgrim of Brixham
Where: Devon
Duration: 3 days
Date: 23 May 2020

£299 Details

Adventure to St. Kilda, Scotland

Sail to the remotest part of the UK, stroll barefoot on deserted white sands, take the helm and raise the sails for an adventure of a lifetime.

Vessel: Bessie Ellen
Where: Scotland
Duration: 10 days
Date: 23 May 2020

£1,290 Details

Croatian Coastal Sailing Cavtat to Trogir

Cruise from Cavtat, visiting Dubrovnik and Kotor before island hopping through the Kornati islands to Trogir.

Vessel: Kairós
Where: Croatia
Duration: 7 days
Date: 23 May 2020

£2,050 Details

Exploring the Hebrides on Zuza

Sail the Hebrides onboard yacht Zuza, exploring hidden anchorages, discovering amazing landscapes on foot with perfect wildlife watching opportunities!

Vessel: Zuza
Where: Scotland
Duration: 7 days
Date: 24 May 2020

FULL Details

Brixham Heritage Regatta Day Sailing Experience

Join a traditional Cornish lugger for a day's sailing experience offering the best vantage point during the Brixham Heritage Regatta.

Vessel: Our Daddy
Where: Devon
Duration: 1 days
Date: 24 May 2020

£120 Details

Bank Holiday Day Sailing Experience

Sail with a traditional Cornish lugger for a day sailing experience perfect for those wanting to try something a little different!

Vessel: Our Daddy
Where: Devon
Duration: 1 days
Date: 25 May 2020

£120 Details

Solent Summer Sailing

Sail to the Solent on traditional trawler Pilgrim of Brixham as she takes part in the Old Gaffers Association regatta event.

Vessel: Pilgrim of Brixham
Where: Devon
Duration: 7 days
Date: 27 May 2020

£799 Details

Sailing Weekend Exploring Mull in Scotland

Sail the Hebrides with Zuza, exploring hidden anchorages and amazing landscapes on foot - the perfect time of year for wildlife watching!

Vessel: Zuza
Where: Scotland
Duration: 3 days
Date: 29 May 2020

FULL Details

South Devon Day Sailing

Spend a day sailing with Escape on the South Devon Coast, anchor for lunch and take a dip if you're brave enough!

Vessel: Escape
Where: Devon
Duration: 1 days
Date: 30 May 2020

£120 Details

Croatian Island Hopping

Cruise the Adriatic Seas on schooner Kairos, island hopping along the Croatian coast from Trogir.

Vessel: Kairós
Where: Croatia
Duration: 7 days
Date: 30 May 2020

£2,150 Details

South Devon Day Sailing

Spend a day sailing with Escape on the South Devon Coast, anchor for lunch and take a dip if you're brave enough!

Vessel: Escape
Where: Devon
Duration: 1 days
Date: 31 May 2020

£120 Details

Scottish Sailing and Orkney Islands

Join Cherokee in Peterhead and sail with her as she voyages along the east coast of Scotland visiting authentic fishing villages, working harbours and the small atmospheric harbour of Whitehills.

Vessel: Cherokee
Where: Scotland
Duration: 9 days
Date: 1 June 2020

£1,010 Details

Tall Ship Taster – Discover Mull, Iona & Staffa

The west coast of Scotland offers some of the most stunning cruising grounds in the world. Sail where the wind blows and soak up some of the most stunning landscapes in the world.

Vessel: Bessie Ellen
Where: Scotland
Duration: 4 days
Date: 2 June 2020

FULL Details

Sailing to St. Kilda, Scotland

Sail with expedition yacht Zuza to one of the most remote and beautiful parts of the UK for a trip of a lifetime!

Vessel: Zuza
Where: Scotland
Duration: 10 days
Date: 3 June 2020

£1,420 Details

Devon and Cornwall Coastal Delights

Spend six days sailing from Brixham to Falmouth. The perfect way to see the beautiful coastline of Devon and Cornwall.

Vessel: Pilgrim of Brixham
Where: Devon
Duration: 6 days
Date: 4 June 2020

£499 Details

Adventure to St. Kilda, Scotland

Sail to the remotest part of the UK, stroll barefoot on deserted white sands, take the helm and raise the sails for an adventure of a lifetime.

Vessel: Bessie Ellen
Where: Scotland
Duration: 10 days
Date: 6 June 2020

£1,290 Details

Croatian Island Exploration

Cruise the Adriatic Seas on schooner Kairos along the Croatian coast from Trogir.

Vessel: Kairós
Where: Croatia
Duration: 7 days
Date: 6 June 2020

£2,050 Details

Sailing from Devon to Falmouth

Over four days, sail classic yacht Escape from Dartmouth to Falmouth, Cornwall. A fantastic way to view the beautiful coastline of Devon and Cornwall.

Vessel: Escape
Where: Devon
Duration: 4 days
Date: 8 June 2020

£380 Details

Falmouth Classics and Sea Shanty Festival

Setting sail from Dartmouth, Our Daddy will set sail for Falmouth Classics and Sea Shanty Festival for a week of sailing, sea faring and shanty singing!

Vessel: Our Daddy
Where: Devon
Duration: 8 days
Date: 9 June 2020

£960 Details

Sailing from Dartmouth to Falmouth Classics

Setting sail from Dartmouth, Our Daddy will explore the South Coast before reaching Falmouth Classics and Sea Shanty Festival.

Vessel: Our Daddy
Where: Devon
Duration: 3 days
Date: 9 June 2020

£350 Details

Orkney and Fair Isle Sailing

Join Cherokee in Kirkwall and sail along the North coast of Scotland, visiting the island of Rousay. Perfect for wildlife watching and exploration.

Vessel: Cherokee
Where: Scotland
Duration: 9 days
Date: 10 June 2020

£1,125 Details

Falmouth Classics and Sea Shanty Festival

Discover Cornwall with its sweeping bays, picturesque ports, and ancient market towns from historic maritime port of Falmouth under traditional sail.

Vessel: Pilgrim of Brixham
Where: Cornwall
Duration: 5 days
Date: 11 June 2020

£449 Details

Falmouth Classics Day Sailing Experience

Join historic Cornish Lugger in Falmouth for a day sailing experience during the Falmouth Classics Weekend.

Vessel: Our Daddy
Where: Cornwall
Duration: 1 days
Date: 12 June 2020

£120 Details

Falmouth Classics & Sea Shanty Weekend

Sail and race with Escape as she takes part in the iconic Falmouth Classics Regatta and Sea Shanty Festival.

Vessel: Escape
Where: Cornwall
Duration: 4 days
Date: 12 June 2020

£450 Details

Falmouth Classics Day Sailing Experience

Join historic Cornish Lugger in Falmouth for a day sailing experience during the Falmouth Classics Weekend.

Vessel: Our Daddy
Where: Cornwall
Duration: 1 days
Date: 13 June 2020

£120 Details

Tall Ship Taster – Discover Mull & her Surrounding Isles

The west coast of Scotland offers some of the most stunning cruising grounds in the world. Sail where the wind blows and soak up some of the most stunning landscapes in the world.

Vessel: Bessie Ellen
Where: Scotland
Duration: 4 days
Date: 16 June 2020

£550 Details

Cornwall and Isles of Scilly Sailing

Perfect for those who want a bit of open water sailing with an opportunity for walking exploration and wildlife watching.

Vessel: Pilgrim of Brixham
Where: Cornwall
Duration: 7 days
Date: 17 June 2020

£899 Details

Cornish Coast Exploration and Sailing

Sail with Escape to explore the South coast of Cornwall from Falmouth around the Lizard or up to Fowey and Charlestown, explore all the hidden coves that Cornwall has to offer.

Vessel: Escape
Where: Cornwall
Duration: 4 days
Date: 18 June 2020

£425 Details

Exploring the Small Isles, Scotland

Explore the beauty of the Small Isles on the west coast of Scotland under the sail, with plenty of wildlife spotting opportunities!

Vessel: Zuza
Where: Scotland
Duration: 7 days
Date: 20 June 2020

FULL Details

Hebridean Magic and Wildlife Watching

The sea around the west coast of Scotland offers some of the most stunning cruising grounds in the world and this adventure will sail where the wind blows.

Vessel: Bessie Ellen
Where: Scotland
Duration: 7 days
Date: 20 June 2020

£950 Details

Sailing from Malta to Sicily

Explore the magic of Malta and its surrounding islands under sail in the luxury and comfort of Chronos.

Vessel: Chronos
Where: Med
Duration: 7 days
Date: 20 June 2020

£2,350 Details

Croatian Island Exploration

Cruise the Adriatic Seas on schooner Kairos along the Croatian coast from Trogir.

Vessel: Kairós
Where: Croatia
Duration: 7 days
Date: 20 June 2020

£2,050 Details

Sailing from the Orkneys to the Hebrides

Join Cherokee in the Orkneys and sail with her as she voyages along the north-west coast of Scotland before finishing in the Hebrides on the Isle of Lewis.

Vessel: Cherokee
Where: Scotland
Duration: 8 days
Date: 20 June 2020

£995 Details

Father’s Day Sailing Experience

Give your dad a Father's Day present to remember with a day sail experience onboard a traditional Cornish lugger from Dartmouth!

Vessel: Our Daddy
Where: Devon
Duration: 1 days
Date: 21 June 2020

£120 Details

Summer Sailing From Falmouth to Dartmouth

Enjoy a week's summer sailing aboard classic yacht Escape as she explores the south coast of Cornwall and Devon on her way back to the beautiful Dartmouth.

Vessel: Escape
Where: Cornwall
Duration: 4 days
Date: 23 June 2020

£380 Details

Channel Islands Sailing Adventure

Spend a week cruising on this historical ship as the weather will take guests to Devon, Cornwall, the Channel Isles or even the Breton coast.

Vessel: Pilgrim of Brixham
Where: English Channel
Duration: 7 days
Date: 25 June 2020

£849 Details

Sailing and Exploring the Outer Hebrides

Sail with Zuza through the Minch of Scotland to the Outer Hebrides exploring history, landscape and beautiful wildlife.

Vessel: Zuza
Where: Scotland
Duration: 7 days
Date: 27 June 2020

FULL Details

Sailing South – Passage to Cornwall

As the evenings draw in, this is Bessie’s cue to head back south, down the north channel, passing the Clyde and onward to the dramatic Cornish coast.

Vessel: Bessie Ellen
Where: Scotland
Duration: 10 days
Date: 27 June 2020

£1,025 Details

Croatian Island Hopping

Cruise the Adriatic Seas on schooner Kairos, island hopping along the Croatian coast from Trogir.

Vessel: Kairós
Where: Croatia
Duration: 7 days
Date: 27 June 2020

£2,150 Details

Island Hopping in The Hebrides

This voyage will use the wind to sail out into some of the remote Hebridean islands, with the west coast of Scotland offering some of the most spectacular sailing waters around.

Vessel: Cherokee
Where: Scotland
Duration: 8 days
Date: 29 June 2020

£1,100 Details

Sea, Salts and Sail Festival in Mousehole

Join a historic Cornish Lugger for a summer week sailing the Cornish coast to the bi-annual Sea, Salts and Sail Festival in Mousehole.

Vessel: Our Daddy
Where: Cornwall
Duration: 6 days
Date: 1 July 2020

£700 Details

Dartmouth to Mousehole Coastal Sailing

Join a historic Cornish Lugger as she sails from Dartmouth down the coast to the fishing village of Mousehole.

Vessel: Our Daddy
Where: Cornwall
Duration: 3 days
Date: 1 July 2020

£350 Details

Sea, Salts and Sail Festival Day Sailing

Join a historic Cornish Lugger for a day sail experience from Mousehole, Cornwall.

Vessel: Our Daddy
Where: Cornwall
Duration: 1 days
Date: 4 July 2020

£120 Details

South Devon Day Sailing

Spend a day sailing with Escape on the South Devon Coast, anchor for lunch and take a dip if you're brave enough!

Vessel: Escape
Where: Devon
Duration: 1 days
Date: 4 July 2020

£120 Details

Sailing Taster Weekend

Enjoy a real taste of traditional sailing with a two-day cruise from Brixham on the magnificent Pilgrim of Brixham.

Vessel: Pilgrim of Brixham
Where: Devon
Duration: 2 days
Date: 4 July 2020

£215 Details

Sailing from Sicily to Palermo and Malta

Explore the magic of Sicily, Malta and its surrounding islands under sail in the luxury and comfort of Chronos.

Vessel: Chronos
Where: Sicily
Duration: 7 days
Date: 4 July 2020

£2,350 Details

Croatian Coastal Cruising

Cruise the Adriatic Seas on schooner Kairos, island hopping along the Croatian coast from Trogir.

Vessel: Kairós
Where: Croatia
Duration: 7 days
Date: 4 July 2020

£2,050 Details

Brest and Douarnenez Festival Sailing

Sail from Portland, Dorset to join the most anticipated maritime festivals of the sailing calendar - Brest and Douarnenez.

Vessel: Polly Agatha
Where: Dorset
Duration: 15 days
Date: 6 July 2020

£2,100 Details

Sailing passage from Newlyn to Brest

Become part of Bessie Ellen’s voyage crew, standing watches, reefing sails and taking part in navigating and all other aspects of a wooden vessel as she journeys over to France.

Vessel: Bessie Ellen
Where: Cornwall
Duration: 4 days
Date: 6 July 2020

£500 Details

Discovering the Inner Hebrides under sail

The Inner Hebrides are rich in history, wildlife and unique coastlines. Zuza's crew will take you to the best parts, sharing their knowledge with you.

Vessel: Zuza
Where: Scotland
Duration: 7 days
Date: 6 July 2020

£890 Details

Brest and Douarnenez Festival Sailing

Sail from Cornwall to join the most anticipated maritime festivals of the sailing calendar - Brest and Douarnenez.

Vessel: Escape
Where: Devon
Duration: 14 days
Date: 7 July 2020

£1,820 Details

Brest and Douarnenez Festival Sailing

Sail from Devon to join the most anticipated maritime festivals of the sailing calendar - Brest and Douarnenez.

Vessel: Pilgrim of Brixham
Where: Devon
Duration: 15 days
Date: 7 July 2020

£2,199 Details

Sailing around The Inner Hebrides

This voyage will use the wind to sail out into some of the remote Hebridean islands, with the west coast of Scotland offering some of the most spectacular sailing waters around.

Vessel: Cherokee
Where: Scotland
Duration: 8 days
Date: 7 July 2020

£1,150 Details

Brest and Douarnenez Festival Sailing

Sail from Cornwall to join the most anticipated maritime festivals of the sailing calendar - Brest and Douarnenez.

Vessel: Our Daddy
Where: Cornwall
Duration: 12 days
Date: 9 July 2020

£1,680 Details

Sailing the Sicilian coast and Aeolian Islands

Explore the magic of the Sicilian Coast and the volcanic Aeolian Islands under sail and in the luxury and comfort of Chronos.

Vessel: Chronos
Where: Sicily
Duration: 7 days
Date: 11 July 2020

£2,350 Details

Croatian Coastal and Island Cruising

Cruise the Adriatic Seas on schooner Kairos and explore the beautiful Croatian coast and the islands of Mljet, Lastovo and Korcula.

Vessel: Kairós
Where: Croatia
Duration: 7 days
Date: 11 July 2020

£2,050 Details

Sailing to St. Kilda, Scotland

Sail with expedition yacht Zuza to one of the most remote and beautiful parts of the UK for a trip of a lifetime!

Vessel: Zuza
Where: Scotland
Duration: 10 days
Date: 14 July 2020

£1,420 Details

Sailing from Scotland to Northern Ireland

Join Cherokee as she leaves Oban, past the islands of Arran and Bute and into the Irish Sea where she'll head for Portrush.

Vessel: Cherokee
Where: Scotland
Duration: 6 days
Date: 16 July 2020

£840 Details

Crossing the Bay of Biscay

Sail with Bessie from the French Coast across the Bay of Biscay to La Coruna, perfect for an open water adventure or mile building trip.

Vessel: Bessie Ellen
Where: France
Duration: 10 days
Date: 18 July 2020

£1,280 Details

Emerald Isle Sailing to Belfast

Sail and explore the northern coast of the emerald isle from Portrush to Belfast.

Vessel: Cherokee
Where: Ireland
Duration: 5 days
Date: 23 July 2020

£725 Details

Sail & Discover Mull, Jura & Islay

Join Zuza and her crew for an incredible week of exciting sailing and whisky tasting around the Hebrides, Scotland.

Vessel: Zuza
Where: Scotland
Duration: 7 days
Date: 25 July 2020

FULL Details

Croatian Island Hopping

Cruise the Adriatic Seas on schooner Kairos, island hopping along the Croatian coast from Trogir.

Vessel: Kairós
Where: Croatia
Duration: 7 days
Date: 25 July 2020

£2,150 Details

Belfast to Dublin Under Sail

The Emerald Isle attracts plenty of visitors every year. On this voyage you'll have the chance to sail on Cherokee, a cutter yacht, from Belfast to Dublin - the trip of a lifetime.

Vessel: Cherokee
Where: Ireland
Duration: 7 days
Date: 29 July 2020

£990 Details

Solent Sailing

Sail from Gosport and explore the Solent onboard beautiful Pilot Cutter Polly Agatha.

Vessel: Polly Agatha
Where: The Solent
Duration: 4 days
Date: 31 July 2020

£520 Details

Devon Summer Sailing Weekend

Take a long weekend to unwind with a 3 day cruise around Devon on the magnificent Pilgrim of Brixham.

Vessel: Pilgrim of Brixham
Where: Devon
Duration: 3 days
Date: 31 July 2020

£299 Details

Explore Galicia, La Coruna to Vigo

Spend a summer week sailing and exploring the Northwesterly coast of Spain onboard tall ship Bessie Ellen.

Vessel: Bessie Ellen
Where: Galicia Spain
Duration: 7 days
Date: 1 August 2020

£920 Details

Sailing to St. Kilda, Scotland

Sail with expedition yacht Zuza to one of the most remote and beautiful parts of the UK for a trip of a lifetime!

Vessel: Zuza
Where: Scotland
Duration: 10 days
Date: 3 August 2020

£1,420 Details

Solent Sailing

Sail from Gosport and explore the Solent onboard beautiful Pilot Cutter Polly Agatha.

Vessel: Polly Agatha
Where: The Solent
Duration: 4 days
Date: 5 August 2020

£520 Details

Summer Sailing Weekend

Enjoy a real taste of traditional sailing with a two-day cruise from Brixham on the magnificent Pilgrim of Brixham.

Vessel: Pilgrim of Brixham
Where: Devon
Duration: 2 days
Date: 5 August 2020

£215 Details

South Devon Sailing Weekend

Enjoy a real taste of traditional sailing with a two-day cruise from Brixham on the magnificent Pilgrim of Brixham.

Vessel: Pilgrim of Brixham
Where: Devon
Duration: 2 days
Date: 8 August 2020

£215 Details

Galician Coastal Exploration from Vigo

Spend a summer week sailing and exploring the Galician coast of Spain onboard tall ship Bessie Ellen.

Vessel: Bessie Ellen
Where: Spain
Duration: 7 days
Date: 8 August 2020

£920 Details

Croatian Island Hopping

Cruise the Adriatic Seas on schooner Kairos, island hopping along the Croatian coast from Trogir.

Vessel: Kairós
Where: Croatia
Duration: 7 days
Date: 8 August 2020

£2,150 Details

Firework Sailing Spectacular

Sailing from Brixham to Plymouth aboard a traditional trawler for the annual British Firework Championships.

Vessel: Pilgrim of Brixham
Where: Devon
Duration: 6 days
Date: 11 August 2020

£499 Details

Devon Coastal Exploration Weekend

Climb aboard this stunning classic yacht to soak up the sights of the south Devon coast. From Dartmouth, the wind will decide your journey under sail.

Vessel: Escape
Where: Devon
Duration: 3 days
Date: 14 August 2020

£370 Details

Sail & Explore the Small Isles in Scotland

Explore the beauty of the Small Isles on the west coast of Scotland under the sail, with plenty of wildlife spotting opportunities!

Vessel: Zuza
Where: Scotland
Duration: 7 days
Date: 15 August 2020

£890 Details

Galician Coastal Exploration from Vigo

Spend a summer week sailing and exploring the Galician coast of Spain onboard tall ship Bessie Ellen.

Vessel: Bessie Ellen
Where: Spain
Duration: 7 days
Date: 15 August 2020

£920 Details

Croatian Island Exploration

Cruise the Adriatic Seas on schooner Kairos along the Croatian coast from Trogir.

Vessel: Kairós
Where: Croatia
Duration: 7 days
Date: 15 August 2020

£2,130 Details

Brittany Coastal Sailing

Sail the beautiful rugged coastline of northern Brittany from Brest to Lorient on yacht Cherokee.

Vessel: Cherokee
Where: France
Duration: 8 days
Date: 15 August 2020

£1,125 Details

Devon Sailing Taster

Take a long weekend to unwind with a 3 day cruise around Devon on the magnificent Pilgrim of Brixham.

Vessel: Pilgrim of Brixham
Where: Devon
Duration: 3 days
Date: 18 August 2020

£299 Details

South Devon Day Sailing

Spend a day sailing with Escape on the South Devon Coast, anchor for lunch and take a dip if you're brave enough!

Vessel: Escape
Where: Devon
Duration: 1 days
Date: 21 August 2020

£120 Details

South Devon Day Sailing

Spend a day sailing with Escape on the South Devon Coast, anchor for lunch and take a dip if you're brave enough!

Vessel: Escape
Where: Devon
Duration: 1 days
Date: 22 August 2020

£120 Details

Late Summer Sailing Weekend

Enjoy a real taste of traditional sailing with a two-day cruise from Brixham on the magnificent Pilgrim of Brixham.

Vessel: Pilgrim of Brixham
Where: Devon
Duration: 2 days
Date: 22 August 2020

£215 Details

Guided Trek and Sail Weekend in The Hebrides

Join our VentureSail crew and Mammut Mountain guides on a bespoke trek and sail adventure in the Hebrides.

Vessel: Zuza
Where: Scotland
Duration: 3 days
Date: 22 August 2020

£690 Details

Crossing and whale watching in the Bay of Biscay

Sail with Bessie Ellen from Vigo on the Galician coast on her journey home to Cornwall for 10 days of exhilarating sailing.

Vessel: Bessie Ellen
Where: Galicia Spain
Duration: 10 days
Date: 22 August 2020

£1,280 Details

South Devon Day Sailing

Spend a day sailing with Escape on the South Devon Coast, anchor for lunch and take a dip if you're brave enough!

Vessel: Escape
Where: Devon
Duration: 1 days
Date: 23 August 2020

£120 Details

Dartmouth Regatta Sailing

Climb aboard this traditional Brixham Trawler as she sails around Berry Head for the Dartmouth Regatta.

Vessel: Pilgrim of Brixham
Where: Devon
Duration: 3 days
Date: 26 August 2020

£299 Details

Bank Holiday Sailing & Wildlife Watching

Let Zuza show you the beauty of the Hebrides from the water, with plenty of chance to explore on foot - the perfect time of year for wildlife watching!

Vessel: Zuza
Where: Scotland
Duration: 4 days
Date: 28 August 2020

£575 Details

Sailing from Portland to Guernsey

Sail the English Channel with Polly from her home port of Portland on the Jurassic Coast to Guernsey in the Channel Islands.

Vessel: Polly Agatha
Where: English Channel
Duration: 3 days
Date: 28 August 2020

£325 Details

Channel Islands Sailing and Exploration

Explore the beautiful archipelago of the Channel Islands under sail with more sunshine hours a year than anywhere else in the UK!

Vessel: Polly Agatha
Where: Guernsey
Duration: 5 days
Date: 1 September 2020

£650 Details

Sailing the Northern Coast of Spain

Spend nine days summer sailing and exploring the Northern coast of Spain onboard Cherokee from Gijón to La Coruña.

Vessel: Cherokee
Where: Northern Spain
Duration: 9 days
Date: 1 September 2020

£1,175 Details

Sail & Discover the Inner Hebrides

The Inner Hebrides are rich in history, wildlife and unique coastlines. Zuza's crew will take you to the best parts, sharing their knowledge with you.

Vessel: Zuza
Where: Scotland
Duration: 7 days
Date: 2 September 2020

£890 Details

Devon Coastal Sailing

Climb aboard this stunning classic yacht to soak up the sights of the south Devon coast. From Dartmouth, the wind will decide your journey under sail.

Vessel: Escape
Where: Devon
Duration: 3 days
Date: 4 September 2020

£370 Details

Channel Islands Sailing and Exploration

Explore the beautiful archipelago of the Channel Islands under sail with more sunshine hours a year than anywhere else in the UK!

Vessel: Polly Agatha
Where: Guernsey
Duration: 5 days
Date: 7 September 2020

£650 Details

Mayflower Commemoration Passage

Sailing from Dartmouth to Plymouth aboard a traditional trawler to celebrate the 400 year anniversary of the sailing of the Mayflower.

Vessel: Pilgrim of Brixham
Where: Devon
Duration: 3 days
Date: 9 September 2020

£349 Details

Devon Coastal Sailing

Climb aboard this stunning classic yacht to soak up the sights of the south Devon coast. From Dartmouth, the wind will decide your journey under sail.

Vessel: Escape
Where: Devon
Duration: 3 days
Date: 11 September 2020

£370 Details

Guided Trek and Sail in The Hebrides

Join our VentureSail crew and Mammut Mountain guides on a bespoke trek and sail adventure in the Hebrides.

Vessel: Zuza
Where: Scotland
Duration: 4 days
Date: 11 September 2020

£790 Details

Galician Coastal Sailing and Exploration

Spend eight days summer sailing and exploring the Northwesterly coast of Spain onboard Cherokee

Vessel: Cherokee
Where: Galicia Spain
Duration: 8 days
Date: 11 September 2020

£1,050 Details

Sailing from Guernsey to Portland

Sail the English Channel with Polly from Guernsey in the Channel Islands to her home port of Portland on the Jurassic Coast.

Vessel: Polly Agatha
Where: English Channel
Duration: 3 days
Date: 13 September 2020

£325 Details

Mayflower Commemoration Sailing

Sailing from Plymouth aboard a traditional trawler to celebrate the 400 year anniversary of the sailing of the Mayflower.

Vessel: Pilgrim of Brixham
Where: Devon
Duration: 5 days
Date: 13 September 2020

£499 Details

Guided Trek and Sail in The Hebrides

Join our VentureSail crew and Mammut Mountain guides on a bespoke trek and sail adventure in the Hebrides.

Vessel: Zuza
Where: Scotland
Duration: 4 days
Date: 18 September 2020

£790 Details

Devon Coast Sailing Explorer

Enjoy 5 days to kick back, relax and cruise the coast of Devon onboard the magnificent Pilgrim of Brixham.

Vessel: Pilgrim of Brixham
Where: Devon
Duration: 5 days
Date: 19 September 2020

£499 Details

Spain to Portugal Coastal Sailing

Spend a week sailing and exploring from the Spanish town of Vigo to the Portuguese city of Porto onboard Cherokee

Vessel: Cherokee
Where: Spain
Duration: 7 days
Date: 19 September 2020

£850 Details

Devon Autumn Sailing Weekend

Enjoy a real taste of traditional sailing with a two-day cruise from Brixham to Dartmouth on the magnificent Pilgrim of Brixham.

Vessel: Pilgrim of Brixham
Where: Devon
Duration: 2 days
Date: 26 September 2020

£195 Details

Sailing the Portuguese Coast

Spend a week sailing and exploring the Portuguese coast from Porto to Lisbon onboard Cherokee

Vessel: Cherokee
Where: Portugal
Duration: 8 days
Date: 26 September 2020

£1,050 Details

Devon Sailing Adventure Weekend

Take a long weekend to unwind with a 3 day cruise around Devon on the magnificent Pilgrim of Brixham.

Vessel: Pilgrim of Brixham
Where: Devon
Duration: 3 days
Date: 3 October 2020

£275 Details

Sailing Taster Weekend

Enjoy a real taste of traditional sailing with a two-day cruise from Brixham on the magnificent Pilgrim of Brixham.

Vessel: Pilgrim of Brixham
Where: Devon
Duration: 2 days
Date: 10 October 2020

£175 Details

Dartmouth Food Festival Sailing

Experience one of the best foodie festivals that Devon has to offer from an ideal vantage point with a 3 day cruise on the magnificent Pilgrim of Brixham.

Vessel: Pilgrim of Brixham
Where: Devon
Duration: 4 days
Date: 16 October 2020

£299 Details

Sailing the Maltese Islands

Explore the magic of Malta and its surrounding islands under sail in the luxury and comfort of Chronos.

Vessel: Chronos
Where: Sicily
Duration: 4 days
Date: 20 October 2020

£1,200 Details

Devon Autumn Sailing Taster

Take a long weekend to unwind with a 3 day cruise around Devon on the magnificent Pilgrim of Brixham.

Vessel: Pilgrim of Brixham
Where: Devon
Duration: 3 days
Date: 23 October 2020

£249 Details

Sailing the Maltese Islands

Explore the magic of Malta and its surrounding islands under sail in the luxury and comfort of Chronos.

Vessel: Chronos
Where: Sicily
Duration: 7 days
Date: 24 October 2020

£2,150 Details

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Expedition from Amsterdam to Falmouth

Sailing the Galician coast from La Coruna to Cascais

Pilgrim Day Sail

Expedition from Falmouth to Portugal

City hopping under sail from Venice

City hopping under sail from Venice

Volcano Islands of the Canary Archipelago

Expedition from Portugal to Tenerife

City hopping under sail from Venice

Canary Island Cruising

Expedition from Valencia to Tenerife

Expedition from Tenerife to the Caribbean

Canary Islands Exploring Under Sail

Expedition from Tenerife to the Caribbean

Ocean Sailing from Portugal to the Caribbean

Canary Islands Exploring Under Sail

Wildlife Watching in the Canary Islands

Christmas in the Canary Islands

Christmas and New Year sailing in the Caribbean

Christmas sailing in the Caribbean

Christmas & New Year in the Caribbean

Christmas Sailing in the Caribbean

Christmas & New Year Sailing in the Caribbean

Celebrating the New Year in the Canary Islands

New Year sailing in the Caribbean

New Year Sailing in the Caribbean

Caribbean Sailing – Pearls of the Lesser Antilles

Expedition from Tenerife to Tobago

Caribbean Sailing Tortola BVI to Antigua

Caribbean Sailing Grenada to St Lucia

Caribbean Sailing – Antigua to Guadeloupe

Caribbean Sailing around Grenada

Caribbean Sailing St Lucia to Grenada

Caribbean Sailing around Guadeloupe

Caribbean Sailing Grenada to St Lucia

Caribbean Sailing – Guadeloupe, Dominica, Martinique

Caribbean Sailing around Grenada

Caribbean Sailing St Lucia to Grenada

Caribbean Sailing Grenada to St Lucia

Caribbean Sailing – the Paradise of the BVI

Caribbean Sailing, Tobago to Martinique

Caribbean Sailing around Grenada

Caribbean Sailing St Lucia to Grenada

Caribbean Dreaming and Sailing around the BVI

Carnival of Venice Sailing Break

Caribbean Sailing, Martinique to Antigua

Caribbean Sailing from Grenada

Carnival of Venice Sailing Break

Caribbean Sailing around Grenada

Short Sailing Break in Venice

Caribbean Sailing, Antigua to Tortola

City hopping under sail from Venice

Caribbean Sailing from Grenada

Caribbean Sailing Grenada to St Martin

Short Sailing Break in Venice

Expedition from Tortola to Amsterdam

Caribbean Sailing from St Lucia to Antigua

City hopping under sail from Venice

Caribbean Sailing St Martin to Antigua

Easter Sailing Weekend

Easter Sailing Weekend in Cornwall

Easter City Hopping Under Sail from Venice

Ocean Sailing from Bermuda to the Azores

Sail the Firth of Clyde from Largs to Oban

A Sailors’ Voyage to Scotland

Short Sailing Break in Venice

Traditional Sailing Weekend

Devon Spring Sailing Weekend

Guided Trek & Sail Adventure in The Hebrides

Croatian Island Exploration

Day Sailing Experience to Brixham

May Bank Holiday Sailing in the Hebrides

Brixham Pirate Festival Day Sailing

May Sailing Weekend

Hebridean Magic

Croatian Island Hopping

Brixham Pirate Festival Day Sailing