Aerial view of boats in the harbour at the escale à sète festival, France
Maritime pirate procession at the escale à sète festival, France
paimpol Festival fireworks
Pilgrim Brest Festival
Escape Brixham Heritage Regatta
VIEW GALLERY

maritime festival sailing holiday

Jump on board a maritime festival sailing holiday experience for a truly immersive sailing experience. Take part in classic boat regattas packed with maritime history, soak up the atmosphere at world famous sea shanty festivals, or set sail on a thrilling tall ship racing adventure. With a maritime festival sailing holiday you can make the most of your time at sea whilst enjoying an incredible array of festivities on land.

Filter Search

We have found 6 voyages with berths available.

Sailing the Brittany Coast From Falmouth
Pellew under way sailing coastline
Pellow Pilot Cutters Sailing
Pellew guests onboard women sailors
douarnenez bay
France Brest Lighthouse
fleet
Pellew pilot cutter sailing from bow

Sailing the Brittany Coast From Falmouth

Sail from Falmouth aboard the traditional pilot cutter Pellew to explore the coast of Brittany, including a passing visit to the Douarnenez Maritime Festival.
Date: 21 Jul 2026
Duration: 10 days
Vessel: Pellew
Where: Cornwall/France
Board Type: Full Board
Group Size: 8
Activity: Level 2
i
£2,490.00€3,112.50
Limited berths
View Voyage
Short break sailing in the Norwegian Fjords
Blue Clipper Full sails Hebrides
Waterfall in Rogaland, near Stavanger, Norway
Blue Clipper guests raising sails tall ship
Blue Clipper guest kayaking in Norwegian Fjords, Norway, Stavanger
Venturesail-Blue-Clipper-saloon
Tall ship Blue Clipper anchored in the Norwegian Fjords, Stavanger, Norway
View of pulpit rock, Lysefjord, Norway

Short break sailing in the Norwegian Fjords

Join the iconic Tall Ship Race Parade of Sail before beginning a four-night adventure aboard traditional three-masted schooner Blue Clipper as she sails the Norwegian Fjords from Stavanger.
Date: 24 Jul 2026
Duration: 5 days
Vessel: Blue Clipper
Where: Norway
Board Type: Full Board
Group Size: 12
Activity: Level 1
i
£1,450.00€1,812.50
Limited berths
View Voyage
St Tropez Regatta holiday
Chronos underway in St Tropez
Crew member winching sails on board SC Chronos Rhea Kairos
France, Cote D'azur, French coastline
Chronos and Rhea sailing in company, St Tropez regatta
Chronos guests on deck tidying ropes onboard
Chronos yacht saloon onboard
France, yachts anchored off Cote D'Azur, french coastline

St Tropez Regatta holiday

Join modern yacht Chronos as she sails the French coast from St. Tropez to Cannes, observing the ‘Les Voiles de St.Tropez’ regatta.
Date: 26 Sep 2026
Duration: 9 days
Vessel: Chronos
Where: Côte d’Azur
Board Type: Full Board
Group Size: 26
Activity: Level 1
i
£3,905.00€4,600.00
Berths available
View Voyage
Luxury Sailing St Barths Regatta
Kairos and Rhea sailing in company, open ocean
Colombier, St Barths
Kairos on deck with blue sky south Croatia
Kairos anchored off the coast of Antigua, Caribbean SC
Kairos crew member on board
Caribbean St Martin
2027
St Barths Regatta!

Luxury Sailing St Barths Regatta

Enjoy Caribbean sailing and island hopping from St Martin as you watch St Barths Bucket Race from yacht Kairos.
Date: 13 Mar 2027
Duration: 8 days
Vessel: Kairós
Where: St Martin, Caribbean
Board Type: Full Board
Group Size: 16
Activity: Level 1
i
£2,960.00€3,300.00
Berths available
View Voyage
Luxury Caribbean Sailing St Barths Regatta
Chronos and Rhea sailing in company, St Tropez regatta
Chronos yacht underway on deck sunshine sailing crew
Caribbean, colourful island of St Barths, St Barts, St Bartholemew
Rhea sailing in the Med with Chronos in the background
SC yacht anchored off Caribbean beach Chronos Rhea Kairos
View of Colombier in St Barths, Caribbean
2027
St Barths Regatta!

Luxury Caribbean Sailing St Barths Regatta

Enjoy Caribbean sailing and island hopping from Antigua as you watch St Barths Bucket Race from luxury yacht Rhea.
Date: 13 Mar 2027
Duration: 11 days
Vessel: Rhea
Where: Antigua, Caribbean
Board Type: Full Board
Group Size: 26
£4,530.00€5,150.00
Berths available
View Voyage
St Tropez Regatta holiday
Chronos underway in St Tropez
Crew member winching sails on board SC Chronos Rhea Kairos
France, Cote D'azur, French coastline
Chronos and Rhea sailing in company, St Tropez regatta
Chronos guests on deck tidying ropes onboard
Chronos yacht saloon onboard
France, yachts anchored off Cote D'Azur, french coastline
2027

St Tropez Regatta holiday

Join modern yacht Chronos as she sails the French coast from St. Tropez to Cannes, observing the ‘Les Voiles de St.Tropez’ regatta.
Date: 25 Sep 2027
Duration: 9 days
Vessel: Chronos
Where: Côte d’Azur
Board Type: Full Board
Group Size: 26
Activity: Level 1
i
£4,275.00€4,800.00
Berths available
View Voyage