classic holidays at sea
Adventure Sailing Holidays
Climb aboard classic ships or adventure vessels and explore a host of destinations as you’ve never seen them before. Let our fleet of boats give you an authentic taste of life under sail and a holiday like no other. No experience needed, just a lust for adventure!
Featured Voyages
Offshore Sailing Expedition from Portugal
- Vessel: Blue Clipper
- Port: UK/France
City hopping under sail from Venice
- Vessel: Kairós
- Port: Italy
Sailing the Baltic Sea to Denmark and Sweden
- Vessel: Eye of the Wind
- Port: Germany/Sweden
Sailing from the Orkneys to Stornoway
- Vessel: Cherokee
- Port: Scotland
Autumn Scandinavian Sailing and Apple Harvest
- Vessel: Bessie Ellen
- Port: Denmark
Falmouth Classics and Sea Shanty Festival
- Vessel: Our Daddy
- Port: Devon
River Sailing Weekend
- Vessel: Reminder
- Port: Essex
Sailing passage from Newlyn to Brest
- Vessel: Bessie Ellen
- Port: Cornwall
Easter Sailing Weekend
- Vessel: Pilgrim of Brixham
- Port: Devon
Sailing the South Devon Coast
- Vessel: Escape
- Port: Devon
Island Hopping in The Hebrides
- Vessel: Cherokee
- Port: Scotland
Sailing and Exploring the Isles of Scilly
- Vessel: Pellew
- Port: Cornwall
Destinations
Our range of vessels enables us to offer several destinations all over the globe. Which adventure will you choose?
View Destinations
Our Fleet
With vessels of all sizes and each with a unique history and construction, there is no shortage of choice for your sailing holiday.
View Fleet“I thoroughly enjoyed reliving my youth onboard Bessie Ellen. We came from Cornwall to Oban on this beautiful ship with Skipper Nikki and her brilliant crew. Great hands on sailing, relaxed atmosphere and fabulous food. A true get away.”Kate Smith, Bessie Ellen Guest
“I’ve never sailed before, but if this is sailing, then I’m addicted. So, it seems, is everyone else: 85% of the Bessie Ellen’s guests return for further sailing adventures.”Hazel Southam, writing for The Guardian
“Having never set foot on a working tall ship, I had no idea what to expect aside from what I had seen in films. The reality is so much better. I would recommend anyone who loves the sea to try this.”Chris Baker, Muddy Stilettos Cornwall
“This was the Canaries of riding anchor in moonlit bays...., of swimming with turtles and and admiring pilot whales beneath our bows.”Andrew Eames, writing for The Times
Latest from our Adventure Journal
Read up on life on board a tall ship! See what both skippers and customers have to say about sailing within our fleet.
17 January 2020
