Classic sailing yacht charters

Best classic sailing yacht charters

Best classic sailing yachts for charter this season

Sail back in time for your next charter holiday on board a classic charter yacht. These charming vessels have lived glamorous lives brimming with colourful stories from a bygone era. They have raced in regattas and sailed the seven seas, hosting legendary guests along the way. Some even have stories from WWII, receiving impressive restorations in the aftermath while maintaining their old-world charm. Others were abandoned before being revived and put to good use; some are replicas in homage to the originals.

Here’s our pick of the best classic yachts available for charter.


Constructed in 1921 by legendary German shipbuilder Max Oertz, 30m (124.8ft) AELLO has sailed the seven seas and offers an unforgettable sailing experience for any seasoned sailor. It’s her past that makes the yacht extra special, with stories of faraway exploration in mysterious destinations and a history of winning a series of prestigious regattas. AELLO’s previous owner was a Greek/Egyptian merchant with a background in museums and art collection, adding an extra element of intrigue to the vessel. Fun fact? AELLO is the last remaining large schooner to be designed by Max Oertz, making her a pretty special and rare find.


Built in 2000, 49.5m (162.5ft) sailing yacht ELEONORA exudes the kind of elegance you would find on an original classic yacht. After all, she was built using the original lines of legendary racing schooner WESTWARD – one of Herreshoff’s greatest designs. The yacht features a range of portholes and skylights to brighten the inside. Built at the Van der Graaf shipyard in Holland, she is one of the fastest yachts on the water and has successfully participated in a number of classic sailing regattas. Stepping aboard ELEONORA is like stepping back in time to the elegance and grandeur of another age.

Eleonora classic sailing yacht for charter


Iconic 65.3m (214.3ft) sailing vessel CREOLE was used during WWII and has seen some major changes and upgrades over the years. After the war, she was completely unrecognisable which led to a major restoration in the mid-20th century. She was eventually restored to her original design a decade after being built while under new ownership. The yacht has lived an exciting life, boasting meticulous design and craftsmanship. These days, CREOLE’s aft deck is a favourite spot for pure relaxation.


ATHOS is a 62m (203.5ft) yacht built in 2010 and designed in a classic style by Hoek Design. She can comfortably accommodate up to 12 guests and is proudly sailed by Captain Tony who has over 40 years’ experience in the yachting industry. Captain Tony has sailed the world six times and will be able to tell you all about the yacht’s history during your charter. As for entertainment, ATHOS features a terrific toybox bursting with paddleboards, Seabobs and plenty more!

Invader classic sailing yacht for charter


A 49m (160ft) vintage schooner built in 1905 by the renowned Lawley & Sons South Boston shipyard. With design by Albert Stanton Chesebrough, the grandson of Nathanael Herreshoff, she has courted film stars such as Charlie Chaplin in the early years of her launch. Fans of classic sailing yachts might recognise INVADER from her sparkling world-record performance at the Transpac Race from Los Angeles to Honolulu in 1926. To this very day, she is a gracious sailing vessel with a range of exceptional features for guests to enjoy.


Instantly recognisable for her crisp white sails, 55m (180.5ft) ELENA is a meticulous recreation of the 1928 Transatlantic Race record holder. Built in 2009 with the original 1910 design in mind, she combines classic racing pedigree with contemporary comfort to add to her long list of standout features. The stately interiors add to the classic feel of the vessel as though stepping back in time to the roaring 20s. Speak to Captain Steve and the passionate crew to get to know the yacht in more detail.

Elena sailing yacht for charter