Wine and Catamaran Club 2021


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Luxury Sailing Holidays

Now more than ever we want to escape. To sit on the deck of a yacht at sunset with those we love most, sipping an impeccably-chilled glass of champagne, reflecting on a perfect day. To smile and relax. To watch the moon rise as an active volcano spits fire on the horizon. To recharge with delicious food and new friends. To fall asleep to the sound of gently-lapping waves and wake up to find dreams turned into reality.

Our aim is simple: to deliver beautiful, unique, bespoke holidays at sea. Explore the Aeolian Islands on board one of our luxurious catamarans hosted by an expert crew, who will prepare mouth-watering meals accompanied by award-winning wines on board and guide you to the finest restaurants on shore. Swim alongside octopuses, enjoy private vineyard tours, discover a secluded cove and soak up the sun on deck. 

Star Luxury
Meet the fleet

The sea, prevailing winds and volcanic earth all contribute to the exceptional flavours of these wines.


Stringent cleaning procedures are already in-place across all boats globally for the well-being of our crew and guests on SailSterling Luxury Sailing Holidays.  These will be further enhanced to meet government guidelines in the UK and Italy which are in place in July 2021 in relation to the COVID pandemic.  These will include temperature checks prior to boarding; hand-sanitising stations in public areas; additional deep cleans of public areas including decks; social distancing if required.  With each catamaran’s capacity at a maximum of 10 people including skipper and chef, if required in August, guests would remain in catamaran bubbles during visits to vineyards and other on-shore activities.

SailSterling in the Press

The Luxe Review
SailSterling 2021 Wine and Catamaran tour launched, a perfect way to explore the Aeolian Islands
SailSterling launches new 2021 Italian wine tours
The Times
Britons cross their fingers and book their post-vaccine holiday
The Sunday Times
Casting Off: cruise news for the year ahead
Cruises are part of the wellness revolution – despite their reputation for gluttony