Let the coastline set the pace.

From a private day beneath Etna to an Aeolian crossing or a longer journey under sail.

The right boat for the right day

Vessel, crew and route - carefully matched.

Contessa arranges private boat and yacht experiences through selected operators.


Options depend on your party, plans, season, availability and suitable operating conditions.

Featured yacht · Riana

Riana - classic sailing grace, crafted for modern life at sea.

Riana is a 42-metre motor-sailing yacht that pairs traditional lines with generous modern comfort for private journeys in the Mediterranean.

42 metres

Motor-sailing yacht

8-10 guests

Private guest capacity

4 ensuite cabins

Two double, two twin

7 crew

International Crew

Approx. 10 knots

Cruising speed
Life aboard riana

Room to gather.

Space to disappear.

Three expansive outdoor areas - the flybridge, forward deck and aft deck - create distinct places to sunbathe, talk, read or simply watch the coastline move.


Shaded and open-air dining areas can move with the day, while the timber-lined salon brings together a lounge, bar and indoor dining area. Accommodation comprises two double and two twin guest cabins, each with an ensuite bathroom.

Sailboat with white sails cruising on blue water near a coastal town and green hills
Luxury bedroom cabin with two twin beds, warm wood paneling, and bedside lamps
Sailboat gliding on blue sea beside a coastal town and green hills under a clear sky
Sailboat with white sails gliding across deep blue water
A day shaped around the water

From slow mornings to active afternoons.

Riana carries a range of watersports equipment, with crew available to guide guests in its safe use. Fishing, jet skiing, water skiing and snorkeling may be arranged; diving experiences and a certified dive master are available with advance notice.


Every route and onboard activity remains subject to advance confirmation, operating conditions and the captain's discretion.

More ways to take to the water

One afternoon or a journey at sea.

01

Private day charters

A day on the water shaped around your party and the right available vessel and crew.

02

Taormina & Riposto

Ionian coast departures for swimming, coastal views and an unhurried day beneath Etna.

03

Syracuse & Plemmirio

Ortigia from the sea and the limestone coast south of Syracuse.

04

Acitrezza · Route of Myths

A private route among the Cyclops sea stacks and mythic volcanic coastline.

Your Sicily from the sea

Start planning a private sailing.

Share a little about the journey you have in mind. Our team will reply personally.