Sicilian Odyssey


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9 nights

Join the locals for the Passeggiata (evening stroll) and marvel at the fabulous 18th century Baroque of the vibrant old town of Trapani. Swim in the impossibly crystal waters of Cala Rosso. Explore the vibrant street markets, medieval palaces and a flamboyant bar scene at Palermo. Make the calf-burning ascent to the top of La Rocca to be rewarded with breathtaking views of the Tyrrhenian coast. Sail this stunning archipelago in style on the classic yacht and enjoy the inspiring volcanic landscapes from an unparalleled viewpoint.

The whole vessel is available for charter for this voyage for £8,995. Please enquire for details. 

Trip Start: June 2018

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Vessel Type

Classic Aluminium Ketch

A deep and secure aft-cockpit make her ideal for safe passages and comfortable cruising and there’s plenty of sunbathing space on the large open deck. The versatile ketch rig means she can be comfortably sailed short-handed but is equally well-suited to being pushed hard by a full race crew and is an exciting boat to sail for old-hands and novices alike. Furling headsails and slab-reef mizzen and main sail mean there is plenty to keep the crew busy.

Vessel Length

65 feet




Up to 10 guest in four cabins.

  • Two private double cabins and two twins. All en-suite.
  • Temporary bunks can be fitted in the double cabins to provide additional space (great for larger groups or those with young children).
  • The saloon and galley provide a great social area, with seating for 8 at the table and a meticulously appointed galley, perfect for preparing high quality meals.
  • Should you wish to secure a private berth (for one person) a single cabin supplement will apply to the price of the trip – currently standard price + 70%.


Deposit and cancellation:

40% and Staggered 2. Registration form required to confirm booking.

See deposit and cancellations policy


  • Accommodation aboard for the duration of the adventure
  • Professional skipper for the duration of the adventure
  • Sheets & bedding
  • Bath towels
  • Drinking water, teas & coffees


  • Travel to or from the vessel
  • On arrival you are required to pay a Communal Expenses Allowance (CEA), currently 15% of the full charter or adventure price. This is essentially a ‘boat kitty’ that covers variable expenses such as fuel, harbour water, food, non-alcoholic drinks and port fees. The CEA can then be used by your skipper to make payments during the charter without disturbing you, and serves as an available kitty for guests. Any remaining CEA is returned at the end of the charter, or if expenses incurred exceed the CEA collected, an additional expense is requested at the end of the charter.

Practical Info

  • Guests become part of the crew and the responsibility for provisioning is shared, based on the groups’ preferences (some adventures will feature more remote anchorages and cooking aboard, on other trips guests may prefer to eat ashore more often). There is certainly no better way to understand a region than by visiting the local food markets and seeing what fresh produce is being bought and sold.
  • Open to beginner sailors.


Getting there

Join the boat in Trapani from 12.00. If you are due to arrive later than 20.00 please let us know in advance.

Palermo and Catania are well served by international airlines and good bus and train services link the airports with our points of em/disembarkation.

Getting back

Disembark in Milazzo by 12.00

Travel assistance

Need help booking travel and accommodation for your trip? We have teamed up with STA Travel. Their experts will assist you with all your travel requirements. Please enquire when booking.


Sicilian Odyssey

Join at Trapani, Sicily

Leave from Milazzo, Sicily 


Trapani Old town.

Join the locals for the Passeggiata (evening stroll) and marvel at the fabulous 18th century Baroque of this vibrant old town.

The Egadi Islands. 

Swim in the impossibly crystal waters of Cala Rosso – site of a key battle of the Punic wars, so called due to the amount of Carthegenian blood spilt.


Explore the vibrant street markets, medieval palaces and a flamboyant bar scene. Palermo is an exhilarating, no holds barred assault on the senses.


Make the calf-burning ascent to the top of La Rocca to be rewarded with breathtaking views of the Tyrrhenian coast.

The Aeolian

Sail this stunning archipelago and enjoy the inspiring volcanic landscapes from a totally unparalleled viewpoint.

Trip details

Follow in the footsteps of Ulysses as we sail from Trapani to Milazzo, via the Egadi Islands, Palermo and the Aeolian archipelago. This trip has it all: superb coastal passages, day hiking, superlative beaches, volcanoes, city exploration, swimming and snorkelling. A unique sailing voyage, history tour and geological odyssey wrapped into one extraordinary adventure. With Ernle Bradford’s superb Ulysses Found as a guide, we’ll explore the section of the Odyssey which saw Ulysses and his crew discover the Land of the Cyclops and the cave of Polyphemus, Goat island, the floating island of Aeolus and the keeper of the winds.

Join us on this awesome Mediterranean experience, sailing the coasts of Western and Northern Sicily. You’ll be a part of the yacht’s crew, getting involved in everything from sail handling and navigational planning, to provisioning in Palermian markets. No previous experience is required, but an appetite for adventure and good sense of humour certainly help.


What follows is an idea of could unfold. However, expect the unexpected and prepare to be flexible.

June 21

Join the boat in Trapani, meet your skipper, crew and shipmates and make yourself comfortable. Explore the old town and enjoy a Sicilian dinner ashore.

June 22

Sail to Favignana in the Egadi Islands – explore the town with its historic tuna factory dominating the waterfront, before a short hop around to anchor in Cala Rosso, or one of the islands’ other stunning bays, for a swim or snorkel before settling down for our first night at sea.

June 23

Up early for a morning passage North to San Vito Lo Capo, its sweeping, crescent shaped bay and dramatic mountain backdrop. Then ashore to explore some of the excellent local hiking opportunities or a more relaxed stroll around town.

June 24 – 25

Another early start for the 35-mile coastal passage to Palermo. Then a full day and a half exploring this exhilarating city from our base just minutes from the centre.

June 26

A not-to-be-missed adventure to a Palermian market to stock up on provisions, before setting sail again to the picture perfect and rather more tranquil Cefalu. A hike to the top of La Rocca for the energetic.

June 27 – 30

The last few days will be spent exploring the varied treasures of the volcanic Aeolian archipelago, before finishing the expedition in the bustle of Milazzo.


Sailing boots

Trainers/ deck shoes (no black soled shoes please – they mark the deck)

Waterproof sailing kit


Sailing gloves

Clothes for on-board and on shore

A small backpack for trips on-shore (30-40 litres)

A water bottle

Sun glasses (polarized)

Sun cream – SPF50+

Small quick dry towel

Swimming kit

USB cord to charge your phone


Head torch

Sailing knife


Printed out Insurance details

Any medication you require


Specialist off-shore sailing insurance is required. We can direct you to the insurer we use. Ask for information when you enquire.

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“I would thoroughly recommend an adventure with Kraken.”