Circumnavigation of Sicily - An in-depth Exploration Cruise

Find the perfect trip

9 days from

£5495.0

* Current p/p indicative rate.

Overview
Highlights
Dates & Prices
Itinerary
Map
Ships

Highlights

  • Valley of the Temples in Agrigento: Explore the stunning Doric temples amidst olive and almond trees, featuring the Temple of Hera, Temple of Concordia, and Temple of Hercules.
  • Palermo and Monreale Cathedral: Discover Palermo's unique blend of Baroque churches, Arab mosques, and Byzantine mosaics, along with a visit to the beautiful Norman Monreale Cathedral with its exquisite Byzantine mosaics.
  • Private Concert in Syracuse: Enjoy a private concert in one of Syracuse's palazzos, accompanied by local food and wine, after exploring the Neapolis Archaeological Park and the island of Ortigia.

Highlights

  • Valley of the Temples in Agrigento: Explore the stunning Doric temples amidst olive and almond trees, featuring the Temple of Hera, Temple of Concordia, and Temple of Hercules.
  • Palermo and Monreale Cathedral: Discover Palermo's unique blend of Baroque churches, Arab mosques, and Byzantine mosaics, along with a visit to the beautiful Norman Monreale Cathedral with its exquisite Byzantine mosaics.
  • Private Concert in Syracuse: Enjoy a private concert in one of Syracuse's palazzos, accompanied by local food and wine, after exploring the Neapolis Archaeological Park and the island of Ortigia.
Capacity: 114, Type: Luxury Small Ship Cruise
Feture image for Circumnavigation of Sicily - An in-depth Exploration Cruise

Join us aboard the all-suite MS Hebridean Sky for this circumnavigation of Sicily and all its wonders in the company of just 118 fellow guests. This unique island has an incredible wealth of treasures and a geography which lends itself beautifully to exploration by sea with most points of interest located close to the coast. Owing to its benevolent climate and superb strategic position, Sicily has been coveted, fought over and colonised numerous times with the Phoenicians, Greeks, Romans, Arabs, Normans, Byzantines and Bourbons having all made their mark. With our circumnavigation of the island aboard the MS Hebridean Sky we have the luxury of time allowing us to explore Sicily’s rich heritage at a relaxing pace.

From magnificent Doric temples to great Byzantine cathedrals and bizarrely styled villas, there is so much to explore during our circumnavigation of the island which we have timed for October, when the temperatures will be pleasant for our guided tours and the sites will be free of the summer crowds. We will visit the Roman mosaics of Villa Romana di Casale, the Valle dei Templi, the superbly well-preserved Greek temples of Segesta, Byzantine Monreale Cathedral from Palermo and the stunning Greek theatre at Taormina. We have planned some late departures from port which afford the opportunity to enjoy dining ashore or an after dinner stroll in some towns which are particularly atmospheric in the evening. In addition, local guides and our onboard Guest Speaker will contribute greatly to your enjoyment and understanding of Sicily.

  • Valley of the Temples in Agrigento: Explore the stunning Doric temples amidst olive and almond trees, featuring the Temple of Hera, Temple of Concordia, and Temple of Hercules.
  • Palermo and Monreale Cathedral: Discover Palermo's unique blend of Baroque churches, Arab mosques, and Byzantine mosaics, along with a visit to the beautiful Norman Monreale Cathedral with its exquisite Byzantine mosaics.
  • Private Concert in Syracuse: Enjoy a private concert in one of Syracuse's palazzos, accompanied by local food and wine, after exploring the Neapolis Archaeological Park and the island of Ortigia.
15 October, 2025 to 23 October, 2025 on Hebridean Sky
Prices

Prices quoted here are often dependent on currency fluctuations. Please check with (01432 507450 or [email protected]) for the very latest price, which may well be cheaper than the one advertised here.

Amundsen Deck Standard Sole
£ 6795 GBP pp
Amundsen Deck Standard Sole
All feature a sitting area, en suite bathroom with vanity unit and walk-in shower featuring rainfall and separate hand held shower heads, spacious wardrobe and dressing table. Cabins on the Shackleton & Scott Decks have private balconies. All cabins have the following facilities: • Dressing gowns and slippers • TV • Electrical outlet • Hairdryer • Heating and air-conditioning (individually controlled) • Mini bar & Fridge – upon request it can be filled with soft drinks and beer for purchase. The mini bar is stocked on arrival and replenished daily. A price list can be found in the cabin. • Safe • Molton Brown toiletries: hand soap, shower gel, shampoo, hair conditioner and body lotion • Telephone Each cabin has two twin beds that can be reconfigured to form a double bed upon request with the exception of cabins 601 and 602 which both feature a fixed double bed. Please advise the Reservations Department or the Reception Desk, once on board, if you would like a double bed. Cabins are serviced each morning by your cabin attendant and again in the evening when the beds are turned down. Please note that aboard the MS Hebridean Sky, all cabins have a shower but none have bath
Shackleton Deck Owner's Balcony Suite
£ 7095 GBP pp
Shackleton Deck Owner's Balcony Suite
All feature a sitting area, en suite bathroom with vanity unit and walk-in shower featuring rainfall and separate hand held shower heads, spacious wardrobe and dressing table. Cabins on the Shackleton & Scott Decks have private balconies. All cabins have the following facilities: • Dressing gowns and slippers • TV • Electrical outlet • Hairdryer • Heating and air-conditioning (individually controlled) • Mini bar & Fridge – upon request it can be filled with soft drinks and beer for purchase. The mini bar is stocked on arrival and replenished daily. A price list can be found in the cabin. • Safe • Molton Brown toiletries: hand soap, shower gel, shampoo, hair conditioner and body lotion • Telephone Each cabin has two twin beds that can be reconfigured to form a double bed upon request with the exception of cabins 601 and 602 which both feature a fixed double bed. Please advise the Reservations Department or the Reception Desk, once on board, if you would like a double bed. Cabins are serviced each morning by your cabin attendant and again in the evening when the beds are turned down. Please note that aboard the MS Hebridean Sky, all cabins have a shower but none have bath
Byrd Deck Superior Suite
£ 5795 GBP pp
Byrd Deck Superior Suite
All feature a sitting area, en suite bathroom with vanity unit and walk-in shower featuring rainfall and separate hand held shower heads, spacious wardrobe and dressing table. Cabins on the Shackleton & Scott Decks have private balconies. All cabins have the following facilities: • Dressing gowns and slippers • TV • Electrical outlet • Hairdryer • Heating and air-conditioning (individually controlled) • Mini bar & Fridge – upon request it can be filled with soft drinks and beer for purchase. The mini bar is stocked on arrival and replenished daily. A price list can be found in the cabin. • Safe • Molton Brown toiletries: hand soap, shower gel, shampoo, hair conditioner and body lotion • Telephone Each cabin has two twin beds that can be reconfigured to form a double bed upon request with the exception of cabins 601 and 602 which both feature a fixed double bed. Please advise the Reservations Department or the Reception Desk, once on board, if you would like a double bed. Cabins are serviced each morning by your cabin attendant and again in the evening when the beds are turned down. Please note that aboard the MS Hebridean Sky, all cabins have a shower but none have bath
Amundsen Deck Standard Suite
£ 5495 GBP pp
Amundsen Deck Standard Suite
All feature a sitting area, en suite bathroom with vanity unit and walk-in shower featuring rainfall and separate hand held shower heads, spacious wardrobe and dressing table. Cabins on the Shackleton & Scott Decks have private balconies. All cabins have the following facilities: • Dressing gowns and slippers • TV • Electrical outlet • Hairdryer • Heating and air-conditioning (individually controlled) • Mini bar & Fridge – upon request it can be filled with soft drinks and beer for purchase. The mini bar is stocked on arrival and replenished daily. A price list can be found in the cabin. • Safe • Molton Brown toiletries: hand soap, shower gel, shampoo, hair conditioner and body lotion • Telephone Each cabin has two twin beds that can be reconfigured to form a double bed upon request with the exception of cabins 601 and 602 which both feature a fixed double bed. Please advise the Reservations Department or the Reception Desk, once on board, if you would like a double bed. Cabins are serviced each morning by your cabin attendant and again in the evening when the beds are turned down. Please note that aboard the MS Hebridean Sky, all cabins have a shower but none have bath
Scott Deck Deluxe Balcony Suite
£ 6795 GBP pp
Scott Deck Deluxe Balcony Suite
All feature a sitting area, en suite bathroom with vanity unit and walk-in shower featuring rainfall and separate hand held shower heads, spacious wardrobe and dressing table. Cabins on the Shackleton & Scott Decks have private balconies. All cabins have the following facilities: • Dressing gowns and slippers • TV • Electrical outlet • Hairdryer • Heating and air-conditioning (individually controlled) • Mini bar & Fridge – upon request it can be filled with soft drinks and beer for purchase. The mini bar is stocked on arrival and replenished daily. A price list can be found in the cabin. • Safe • Molton Brown toiletries: hand soap, shower gel, shampoo, hair conditioner and body lotion • Telephone Each cabin has two twin beds that can be reconfigured to form a double bed upon request with the exception of cabins 601 and 602 which both feature a fixed double bed. Please advise the Reservations Department or the Reception Desk, once on board, if you would like a double bed. Cabins are serviced each morning by your cabin attendant and again in the evening when the beds are turned down. Please note that aboard the MS Hebridean Sky, all cabins have a shower but none have bath
Byrd Deck Superior Sole
£ 6995 GBP pp
Byrd Deck Superior Sole
All feature a sitting area, en suite bathroom with vanity unit and walk-in shower featuring rainfall and separate hand held shower heads, spacious wardrobe and dressing table. Cabins on the Shackleton & Scott Decks have private balconies. All cabins have the following facilities: • Dressing gowns and slippers • TV • Electrical outlet • Hairdryer • Heating and air-conditioning (individually controlled) • Mini bar & Fridge – upon request it can be filled with soft drinks and beer for purchase. The mini bar is stocked on arrival and replenished daily. A price list can be found in the cabin. • Safe • Molton Brown toiletries: hand soap, shower gel, shampoo, hair conditioner and body lotion • Telephone Each cabin has two twin beds that can be reconfigured to form a double bed upon request with the exception of cabins 601 and 602 which both feature a fixed double bed. Please advise the Reservations Department or the Reception Desk, once on board, if you would like a double bed. Cabins are serviced each morning by your cabin attendant and again in the evening when the beds are turned down. Please note that aboard the MS Hebridean Sky, all cabins have a shower but none have bath
Mawson Deck Premium Suite
£ 5995 GBP pp
Mawson Deck Premium Suite
All feature a sitting area, en suite bathroom with vanity unit and walk-in shower featuring rainfall and separate hand held shower heads, spacious wardrobe and dressing table. Cabins on the Shackleton & Scott Decks have private balconies. All cabins have the following facilities: • Dressing gowns and slippers • TV • Electrical outlet • Hairdryer • Heating and air-conditioning (individually controlled) • Mini bar & Fridge – upon request it can be filled with soft drinks and beer for purchase. The mini bar is stocked on arrival and replenished daily. A price list can be found in the cabin. • Safe • Molton Brown toiletries: hand soap, shower gel, shampoo, hair conditioner and body lotion • Telephone Each cabin has two twin beds that can be reconfigured to form a double bed upon request with the exception of cabins 601 and 602 which both feature a fixed double bed. Please advise the Reservations Department or the Reception Desk, once on board, if you would like a double bed. Cabins are serviced each morning by your cabin attendant and again in the evening when the beds are turned down. Please note that aboard the MS Hebridean Sky, all cabins have a shower but none have bath
Shackleton Deck Hebridean Suite
£ 7995 GBP pp
Shackleton Deck Hebridean Suite
All feature a sitting area, en suite bathroom with vanity unit and walk-in shower featuring rainfall and separate hand held shower heads, spacious wardrobe and dressing table. Cabins on the Shackleton & Scott Decks have private balconies. All cabins have the following facilities: • Dressing gowns and slippers • TV • Electrical outlet • Hairdryer • Heating and air-conditioning (individually controlled) • Mini bar & Fridge – upon request it can be filled with soft drinks and beer for purchase. The mini bar is stocked on arrival and replenished daily. A price list can be found in the cabin. • Safe • Molton Brown toiletries: hand soap, shower gel, shampoo, hair conditioner and body lotion • Telephone Each cabin has two twin beds that can be reconfigured to form a double bed upon request with the exception of cabins 601 and 602 which both feature a fixed double bed. Please advise the Reservations Department or the Reception Desk, once on board, if you would like a double bed. Cabins are serviced each morning by your cabin attendant and again in the evening when the beds are turned down. Please note that aboard the MS Hebridean Sky, all cabins have a shower but none have bath
Mawson Deck Corner Suite
£ 6295 GBP pp
Mawson Deck Corner Suite
All feature a sitting area, en suite bathroom with vanity unit and walk-in shower featuring rainfall and separate hand held shower heads, spacious wardrobe and dressing table. Cabins on the Shackleton & Scott Decks have private balconies. All cabins have the following facilities: • Dressing gowns and slippers • TV • Electrical outlet • Hairdryer • Heating and air-conditioning (individually controlled) • Mini bar & Fridge – upon request it can be filled with soft drinks and beer for purchase. The mini bar is stocked on arrival and replenished daily. A price list can be found in the cabin. • Safe • Molton Brown toiletries: hand soap, shower gel, shampoo, hair conditioner and body lotion • Telephone Each cabin has two twin beds that can be reconfigured to form a double bed upon request with the exception of cabins 601 and 602 which both feature a fixed double bed. Please advise the Reservations Department or the Reception Desk, once on board, if you would like a double bed. Cabins are serviced each morning by your cabin attendant and again in the evening when the beds are turned down. Please note that aboard the MS Hebridean Sky, all cabins have a shower but none have bath
show reverse itinerary
Day 1 London to Valletta, Malta.

Fly by scheduled flight to Malta. On arrival transfer to the MS Hebridean Sky and enjoy welcome drinks and dinner as we sail this evening

Day 2 Licata for Piazza Armerina, Sicily.

From the port of Licata we travel inland to what is regarded as the finest Roman site in Sicily, the Imperial Roman Villa of Casale, which is located close to Piazza Armerina amidst wooded rolling countryside. This huge villa was built in the 3rd century and has some stunning floor mosaics. Our return drive takes us through the province of Caltanissetta, recognised today as one of the best winemaking regions in Italy thanks above all to its production of high quality, prestigious red wines including Nero D’Avola. We will break our journey at one of these vineyards and enjoy a chance to sample some wine over a Sicilian lunch before returning to the ship.

Day 3 Agrigento for Valley of the Temples.

Although handsome in its own right and awash with Medieval atmosphere, Agrigento is not our main reason for calling at this southern coast port. Close by is the Valle dei Templi, a series of Doric temples and the most captivating of Sicilian Greek remains, a grouping unique outside Greece. Surrounded in greenery of olive and almond trees, admire the Temple of Hera, the Temple of Concordia, the Dioscuri Temple, the Temple of Olympic Jove and the Temple of Hercules. After lunch on board the afternoon is free to explore Agrigento and shuttles will run from the port to the town and the excellent archaeological museum which you can explore at leisure.

Day 4 Trapani.

Trapani was the landing point for Peter of Aragon in 1282 to start the Spanish occupation of Sicily. This morning there is the option to travel inland to explore Segesta, one of the grandest Doric monuments to survive. See the unfinished temple dating from 424 BC as well as the theatre from where you can enjoy excellent views of the countryside and distant coastline. Alternatively visit Erice, famed in antiquity for its temple dedicated to the goddess of love, the Phoenician Astarte, Greek Aphrodite or Roman Venus. A tour will take us to this stunning site high above the sea and to the beautifully preserved Medieval town characterised by its winding cobblestone streets and beautiful courtyards. Both tours will then enjoy a Sicilian lunch at a nearby olive oil farm. We return to the ship later in the afternoon and there will be the opportunity to wander around Trapani at leisure as we plan to sail later in the evening.

Day 5 Palermo.

Arrive this morning in the Sicilian capital of Palermo. After breakfast we will explore the city, famous for its jumbled and picturesque streets punctuated with ornate Baroque churches, domed Arab mosques and the glittering Byzantine mosaics that reveal a unique and diverse heritage. We visit the impressive 12th century cathedral which houses the royal tombs of Henri VI and King Ruggiero. Return to the ship for lunch and this afternoon either enjoy some time to explore independently or join an excursion to Monreale Cathedral, said to be the most beautiful Norman Church in Italy, designed and completed by William the Good in 1174. With its thick walls and powerful towers, the exterior looks like an austere fortress yet it is the interior of this great cathedral which is its crowning glory. Here the large nave, with its side aisles and grey granite columns set off the exquisite Byzantine mosaics on the walls above the arches.

Day 6 Messina for Taormina.

From the nearby port of Messina we will visit Taormina, a walled town lying in the shadow of Mount Etna, Europe’s highest volcano. The town has been a popular tourist destination since the 19th century and our guided tour will include walking the characteristic alleys before visiting the 15th century Palazzo Corvaja and the impressive Greek Theatre from where there are marvellous views over the town and coast. Those who wish to spend longer here will be able to take lunch independently in one of the local restaurants and enjoy an afternoon exploring at leisure before our coach returns to Messina. Alternatively, return to the ship for lunch and enjoy free time in Messina before we sail this evening.

Day 7 Syracuse.

Syracuse was founded by the Greeks in 734 BC and by the 5th century was a political and military power throughout the Mediterranean which rivalled Athens as the largest and most beautiful city in the Greek world. On leaving the vessel we visit the Neapolis Archaeological Park where we will find a well preserved Greek theatre with seats carved from limestone. Paradise Quarry, now an attractive garden and orange grove, was the primary source of that limestone and is the site of the curious ‘Ear of Dionysius’ a vast grotto with an amplifying resonance. We will continue to explore the island of Ortigia where we will find the Temple of Apollo, considered to be Sicily’s most ancient Doric temple and the Baroque Cathedral, erected over the remains of the Temple of Minerva. The afternoon is free to explore independently before we meet this evening for a private concert in one of the town’s palazzos accompanied by local food and wine.

Day 8 Noto & Ragusa.

From our berth in Pozzallo we will explore the Baroque villages of Noto and Ragusa. Built in 1703 Noto is a picturesque city located on the terraced slopes of Mount Iblei among olive groves and almond trees. A guided walk along the central streets will reveal the 18th century Palazzo Ducezio and some Baroque churches: San Francesco Immacolata, the cathedral, San Carlo, Santa Chiara and the imposing Palazzo Nicolaci di Villadorata, built in 1737. We return to the ship for lunch and this afternoon continue to charming Ragusa which has been included in the UNESCO World Heritage list for its artistic architectural heritage with its Baroque palaces, churches, squares and winding narrow streets, all of which create an evocative and ancient atmosphere. We will discover the wonderful Ragusa Ibla: the “Pearl of the Baroque”, the gardens, the magnificent palaces, the splendid church of San Giuseppe and the Dome of San Giorgio, built in the 18th century on the site where an older church stood before the earthquake of 1693.

Day 9 Valletta, Malta to London.

Disembark this morning and transfer to the airport for our scheduled flight to London.

Please note:

Itineraries are subject to change.

Hebridean Sky
Hebridean Sky has always been known for its effortless elegance, impeccable service and atmosphere of charm and camaraderie. Now we add increased adventure options and an on-site Passenger Service Re…

Hebridean Sky

Length 90 metres
Built/refurbished 1992/2016

Hebridean Sky has always been known for its effortless elegance, impeccable service and atmosphere of charm and camaraderie. Now we add increased adventure options and an on-site Passenger Service Representative. Hebridean Sky is the perfect blend of luxury and adventurous exploration. Is it a luxury ship? An adventure ship? It’s both! The vessel underwent a multi-million pound refurbishment in Sweden in Spring 2016.

ONBOARD DINING

Great expeditions require great food! We are pleased to offer daily changing breakfast, lunch and dinner menus with an emphasis on providing well balanced and nutritional cuisine. Our team of international chefs has boat loads of creativity and you are sure to experience a variety of interesting dishes throughout your voyage. The restaurant is located on Deck 2 and our service team looks forward to providing a memorable dining experience.

IMPECCABLE SMALL-SHIP AMENITIES

Returning from excursions, passengers enjoy complimentary refreshments, afternoon tea and all-day coffee in The Club, a gracious space for relaxation, surrounded by panoramic windows. Other Sea Explorer features include:

  • Library with Internet access
  • Lounge with audiovisual facilities
  • Dining room
  • Wraparound sun deck with Jacuzzi
  • Exercise room
  • Medical facilities with available doctor
  • Elevator serving all passenger decks
  • Swimming/zodiac platform
All Voyages Include:

Up to Two Pre-Voyage Hotel Nights
Complimentary Wine or Beer with Dinner
Certified Emergency MD and Clinic
World Class Cuisine
Live Entertainment
Complimentary Coffee/Tea station
Voyage Photographer
Dedicated Passenger Service Manager
Complimentary Expedition Jacket

Please note deck plan may vary.

Cabin layout for Hebridean Sky
Overview
Highlights
Dates & Prices
Itinerary
Map
Ship

9 days from £5495.0

Find your favorite region