VentureSail Holidays Menu
  • Fleet
    • See Our Fleet
        • Agnes
        • Bessie Ellen
        • Blue Clipper
        • Cherokee
        • Chronos
        • Escape
        • Eye of the Wind
        • Florette
        • Flying Dutchman
        • Grayhound
        • Iris
        • Kairós
        • Katharina
        • Maybe
        • Noorderlicht
        • Ombak Putih
        • Oosterschelde
        • Pellew
        • Pilgrim of Brixham
        • Rhea
        • Skyelark
        • Steady
        • Stella Oceana
        • Stravaigin
        • Twister
        • Unity
        • Valiente
        • Zorba
        • Zuza
    • See boats by type
      • Adventure Vessels
      • Classic & Traditional
      • Luxury Boats
      • Private Cabins
      • Private Ensuite Cabins
      • Whole Boat Charter
  • Destinations
    • UK
      • Channel Islands
      • Cornwall
      • Devon
      • Isles of Scilly
      • Scotland & the Hebrides
      • Scotland – St Kilda
      • Scotland – Firth of Clyde
    • Europe
        • Canary Islands
        • Corfu
        • Croatia
        • Denmark
        • France
        • Greece
        • Italy
        • Norway
        • Portugal
        • Spain
        • Svalbard
        • Sweden
        • Tenerife
        • The Faroe Islands
        • The Mediterranean
    • Rest of the World
      • Cape Verde
      • The Caribbean
      • Indonesia
  • Offers
  • Private Charters
  • Journal
  • Find Voyage
  • More
        • Why Book with Us?
        • Meet the team
        • Travel Insurance
        • Getting Involved
        • Solo Travelling
        • Dining Aboard
        • FAQs
        • Gift Vouchers
        • Corporate Hire
        • Contact us
        • Market your ship with us
        • Crew Jobs
        • Press and Media
    Menu
    Close

    Sailing in Italy

    Instantly recognisably from many a Hollywood film, the islands and coast of Italy have long inspired poets, writers and directors captivated by the picturesque coastline, natural beauty and ancient architecture

    View sailing schedule

    Italy has long-been a popular tourist destination but sailing in Italy provides the chance to experience this popular country from a different perspective. The chic Amalfi coast offers dramatic beauty with the popular towns of Salerno and Sorrento, as well as the islands of Capri, Ischia and Procida all ripe for exploring. Diverse and full of natural wonder, those who sail here can visit ancient Roman ruins before meandering their way through winding Italian streets, shopping in world-famous boutiques, and dining on freshly caught seafood.  From hot springs to grotto caves, secluded coves to snorkelling or soaking up the warm Mediterranean sun, sailing in Italy has it all.

    Italy Procida
    Chronos Amalfi coast
    Chronos

    Sailing in Sicily

    The largest island in the Mediterranean, Sicily is a popular sailing ground benefiting from balmy temperatures for most of the year. From the pretty towns of Palermo and Tonnarella to tiny villages and nearby islands, there is much to experience under sail. Step ashore to walk a variety of nature trails, many through verdant hills across volcanic landscapes, or choose to enjoy the golden sands at one of the many secluded beaches. With a wealth of history, culture and architecture to uncover, Sicily is a fascinating destination and those who spend time here will be richly rewarded. The island is home to several UNESCO World Heritage Sites too, each highlighting the variety of cultures who have influenced the islands character and culture. And of course, no visit to Sicily would be complete without taking in Mount Etna – the tallest active volcano in Europe – from the comfort of your boat.

    Sailing in the Aeolian Islands

    Wild and unspoilt, trendy and fashionable, the Aeolian islands seamlessly blend trendy towns with ancient harbour villages, each surrounded by untamed volcanic beauty. Sailing in the Aeolian islands is magnificent with a wide selection of things to see and do. Admire at the white-washed buildings which tumble down steep rock faces, enjoy the hot springs and mud baths which can be found on the island of Vulcano and take-in the action of Stromboli, a live volcano best marvelled at from the sturdy deck of your boat!

    The entire set of islands are a designated UNESCO World Heritage Site and offer over 6000 years of culture and history. With seven islands to explore, there is something for everyone from rich green landscapes to arid, jagged craters – the natural diversity is astonishing and hiking opportunities endless. History lovers will be spoilt for choice with a plethora of traditional villages and towns to discover across the archipelago, whilst the more adventurous guests may wish to experience the hot springs and mud baths on Vulcano.

    Sailing in Sardinia

    The island of Sardinia is famous for its emerald coloured waters – perfect for sailing and exploring by boat with nearly 2000km of rugged coastline, sandy beaches and secluded coves. The island interior is mainly mountainous with colourful cliff-side villages tumbling down the hills, providing some great walking trails to discover. Watch out for the mysterious Bronze-age stone ruins called nuraghi, dating back to 1500BC. Costa Smeralda on the northeast of the island is well-known for us fine-sand beaches and dramatic white cliffs running into crystal clear turquoise water, great for swimming, snorkelling and enjoying the boats water-toys. Further up the coast sits the natural park of the La Maddalena archipelago, where the sea shines in the most beautiful shades of blue. Swim the warm waters, wander the ancient cobbled streets whilst soaking up that glorious Italian culture and sunshine.

    Italy, Maddalena Archipelago, Sardinia
    Chronos Amalfi

    Italian Food and Drink

    The culinary delights of this country need no introduction and sailing in Italy certainly works up an appetite. From freshly-picked produce to just off the boat seafood, hand-stretched pizzas to pasta dishes made with recipes passed down through the generations, Italian food is one of the many reasons we love sailing in Italy so very much.

    Sailing Holidays in Italy

    Tall Ship Sailing the Aeolian Islands in Italy

    Tall Ship Sailing the Aeolian Islands in Italy

    Sail the wonders of the Aeolian islands from Italy with classic wooden windjammer Florette. Discover the active volcano of Stromboli and explore ashore on the islands of Lipari & Salina.
    • Date: 29 April 2023
    • Vessel: Florette
    • Duration: 8 days
    • Where: Valentia, Italy
    £1,060.00Berths available Details
    Tall Ship Sailing the Aeolian Islands in Italy

    Tall Ship Sailing the Aeolian Islands in Italy

    Sail the wonders of the Aeolian islands from Italy with classic wooden windjammer Florette. Discover the active volcano of Stromboli and explore ashore on the islands of Lipari & Salina.
    • Date: 13 May 2023
    • Vessel: Florette
    • Duration: 8 days
    • Where: Valentia, Italy
    £1,060.00Berths available Details
    Tall Ship Sailing the Aeolian Islands in Italy

    Tall Ship Sailing the Aeolian Islands in Italy

    Sail the wonders of the Aeolian islands from Italy with classic wooden windjammer Florette. Discover the active volcano of Stromboli and explore ashore on the islands of Lipari & Salina.
    • Date: 20 May 2023
    • Vessel: Florette
    • Duration: 8 days
    • Where: Valentia, Italy
    £1,060.00Berths available Details
    Tall Ship Sailing the Aeolian Islands in Italy

    Tall Ship Sailing the Aeolian Islands in Italy

    Sail the wonders of the Aeolian islands from Italy with classic wooden windjammer Florette. Discover the active volcano of Stromboli and explore ashore on the islands of Lipari & Salina.
    • Date: 27 May 2023
    • Vessel: Florette
    • Duration: 8 days
    • Where: Valentia, Italy
    £1,060.00Berths available Details
    Luxury Mediterranean Sailing from Malta to Sicily

    Luxury Mediterranean Sailing from Malta to Sicily

    Discover the Mediterranean islands of Malta, Gozo, Comino and Sicily with luxury classic yacht Rhea.
    • Date: 27 May 2023
    • Vessel: Rhea
    • Duration: 8 days
    • Where: Malta
    £2,620.00Berths available Details
    Tall Ship Sailing the Aeolian Islands in Italy

    Tall Ship Sailing the Aeolian Islands in Italy

    Sail the wonders of the Aeolian islands from Italy with classic wooden windjammer Florette. Discover the active volcano of Stromboli and explore ashore on the islands of Lipari & Salina.
    • Date: 3 June 2023
    • Vessel: Florette
    • Duration: 8 days
    • Where: Valentia, Italy
    £1,060.00Berths available Details
    Luxury Sailing in Southern Italy from Sicily

    Luxury Sailing in Southern Italy from Sicily

    Sail with luxury yacht Chronos to explore the southern coast of Italy from the island of Sicily to the volcanic Aeolian islands and onto the harbour town of Salerno.
    • Date: 3 June 2023
    • Vessel: Chronos
    • Duration: 8 days
    • Where: Southern Italy
    £2,595.00Berths available Details
    Tall Ship Sailing the Aeolian Islands in Italy

    Tall Ship Sailing the Aeolian Islands in Italy

    Sail the wonders of the Aeolian islands from Italy with classic wooden windjammer Florette. Discover the active volcano of Stromboli and explore ashore on the islands of Lipari & Salina.
    • Date: 10 June 2023
    • Vessel: Florette
    • Duration: 8 days
    • Where: Valentia, Italy
    £1,060.00Berths available Details
    Luxury Sailing in Sicily

    Luxury Sailing in Sicily

    Discover the Sicilian Coast and the magnificent volcanic Aeolian Islands under sail and in the luxury and comfort of Rhea.
    • Date: 10 June 2023
    • Vessel: Rhea
    • Duration: 12 days
    • Where: Sicily, Italy
    £4,465.00Berths available Details
    Luxury Sailing & Island Hopping in Italy

    Luxury Sailing & Island Hopping in Italy

    Explore the Amalfi coast and Italian islands from Salerno with luxury sailing on yacht Chronos.
    • Date: 10 June 2023
    • Vessel: Chronos
    • Duration: 8 days
    • Where: Italy
    £2,710.00Berths available Details
    Tall Ship Sailing the Aeolian Islands in Italy

    Tall Ship Sailing the Aeolian Islands in Italy

    Sail the wonders of the Aeolian islands from Italy with classic wooden windjammer Florette. Discover the active volcano of Stromboli and explore ashore on the islands of Lipari & Salina.
    • Date: 17 June 2023
    • Vessel: Florette
    • Duration: 8 days
    • Where: Valentia, Italy
    £1,060.00Berths available Details
    Tall Ship Sailing the Aeolian Islands in Italy

    Tall Ship Sailing the Aeolian Islands in Italy

    Sail the wonders of the Aeolian islands from Italy with classic wooden windjammer Florette. Discover the active volcano of Stromboli and explore ashore on the islands of Lipari & Salina.
    • Date: 24 June 2023
    • Vessel: Florette
    • Duration: 8 days
    • Where: Valentia, Italy
    £1,060.00Berths available Details
    Luxury Sailing & Island Hopping in Italy

    Luxury Sailing & Island Hopping in Italy

    Discover the the dramatic coast and tranquil islands of Italy as you sail with luxury yacht Chronos from Salerno.
    • Date: 24 June 2023
    • Vessel: Chronos
    • Duration: 11 days
    • Where: Italy
    £3,850.00Berths available Details
    Luxury Sailing from Italy to Corfu

    Luxury Sailing from Italy to Corfu

    Discover the Sicilian Coast and the magnificent volcanic Aeolian Islands under sail and in the luxury and comfort of Rhea.
    • Date: 24 June 2023
    • Vessel: Rhea
    • Duration: 8 days
    • Where: Italy/Corfu
    £2,500.00Berths available Details
    Luxury Sailing & Island Hopping in Italy

    Luxury Sailing & Island Hopping in Italy

    Discover the the dramatic coast and tranquil islands of Italy as you sail with luxury yacht Chronos from Salerno.
    • Date: 5 July 2023
    • Vessel: Chronos
    • Duration: 11 days
    • Where: Italy
    £3,850.00Berths available Details
    Luxury Sailing & Island Hopping in Italy

    Luxury Sailing & Island Hopping in Italy

    Explore the Amalfi coast and Italian islands from Salerno with luxury sailing on yacht Chronos.
    • Date: 15 July 2023
    • Vessel: Chronos
    • Duration: 8 days
    • Where: Italy
    £3,020.00Berths available Details
    Luxury Sailing & Island Hopping in Italy

    Luxury Sailing & Island Hopping in Italy

    Explore the Amalfi coast and Italian islands from Salerno with luxury sailing on yacht Chronos.
    • Date: 29 July 2023
    • Vessel: Chronos
    • Duration: 8 days
    • Where: Italy
    £3,020.00Berths available Details
    Luxury Sailing from Salerno to Sardinia

    Luxury Sailing from Salerno to Sardinia

    Enjoy luxury sailing from the Italian harbour of Salerno as you island hop to Sardinia under sail with Chronos.
    • Date: 13 August 2023
    • Vessel: Chronos
    • Duration: 7 days
    • Where: Italy
    £2,440.00Berths available Details
    Luxury Family Sailing in Sardinia

    Luxury Family Sailing in Sardinia

    Explore the Italian coast with luxury yacht Chronos as she sails the Mediterranean from Sardinia.
    • Date: 19 August 2023
    • Vessel: Chronos
    • Duration: 8 days
    • Where: Sardinia, Italy
    £3,120.00Berths available Details
    Luxury Sailing from Croatia to Sicily

    Luxury Sailing from Croatia to Sicily

    Sail with luxury yacht Kairos from the Croatian harbour city of Cavtat to the island of Sicily, Italy.
    • Date: 19 August 2023
    • Vessel: Kairós
    • Duration: 8 days
    • Where: Croatia/Italy
    £2,785.00Berths available Details
    Tall Ship Sailing the Aeolian Islands in Italy

    Tall Ship Sailing the Aeolian Islands in Italy

    Sail the wonders of the Aeolian islands from Italy with classic wooden windjammer Florette. Discover the active volcano of Stromboli and explore ashore on the islands of Lipari & Salina.
    • Date: 26 August 2023
    • Vessel: Florette
    • Duration: 8 days
    • Where: Valentia, Italy
    £1,235.00Berths available Details
    Luxury Sailing from Sicily

    Luxury Sailing from Sicily

    Explore the magic of the Sicilian Coast and the volcanic Aeolian Islands under sail and in the luxury and comfort of Kairos.
    • Date: 26 August 2023
    • Vessel: Kairós
    • Duration: 10 days
    • Where: Sicily, Italy
    £3,870.00Berths available Details
    Luxury Sailing in Sardinia

    Luxury Sailing in Sardinia

    Explore the Italian coast with luxury yacht Chronos as she sails the Mediterranean from Sardinia.
    • Date: 26 August 2023
    • Vessel: Chronos
    • Duration: 8 days
    • Where: Sardinia, Italy
    £3,035.00Berths available Details
    Luxury Sailing from Sicily

    Luxury Sailing from Sicily

    Explore the magic of the Sicilian Coast and the volcanic Aeolian Islands under sail and in the luxury and comfort of Kairos.
    • Date: 6 September 2023
    • Vessel: Kairós
    • Duration: 10 days
    • Where: Sicily, Italy
    £3,870.00Berths available Details
    Autumn Tall Ship Sailing the Aeolian Islands

    Autumn Tall Ship Sailing the Aeolian Islands

    Sail the wonders of the Aeolian islands from Italy with classic wooden windjammer Florette. Discover the active volcano of Stromboli and explore ashore on the islands of Lipari & Salina.
    • Date: 9 September 2023
    • Vessel: Florette
    • Duration: 8 days
    • Where: Valentia, Italy
    £1,150.00Berths available Details
    Autumn Tall Ship Sailing the Aeolian Islands

    Autumn Tall Ship Sailing the Aeolian Islands

    Sail the wonders of the Aeolian islands from Italy with classic wooden windjammer Florette. Discover the active volcano of Stromboli and explore ashore on the islands of Lipari & Salina.
    • Date: 16 September 2023
    • Vessel: Florette
    • Duration: 8 days
    • Where: Valentia, Italy
    £1,150.00Berths available Details
    Luxury Sailing from Sicily

    Luxury Sailing from Sicily

    Explore the magic of the Sicilian Coast and the volcanic Aeolian Islands under sail and in the luxury and comfort of Kairos.
    • Date: 16 September 2023
    • Vessel: Kairós
    • Duration: 8 days
    • Where: Sicily, Italy
    £2,785.00Berths available Details
    Autumn Tall Ship Sailing the Aeolian Islands

    Autumn Tall Ship Sailing the Aeolian Islands

    Sail the wonders of the Aeolian islands from Italy with classic wooden windjammer Florette. Discover the active volcano of Stromboli and explore ashore on the islands of Lipari & Salina.
    • Date: 23 September 2023
    • Vessel: Florette
    • Duration: 8 days
    • Where: Valentia, Italy
    £1,150.00Berths available Details
    Autumn Tall Ship Sailing the Aeolian Islands

    Autumn Tall Ship Sailing the Aeolian Islands

    Sail the wonders of the Aeolian islands from Italy with classic wooden windjammer Florette. Discover the active volcano of Stromboli and explore ashore on the islands of Lipari & Salina.
    • Date: 30 September 2023
    • Vessel: Florette
    • Duration: 8 days
    • Where: Valentia, Italy
    £1,060.00Berths available Details
    Luxury Classic Yacht Sailing in Sicily

    Luxury Classic Yacht Sailing in Sicily

    Discover northern Sicily under sail with luxury yacht Kairos as she takes guests to explore secluded bays, sleepy harbour villages and remote nature reserves.
    • Date: 30 September 2023
    • Vessel: Kairós
    • Duration: 8 days
    • Where: Sicily, Italy
    £2,785.00Berths available Details
    Discover the Aeolian Islands with tallship Florette

    Discover the Aeolian Islands with tallship Florette

    Sail the wonders of the Aeolian islands from Italy with classic wooden windjammer Florette. Discover the active volcano of Stromboli and explore ashore on the islands of Lipari & Salina.
    • Date: 7 October 2023
    • Vessel: Florette
    • Duration: 8 days
    • Where: Valentia, Italy
    £1,060.00Berths available Details
    Luxury Classic Yacht Sailing in Sicily

    Luxury Classic Yacht Sailing in Sicily

    Discover northern Sicily under sail with luxury yacht Kairos as she takes guests to explore secluded bays, sleepy harbour villages and remote nature reserves.
    • Date: 7 October 2023
    • Vessel: Kairós
    • Duration: 8 days
    • Where: Sicily, Italy
    £2,785.00Berths available Details
    Discover the Aeolian Islands with tallship Florette

    Discover the Aeolian Islands with tallship Florette

    Sail the wonders of the Aeolian islands from Italy with classic wooden windjammer Florette. Discover the active volcano of Stromboli and explore ashore on the islands of Lipari & Salina.
    • Date: 14 October 2023
    • Vessel: Florette
    • Duration: 8 days
    • Where: Valentia, Italy
    £1,060.00Berths available Details
    Luxury Classic Yacht Sailing in Sicily

    Luxury Classic Yacht Sailing in Sicily

    Discover northern Sicily under sail with luxury yacht Kairos as she takes guests to explore secluded bays, sleepy harbour villages and remote nature reserves.
    • Date: 14 October 2023
    • Vessel: Kairós
    • Duration: 8 days
    • Where: Sicily, Italy
    £2,605.00Berths available Details
    Discover the Aeolian Islands with tallship Florette

    Discover the Aeolian Islands with tallship Florette

    Sail the wonders of the Aeolian islands from Italy with classic wooden windjammer Florette. Discover the active volcano of Stromboli and explore ashore on the islands of Lipari & Salina.
    • Date: 21 October 2023
    • Vessel: Florette
    • Duration: 8 days
    • Where: Valentia, Italy
    £1,060.00Berths available Details
    Luxury Sailing from Sicily to Malta

    Luxury Sailing from Sicily to Malta

    Sail with luxury yacht Kairos as she explores the coasts and islands from Sicily to Malta.
    • Date: 21 October 2023
    • Vessel: Kairós
    • Duration: 8 days
    • Where: Sicily/Malta
    £2,335.00Berths available Details
    Scotland-Kerrera-castle-sailing

    Destinations

    Our range of vessels enables us to offer several destinations all over the globe. Which adventure will you choose?

    View destinations
    Bessie-Ellen-Agnes-Sailing

    Our fleet

    With vessels of all sizes and each with a unique history and construction, there is no shortage of choice for your sailing holiday.

    View fleet

    Sign up for email offers

    * indicates required

    As Featured In

    Venturesail logo

    Powered by Stripe - VISA, Mastercard, Maestro, American Express

    About
    • Search Voyages
    • Special Offers!
    • Our fleet
    • Destinations & Crossings
    • Adventure Log
    • Join our fleet
    • Why Book with Us?
    Booking & Info
    • Website Terms & Conditions
    • Booking Terms & Conditions
    • Package Travel Regulations, Booking Terms & Conditions
    • Privacy Policy
    • Press and Media
    • Contact us
    Stay in touch
    • T: +44(0)1872 487288
    • E: info@venturesailholidays.com

    Accreditation logos

    Ships Login

    Pellew Sailing Falmouth
    Join Our Mailing List...Sign up for sailing holiday offers & inspiration. We promise not to spam your inbox - it's a good read not to be missed!
    Name
    Your email

    Never see this again please

    • Fleet
      • See Our Fleet
        • Agnes
        • Bessie Ellen
        • Blue Clipper
        • Cherokee
        • Chronos
        • Escape
        • Eye of the Wind
        • Florette
        • Flying Dutchman
        • Grayhound
        • Iris
        • Kairós
        • Katharina
        • Maybe
        • Noorderlicht
        • Ombak Putih
        • Oosterschelde
        • Pellew
        • Pilgrim of Brixham
        • Rhea
        • Skyelark
        • Steady
        • Stella Oceana
        • Stravaigin
        • Twister
        • Unity
        • Valiente
        • Zorba
        • Zuza
        • Back
      • See boats by type
        • Adventure Vessels
        • Classic & Traditional
        • Luxury Boats
        • Private Cabins
        • Private Ensuite Cabins
        • Whole Boat Charter
        • Back
      • Back
    • Destinations
      • UK
        • Channel Islands
        • Cornwall
        • Devon
        • Isles of Scilly
        • Scotland & the Hebrides
        • Scotland – St Kilda
        • Scotland – Firth of Clyde
        • Back
      • Europe
        • Canary Islands
        • Corfu
        • Croatia
        • Denmark
        • France
        • Greece
        • Italy
        • Norway
        • Portugal
        • Spain
        • Svalbard
        • Sweden
        • Tenerife
        • The Faroe Islands
        • The Mediterranean
        • Back
      • Rest of the World
        • Cape Verde
        • The Caribbean
        • Indonesia
        • Back
      • Back
    • Offers
    • Private Charters
    • Journal
    • Find Voyage
    • Contact
    • More
      • Why Book with Us?
      • Meet the team
      • Travel Insurance
      • Getting Involved
      • Solo Travelling
      • Dining Aboard
      • FAQs
      • Gift Vouchers
      • Corporate Hire
      • Contact us
      • Market your ship with us
      • Crew Jobs
      • Press and Media
      • Back