| Embark | Disembark | Vessel | Duration | Voyage No |
|---|---|---|---|---|
| Tue 20-05-2025, 16:00Naples, Italy | Mon 26-05-2025, 10:00Livorno, Italy | Santa Maria Manuela | 6 Nights | SM200525 V16 |
Sail the Tyrrhenian Sea aboard the majestic Santa Maria Manuela, experiencing six nights of hands-on sailing, coastal exploration, and Italian culture. Departing from Naples, this journey takes you to Porto Santo Stefano, a picturesque 15th-century fishing town, before arriving in Livorno, Tuscany’s gateway to Pisa, Lucca, and Florence. Along the way, learn traditional sailing skills, climb the mast, and relax with breath taking sea views. With perfect late spring weather and Italy’s rich history at every stop, this voyage is a dream for sailors, explorers, and culture lovers alike.
| Vessel type / Rig | Gaff Schooner |
| Guest Berths | 50 |
| Beam | 33ft |
| Draft | 18ft |
| Deck Length | 173ft |
| Overall Length | 225ft |
| Tonnage | 992 tons |
| Year Built | 1937 |
Step aboard the historic 1937 tall ship Santa Maria Manuela for an unforgettable six-night sailing adventure from Naples to Livorno. This voyage is perfect for history lovers, culture seekers, and hands-on sailing enthusiasts. Whether you dream of exploring Italy’s coastal gems or experiencing the thrill of traditional sailing, this journey offers a perfect blend of adventure, relaxation, and discovery.
Sail in comfort aboard the beautifully renovated four-masted schooner, take in breath taking views of the Tyrrhenian Sea, and explore iconic Italian destinations, from Naples’ historic grandeur to Porto Santo Stefano’s charm and Livorno’s gateway to Tuscany. Whether you’re hoisting sails, helming the ship, or simply unwinding on deck with a sunset drink, this voyage will leave you with lasting memories.
Your journey begins in Naples, a city where ancient history, rich culture, and legendary gastronomy converge. The birthplace of pizza, Naples is a UNESCO World Heritage Site, brimming with historic landmarks, lively streets, and spectacular coastal views. Before setting sail, explore the city’s imposing castles, grand piazzas, and vibrant markets, or visit the nearby ruins of Pompeii for a step back in time.
As Santa Maria Manuela departs Naples, feel the excitement of setting sail from one of Italy’s most famous maritime cities, bound for the serene and beautiful coastline ahead.
Life aboard Santa Maria Manuela is as immersive as you choose. Join the crew in hoisting sails, taking the helm, or learning the art of traditional seamanship. For those seeking a thrill, mast climbing (weather permitting) offers breathtaking panoramic views of the sea. If you prefer to relax, stretch out on the bowsprit and feel the rhythm of the ship gliding through crystal-clear waters.
Our first stop, Porto Santo Stefano, is a picturesque 15th-century town on the Monte Argentario peninsula, known for its charming streets, fishing traditions, and world-class seafood. Wander its cobbled alleys, enjoy fresh local cuisine, or simply soak in the coastal beauty before we continue northward.
From here, we sail along the stunning Italian coastline, taking in dramatic cliffs, golden beaches, and azure waters as we make our way to our final port.
Finally, we arrive in Livorno, a historic seafaring city and a gateway to Tuscany’s cultural treasures. After you disembark, take the opportunity to visit the famous Leaning Tower of Pisa, explore Lucca’s medieval streets, or venture to Florence, home to Renaissance masterpieces and world-class museums. For those staying in Livorno, its fortified canals, seafood markets, and elegant architecture provide a charming farewell to this spectacular voyage.
Late May offers ideal sailing conditions along Italy’s Tyrrhenian coastline. Expect mild, pleasant temperatures, with daytime highs between 20°C and 24°C—perfect for sailing and sightseeing. Light breezes make for smooth sailing, while evenings are cooler, around 15°C, so bringing a light jacket is recommended for enjoying the fresh sea air after sunset.
Whether you are an experienced sailor or a complete beginner, the professional crew will train you to be guest crew from the moment you arrive, with the intention that everybody works together to sail the ship. The common thread to all Classic Sailing holidays is ‘Hands on’ participation on ships that use ropes, blocks and tackles and ‘people power’ to set sail. While we hope you will enjoy taking part in the many aspects of sailing a traditional ship, please be aware that we can’t control the weather – there will be occasions when the conditions are just not congruent with sailing to your anticipated destination and an alternative itinerary will be offered. There may also be occasions when there isn’t the wind needed to sail and so the crew will utilise the ships engines (if installed). On rare occasions, the voyage may need to be delayed or cancelled – please see the vessel’s Terms and Conditions before booking.
We cater for a wide range of ages and physical abilities and how much you are expected to do varies a bit between vessels. See the vessel tab above which explains all about the ‘sailing style’ and what to expect in terms of hands on participation. There is a lot of information about day to day life, the ships facilities and accommodation on the vessel pages.
Every customer sailing with us will need to fill in basic medical questions on their booking application. If you are not sure if your current level of fitness and agility are up to a voyage, then please ring the Classic Sailing Office on 01326 53 1234 and we can chat through your concerns and possibly find options that might suit you better.
Naples is far more than a port of departure. Its rich history, vibrant culture, and stunning coastal beauty make it an essential part of your sailing adventure. Take time to explore its ancient streets, seafront promenades, and world-renowned cuisine.
Keeping in Touch
Your ship’s exact location will be confirmed closer to your joining date. Keep a note of the ship’s contact details to ensure smooth communication.
What to Do in Naples
History
Naples is a living museum, layered with centuries of history. Visit the Castel dell’Ovo, an ancient fortress with commanding views over the Bay of Naples. Explore the National Archaeological Museum, home to artefacts from nearby Pompeii and Herculaneum. Stroll through the historic Spaccanapoli district, where medieval churches and grand palazzos tell tales of Naples’ past.
Culture
The city thrives on its traditions, from the lively music of the Neapolitan mandolin to its religious festivals. If visiting in September, experience the Feast of San Gennaro, where the city gathers to witness the liquefaction of the saint’s blood, a celebrated local miracle. Street art, theatre, and classical opera at Teatro di San Carlo make Naples a cultural powerhouse.
Sites of Interest to a Sailor
Sailing into Naples is a breath taking experience, with Vesuvius looming over the skyline. The approach offers views of Procida and Ischia, two stunning islands in the Gulf of Naples. The Posillipo coastline provides an excellent anchorage, while the old lighthouse at Molo San Vincenzo has guided sailors for centuries.
Entertainment
Naples offers an energetic nightlife, from lively piazzas filled with cafés and music to late-night jazz clubs and historic theatres. The Spanish Quarter is famous for its buzzing streets, while Chiaia is home to stylish bars and waterfront lounges.
Eating Out
Naples is the birthplace of pizza, and no visit is complete without tasting an authentic Neapolitan Margherita. For seafood lovers, try spaghetti alle vongole or fritto misto from a seaside trattoria. Street food is also a must—grab a cuoppo, a paper cone filled with fried seafood, while exploring the old town.
Nature
The coastline around Naples is spectacular. Hike up Vesuvius for panoramic views or take a boat to Capri’s Blue Grotto, a mesmerising sea cave glowing with electric blue light. The Amalfi Coast, a short journey away, offers dramatic cliffs and stunning coastal walks.
Unique Features
Naples’ chaotic charm sets it apart. Unlike polished tourist hubs, the city remains fiercely authentic, offering a raw and unfiltered glimpse into southern Italian life. Its maritime heritage, volcanic landscapes, and extraordinary food culture make it an unforgettable stop for sailors.
Accommodation
Stay at the Grand Hotel Vesuvio for a luxurious experience overlooking the bay or the Decumani Hotel de Charme for a boutique stay in the historic centre.
Official Tourist Website
Visit https://www.visitnaples.eu for more travel information.
Weather in Naples
Naples enjoys a Mediterranean climate. Winters (December–February) are mild, with temperatures averaging 10–15°C. Spring (March–May) brings pleasant warmth, perfect for sightseeing. Summers (June–August) can be hot, often exceeding 30°C, while autumn (September–November) remains warm with occasional showers.
Sea and Beyond: A Responsible Mariner’s Guide
Consider travelling sustainably. Naples is well-connected by train, offering a scenic alternative to flying. If flying is necessary, research carbon offset options to minimise environmental impact.
Special Interests
If you have a particular interest in Naples, such as maritime history, local crafts, or archaeology, let us know—we’d be happy to provide tailored recommendations.
How to Get There
From the UK
Direct flights operate from London to Naples International Airport. Alternatively, take the Eurostar to Paris, then a high-speed train to Milan and onwards to Naples.
From Europe
Naples is well-served by European flights, high-speed trains from Rome, and ferries from Sicily and Sardinia.
From North America
Direct flights are available from New York, while other North American cities connect via Rome or Milan.
From Australia
The best routes involve a stopover in Dubai, Singapore, or Hong Kong before continuing to Naples.
When Is the Best Time to Book a Flight?
International flights: Book 3–6 months in advance, especially for peak summer travel.
Worthwhile Journeys
Livorno is more than just a port of call; it’s a destination rich in maritime history, culture, and stunning coastal views. Extend your stay and explore its vibrant streets, fresh seafood, and historic sites.
Keeping in Touch
Your ship’s exact location will be confirmed closer to your joining time. Keep the ship’s mobile number handy in case of delays or last-minute updates.
What to Do in Livorno
History
Livorno has long been a crucial Mediterranean seaport. Built by the Medici family, its historic quarter, Venezia Nuova, is lined with canals reminiscent of Venice. Visit the Fortezza Vecchia, a 16th-century fortress guarding the port, or explore the Museo Civico Giovanni Fattori for insight into Livorno’s artistic heritage.
Culture
The city has a lively arts and music scene, with the Effetto Venezia festival in summer bringing performances, exhibitions, and food stalls to the historic canal district. The Mercato Centrale, a vast 19th-century market hall, is a cultural experience in itself, offering everything from fresh seafood to Tuscan delicacies.
Sites of Interest to a Sailor
Approaching Livorno by sea, the imposing Fortezza Vecchia dominates the harbour. Beyond the port, the rugged coastline leads to scenic headlands like Calafuria, where steep cliffs meet the turquoise waters. The historic lighthouse, Faro di Livorno, has guided mariners since the 14th century.
Entertainment
After time at sea, unwind with a drink along the canals of Venezia Nuova, where bars and restaurants stay lively well into the evening. For a cultural evening, Teatro Goldoni offers opera, theatre, and concerts.
Eating Out
Livorno is famous for its seafood, particularly cacciucco, a rich fish stew infused with tomatoes, garlic, and wine. Trattoria da Galileo serves an excellent version. For a waterfront setting, try Ristorante La Barcarola, where you can enjoy fresh seafood with views of the harbour.
Nature
Just south of Livorno, the protected coastline of the Parco Costiero della Sterpaia offers wild beaches and crystal-clear waters. Further inland, the rolling Tuscan hills provide scenic walks and vineyard visits.
Unique Features
Livorno’s mix of maritime heritage and Tuscan charm makes it a distinctive stop. Its canals, fortress, and seafood traditions reflect its deep connection to the sea. Unlike its more touristic neighbours, Livorno retains an authentic working-port atmosphere.
Accommodation
For a historic stay, Hotel Gran Duca overlooks the harbour and is within walking distance of the old fort. If you prefer a seaside retreat, Hotel Rex offers sea views and private beach access.
Official Tourist Website
Visit https://www.visit-tuscany.com for more travel details.
Weather in Livorno
Livorno enjoys a Mediterranean climate. Winter (December–February) is mild, averaging 10°C. Spring (March–May) brings pleasant temperatures around 18°C. Summer (June–August) is warm, reaching 30°C with refreshing sea breezes. Autumn (September–November) remains pleasant, though occasional storms can occur.
Sea and Beyond: A Responsible Mariner’s Guide
Consider sustainable travel choices. Trains from major European cities connect easily to Livorno, reducing the need for flights. If flying, explore carbon offset options.
Special Interests
If you have a special interest in Livorno, let us know—we’re happy to provide tailored recommendations.
How to Get There
From the UK
Direct flights to Pisa (30 minutes from Livorno) are available from London. Trains and buses connect Pisa Airport to Livorno.
From Europe
Major Italian cities like Rome, Milan, and Florence offer direct trains to Livorno. Ferries from Corsica and Sardinia also arrive in the port.
From North America
Fly to Rome or Milan, then take a train or domestic flight to Pisa, followed by a short transfer to Livorno.
From Australia
Flights from Sydney and Melbourne connect via Dubai or Singapore to Rome or Milan, with onward connections to Pisa and Livorno.
When Is the Best Time to Book a Flight?
International flights: Book 3–6 months in advance for the best prices, especially in high season.
We had the most amazing time. The crew were so friendly and helpful, the food was great throughout, and the cabins were really comfortable. We both climbed the rigging as the sun was setting over Porto Santo to round off a brilliant last day with the new friends we met. Thanks for the wonderful experience.
Ian & Dayna
I have sailed many times on tall ships, this is by far the best yet.
Richard
Terrific crew and ship and a lovely passage to the Azores. Crew and guests were very good and patient with someone who only spoke English. This is a terrifically well run vessel. Excellent accommodation, well serviced by a professional crew. All very friendly, helpful and willing to give information throughout. Many opportunities to get involved in most aspects of the ships operations. Very many thanks.
Keith
An amazing ship and amazing crew.
David
We had a terrific and adventurous time on board during Sachsen Sail in the Bay of Biscay. Thank you to all Santa Maria Manuela crew members!
Mario
Un voilier merveilleux avec un équipage très sympathique. Merci pour tout.
A splendid ship with a very kind crew. Thank you for everything.
Marie-Francoise
A Mini North Sea Adventure! - EYE25/12
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