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Yacht sailing holidays & skippered tours in Liguria and Cinque Terre

Discover the magic of sailing holidays in "Destination"! Get onboard with a local skipper and live a unique adventure with your crew: learn to sail, explore incredible places, recharge your batteries and experience the local culture & gastronomy.

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4.9

Super!

Poetic Gulf of Poets

Italy: Liguria

3 days - 2 nights

11 departures available

August - October

Starting from

€220

€187

Per person

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4.7

Dolphins & Whales cruise with WWF guide – Ligurian Sea

Italy: Liguria

5 days - 6 nights

10 departures available

June - September

Starting from

€767

€729

Per person

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4.9

Weekend of relaxation and fun from Genoa

Italy: Liguria

2 days - 2 nights

4 departures available

June - August

Starting from

€300

€285

Per person

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4.2

Stuffed anchovies: magical weekend from Genoa

Italy: Liguria

2 days - 2 nights

9 departures available

June - October

€265

Per person

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5.0

Super!

Weekend between the island of Gallinara and the Bay of the Saracens

Italy: Liguria

2 days - 2 nights

5 departures available

July - August

Starting from

€250

Per person

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4.7

Whale watching cruise with researcher between Liguria and the French Riviera

Italy: Liguria

6 days - 6 nights

3 departures available

July - August

Starting from

€925

€879

Per person

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4.9

Super!

Weekend in the Gulf of Alassio and Gallinara Island

Italy: Liguria

2 days - 2 nights

5 departures available

June - September

Starting from

€250

Per person

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5.0

Super!

Weekend with wine tasting between Santa Margherita Ligure and Portofino

Italy: Liguria

2 days - 2 nights

One departure available

June

€299

Per person

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4.7

Whale Watching Cruise with WWF guide for young people 18-23 years old

Italy: Liguria

5 days - 6 nights

One departure available

July - August

€873

€829

Per person

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4.7

Long weekend of whale watching with WWF guide between Liguria and the French Riviera

Italy: Liguria

3 days - 3 nights

2 departures available

September

€441

€419

Per person

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4.9

Sailing weekend in the Gulf of Poets, Portovenere, Palmaria, Red.

Italy: Liguria

2 days - 2 nights

One departure available

July

€240

Per person

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4.9

Day at the Gulf of Tigullio on a Sailing Boat - All inclusive!

Italy: Liguria

1 day - 0 nights

15 departures available

June - August

€150

Per person

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80,000 travellers have already chosen their holiday from a catalogue of 12,000 proposals in 120 destinations, worldwide.

Get onboard solo, with your family or your friends

Get onboard solo, with your family or your friends

Book a single spot, a cabin or the whole boat just for yourself, or for your friends or family.

Find out before you book who's waiting for you on board

Find out before you book who's waiting for you on board

Find out more about the skipper and travellers who have already booked the holiday, to find out more about the

Sailing holidays that suit all budgets

Sailing holidays that suit all budgets

On Sailsquare, sailing holidays are within everyone's reach. Thousands of proposals to choose from, at affordable prices.

Reviews - Yacht sailing holidays & skippered tours in Liguria and Cinque Terre

1615 reviews

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Prime fughe primaverili in compagnia del mare

06/10/2025

federica c.

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Switzerland

Peccato non ci siano più di 5 stelle! Esperienza profonda con totale immersione nel mare, nel vento e nella curiosità di scoprire una passione come quella della vela. Stelia non è solo una barca stupenda ed elegante ma anche una maestra. Carlo non è solo uno skipper ma un coach calmo paziente e pieno di passioni capace di trasmettere tutta la sua esperienza ma soprattutto lasciartene sperimentare un po’. Con proposte di tante iniziative interessanti per proteggere il nostro mare a cui senza dubbio prenderò parte. Consiglio assolutamente, tornerò senza dubbio e valutazione top.
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Sailing weekend in Liguria

06/10/2025

Antonino M.

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Italy

Abbiamo passato un bel weekend di vela nonostante il mare non fosse dalla nostra parte, Alessandro ha saputo condurre la barca trasmettendo sicurezza, nonostante il mare mosso, ed é stato bello collaborare durante le veleggiate. La barca é molto bella, nuova e pulita con un pozzetto enorme.
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2 June: whale watching expedition with WWF guide in Liguria

06/10/2025

cristina g.

-

Italy

Sono stati tre giorni stupendi, i primi due, grazie anche al mare calmissimo, abbiamo visto un enorme pod si delfini venuti a giocare con la barca, una tartaruga e…. Udite udite, la balena comune chiamata Propeller, della quale non si avevano più notizie da qualche anno. Il terzo giorno, visto il mare un po’ mosso, siamo riusciti ad andare a vela, insomma non poteva andare meglio di così! Patrik e. Alice, la guida WWF, è un occhio di lince, entrambi competenti e pazienti oltre che simpatici. Per quanto riguarda l’equipaggio, non conoscevo nessuno, ma mi sono trovata bene con tutti. Direi che nel complesso è andata più che bene 😍 grazie 🥰
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Long weekend of whale watching with WWF guide between Golfo Paradiso and Gulf of Tigullio

06/9/2025

Gianmarco G.

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Italy

Valuto 5 stelle perché dal mio punto di vista lo skipper Patrick e la guida WWF Sabrina hanno fatto di tutto per rendere questa esperienza più sicura e piacevole possibile. Per quanto riguarda il whale watching, abbiamo avvistato delle fantastiche Stenelle che ci hanno fatto compagnia in due giorni diversi, purtroppo non abbiamo avvistato altri cetacei per via delle condizioni meteo-marine non ottimali. Anche se mi sarebbe ovviamente piaciuto vedere altre specie, non mi sento di penalizzare la valutazione a causa del meteo, fattore su cui nessuno ha il controllo. Proprio in queste situazioni non ottimali per l'attività mi rendo conto che chi la organizza è messo a dura prova, tuttavia Patrick ha sempre avuto come priorità la sicurezza dell'equipaggio in primis, e Sabrina ha sempre cercato di mantenere alto l'umore ed è stata a disposizione fino all'ultimo minuto per mostrarci (oltre agli interessanti briefing previsti sui cetacei) curiosità, aneddoti, nozioni, riguardanti i cetacei e altri animali che ho ascoltato con gran piacere. Il resto dell'equipaggio è stato un'ottima compagnia e, sebbene alcuni imprevisti hanno causato un po' di malumore, il gruppo è stato quasi sempre in grado di guardare oltre, adattarsi e godersi l'esperienza. Sicuramente un giorno riproverò l'esperienza, con la speranza di riuscire ad avvistare qualche altra specie :)

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6 reasons to choose Liguria as your next sailing vacation destination

  • A fantastic region, which offers ideal conditions for everyone: from the first cruise on a boat with family or friends, to the possibility of practicing the art of sailing even in winter, sheltered by the Gulf of La Spezia.
  • Explore the famous 5 Terre, unique places in the world and UNESCO World Heritage Site, from a new perspective: from the sea.
  • Liguria offers not only sea and breathtaking beaches but also good food to taste in the beautiful colorful villages, from focaccia di Recco to the original Genoese pesto.
  • Near the big cities of northern Italy, ideal for a weekend or a day of relaxation, between boat and beautiful beaches, sports, panoramic aperitifs and emotions.
  • The longest and narrowest region of Italy lends itself perfectly to be visited by boat, enjoying both the sea and the green mountains behind it.
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  • Explore Portovenere, the beautiful village that made Byron and Shelley fall in love, giving the area the name of Golfo dei Poeti (Gulf of the Poets).

Main places to discover by sailing in Liguria

Monterosso, Vernazza, Corniglia, Manarola and Riomaggiore are the places that make up the famous Cinque Terre: by sailing boat you can discover them in the best way. Go ashore and walk along the scenic paths that connect them, or enjoy them from the bow of the boat and stop for an aperitif in your favorite. Not for nothing is this one of the most popular routes when you decide to sail along the coast of Liguria.

But Liguria's heritage doesn't end here: there are also well-preserved secrets that can only be reached by sea. Like in Camogli, where just a few minutes' boat ride from the coast you can admire the beautiful statue of the Christ of the Abyss who resides 17m below sea level. This is truly an ideal location for a sailing excursion in Liguria with diving, if you are a fan.

Sailing vacations for all tastes: Liguria is suitable for all types of travelers, from couples who want to treat themselves to a romantic weekend to families who decide to indulge in a few days of relaxation, through aspiring sailors who want to do a sailing course with skipper.
If you want to indulge in a little time in luxury, you can indulge in the area of Portofino or Sanremo, between yachts, casinos and fine restaurants.

Everything you need to know about your next sailing vacation in Liguria

  • Liguria has a pleasant Mediterranean climate, perfect for sailing especially during the summer period. The busiest time of course is the month of August: better to choose June, July and September to rent a sailboat in Liguria. With a trusted skipper, however, you can discover unspoiled corners of paradise even in high season.
  • Being a fairly small region, Liguria is perfect for a day trip sailing. A weekend of sailing and relaxation, to disconnect from the stresses of everyday life and enjoy the beauty of Liguria.
  • The wind is moderate and gives you pleasant sailing even in winter, and from the boat you can enjoy the best beaches in total peace and relaxation.
  • With three airports (La Spezia, Savona and Genoa) served by various low-cost airlines, it is possible to arrive from all over Italy at competitive prices, especially if you manage to book in advance. In addition to planes, Liguria has an excellent rail network that crosses the entire region so as to connect in a fairly easy way all the main and secondary locations.

The best itineraries for your next sailing vacation in Liguria

Sailing tour of the Cinque Terre

Needless to say, the Cinque Terre are among the most sought-after destinations in Liguria. The tour of the Cinque Terre can start in La Spezia and continue towards Portovenere. After a night at anchor, you will reach Riomaggiore, and there you can choose whether to go ashore or continue by sea, with a few stops along the other villages of the Cinque Terre as far as Vernazza.
In the evening you can relax again with a night at anchor. The next day, we set sail again on our way back home, and after a stop on the island of Palmaria, in Tino and in Lerci, we return to the port in the late afternoon for disembarkation. An unforgettable weekend for a beautiful sailing experience.

Weekend between Golfo dei Poeti and Santa Margherita Ligure

Sail towards the beautiful Portovenere for the sunset and to spend the first night in the Golfo dei Poeti, perhaps at anchor in front of the Borgo delle Grazie The next day you sail past the Cinque Terre, heading for Santa Margherita Ligure, where you'll spend the night with a cocktail in hand and your feet in the sand. You will sail along the Tigullio coastline, admiring the Ligurian coastline from the sea, with plenty of time to capture the most beautiful snapshots with your eyes, in a succession of breathtaking landscapes. An experience that will not disappoint. On Sunday, calmly, we return to the base.

Exploring the western part of Liguria

Move towards France towards Alassio, for a weekend of sun and relaxation on a sailing cruise that will take us to the Gulf of the Sun, the Island Gallinara and enchanting places like Capo Mele or Bordighera. A short but intense taste of what a sailing vacation in Liguria can offer beyond the most famous Cinque Terre and Portofino.

Liguria: the best travel ideas

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