Yacht sailing holidays & skippered tours in Liguria and Cinque Terre

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.

FLEXIBLE CANCELLATION.

Stress-free booking: you can cancel up to 24 hours before departure!

Why you should book a holiday with Sailsquare?

Location point above a wave

The leading sailing holiday marketplace

25,000+ happy travellers, and 10,000+ holidays in 110 destinations worldwide.

Two people with sailor hats

Get onboard solo, with your family, or your friends

Reserve a single spot, a cabin, or a whole boat just for you and your friends or family.

A boat with a magnifier above it

Discover who’s already onboard

Introduce yourselves online, get to know each other onboard, and go home with a bunch of new friends.

Two coins with a currency on top

Sailing holidays that suit all budgets

Rumour has it that sailing holidays are only for the rich or well-connected. With Sailsquare, that's no longer true. Come and discover a world you never thought was accessible!

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

1284 reviews
20 / 10
Irene L.

Irene L.

review about 21-25 April: a long bridge over the Ligurian Sea April 2023

10 / 10
It was the first time sailing and it was beautiful, competent and nice skipper, beautiful boat, I was also lucky enough to find myself with very nice people. Unforgettable experience!
Luca G.

Luca G.

review about Sailing boat trip April 2023

10 / 10
Great boat ride and good company! Andrea and Lara were great travel companions! The day was nice and we had a really good time!
Claude S.

Claude S.

review about A day sailing in the Gulf of Poets March 2023

10 / 10
A great day out with Cesare! He is very nice and pleasant. He knows his boat and the area well. He let us take the helm and made everything he could so that we had a great day sailing. His brand-new boat is very comfortable and easy to sail.
Salvatore L.

Salvatore L.

review about Superb day on a boat between the Gulf of ALASSIO and the Gallinara island August 2022

10 / 10
Wonderful experience, Daniele and his family were very nice, I immediately felt part of them and pampered throughout the day, I even tried to the sails and drive the boat under Daniele's control. We stopped several times to take some great baths offshore. The final aperitif was excellent and plentiful, so much so as to skip dinner thanks to the delicacies prepared by his wife Carmen. I highly recommend it to everyone to have a great day on their wonderful boat which I will definitely return to.
Yasmina F.

Yasmina F.

review about Weekend of relaxation and swimming in clear waters June 2022

10 / 10
We were excellently welcomed by Paolo who is a pleasant, caring, patient and attentive man to his passengers. He is also a cautious skipper who does not make his teammates take unnecessary risks. The boat is top: super well maintained and very clean. Everything is planned so as not to lack anything. I highly recommend stays with Paolo!! We will probably leave with him!
Cristina D.

Cristina D.

review about 48 hours of teaching on the sea: Genoa - Corsica - Capraia - Genoa May 2022

10 / 10
Massimiliano was a crazy teacher, it was a fantastic experience that we can't wait to repeat. The course program was widely respected and the organization impeccable! Max has transmitted to us a great passion for the sea, sailing, nature, conviviality. We learned to plan the navigation of the high seas from the galley, to the first checks, to safety by calculating routes and navigation times. We have applied the rules of day and night precedence and the procedures to face a slightly more intense wind, All in a cheerful and absolutely fun atmosphere! Cristina and Adlan
Giancarlo P.

Giancarlo P.

review about Traveling to the Gulf of Poets and the Cinque Terre June 2022

8 / 10
Vittorio was very hospitable, we had a very good time in his boat and he really treated us as guests, preparing delicious sauces and more. We highly recommend a boat experience with him, he will make you feel at home! Great Victor!!!
ALESSANDRO F.

ALESSANDRO F.

review about Weekend in the Gulf of Poets and Cinque Terre to switch off May 2022

10 / 10
Wonderful weekend! Simon immediately proved to be an ideal skipper for the holiday by integrating the group perfectly, albeit composed of members of different nationalities. Very prepared and available in the explanations also in navigation and on the program to follow. Sean is a beautiful and spacious boat internally, also ideal for large groups and that especially at sea can only leave you fascinated! HIGHLY RECOMMENDED!
Federico C.

Federico C.

review about CrazySail Skipper Academy Lite: La Spezia - April 16th April 2022

10 / 10
Always on the piece!! Great day. Before taking a boat as a newly licensed always better to exhaust the doubts and compare yourself with other skippers in how to deal with the maneuvers!
Arturo M.

Arturo M.

review about Tartare, prawns and bubbles in Santa Margherita Ligure - all inclusive! March 2022

10 / 10
What can I say, beautiful We is beautiful company. Giorgio, in addition to being a very good skipper, is a fan of good food and bubbles. We drank and ate very well, really!! The boat is brand new and very comfortable. I recommend this experience to everyone!!
Laura B.

Laura B.

review about Weekend to discover the western Riviera - Sailing between nature and fun August 2021

10 / 10
Beautiful weekend! Perfect tour from every point of view: Marco and Cristina are very professional and pleasant and have put everyone at ease, providing all participants with many notions on sailing techniques. Boat kept in excellent condition, clean and comfortable. The good weather and great company were the icing on the cake to make this holiday a real escape of reality!.
Valeria S.

Valeria S.

review about A weekend in the gulf of poets July 2021

10 / 10
Roberto is a fantastic person, very prepared and experienced of the holiday. Two very beautiful days of sailing and relaxation. Highly recommended
Laura G.

Laura G.

review about sailing along the 5 terre and the gulf of poets July 2021

10 / 10
Very responsible, attentive and extremely helpful person. We will sail again with him, remaining enchanted by his life experiences! Thanks Umberto, see you next time!
Tamara L.

Tamara L.

review about Sailing and swimming Portovenere and Iittle islads July 2021

10 / 10
I had a fantastic weekend, Martino is a very attentive, precise and very competent captain. He has a keen sense of irony and this makes him very very pleasant. Thank you super captain.. perfect experience.
Silvia U.

Silvia U.

review about Weekend in Portofino and Santa Margherita July 2021

10 / 10
Paolo was very helpful and nice, the boat is clean and comfortable and made us spend a nice weekend. I recommend it and would do it again.
Silvia A.

Silvia A.

review about On the dolphin route. June 2021

8 / 10
Despite the not exactly favorable weather, we had a nice day. Too bad we just didn't get to see the dolphins!
Maria Grazia S.

Maria Grazia S.

review about Sailing with Siddhartha June 2021

10 / 10
Luigi and Federica were two fantastic skippers. They immediately made us feel comfortable and delighted us with interesting travel stories. The boat ride along the 5terre was not exactly as I would have imagined but this was dictated by factors not attributable to them. I highly recommend a travel experience with Luigi and Federica and hope to turn them back soon! Thank you!
Angela P.

Angela P.

review about Gulf of tigullio, between sailing culture and fun. September 2020

10 / 10
First time sailing for me and my family, very nice and comfortable boat. Alberto made us feel at home and made us discover beautiful places. Experience to be repeated!!!
Trustpilot

Customer Support

Would you like some support using the platform? We've (almost) always got the answers!

Call us at +44 20351 44220 Check out our Help page

Can't find the perfect holiday for you?

Use our free holiday concierge tool - and let us find your dream sailing experience for you!

Let's find it together!

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.
    • .
  • 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: best travel ideas

Other travel ideas