header cover
sailsquare logo

Yacht sailing holidays & skippered tours in the Aeolian Islands

A holiday in the Aeolian Islands: Vulcano, Lipari, Salina, Panarea, Stromboli, Alicudi, and Filicudi - seven volcanic islands to be discovered by sailboat. A unique experience in which you will navigate between craters, geysers, volcanic rock rivers.

Why book a holiday with Sailsquare?

The world's largest marketplace for sailing holidays

The world's largest marketplace for sailing holidays

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 the Aeolian Islands

1997 reviews

avatar image

Aeolian Islands by catamaran, professional skipper/hostess, what else?

09/14/2025

Alessandro M.

-

Italy

This is not a review but an invitation to participate in this fantastic adventure. Fabrizio is an incredible person and skipper, he knows every rock, anchorage and current of the Aeolian Islands and then cooks divinely. Arianna will pamper you, keeping the boat always clean and tidy. you will only have to think about which costume to wear! If you are lucky, like me, to find wonderful travel companions, it will be an unforgettable experience. 5 hearts, not stars!
avatar image

A week in the Aeolian Islands - 6 islands in seven days

09/14/2025

Philippe H.

-

Belgium

Discovery of the Aeolian Islands with a friendly crew. Simple comfort and in line with our expectations. Cruise for lovers of the sea and extraordinary volcanic landscapes.
avatar placeholder

Let's discover the Aeolian Islands together in Vela

09/13/2025

Antoine D.

-

Canada

Very nice week aboard Mario's sailboat. The extraordinary landscapes and crystal clear water were there. Swimming every day, visiting the islands, each more charming than the next, and nights under the stars lulled to the rhythm of the waves. I recommend!
avatar placeholder

Magical Aeolian Islands

09/13/2025

Giulia T.

-

Italy

We did the tour of the Aeolian Islands in the last week of August and we got on very well with Francesco. Super professional and a great commander. It was truly a wonderful experience. Not to mention the islands. Wonderful!

Customer Support

nightLifeGeneralInfo

Do you need support on using the platform or for an online payment? Do you need information or is there something you don't understand? For (almost) any question, we got an answer!

search

Can't find the perfect holiday for you?

Tell us what you are looking for and let our team find the right solution for you!

Guides & tips


Aeolian Islands

Stromboli, Vulcano and Lipari are just some of the best destinations for a sailing or catamaran vacation in Sardinia.
Guide to the Aeolian Islands on a sailing boat

Italy

Tuscany, Sardinia, the Aeolian Islands and Liguria are just some of the most beautiful destinations for a sailing or catamaran holiday, let's discover them all!
Guide to Italy on a sailing boat

Flotilla holiday

A perfect vacation for singles (and others) to experience sailing, meet new friends and multiply the fun.
Guide to the flotilla holidays

Singles and solo travellers

Set out alone and return enriched by an unparalleled baggage of freedom, new friendships and lasting bonds. It is on a sailboat that an adventure as a solo traveler turns into a unique sharing experience.
Guide to solo travellers sailing holidays

Sailing vacations for families

To leave with one's family and return home enriched by an unparalleled baggage of adventure, bonds and indelible memories.
What to know before you go sailing with your family?

Sailing with children

Have you ever wondered if there is a vacation that is both the best for children and parents? The answer is yes, and it is indeed on a sailboat!
uide to sailing vacations with children

Aeolian Islands: the best travel ideas

Other travel ideas

Let's talk Sailsquare!

HuffpostSailing todayYahoo!

Secure payments

MastercardVisaGoogle PayApple Pay

© 2025 Sailsquare Srl SB • All rights reserved - VAT IT07860990964