Homepage cover
logo

Log in

avatar image

Nicola O.

Provider type:

Private

City:

Messina

Member since:

2018

avatar image
avatar image
avatar image
avatar image
avatar image

638 Sailsquare travellers have been on board my experiences

Gallery

experience image 0experience image 1
experience image 2
experience image 3

20+

Show all

About me

Born in Messina, since I was a child I have sailed with various types of boats (sailing & motor), in 1985 I obtained the sailing & motor license without limits, at the same time I participated in offshore sailing championships, class regattas, winning a Sicilian Beneteau 25 championship (skipper).

What I like to do

Steering the boat

Exploring the surroundings

My experience

I know the Aeolian Islands in depth, it is my land! (thirty years of experience) and Greece (since the 90s) Ionian Islands, Gulf of Argolis and eastern Peloponnese.

My sailing areas

Aeolian Islands

Italy

My boats

Type

Sailboat

Length

12.88 m.

Toilets

2

Cabins

4

boat image 0boat image 1
boat image 2
boat image 3

13+

Show all

Travel with peace of mind

Total transparency

Want to avoid surprises? Find out before you book who your skipper and fellow travellers will be. Do you have questions or doubts? Send a message to the skipper!

Flexible cancellation

Cancel within 30 days of departure for any reason and receive a full refund. Want even more? Purchase the extension to cancel your booking until your departure.

Constant support

Our dedicated multilingual support team is always ready to assist you, before and during your holiday, and is always in touch with the skippers we work with.

Reviews

4.8/5

out of

103

reviews

Skipper

Boat

Destination

avatar image

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

09/6/2026

Giorgia Z.

-

IT

Unforgettable experience and wonderful places, definitely worth coming back to. A group that soon found its balance. Extremely competent and passionate skipper who involved the group in decisions, offering valuable advice based on his experience of the sea and the islands. From day one he took care that the group was balanced and that everyone participated in the daily management of the activities, an approach based on respect for the rules and common sense that is fundamental in a sailing holiday. I appreciated honesty, clarity and passion, direct communication and without formalism, which brings out authenticity and maintain a collaborative atmosphere. Qualities that on a boat are worth much more than words of circumstance. See you soon [hidden], see you soon Nik!!

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

09/5/2026

Antonella B.

-

GB

The skipper was the only negative part of the experience. Rude, directive, judgmental and controlling. Would lose temper over small things without actually teaching anything. Arrogant and entitled. Do not recommend him. He also took advantage of the trip to bring his fiance and son onboard for a total of 4 nights over the 6 we had paid for making the space more crowded than it should have been. “Please” “thank you” are not part of his vocabulary. Felt a bit on a disciplinary experience at time. Boat not spacious enough for 9 people (including the two extra guests we were informed of only after departure - no permission asked, just communicated) Beautiful destination, I truly love Eolian islands. And my friend are the best company, always!
avatar image

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

09/2/2026

Federica L.

-

IT

Nicola is a skilled skipper and a helpful and attentive person, pleasant and cultural. I recommend a holiday on his boat to discover the poetry of these wonderful islands!

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

08/28/2026

Tiziana D.

"And you haven't seen anything yet..!" Our captain kept telling us. And so it was, in a crescendo of wonder and amazement: the long baths in ever-changing coves, the wait for the sciara and the wonder of the rain of drops of fire, the romantic sunsets every evening more spectacular, the warm nights under the shooting stars and the magic of the silent sunrises, the sailing in the safety of the port so as not to be reached by the incoming storm (we sleep with the air conditioning .. daje!!), the dancing aperitifs, the iridescent colors of the rocks, Bennato, Dalla and Queen in the background, the unbeatable dishes of the Bitta di Maria, the pane cunzato and the almond granita, the breathtaking beauty of Filicudi, the deep seabed in search of fish (look: two tuna, no they are amberjacks!!), the final surprise of the dolphins on the last day and the caves of ammmore ("so you just don't leave each other anymore!"). Thanks to [hidden] and Nicola, a brave but prudent captain, who pampered us all together with Ilaria and gave us unforgettable memories. Simone and Tiziana

Let's talk Sailsquare!

HuffpostSailing todayYahoo!

Secure payments

MastercardVisaGoogle PayApple Pay

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