Homepage cover
sailsquare logo

Log in

Yacht sailing holidays & skippered tours in Central Adriatic

Discover more than 1 sailing holidays in Central Adriatic. Book a spot onboard and live a unique experience with a local skipper. Starting at €350 a week.

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 Central Adriatic

32 reviews

avatar image

Week end on the Romagna coast - Rimini

05/30/2022

Adam T.

-

Switzerland

I had great time sailing with Luciano and the crew. We had a good mix of chilling and faster sailing, enjoying the sun and the sea. I would recommend Luciano as great host and skipper.
avatar image

Conero, Portonovo and 2 Sisters!

08/31/2021

Silvia F.

-

Italy

Grazie allo skipper Eric, alla sua barca e all'aiuto di Elisa, abbiamo passato una giornata bellissima: abbiamo raggiunto la spiaggia delle Due Sorelle che è accessibile solo via mare, abbiamo preso il sole durante la navigazione, abbiamo fatto il bagno ai piedi del Conero e poi abbiamo brindato con un aperitivo offerto. La barca è accogliente, pulitissima e dotata di tutti i comfort e Eric è uno skipper esperto che ha fatto di tutto per accontentare la nostra voglia di veleggiare. Elisa, l'altro membro dell'equipaggio, è competente, simpaticissima e molto gentile. Ci siamo sentite davvero come a casa. Consigliamo l'esperienza e speriamo di poter tornare presto a veleggiare con Eric.
avatar image

Conero, Portonovo and 2 Sisters!

08/29/2021

Emanuele D.

-

Italy

Beautiful sailing experience. Eric experienced is always attentive to the safety and well-being of the group he made us experience the thrill of sailing. Together with Elisa they were caring at all times. The route of the trip allows you to see a stretch of coast and beaches that can only be reached by sea. Initially the navigation is by motor towards the Two Sisters then aperitif, swim, lunch, waiting for the wind to then arrive on the sail. With 19 knots of wind it was a great emotion because it allowed me to stay at the helm until I returned to port.
avatar image

Aperitif on the boat and overnight stay in the harbor

08/4/2021

Valentina B.

-

Italy

È stata una parentesi meravigliosa ed un compleanno indimenticabile….Eric è uno skipper di grande esperienza, estremamente gentile e disponibile. Anche grazie al prezioso supporto della fidanzata Elisa siamo stati coccolati tutto il tempo! Solo un rimpianto: aver dormito solo una notte in barca con loro! Ci torneremo presto!! :)

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!

Central Adriatic: 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