268

experiences

4.9

Super!

Three days of adventure in the Aeolian Islands

Italy: Aeolian Islands

3 days - 3 nights

One departure available

September

€400

Per person

4.9

Super!

Cyclades from Milos to Milos

Greece: Cyclades

7 days - 7 nights

One departure available

September

€800

Per person - min 2 pax

4.9

Wind, sea and freedom: a week between Corsica and the Tuscan archipelago

Italy: Tuscany

7 days - 6 nights

2 departures available

August - September

Starting from

€650

Per person

5.0

Super!

From Mykonos to Athens by sail, with skipper and on-board kitchen

Greece: Cyclades

6 days - 6 nights

One departure available

September - October

€950

Per person

4.8

Super!

All Inclusive Tour: Capri, Amalfi, Cetara, e Sorrento

Italy: Naples & Amalfi Coast

5 days - 5 nights

One departure available

September

€1,150

Per person

5.0

Super!

Pula and the enchanting Kvarner islands: special price private cruise

Croatia: Kornati Islands

6 days - 6 nights

One departure available

August

€870

Per person

5.0

Super!

Midweek relaxing in the Pontine Islands

Italy: Pontine Islands

4 days - 3 nights

6 departures available

September - October

Starting from

€370

Per person

4.8

Midweek on Elba, from Monday to Thursday

Italy: Tuscany

3 days - 3 nights

One departure available

September

€380

€361

Per person

5.0

Super!

Croisière de rêve sous voiles dans les îles de la société 14 Jours

Pacific Ocean: French Polynesia

13 days - 13 nights

One departure available

October - November

€2,090

Per person

4.7

Amazing Pontine Islands on a sailboat with private bathrooms

Italy: Pontine Islands

3 days - 2 nights

3 departures available

August - September

Starting from

€312

Per person

4.8

Super!

Come and discover the Saronic Islands from Poros

Greece: Saronic Islands and Athens area

6 days - 6 nights

5 departures available

August - September

€600

Per person

5.0

Super!

Weekend at the Pontine Islands

Italy: Pontine Islands

3 days - 2 nights

7 departures available

September - October

Starting from

€370

Per person

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Reviews - Sailboat holidays & skippered tours

18659 reviews

Ibiza & Formentera: an exclusive journey between sky and sea

08/21/2026

Francesca G.

Angelo very experienced and prepared skipper, gives safety. Francesca, the daughter, a very sweet helper. The boat is very large and beautiful, it would need a little more maintenance (especially in the bathrooms) and for example to replace the pillows of the beds!! From my personal experience, I think that 12 people on board are definitely too many... it becomes complicated to manage (independently) meals and maintain a good level of hygiene. I would suggest a light hostess service despite the fact that it involves a small increase in costs. Overall, positive experience that I would absolutely recommend.

Flotilla Different: Party and new friends in the Aeolian Islands - SAILOR CABIN ONLY

08/21/2026

laura p.

Week in flotilla an experience to try! we had a great time with the crew and also with all the people at Different Sailing. On the boat with Eleonora and Marco we had fun and at the same time we always felt safe! Marco skipper highly recommended because he is resolute but always available and super calm.

Quattro giorni all'Elba - Hostess a bordo

08/21/2026

Andrea M.

It was a beautiful holiday. Comfortable boat with private bathroom for each cabin. Comfortable outdoor spaces considering the complexities of the sailboat. Vittorio and Giulia were excellent hosts. Vittorio's experience and Giulia's kindness pampered us for the entire holiday.

Sailing cruise in the Greek islands - The Saronic Islands

08/21/2026

francois Y.

Hello in fact we did not have Bertrand J. whom we had chosen because we missed the French we had kostis. After a few adjustments, we did a little less boating for 5 hours on the first day. And a little more sightseeing a little. He listened to our requests. We didn't do a bbq, he couldn't find a "spot". Too bad. The destination is good. August very busy, be careful.

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