275

experiences

4.8

Super!

Cast off for a week at sea, a thousand ways to experience it!

Greece: Saronic Islands and Athens area

7 days - 7 nights

5 departures available

September - November

Starting from

€585

€527

Per person

4.8

Super!

Aeolian Islands: between sea and authentic flavours

Italy: Aeolian Islands

7 days - 7 nights

5 departures available

September - October

Starting from

€750

€675

Per person

4.9

Super!

Gulf of Poets

Italy: Liguria

3 days - 2 nights

One departure available

September

€280

Per person

5.0

Super!

Long Weekend Santa Candida - Ventotene

Italy: Pontine Islands

5 days - 4 nights

One departure available

September

€550

Per person

5.0

Super!

Corsica Sailing Experience for only 4 people

France: Corsica

7 days - 6 nights

One departure available

August

€900

Per person

5.0

Super!

Come and discover the Egadi Islands! Nature, relaxation and crystal clear waters

Italy: Aegadian islands

7 days - 7 nights

4 departures available

August - September

Starting from

€700

Per person

5.0

Super!

Aeolian Islands: let yourself be pampered among volcanoes, sea and gourmet cuisine!

Italy: Aeolian Islands

6 days - 7 nights

2 departures available

September

€950

Per person

4.8

Super!

South of Lefkas between unspoiled nature, the bays of Meganisi and the myths of Ithaca

Greece: Ionian Islands

7 days - 7 nights

One departure available

September

€650

Per person

5.0

Super!

Sailing & Trekking to discover the Island of Elba

Italy: Tuscany

4 days - 3 nights

One departure available

September

€530

€477

Per person

4.9

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

Italy: Aeolian Islands

6 days - 7 nights

One departure available

September

€583

Per person

4.1

Weekend Elba or Capraia

Italy: Tuscany

2 days - 2 nights

30 departures available

January - December

Starting from

€300

€270

Per person

5.0

Super!

A sailing story between Favignana, Levanzo and Marettimo

Italy: Aegadian islands

7 days - 7 nights

3 departures available

August - September

Starting from

€620

Per person

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Reviews - Sailboat holidays & skippered tours

18638 reviews

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

08/19/2026

Maria Valeria d.

an experience I didn't expect. A perfect mix of fun and relaxation. Hybris was our home for a week. and we couldn't ask for anything better! Helpful and friendly staff, wonderful places. Thank you Sail :)

Magical Pontine: full sail to discover the archipelago

08/19/2026

Daniela Giacomina F.

I spent 4 wonderful days in the Pontine Islands. The landscapes are wonderful and we were even lucky enough to spot dolphins in the open sea, a real spectacle. The skipper proved to be a nice and helpful person. As for the boat, there are some things that should be reviewed and fixed a bit to improve the experience on board. Overall it was a holiday that I enjoyed.

All Inclusive: Procida, Capri, Positano, Amalfi, Cetara, Sorrento

08/19/2026

Carlotta C.

Experience in wonderful places, Alessandro's kindness and shrewdness are certainly the plus of the holiday

Holiday - School between the Tuscan Archipelago and North Corsica

08/19/2026

ludovico g.

I recommend this experience only if you plan to learn some sailing and sail a lot, otherwise you will be disappointed.

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