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Skippered Highlights of the South Ionian - Share-a-Yacht — Sailing Holiday in Greece
Skippered Highlights of the South Ionian - Share-a-Yacht — Sivota, Lefkada
Skippered Highlights of the South Ionian - Share-a-Yacht — Spartochori, Meganisi
Skippered Highlights of the South Ionian - Share-a-Yacht — Kalamos
Skippered Highlights of the South Ionian - Share-a-Yacht — Kastos
Skippered Highlights of the South Ionian - Share-a-Yacht — Fiskardo, Kefalonia
Skippered Highlights of the South Ionian - Share-a-Yacht — Vathi, Ithaca
Skippered Highlights of the South Ionian - Share-a-Yacht — Sailing Holiday in Greece
Skippered Highlights of the South Ionian - Share-a-Yacht — Sivota, Lefkada
Skippered Highlights of the South Ionian - Share-a-Yacht — Spartochori, Meganisi
Skippered Highlights of the South Ionian - Share-a-Yacht — Kalamos
Skippered Highlights of the South Ionian - Share-a-Yacht — Kastos
Skippered Highlights of the South Ionian - Share-a-Yacht — Fiskardo, Kefalonia
Skippered Highlights of the South Ionian - Share-a-Yacht — Vathi, Ithaca
Skippered Highlights of the South Ionian - Share-a-Yacht — Sailing Holiday in Greece
Skippered Highlights of the South Ionian - Share-a-Yacht — Sivota, Lefkada
Skippered Highlights of the South Ionian - Share-a-Yacht — Spartochori, Meganisi
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Skippered Highlights of the South Ionian - Share-a-Yacht — Sailing Holiday in Greece
Skippered Highlights of the South Ionian - Share-a-Yacht — Sivota, Lefkada
Skippered Highlights of the South Ionian - Share-a-Yacht — Spartochori, Meganisi
Skippered Highlights of the South Ionian - Share-a-Yacht — Kalamos
Skippered Highlights of the South Ionian - Share-a-Yacht — Kastos

Skippered Highlights of the South Ionian - Share-a-Yacht

Sailing Holiday in Sivota, Greece

CruisingAll LevelsGreece - Europe

10 Dates

From £426.25 GBP today (£1,705 GBP total)

A week on a 15 metre Beneteau 50 with an experienced skipper aboard, sailing the South Ionian flotilla. Four double ensuite cabins, booked by the cabin for one or two people, so you get your own space and your own bathroom. No qualifications and no experience needed. Take the helm, learn the ropes, or sit back with a book, as much or as little as you like.

Up to 4 aboard

Trip Itinerary

Why We Love This Sailing Holiday

A skipper aboard, your own ensuite cabin, and no qualification needed, which makes this the easiest possible first week on a yacht. You sail as much or as little as you want, and the miles still count toward whatever you do next.

1

Start - Sivota, Lefkada

Join the flotilla. Settle in, meet the lead crew, and enjoy a free first evening on the quayside.

Sailing at Sivota, Lefkada on Skippered Highlights of the South Ionian - Share-a-Yacht
2

Spartochori, Meganisi

Small sandy bays, easy lazy-line moorings and an early morning walk up to the clifftop village.

Sailing at Spartochori, Meganisi on Skippered Highlights of the South Ionian - Share-a-Yacht
3

Kalamos

A sheltered harbour, superb seafood and the wide sandy anchorage at Port Leone with its abandoned village.

Sailing at Kalamos on Skippered Highlights of the South Ionian - Share-a-Yacht
4

Kastos

Superb swimming, welcoming tavernas and a sunset drink beside the windmill.

Sailing at Kastos on Skippered Highlights of the South Ionian - Share-a-Yacht
5

Fiskardo, Kefalonia

Colourful Venetian-style buildings and a lively waterfront. Good sailing in the channel across to Ithaca.

Sailing at Fiskardo, Kefalonia on Skippered Highlights of the South Ionian - Share-a-Yacht
6

Vathi, Ithaca

The legendary home of Odysseus. Moor on the old ferry quay, a short walk from the beaches.

Sailing at Vathi, Ithaca on Skippered Highlights of the South Ionian - Share-a-Yacht
7

End - Sivota, Lefkada

Back to base for a final meal and a drink in Pirates bar.

Sailing at Sivota, Lefkada on Skippered Highlights of the South Ionian - Share-a-Yacht

Meet Your Sailing Operator

Sailing Holidays
Sailing Holidays
View Company Profile

Sailing Holidays is a family-run, British-owned flotilla specialist that has been putting people on boats in the Greek islands since 1976. Founded as the Flotilla Sailing Club and renamed in 1987, it is still owned and run by Barrie and Heidi Neilson, with offices in Corfu and London and a fleet of 120 yachts. Their flotillas are built around unobtrusive support. You sail your own yacht, with a lead crew on hand when you want them and out of the way when you don't. The Greek islands make that easy: no significant tides, no cold water, and short scenic hops between harbours and tavernas. Holidays are ATOL protected, and flight-inclusive packages run from the UK with transfers included. Fifty years in, a lot of their sailors come back year after year, which tells you most of what you need to know.

Why We Love Sailing Holidays

Fifty years of doing one thing properly. Sailing Holidays effectively invented the British flotilla holiday and still runs it as a family business, which shows in the details: lead crews who know the anchorages rather than just the route, a fleet they own and maintain themselves, and a Share-a-Yacht programme that treats solo sailors as individuals rather than an awkward gap to fill. If you have just qualified and have nobody to sail with, this is the rare operator set up to take you anyway.

Sailing Yachts on This Trip

Your specific vessel is assigned based on your selected dates. All vessels meet our high standards for comfort and safety.

Beneteau 50 (Kassandra)

Beneteau 50 (Kassandra)

Beneteau - 50

LOA: 51ft (15.47m)

Is This Sailing Holiday Right for You?

What experience level is required?

Beginner

No sailing experience required. Perfect for newcomers.

Intermediate

Some sailing experience helpful. Comfortable on the water.

Advanced

Significant sailing experience required. Challenging conditions.

How much sailing participation will there be?

Active Crew Member

Full participation in all sailing activities.

Optional Involvement

Participate as much or as little as you like.

Passenger

Sit back and enjoy the ride.

Will there be any domestic duties?

Yes

Sharing the cooking & washing up

Minimum Age

18

What will the type of sailing be like?

Your skipper is responsible for the yacht all week and sleeps in their own cabin. Guests range from complete beginners to experienced sailors, which is much of the fun. You can get as involved as you want: helming, navigation, sail handling and mooring, or none of it.

Any Specific Requirements?

  • No sailing qualifications or previous experience required.

What's Included in This Sailing Holiday

Included

  • Accommodation Onboard
  • Travel Transfers
  • Flights
  • Bedding
  • Starter Pack
  • Mooring Fees
  • Diesel
  • Yacht Security Waiver (no deposit)
  • Dinghy
  • Harbour Guide
  • Full financial protection with ATOL or ABTOT
  • Flotilla lead crew support

Optional Extras

  • Stand Up Paddleboard (SUP)£95

    For the week, one per yacht.

  • Dinghy outboard£75

    For the week, one per yacht.

  • Flight supplement - Birmingham£25

    Instead of the included Gatwick departure.

  • Flight supplement - Manchester£25

    Instead of the included Gatwick departure.

  • Flight supplement - Bristol£25

    Instead of the included Gatwick departure.

  • No flight discountUp to £400 off

    If you're not flying from a UK airport, you can reduce the booking cost.

Not Included

  • Food Onboard
  • Eating Out
  • Alcohol Onboard
  • Wet Weather Gear
  • Sailing Boots
  • Towels
  • Personal holiday insurance
  • Airline fuel surcharge

Typical Sailing Weather in Greece

Mar-May

18-24°C

Mild temperatures, moderate winds. Ideal for sailing.

Jun-Aug

26-33°C

Hot and dry with reliable Meltemi winds.

Sep-Nov

19-26°C

Warm seas, calmer winds. Great shoulder season.

Dec-Feb

10-15°C

Cool and wet. Limited sailing season.

Mar-May

18-24°C

Mild temperatures, moderate winds. Ideal for sailing.

Jun-Aug

26-33°C

Hot and dry with reliable Meltemi winds.

Sep-Nov

19-26°C

Warm seas, calmer winds. Great shoulder season.

Dec-Feb

10-15°C

Cool and wet. Limited sailing season.

WHY BOOK WITH SAILTIES

Tried and tested sailing experiences, from our pick of the world's best operators

EXPERT-LED SAILING ADVENTURES

All our trips are led by qualified skippers and sailing instructors

TRIED & TRUSTED

We only work with the most reputable sailing operators and yacht providers

SOLO & GROUP-FRIENDLY SAILING

Perfect for solo sailors looking to join a crew or groups wanting to charter

WORLD-CLASS CUSTOMER SUPPORT

Our team is on-hand 24/7 to help you before, during and after your adventure

Choose from 10 Dates

From £1,585 GBP per double cabin

Secure your place today from £426.25 GBP

May 2027

May 9-16
Beneteau 50 (Kassandra)
£1,705 (£426.25 today)£2,635 for 2 guests
4 cabins available
Book
May 16-23
Beneteau 50 (Kassandra)
£1,875 (£468.75 today)£2,915 for 2 guests
4 cabins available
Book

June 2027

Jun 13-20
Beneteau 50 (Kassandra)
£1,985 (£496.25 today)£3,095 for 2 guests
4 cabins available
Book
Jun 20-27
Beneteau 50 (Kassandra)
£2,005 (£501.25 today)£3,195 for 2 guests
4 cabins available
Book

Prices shown in USD are approximate conversions, using today's conversion rate. This trip is priced by the operator in GBP and payment will be taken in GBP.

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