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Price based on Shared Room
Price based on Private Single Room
Price based on Private Double Room
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- Operator
- Med Sailing Holidays
- Sailing
- Catch the wind and set sail for new horizons
- Group Tour
- Join a group and forge lifelong friendships
- Partially Guided
- Independent travel, featuring selected guided excursions
- Guided in English
- Group Size 5 - 8
- Ages 18+

Highlights
- Relax at Greece's most beautiful beaches
- Enjoy lively beach bars in Lefkas
- Devour the Ionian's finest food in Fiskardo
- Swim in the clear water of Sivota Bay
Itinerary
- Introduction
- Day 1 Lefkas to Porto Soilla (Meganisi)
- Day 2 Vathy (Ithaka)
- Day 3 Sami (Kefalonia)
- Day 4 Fiskardo
- Day 5 Porto Katsiki / Sivota Bay
- Day 6 Ormos Vrako
- Day 7 Lefkas
- Day 8 Disembarkation
What's Included
- Accommodation
- Guide
- Meals
- Additional Services
- Transport
- Free eSIMTourRadar offers the lead traveler (the person who booked) a free 1GB eSIM for the trip. The eSIM is redeemable only through the TourRadar app 72 hours before departure.
What's Not Included
- Flights
- Insurance
- Optional
- Additional Services
Customer Photos

Operated by
Med Sailing Holidays
Number of tours
23
Age Range
18 to 80 years old
Response time
3 hours
Response rate
78%
We offer skippered island hopping/sailing holidays, meaning we sail so you...
Read moreCustomer Reviews
- Overall RatingExcellent
- ItineraryExcellent
- GuideExcellent
- TransportExcellent
- AccommodationExcellent
- FoodExcellent
- PDPenelope· June 22nd, 2025Fantastic tour. Excellent value for money would do againShow moreTrip date: June 2025
- RPRobyn· June 22nd, 2025Fabulous week. Kieran a great skipper and Emma a great host. Brilliant food, brilliant experience. A magical week. Would recommend.Show moreTrip date: June 2025
- GDGiselle· September 19th, 2024Fabulous trip. The location was stunning, the food exceptional, and our hostess Mia and skipper Davide were brilliant - highly recommend. A memorable holidayShow moreTrip date: September 2024
- KMKaren· July 7th, 2024The food and service we received was excellent. The destinations were great, and our accommodations were good with a comfortable bed and private bathroom. Didn't know anyone on board, but got to make some knew friends along with the captain and host.Show moreTrip date: June 2024
- Brandon· May 11th, 2020So let me preface this by saying I have not gone on a sail yet and with Corona happening, have put my sail off another year. If the sail is half as good as the customer service I have received then it'll all be amazing. My review is long so if you want to skip the details just go to the last paragraph. My fiancée and I were supposed to get married in Italy this summer and after the wedding go to Greece with some of our friends and family for a sail. After looking at multiple offerings from various companies, Med Sailing had the best deals. We worked with Geoff (Fleet Manager) to find two boats that would work best for us. He answered a trillion questions we had about the best yachts and options for our sail and we booked two private yachts. We paid our deposit and waited. 1ST ISSUE. Uh oh, another person wants to be added to the sail, the boats we currently booked weren't the best option. Cue Geoff coming through in the clutch the 1st time. We spoke, I found a better option, Geoff made it happen and changed one of the boats to make the additional passenger fit. No-fuss, no-hassle, an email, and it was done. What a relief, we're going sailing! Or so we thought... A little over a month rolls by and here comes the 2ND ISSUE, COVID. My fiancée and I freak out a bit because where does this leave the trip now? We can't travel internationally yet, we had to postpone our wedding, restrictions are being lifted slowly but not quick enough for us to know if we could actually sail. The two yachts we booked through Med Sailing were from two different companies and one was willing to push our sail back to 2021 the other was unsure. Geoff talked to us and with the unsure company and they wanted the full price of booking for us to move the date to 2021. That is a reasonable request but Covids full unknown impact, especially on the economy (Will me or my spouse get laid off?) had me worried about committing another €2500 to a sail that was a year away. If necessary we could pay but having the flexibility to pay later was important to me in this unknown time. Cue Geoff coming in clutch the 2nd time. I explained to Geoff I would greatly appreciate the ability to pay later, and he talked with the company and with us to find a solution and got it done. We had both the yachts pushed back to a 2021 sailing date. The number of emails me and my fiancée have had with Geoff would drive any sane person crazy. Not on our end but on his. We have asked a trillion questions, have changed things, have questioned things, have requested things; We were not the easiest customers. I don't know how Geoff has responded so quickly, helped us so much, and kept a positive demeanor throughout it all but he has. Just knowing the company is willing to listen and jump through as many hoops as Geoff has to assist us shows me they really do care about their customers. I'm glad we did research and booked with them. I honestly don't know anything other than pricing about other sailing companies but I would bet it would be hard to find one with as good of customer service as Med Sailing. Thanks Geoff! *Will update with more info after actual sail*Show moreTrip date: May 2020
- VPVaida· September 11th, 2019The beaches and meal were the best!Show moreMed Sailing Holidays commented on this reviewThank you for your kind words, we're delighted you had a great time!Trip date: July 2019
- PPeterYoung· May 1st, 2019LOVED IT! I always wanted to sail the Greek Islands and not only was it a bucket list item, I had the trip of a lifetime. These memories will be with me forever, thank you!Show moreTrip date: June 2018
- CCatherineWilkosz· March 25th, 2019Just absolutely unbelievable. Was the trip of a...Show moreTrip date: August 2018
Dates & Availability
Select departure month and travellers
- From Saturday9 Aug, 2025To Saturday16 Aug, 2025This departure date is not available or sold outSold outFrom:NZ $3,279 per person
- From Saturday16 Aug, 2025To Saturday23 Aug, 2025EnglishFrom:NZ $3,279 per personMultiple Room Types
- From Saturday23 Aug, 2025To Saturday30 Aug, 2025EnglishFilling FastThis departure date is available and will 100% departGuaranteed departureFrom:NZ $3,279 per personMultiple Room Types
- From Saturday30 Aug, 2025To Saturday6 Sep, 2025EnglishThis departure date is available and will 100% departGuaranteed departureFrom:NZ $3,279 per personMultiple Room Types
- From Saturday6 Sep, 2025To Saturday13 Sep, 2025EnglishFilling FastThis departure date is available and will 100% departGuaranteed departureFrom:NZ $3,279 per personMultiple Room Types
- From Saturday13 Sep, 2025To Saturday20 Sep, 2025EnglishThis departure date is available and will 100% departGuaranteed departureFrom:NZ $3,279 per personMultiple Room Types
- From Saturday20 Sep, 2025To Saturday27 Sep, 2025EnglishFrom:NZ $3,085 per personMultiple Room Types
- From Saturday27 Sep, 2025To Saturday4 Oct, 2025This departure date is not available or sold outSold outFrom:NZ $3,085 per person
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- Free eSim with every purchase
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What our customers ask about this tour
The content in our FAQ section is subject to change.- J
Janice
Asked on May 18th, 2025Are you saying that on top of the tour radar price paid up front there will also be 175+300+200?
- Med Sailing HolidaysOperator•Written May 2025
The price is €1,690 per person. The only other costs you consider are your restaurant dinners and any alcohol.
- M
Monica
Asked on March 26th, 2025What are the luggage limitations on board?
- Med Sailing HolidaysOperator•Written March 2025
Due to limited storage on the boat, it is recommended that guests pack light. Bags will need to be stored within your cabin.
- M
Maha
Asked on March 15th, 2025Is transportation from the airport to the marina arranged?
- Med Sailing HolidaysOperator•Written March 2025
Yes, we can arrange transfers from the airport to the marina on your behalf. You will have options including private transfers or cost-effective coach services, depending on your preference and location.
- L
Luke
Asked on March 12th, 2025Is this cruise available?
- Med Sailing HolidaysOperator•Written March 2025
Unfortunately, all our boats for 28 June 2025 are fully booked. However, if your schedule allows, we have availability for 2 pax on 5 July 2025. Please let us know if you're interested.
- W
Wolfgang
Asked on February 19th, 2025What activities are available during the tour?
- Med Sailing HolidaysOperator•Written February 2025
Activities include numerous swimming opportunities, exploring local beaches, and various excursions that can be arranged upon request for additional fees.
- M
Maximiliano
Asked on February 2nd, 2025How is age range managed on tours?
- Med Sailing HolidaysOperator•Written February 2025
Our tours typically host adults ranging from their late 30s to early 60s, ensuring a mature and comfortable environment for all guests.
- E
Elaine
Asked on January 31st, 2025What meals are included in the tour package?
- Med Sailing HolidaysOperator•Written February 2025
Onboard meals include breakfast and lunch. Note that restaurant dinners are not included and would be an additional expense for the traveler.
- M
Madelon
Asked on October 5th, 2024What are the accommodation options and what is included in the price?
- Med Sailing HolidaysOperator•Written October 2024
You have two cabin choices: the Forward cabin with a double bed and private 'wet room' bathroom, or the Master cabin which offers more space and a double ensuite bathroom. Both options include air conditioning, champagne on arrival, onboard meals (breakfast and lunch), early check-in, fuel (up to €250), crew dinner/meal allowance, marina fees, water, WiFi (limited data), and final cleaning––without additional 'departure taxes'.
- H
Harley
Asked on October 4th, 2024How safe is the tour, and what support is available in emergencies?
- Med Sailing HolidaysOperator•Written October 2024
Safety is a top priority. The tour provides assistance for emergencies, including access to contact numbers and support for urgent healthcare needs.
- B
Bruce
Asked on October 3rd, 2024What type of clothing should I pack for the tour?
- Med Sailing HolidaysOperator•Written October 2024
Recommended clothing includes summer attire as conditions are typically hot, swimwear for beach days and swimsuit opportunities, and a jacket for cooler evenings or windy conditions.
Price based on Cheapest Room
Price based on Shared Room
Price based on Private Single Room
Price based on Private Double Room
Best price guarantee Learn More
Good to Know
Tour ID: 137985
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