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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 18-55
Places You’ll See

Highlights
- Explore Dubrovnik's enchanting Old Town
- Bike around Mljet National Park at sunset
- Stroll through Korčula's historic streets
- Tour Vis island's Blue and Green Caves
- Watch the sunset at Hvar's Hula Hula bar
Itinerary
- Introduction
- Day 1 Dubrovnik
- Day 2 Mljet
- Day 3 Korcula
- Day 4 Vis
- Day 5 Hvar
- Day 6 Maslinica
- Day 7 Split
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
- AccommodationGood
- FoodExcellent
- JJonathan· June 25th, 2025I had a truly amazing time during the Pride Sailing Holiday. Being on such a small boat, I was aware that the whole experience would partially be dependent on the other guests and I must say I was very lucky to have great companions. But the crews, Stefan and Oana, were the absolute stars of the trip and assets to the company. Stefan the skipper was very professional and serious at his tasks but at the same time he surely knows how to have fun! He brought everyone together and everybody loved him. Oana, the host is such an amazing cook. All her food literally made the difference on the daily living in the boat - that sometimes could feel like camping - the meals really elevated the whole experience. She also shared great recommendations for dinner places at every stop. It was an unforgettable experience!Show moreTrip date: June 2025
Dates & Availability
Select departure month and travellers
- From Saturday16 Aug, 2025To Saturday23 Aug, 2025This departure date is not available or sold outSold outFrom:NZ $3,304 per person
- From Saturday30 Aug, 2025To Saturday6 Sep, 2025This departure date is not available or sold outSold outFrom:NZ $3,304 per person
- From Saturday13 Sep, 2025To Saturday20 Sep, 2025This departure date is not available or sold outSold outFrom:NZ $3,304 per person
- From Saturday27 Sep, 2025To Saturday4 Oct, 2025This departure date is not available or sold outSold outFrom:NZ $3,304 per person
- 3 Other Unavailable Departures
Why book with TourRadar?
- Trusted and vetted operators
- Rated excellent on
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- 24/7 customer support
- Earn $50 in travel credits
- Free eSim with every purchase
To protect your payment and ensure your booking will be processed in Australia, never transfer or communicate outside of the TourRadar website or app.
What our customers ask about this tour
The content in our FAQ section is subject to change.- M
Monique
Asked on April 7th, 2025I'm interested to book my first ever sailing trip - let alone gay sailing trip! However I do have some questions: - As mentioned I have no experience on a sailboat before, would this be a problem? - I will be joining on my own, do I understand correctly that it mean I'll be sharing a cabin/ a bed with another person? - Finally, what is the usual age range of the participants?
- Med Sailing HolidaysOperator•Written April 2025
Not at all, we have a captain on the boat and host to do the sailing. You can sit back and relax, or help if you like. That's right. You either have the option of a cabin share, or booking a private cabin. We only have 1 place remaining on this date, so that would be a cabin share. Typical age range is 35-50. We don't have the crew list (passport info) for the guests yet, so we don't know their ages.
- M
Monique
Traveler•Written April 2025Are the other 6 guests part of a group now? Do you usually have also solo travelers joining the group?
- Med Sailing HolidaysOperator•Written April 2025
The other solo guests hasn't paid their deposit, so at this point we'll consider them to have cancelled. At this point, that means that you've got the cabin to yourself, that is until we have another solo booking request. This week we have a group of 4 friends and a couple. Yes, we always have a mixed boat, that's what happens with a cabin charter. It's very rare to have 8 x solo guests, we always have a blend.
M2 more answers - B
Brett
Asked on July 18th, 2023is there a dress code and what woudl the normal attire be? I would like to wear feminine attire if that is okay. and the next one is kind of emberrasing, but is it normal for passangers to be physical with one another? particularly between parties that didn't book togeather?
- Med Sailing HolidaysOperator•Written July 2023
you can come as you are. But as for people getting physical with one another, we can't speak for our guests. But we usually don't advertise it. What happens, happens. All we provide is a great sailing holiday experience.
- D
Donna
Asked on February 26th, 2019What sort of shoes do I need to wear on-board?
- Med Sailing HolidaysOperator•Written February 2019
When onboard the yacht, non-marking, non-slip shoes are required on board. Once you are in port you can wear things like heels and black sole shoes however they can just not to be worn on board because they will damage the boat.
- J
Jeremy
Asked on February 26th, 2019Can we bring food onboard?
- Med Sailing HolidaysOperator•Written February 2019
If you would like to bring your own food onboard that is not a problem. You will be provided with breakfast and lunch however if you would like snacks throughout the day, then feel free to bring some with you.
- D
Daniela
Asked on February 26th, 2019Can we bring our own alcohol onboard?
- Med Sailing HolidaysOperator•Written February 2019
Bringing onboard your own alcohol is not a problem however please remember that the galley (kitchen) space is limited, so please be considerate of the space available when choosing what to bring onboard with you.
- D
Danielle
Asked on February 26th, 2019Do we need to carry cash on the boats?
- Med Sailing HolidaysOperator•Written February 2019
It is a good idea to carry cash as some of the islands/bays you will be entering are generally small towns that may not have the convenience of an ATM nearby, so it’s always a good idea to have cash (local currency) with you at all times.
- J
Joe
Asked on February 26th, 2019What's the average age of your guests?
- Med Sailing HolidaysOperator•Written February 2019
Generally, for one of the cruises, you will find that most guests are like-minded travellers and typically mid 20's right up to their 60's who love to explore.
- N
Nina
Asked on February 26th, 2019What is included in your tour price?
- Med Sailing HolidaysOperator•Written February 2019
The tour price includes:
Sailing on the yacht, your crew (skipper and hostess),
Onboard meals (breakfast & lunch), Fuel, Marina fees, Drinking water, Local taxes, WiFi (4G unlimited data for Croatia).
- C
Clare
Asked on February 26th, 2019Is WIFI available on the boat?
- Med Sailing HolidaysOperator•Written February 2019
WIFI is available on the boats however it can vary on the itineraries, for example on the Croatian itinerary, you will have unlimited 4G internet on the boat.
- J
John
Asked on February 26th, 2019Do I need to know how to sail?
- Med Sailing HolidaysOperator•Written February 2019
Your skipper will take care of the sailing for you so you don't have to worry about a thing.
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Tour ID: 139604
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