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Best price guarantee Learn More
- Platinum Operator
- Intrepid Travel
- Sailing
- Catch the wind and set sail for new horizons
- Group Tour
- Join a group and forge lifelong friendships
- Fully Guided
- An experienced guide will be with you for the entire tour
- Guided in English
- Group Size 12 - 11
- Age range 15 to 99
Places You’ll See
Highlights
- Explore Mykonos and unwind on sandy beaches
- Sail to Naxos, visit ancient temples and groves
- Discover Syros' neo-classical architecture
- Enjoy fresh seafood in the Small Cyclades
- Watch the sunset from Santorini's caldera
Itinerary
- Introduction
- Day 1 Mykonos
- Day 2 Syros
- Day 3 Naxos
- Day 4-5 Small Cyclades
- Day 6 Amorgos
- Day 7 Ios
- Day 8 Santorini
What's Included
- Accommodation
- Guide
- 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
- Meals
- Optional
- Additional Services
Operated by
Intrepid Travel
Number of tours
1,484
Age Range
5 to 99 years old
Response time
10 hours
Response rate
84%
Back in 1989, two guys from Melbourne, Australia by the names of Darrell and...
Read moreSustainability Initiatives
Reduce Carbon Emissions
Animal Welfare
Supporting Destinations
Sustainability Programs
Customer Reviews
- Overall RatingExcellent
- ItineraryExcellent
- GuideGood
- TransportExcellent
- AccommodationExcellent
- FoodGood
- JTJustin Errol· May 15th, 2025Sarah and I have just finished sailing from Mykonos to Santorini with Fotis. This was an amazing experience and Fotis was a fantastic skipper who had a wealth of knowledge about sailing and the islands we were sailing through. Would 100% recommend and we are already missing life on board with him! Justin and SarahShow more
Intrepid Travel commented on this reviewThank you for sharing your experience with us! We are happy to hear that you had such a wonderful time sailing in such a beautiful place and that you had the opportunity to make some wonderful memories of your time in Greece. We look forward to sailing... Show moreTrip date: May 2025 
Anamaria· August 11th, 2024What an amazing trip! Jorgos was an absolute star and an amazing skipper/ guide. Itinerary was amazing. Yes, sailing and boat life is not for everybody, but with a bit of resilience all is doable. Communication from Intrepid however was horrendous, we would wait 3 days for a response and the starting location is wrong as there are two Cantinas, and you're meant to go to the closed one for this tour.Show moreIntrepid Travel commented on this reviewHi Anamaria! Thank you for sharing your experience with us, we're thrilled to hear that you had an amazing trip and that Jorgos made it even more special with his exceptional guidance and sailing skills. It’s great to know that the itinerary was a hit... Show moreTrip date: August 2024- ATracey N· September 18th, 2019Rita is an excellent skipper, very inclusive puts everyone at ease and creates a great team environment, very knowledgable of the areaShow moreTrip date: June 2019
- ADavid F· September 18th, 2019Sailing trip is specific for only certain peopleShow moreTrip date: June 2019
- ALukas D· September 18th, 2019We had a great time on the boat. Fotis Angelopoulos was a fantastic skipper! Made us feel very welcome and showed us all the relevant stuff.Show moreTrip date: June 2019
- ADanielle M· September 18th, 2019This trip was a wonderful introduction to 7 Greek islands, all of which had their own cultural styles and scenic characteristics.Our skipper, Fotis,with his warmth, openness, and free spirited attitude made this trip particularly special.Show moreTrip date: June 2019
- ANicole D· September 18th, 2019Having an organized trip and itinerary that is well researchedShow moreTrip date: June 2019
- ATracy O· September 18th, 2019Our skipper Rita Hajdu was amazing.Not only was she an accomplished skipper who made sure the sails were up at every available opportunity, she went out of her way to ensure when enjoyed every moment of her holiday both on and off the boat. I would definitely do another sailing trip with Intrepid especially if Rita was at the helm!Show moreTrip date: May 2019
- ATerry G· September 18th, 2019Trip was exactly what I expected and moreShow moreTrip date: May 2019
- AMaureen G· September 18th, 2019We had an excellent professional friendly delightful skipper called Rita Hajdu and thanks to her we had the experience of a life time...we will never forget.Show moreTrip date: May 2019
Dates & Availability
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- Free eSim with every purchase
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- From Saturday21 Jun, 2025To Saturday28 Jun, 2025This departure date is not available or sold outSold out
- From Tuesday1 Jul, 2025To Tuesday8 Jul, 2025Check the availability with the operatorDeparture on request
- 1 Other Unavailable Departure
- From Saturday5 Jul, 2025To Saturday12 Jul, 2025EnglishAlmost Sold OutCheck the availability with the operatorDeparture on requestFrom:$2,970Kitty$192
- From Tuesday15 Jul, 2025To Tuesday22 Jul, 2025EnglishAlmost Sold OutCheck the availability with the operatorDeparture on requestFrom:$2,805Kitty$192
- Instant Confirmation-10%From Saturday19 Jul, 2025To Saturday26 Jul, 2025EnglishFilling FastThis departure date is available and will 100% departGuaranteed departureFrom:$2,805$2,525Kitty$192
- Instant Confirmation-20%From Tuesday29 Jul, 2025To Tuesday5 Aug, 2025EnglishThis departure date is available and will 100% departGuaranteed departureFrom:$2,800$2,240Kitty$192
- Instant Confirmation-10%From Saturday2 Aug, 2025To Saturday9 Aug, 2025EnglishFilling FastThis departure date is available and will 100% departGuaranteed departureFrom:$2,825$2,543Kitty$192
- From Tuesday12 Aug, 2025To Tuesday19 Aug, 2025EnglishAlmost Sold OutCheck the availability with the operatorDeparture on requestFrom:$2,905Kitty$192
- Instant Confirmation-20%From Saturday16 Aug, 2025To Saturday23 Aug, 2025EnglishThis departure date is available and will 100% departGuaranteed departureFrom:$2,915$2,332Kitty$192
- Instant Confirmation-20%From Tuesday26 Aug, 2025To Tuesday2 Sep, 2025EnglishThis departure date is available and will 100% departGuaranteed departureFrom:$2,905$2,324Kitty$192
Best price guarantee Learn More
What our customers ask about this tour
The content in our FAQ section is subject to change.- R
Ruth
Asked on April 20th, 2025What boat/yacht will be sailing on the June 21-28 trip? Can you send information on the boat - size, photos and specifications?
Intrepid TravelOperator•Written April 2025Ocean Star 56 is a classic sailboat, combining timeless design, exceptional seaworthiness and unmatched comfort. Fashioned with a traditional wood interior, the Ocean Star 56 has an impressive saloon and offers spacious cabins. Equipped with 2 double cabins, 2 twin cabins and 1 triple cabin, the Ocean Star 56 is the perfect yacht for novices to learn the 'ropes'.
- A
Ali
Asked on April 7th, 2025Are the passengers mostly families? couples? retirees? My friend and I are both in our 30s and wanted to understand the current makeup of other passengers to help inform our decision.
- Intrepid TravelOperator•Written April 2025
Our 07JUN departure has everyone over the age of 50. Our 17JUN departure has a mix of groups with ages ranging from 20's, 30's, 40's, & 60's.
- A
Ali
Traveler•Written May 2025Is there availability on the 7 June departure?
- Intrepid TravelOperator•Written May 2025
The June 7th, 2025 departure only has 1 space left.
A2 more answers - N
Nicole
Asked on March 27th, 2025Can you tell me what the average age of traveler is for the Sail Greece Mykonos to Santorini Tour? We are a couple in our very early 40s and are hoping to find a trip that does not have very old people on it. Also, I see that it says if you are going to have a late night you should probably stay in town. What time does that mean? We don't ever stay out past midnight, but is that too late?
- Intrepid TravelOperator•Written March 2025
This trip is open for travelers above 15 years of age. Most of the travelers booked on the trip departing on 19 July 2025 are in their 30s and few in their 50s and 60s. As per the itinerary, if you are looking to have a late night, it is recommended to head into town so you can experience the local night life. Your leader will be able to advise further information on timing during the trip.
- E
Emily
Asked on February 23rd, 2025What are the group sizes for this tour?
- Intrepid TravelOperator•Written February 2025
The group sizes can vary, but typically you will be part of a small group which allows for a more personalized experience.
- B
Bill
Asked on January 11th, 2025Could it be possible to allow three children to be part of the booking? Their ages are: 8, 4, and one year old.
- Intrepid TravelOperator•Written January 2025
Unfortunately, they are unable to accommodate your request at this time. We would be delighted to assist you in finding alternative tours that align with your preferences.
- G
Gina
Asked on December 23rd, 2024Are meals included on the boat?
- Intrepid TravelOperator•Written December 2024
The trip includes breakfast and lunch on the boat, which are managed through a shared trip kitty. Travelers are responsible for meal preparation and purchases at local supermarkets near mooring spots.
- M
Max
Asked on November 28th, 2024Can you do a boat with 6 people possibly 8?
- Intrepid TravelOperator•Written November 2024
Were you looking to charter the boat for your group or were you looking to just have your group of 6-8 join on a pre-existing departure?
- G
Gonzalo
Asked on July 31st, 2024How does the payment process work for the trip?
- Intrepid TravelOperator•Written August 2024
A deposit is required to confirm your booking, with the balance due at least 56 days prior to departure. Payment methods and details are outlined during the booking process.
- L
Leslie
Asked on June 30th, 2024What happens if the trip dates I want are fully booked?
- Intrepid TravelOperator•Written July 2024
If your preferred departure date is fully booked, you can choose alternate dates that have availability or consider a different itinerary.
- W
Walter
Asked on June 21st, 2024What currency is used on this trip?
- Intrepid TravelOperator•Written June 2024
The local currency will be used. It is advisable to have a small amount of local currency for incidental expenses although other major currencies are often accepted.
Good to Know
Tour ID: 22862
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