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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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- 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
- Ages 15+
Places You’ll See
Highlights
- Discover Santorini's black beaches
- Admire views of the Aegean Sea
- Stroll through stone laneways
- Sample delicious seafood
Itinerary
- Introduction
- Day 1 Santorini – Ios
- Day 2 Amorgos
- Day 3 Small Cyclades
- Day 4 Naxos
- Day 5-6 Syros
- Day 7 Mykonos
- Day 8 Sifnos
- Day 9 Folegandros
- Day 10 Santorini
What's Included
- Accommodation
- Guide
- 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
Customer Photos
Operated by
Intrepid Travel
Number of tours
1,702
Age Range
5 to 99 years old
Response time
9 hours
Response rate
72%
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
- GuideExcellent
- TransportExcellent
- AccommodationExcellent
- FoodExcellent
- DBDeborah· July 17th, 2024This was on my bucket list and it has exceeded my expectations,loved every minute of it and it was all down to our amazing skipper .Show more
Intrepid Travel commented on this reviewHi Deborah, thank you for your lovely review. We are always excited to know when we have been able to host a traveller on their bucket list journey!! It is amazing to hear that everything met your expectations and that your time with your skipper was... Show moreTrip date: June 2024 - SHShannah· September 27th, 2023Did the 10 day sailing trip around greece! Had...Show moreTrip date: August 2023
- SSSusan Merida· May 26th, 2023Outstanding organization. Amazing visits to...Show moreTrip date: May 2023
- KRKornelia· October 8th, 2022Great way to see and experience the cyclades.Intrepid Travel commented on this reviewHi there! Thank you so much for sharing your experience with us. We are so glad you enjoyed this sailing adventure in Greece. We look forward to welcoming you back on another tour soon!Trip date: September 2022
- CCateCotterell· May 29th, 2021The tour leader for this tour was exceptional - incredibly knowledgeable, professional and did all he could to make this the most awesome adventure for all members of the Tour. UNFORTUNATELY whilst the Pilbara experiences were fantastic and not to be missed, Intrepid tours failed to reserve places for the Optional Activity for Sunday 22 May - this being the Ningaloo Whale Shark swim. It is high season here in Exmouth for whale Shark swims - there were simply no places reserved by Intrepid , nothing in our intrepid travel documents alerting us and others to the need to book in advance. Subsequently 4 of the group have missed out entirely on this experience - and when you’ve spent the amount of money we have to travel to Exmouth from Sydney, accomodation, flights , car rental , tour costs then we , along with others in this group have been left feeling completely ripped off in having missed out on this once in a lifetime experience Not ok IntrepidShow moreIntrepid Travel commented on this reviewHi Cate, thank you for your detailed review about your Ningaloo Reef & Pilbara Adventure. We are delighted to read that you found your leader to be exceptional and did all he could, we are proud of our local leaders and their intimate knowledge of the... Show moreTrip date: May 2021
- ACarmen M· September 18th, 2019This is the fourth Intrepid trip I've taken.I've already gotten a few friends to use Intrepid as well.There are many groups to choose from and I've found you to be the best by far.Show moreTrip date: May 2019
- AKaja R· September 18th, 2019Amazing Tour with an amazing skipperShow moreTrip date: May 2019
- ADonald L· September 18th, 2019I don't have friends to whom I make recommendations.Show moreTrip date: May 2019
- ALouise A· September 18th, 2019The captain was excellent, he did his best to ensure everyone had a good time. If I could go on another trip with him I would. The only problem we had was one of the passengers was physically not suited to the sailing trip and a very difficult person, requiring almost constant help from the captain. I think Intrepid could do more to screen the passengers and make sure they are physically able to do the trips, otherwise it reduces the experience for the rest of the passengers.Show moreTrip date: May 2019
- AStephen T· September 18th, 2019Varied and interesting itinerary. Guide was exceptional. Great local knowledge and got the whole group to bond together really well.Show moreTrip date: May 2019
Dates & Availability
Select departure month and travellers
- From Wednesday24 Sep, 2025To Friday3 Oct, 2025This departure date is not available or sold outSold out
- From Tuesday30 Sep, 2025To Thursday9 Oct, 2025EnglishAlmost Sold OutCheck the availability with the operatorDeparture on requestFrom:NZ $4,015 per personKitty$221
- -10%From Friday10 Oct, 2025To Sunday19 Oct, 2025EnglishAlmost Sold OutCheck the availability with the operatorDeparture on requestFrom:$3,760NZ $3,384 per personKitty$221
- From Wednesday15 Oct, 2025To Friday24 Oct, 2025EnglishAlmost Sold OutCheck the availability with the operatorDeparture on requestFrom:NZ $3,835 per personKitty$221
- From Saturday2 May, 2026To Monday11 May, 2026EnglishAlmost Sold OutCheck the availability with the operatorDeparture on requestFrom:NZ $3,995 per personMultiple Room TypesKitty$221
- Instant ConfirmationFrom Friday22 May, 2026To Sunday31 May, 2026EnglishAlmost Sold OutThis departure date is available and will 100% departGuaranteed departureFrom:NZ $4,155 per personMultiple Room TypesKitty$221
- Instant ConfirmationFrom Tuesday26 May, 2026To Thursday4 Jun, 2026EnglishAlmost Sold OutThis departure date is available and will 100% departGuaranteed departureFrom:NZ $3,395 per personMultiple Room TypesKitty$221
- Instant ConfirmationFrom Monday1 Jun, 2026To Wednesday10 Jun, 2026EnglishAlmost Sold OutThis departure date is available and will 100% departGuaranteed departureFrom:NZ $3,995 per personMultiple Room TypesKitty$221
- Instant ConfirmationFrom Friday5 Jun, 2026To Sunday14 Jun, 2026EnglishAlmost Sold OutThis departure date is available and will 100% departGuaranteed departureFrom:NZ $3,395 per personMultiple Room TypesKitty$221
- Instant ConfirmationFrom Thursday11 Jun, 2026To Saturday20 Jun, 2026EnglishAlmost Sold OutThis departure date is available and will 100% departGuaranteed departureFrom:NZ $3,395 per personMultiple Room TypesKitty$221
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- Rated excellent on
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- 24/7 customer support
- Earn $50 in travel credits
- 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.- N
Nick
Asked on July 15th, 2025Could she share her room with another female traveller and if this date is guaranteed?
Intrepid TravelOperator•Written July 2025We can confirm that if you choose our twin share option, you'll be paired with another traveler from the same group and of the same gender. The minimum group requirement is just one person, so even if you're the only one booked, the trip will still go ahead as planned.
- K
Karen
Asked on June 28th, 2025I am imteresting to see cyclade islands for 11 days in full. Do you have the toure what is included what is the price from where you start
- Intrepid TravelOperator•Written June 2025
Our "Greece Sailing Adventure: Cyclades Islands" is a full 10 day tour around the islands starting and ending in Santorini. The cost listed is the full price for the tour excluding airfare. We do not offer inclusive tours with airfare at this time, we do apologize.
- C
Christopher
Asked on June 25th, 2025Catamaran type sail boat??
- Intrepid TravelOperator•Written June 2025
The boat for this trip would be, The Ocean 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 [for a sailing boat] 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'.
- C
Christopher
Traveler•Written June 2025we did a cat trip with intrepid out of Thailand 10y ago - great captain / crew
C1 more answer - S
Samuel
Asked on March 18th, 2025Would like to see the Yatch. Do you have any pictures please.
- Intrepid TravelOperator•Written March 2025
You can check out detailed information about the boat and some picture in the Intrepid trip website.
- M
Maya
Asked on January 23rd, 2025Are meals included in the tour?
- Intrepid TravelOperator•Written January 2025
No meals are included. A contribution to a kitty is required for some meals, which are then managed and prepared by the group.
- L
Lori
Asked on November 29th, 2024How do I book the tour?
- Intrepid TravelOperator•Written December 2024
You can book the tour by proceeding to the 'Book Now' section of the tour page and completing the required details.
- K
Katie
Asked on October 12th, 2024Will there be a window in the cabin on the boat?
- Intrepid TravelOperator•Written October 2024
The features of the cabins, including the availability of windows, can vary based on the boat assigned to your tour.
- V
Vicky
Asked on August 26th, 2024we are looking for a private yacht charter for 2 adults that hops around the greek islands
- Intrepid TravelOperator•Written August 2024
We are able to put together a private charter on our boat however the minimum numbers that we need are usually 5+ people. Anything under 5 people tends to be 5x the online cost maybe more depending on time of year. If you are looking to do a private group charter then we can defiantly assist.
- J
Jan
Asked on August 26th, 2024Are there group size restrictions on the tour?
- Intrepid TravelOperator•Written August 2024
The maximum group size for the tour is typically limited to 11 travelers to ensure a personal and enjoyable experience.
- M
Maureen
Asked on June 10th, 2024Can I bring a laptop on the tour?
- Intrepid TravelOperator•Written June 2024
You are welcome to bring a laptop, but please be aware that our sailing boats do not have Wi-Fi. Connection opportunities are available when visiting towns.
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: 22857
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