
Price based on per person in Twin Room for departure 20 May 2025
Best price guarantee Learn More
- Platinum Operator
- Intrepid Travel
- 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
What's Not Included
- Flights
- Insurance
- Meals
- Optional
- Additional Services

Operated by
Intrepid Travel
Number of tours
1,377
Age Range
5 to 99 years old
Response time
5 hours
Response rate
92%
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
- 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 areaTrip date: June 2019
- ADavid F· September 18th, 2019Sailing trip is specific for only certain peopleTrip 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.Trip 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.Trip date: June 2019
- ANicole D· September 18th, 2019Having an organized trip and itinerary that is well researchedTrip 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 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.Trip date: May 2019
- ALily C· September 18th, 2019The trip was fantastic - we saw some amazing places, had a really good mix of activities and even got a chance to try sailing. Our skipper Rita was just the best, going way above and beyond to take care of us and make sure we had the best time possible. She really went out of her way to make our experience amazing, helping us bond as a group and taking us to see the most amazing places! We met up with some participants on another Intrepid sailing tour who were also having a good time, but their skipper was less involved in group activities and didn't come along with them to visit sites on shore, which really made our group appreciate what Rita did for us. She also made sure we got a chance to try some real sailing even when there wasn't much wind, and was really great at explaining how it worked and what we were doing. I absolutely loved everything - the only reason I'd hesitate to recommend this trip to others is that the close quarters on a sailing boat wouldn't be for everyone. And not everyone can have Rita as a skipper!Show moreTrip date: May 2019
Dates & Availability
Why book with TourRadar?
- Flexible payment options
- Trusted and vetted operators
- Rated excellent on
- Best price guarantee
- 24/7 customer support
- Earn $50 in travel credits
To protect your payment and ensure your booking will be processed in United States, never transfer or communicate outside of the TourRadar website or app.
- From Tuesday6 May, 2025To Tuesday13 May, 2025EnglishAlmost Sold OutCheck the availability with the operatorDeparture on requestFrom:$2,080Kitty$108
- Instant ConfirmationFrom Saturday10 May, 2025To Saturday17 May, 2025EnglishFrom:$1,870Kitty$108
- Instant Confirmation-25%From Tuesday20 May, 2025To Tuesday27 May, 2025EnglishFrom:$1,870$1,402Kitty$108
- Instant ConfirmationFrom Saturday24 May, 2025To Saturday31 May, 2025EnglishFrom:$1,895Kitty$108
- From Tuesday3 Jun, 2025To Tuesday10 Jun, 2025EnglishAlmost Sold OutCheck the availability with the operatorDeparture on requestFrom:$1,945Kitty$108
- From Saturday7 Jun, 2025To Saturday14 Jun, 2025EnglishAlmost Sold OutCheck the availability with the operatorDeparture on requestFrom:$2,080Kitty$108
- Instant ConfirmationFrom Tuesday17 Jun, 2025To Tuesday24 Jun, 2025EnglishFilling FastFrom:$2,005Kitty$108
- Instant ConfirmationFrom Saturday21 Jun, 2025To Saturday28 Jun, 2025EnglishFrom:$2,150Kitty$108
- From Tuesday1 Jul, 2025To Tuesday8 Jul, 2025EnglishAlmost Sold OutCheck the availability with the operatorDeparture on requestFrom:$2,120Kitty$108
- Instant ConfirmationFrom Saturday5 Jul, 2025To Saturday12 Jul, 2025EnglishFilling FastFrom:$1,920Kitty$108
What our customers ask about this tour
The content in our FAQ section is subject to change.Good to Know
Tour ID: 22862
Videos

Similar Tours
Keep Exploring Greece
- Best 10 Greece Vacation Packages 2025/2026
- Luxury River Cruises & Cruise Lines
- Greece from Mykonos
- Greece Sailing
- Small group tour
- 8 days Greece
- From Mykonos to Santorini
- Operators in Europe
- Aegean Islands
- Cyclades Greece
- Sail Greece: Mykonos to Santorini Tours in Greece
- Sailing Tours
- Greek Islands Tours
- Sailing Tours
- Island Hopping Tours
- Group Tours
- Fully Guided Tours
- Greek Islands
- Aegean Islands
- Cyclades Greece
- Greece tours