Sail Greece: Santorini to Mykonos























From AUD $2115
Group Tour
Average
Rating
(20 reviews)

Sail Greece: Santorini to Mykonos
8 days
Group Tour
Moderate
Average
English
Experience Overview
Dreaming of crystal-clear waters, whitewashed villages, historical ruins, lively Greek culture and deliciously fresh cuisine straight from the sea?.
Dreaming of crystal-clear waters, whitewashed villages, historical ruins, lively Greek culture and deliciously fresh cuisine straight from the sea? Then sail from Santorini to Mykonos on this eight-day boat trip in Greece. Spend blissed-out days under sun drenched skies enjoying the best of the Greek Islands, including Santorini, Ios, Amorgos, the Small Cyclades, Naxos and Mykonos. Watch the sunset, explore olive groves, feast on fresh food and wine and fall asleep to the gentle rocking of your yacht every night.
Highlights
- Spend your days island-hopping in the Cyclades, swimming in the clear waters of the Aegean Sea and sleeping aboard a private yacht.
- See Santorini, where the blue and white villages cling to the rim of an ancient volcano – don't worry, the only fire you’ll see is in the island’s magnificent sunsets.
- Break bread with locals in the sleepy fishing villages of the Small Cyclades islands, away from the typical tourist trail.
- Taste rural life on the large island of Naxos – a great mix of historic neighbourhoods, gorgeous views and tasty Kitron liqueur.
- Explore a place where Europe’s chic and beautiful come to play – consider staying a few extra days after your trip to soak up the beauty, charm and sunsets of Mykonos.
Trip Details
8 days
Boat
Group Tour
English
Santorini – Ios, Greece
Mykonos, Greece
Moderate
SailVentures
Average
Itinerary
Accommodation:
- Overnight boat (Number of Nights: 1)
Accommodation:
- Overnight boat (Number of Nights: 1)
Accommodation:
- Overnight boat (Number of Nights: 2)
Accommodation:
- Overnight boat (Number of Nights: 1)
Optional Activities:
- Syros - Dinner at local family home (min 5 customers required) (25 EUR)
Accommodation:
- Overnight boat (Number of Nights: 1)
Accommodation:
- Overnight boat (Number of Nights: 1)
- Flights to and from origin and destinations
- Airport transfers (arrival and departure)
- Anything else not explicitly listed in tour inclusions
- Recommended gratuities/tipping
- Optional activities/tours
- Personal expenses
- Travel insurance
- Visas, meals and beverages not stated in the list of inclusions.
When meals are not included, your tour leader (where available) will be happy to help with restaurant recommendations, bookings, and directions. Please let us know if you have any dietary needs or preferences. We willdo our best to accommodate these, though we cannot guarantee that every request can be met.
You are responsible for your personal belongings throughout the tour. You will need to carry your own bags between the vehicle and your hotel room. Drivers will assist with loading and unloading luggage from the vehicle.
Travellers requiring wheelchair access should contact our sales and service team, who can make enquiries on your behalf.
This tour requires an Average level of fitness. Activities are paced gently and include leisure time. You may be expected to join guided walks of up to one hour, navigate short stairways and mild inclines, and manage your own luggage. You should also be able to board and exit all transport without assistance.
Travellers are expected to be self-sufficient and capable of handling all aspects of their journey. Please discuss your circumstances and support needs with your booking agent to confirm this trip is suitable.
If you are unsure, we recommend consulting your doctor before booking or travelling. (Note: I assume each tour has a different description depending on level of fitness required).
If a planned site visit is unavailable due to changes in operating hours or holiday closures, the itinerary may be altered, or a comparable activity will be substituted where possible and subject to availability.
Visa conditions can change. Once you receive your travel documents, check with the relevant embassy, consulate, or immigration office of your destination for the latest information.
- It is your responsibility to ensure you have the correct and valid travel documents and to comply with all entry requirements.
- Non-Australian citizens must also confirm visa and identification requirements with the appropriate consulate or visa agency.
- Certain occupations (for example, journalists, government officials, or those working in charities) may face additional restrictions when applying for visas, which could affect the type of application required.
Duration: 8 days
Trip Type: Group Tour
Activity Level: Average
Dreaming of crystal-clear waters, whitewashed villages, historical ruins, lively Greek culture and deliciously fresh cuisine straight from the sea?.
Price based on per person in Double Room for departure 02 May 2026
Customer Reviews
09/17/2023
A memorable, jam packed week of sailing! Can’t thank Fotis our trip leader enough for making the experience all it was.
09/17/2023
Absolutely amazing trip I would recommend to anyone, especially to do in September. Not too hot and not too busy. Fotis was an amazing captain and very knowledgeable. Loved it.
Tour Operator

Intrepid Travel is a global adventure travel company, dedicated to providing sustainable, experience-rich travel opportunities. They’ve been the leader in ethical, small-group travel since 1989 - taking people around the world for more than 30 years. They’re the world’s largest travel B Corporation - dedicated to being the best travel company for the world. In 2002, they established The Intrepid Foundation so their travellers could make a lasting impact on the communities they had visited. Although Intrepid Travel absorbs all administrative costs of The Intrepid Foundation, they are separate legal entities, allowing The Intrepid Foundation to grow independently. Intrepid Travel is made up of a collection of tour operator brands and 28 destination management companies all united by one vision: To change the way we all see the world.
In Business Since 1989
09/17/2023
A memorable, jam packed week of sailing! Can’t thank Fotis our trip leader enough for making the experience all it was.
09/17/2023
Absolutely amazing trip I would recommend to anyone, especially to do in September. Not too hot and not too busy. Fotis was an amazing captain and very knowledgeable. Loved it.
11/09/2023
Four of us rented the entire boat. That coupled with our excellent skipper Lukas created an extraordinary experience in the Greek islands. We would definitely do this again.
09/26/2023
Captain Lukas was fantastic. He is polite, respectful, knowledgeable, and absolutely delightful to be around. We look forward to doing this again.
09/11/2023
Orestis (Skipper) made this trip for me. True gentleman, knowledgable, humours and a pleasure to be around. Beautiful islands, great sailing experience. Only issue is the unappeasable guests you could potentially be sailing with.
08/17/2023
Orestis made our trip unforgettable, an incredible close up view of the islands we would never have seen before. Great trip, albeit you need to remain open minded about living accommodation. One of those trips that get better every day .
08/17/2023
Intrepid, and Orestis the skipper, made this trip a beautifully memorable adventure! I've fallen in love with Greece and can't wait to come back :)
07/03/2023
The sailing experience around the Cyclades islands of Greece was amazing, the sea the locations the food, the sun and the Skipper George was exceptional everything was amazing, wish I was still there!
09/11/2023
In summary we had a good trip, however it was below our expectations. Organisation of the trip leader and equipment on the boat needed improvement.
09/11/2023
Orestis (Skipper) made this trip for me. True gentleman, knowledgable, humours and a pleasure to be around. Beautiful islands, great sailing experience. Only issue is the unappeasable guests you could potentially be sailing with.
08/26/2023
Such a wonderful trip where you can experience so much and have a relaxing holiday. Our skipper George was very knowledgeable and great fun, he ensured we got the best from each Island. We had some stunning swim stops and the Islands were wonderful. George took us to, and advised of, great places to visit on the Islands, including best Restaurants. It was a great experience, I highly recommend it.
09/30/2023
Fantastic itinerary with a great group of people from a variety of countries and age groups. Fotis, the skipper, was great, you'd be lucky to have him lead your Cyclades Island trip! What an adventure!
10/02/2023
This was my first sailing trip ever, I essentially knew nothing about the Greek islands nor what was available on each island. Fotis was great at explaining everything about sailing and what the expectations were . He was an exceptional captain and had a great sense of humor and adaptable to everybody's needs. He gave great recommendations for places to eat and things to do on all the islands. Was a wonderful trip that will never be forgotten!
08/07/2023
Female young solo traveler first intrepid trip: if you are nervous about going with this travel company please don't be. They are legitimate. Amazing trip, we saw 6 islands in 8 days. Was fast adventure, tiny bedrooms so it is like camping. You will be sleeping on the yacht every night. If you want to see the Greek islands I would recommend 10/10. Skipper Georgios FANTASTIC man. Felt so safe, he was beyond helpful and knowledgeable! 11 of us 3 couples, 3 single girls, 2 lady friends. We stopped off at swimming stops. Swam with biolumious plankton, saw dolphins, saw shooting stars, snorkeled, saw loads of Greek culture, couldn't of seen more in the space of 8 days, great trip!!
07/02/2023
Attentiveness and dedication to ensuring our comfort and enjoyment were unparalleled. He effortlessly resolved any minor issues that arose, leaving us free to fully immerse ourselves in the experience. George proved to be a wealth of knowledge and provided excellent recommendations for dining, swimming spots, and must-see sights. Every suggestion he made turned out to be spot on, further enhancing our voyage. Whether you’re traveling solo or with a group, I highly recommend sailing with intrepid as the ideal way to explore Greece. Looking back, I am grateful for the fantastic trip I had and the lifelong memories it has left me with. Moreover, I was fortunate to have forged meaningful connections with my fellow adventurers, who are now cherished friends. This sailing excursion was nothing short of fantastic, and I can’t recommend it enough for those seeking both relaxation and exploration amidst the breathtaking Greek islands.
07/03/2023
The sailing experience around the Cyclades islands of Greece was amazing, the sea the locations the food, the sun and the Skipper George was exceptional everything was amazing, wish I was still there!
07/02/2023
Coming from Australia to see the Greek Cyclades by sail boat has always been a dream of mine this trip didn’t disappoint the local guide was charming , knowledgeable and looked after us so well with amazing recommendations and upbeat happy personality. Take my advice and book this !
06/11/2023
Do yourself a favour..if you've never experienced sailing before, book in this trip You'll be blown away by 7 days of absolute joy. The Greek Islands will capture a piece of your heart
06/10/2023
It’s an amazing trip, although its close quarters, Fotis was an excellent captain, there were great people and Greece is an amazing country filled with culture.
06/15/2023
This was a trip I will always remember!! Skipper George was super friendly, knowledgeable and made us laugh everyday. The boat quickly became our little home, and the group a little family. Highly recommend this trip!!!

Family trips cannot be booked online.
Please contact webjet customer service to book the trip.
Email: [email protected]