This trip generates 14 kg of CO2-e per person per day. Learn more about our climate commitment.
Sail Greece: Mykonos to Santorini
Sail from Mykonos to Santorini on this Greek Island adventure
Move between the boat, the beach and inviting Greek villages on this relaxing eight-day sailing adventure between Mykonos and Santorini. Spend your days swimming in turquoise waters, lazing on white-sand beaches, sampling mouth-watering local cuisine and exploring coastal villages steeped in history, mythology and beauty. Visit the beautiful islands of Amorgos, Naxos, Small Cyclades and Ios, watch a host of spectacular sunsets and enjoy Greek hospitality before returning to the boat to be rocked gently to sleep at night.
4.8
165 reviewsStart: Mykonos, Greece
End: Santorini, Greece
- Duration
- 8 days
- Group size
- 1 to 11
- Minimum age
- 15 years old
- Style
- Original
- Theme
Our themes categorise trips based on a common interest or activity, while showcasing the highlights of a destination.
- Sailing
- Physical rating
Indicates how physically exerting a trip is, and how fit you will need to be to enjoy it. More info on physical ratings
From
EUR €1,640
EUR €1,178
Where you’ll stay
Ocean Star 56
11 passengers
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’.
Ocean Star 56
11 passengers
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’.
Why you'll love this trip
- Hop between paradise islands in the iconic Cyclades by yacht – is there any better way? Swim in the Aegean Sea off the side of the boat and let the waves rock you to sleep each night.
- Visit the chic waterfront bars that line the beaches of Mykonos, serving authentic Greek food and cocktails as the sun goes down. This is a great place to eat well and relax!
- Explore the 11th-century monastery of Moni Hozoviotissis, wedged between the dramatic cliffs of Amorgos.
- Watch the sunset from the coast or the deck every night and if you’re game, get up early for sunrise – where better to seize the day than on the sea?
- Head away from the tourist trail to the remote Small Cyclades islands, chock-full of tavernas serving fresh seafood and small villages to explore.
Itinerary
Kalimera! Welcome to Greece. Your adventure begins with a welcome meeting at 4 pm at a restaurant called De-Tox Café located at Marina Tourlos. The first port of call is the local supermarket to buy supplies for your trip as a group. The starter pack will include provisions for some breakfasts, lunches and/or snacks. If you have any special dietary requirements, please make sure you notify us at the time of booking so we can accommodate your requests. Before or after the meeting, maybe head out to explore Mykonos or unwind on one of the island’s sandy beaches. Perhaps visit the Church of Panagia Paraportiani or browse the galleries, restaurants and boutiques. Tonight, why not grab your fellow travellers and wander down to Little Venice to enjoy a cocktail by the water at sunset.
Accommodation
- Overnight boat (1 night)
Meals
There are no meals included on this day.
Optional activities
- Syros - Dinner at local family home (min 5 customers required) - EUR25
Special information
Your skipper will collect the trip kitty of EUR 100 at the pre-departure meeting today.
De-Tox Cafe is located at Marina Tourlos on Mykonos island. De-Tox Cafe is located 550 meters from the main – new port of Mykonos , approximate 8 mins walk. If you arrive to the port of Mykonos by ferry, you can walk the short distance or you can take a Taxi from the port to the restaurant. In the same building there is a mini-market called Flaskaki.
The beauty of sailing is that each day is unique and, while we have a destination to reach, if the weather changes or something takes the group’s fancy, we are flexible on the day's itinerary. The itinerary is subject to change and may vary depending on weather. Your skipper will make the final call to ensure your safety at all times.
Sail to the island of Syros, dropping by the Bay of Gaidharos along the way for a swim. Known for its relaxed atmosphere and neo-classical architecture, Syros’ neutral role during the Greek Revolution made it a safe haven for the persecuted. You can catch a bus up the hill to the fortress-like village of Ano Syros and explore the town’s stone archways and narrow alleyways (the views of the Aegean Sea are stunning from up here!). Maybe sample some authentic Greek food and soak up the culture in the capital Ermoupoli, the capital. Tonight, maybe immerse yourself in local island life with an optional group dinner at a neighbourhood family's home. Tuck into some homemade cuisine made with fresh, seasonal ingredients and enjoy the views from the seafront.
Accommodation
- Overnight boat (1 night)
Meals
There are no meals included on this day.
Special information
Your sailing time today will be approximately 4 hours.
Make your way across the glistening water to Naxos – home to beautiful beaches, fragrant olive groves and the villages of Hora, the capital of Naxos. As the largest Cycladic Island, Naxos also has one of the most colourful mythological histories. The Old Town areas of Hora are perfect for a stroll and some nightlife. Visit the impressive Venetian Kastro, where mansions, monuments and churches all retain their medieval spirit in the winding laneways. Stop by the old Roman Catholic Cathedral in the square, and the nearby Archaeological Museum which is housed in the former Jesuit School of Commerce. The massive Portara stands as the gateway to the unfinished Temple of Apollo on the islet of Palatia, just to the north of the marina. You can also head into the countryside to see local rural life, visit one of the oldest temples in Greece, then chill out in the hills with lunch at a family tavern. Get a taste of the local brew with a shot of Kitron (best described as a lemon liquor) and top it off with a wander along the beach.
Accommodation
- Overnight boat (1 night)
Meals
There are no meals included on this day.
Special information
Your sailing time today will be approximately 4 hours.
Sail to the Small Cyclades, where only Koufonisia, Iraklia, Schinousa and Donousa have permanent residents. Here, you'll discover clear waters, great beaches, friendly locals and sleepy tavernas all built around the fishing villages. Over the next two days you can explore the towns, maybe sampling some fresh seafood in a waterfront taverna – the perfect way to take in the delights of the Mediterranean. Watch the sunset on the board or on the shores of the sea and get to know your fellow travellers as you sail.
Accommodation
- Overnight boat (2 nights)
Meals
There are no meals included on this day.
Special information
Your sailing time on Day 4 will be approximately 3 hours.
Visit the rugged mountainous island of Amorgos is known for Luc Bresson's film 'The Big Blue.' Amorgos has a history of colonisation and occupation with evidence of a functioning society back as far as 4000 BC! At Katapola, the island's main port, you'll see classic Cycladic architecture with windmills and an old Venetian castle. Stroll the waterfront, explore the ancient Minoan settlement or visit the village of Hora (Amorgos town), which sits high on the rocky mountainside. Maybe drive up to the 11th-century monastery, Moni Hozoviotissis, which was built gripping the cliff face. Soak up the panoramic views across the Aegean Sea and find a good spot for sunset.
Accommodation
- Overnight boat (1 night)
Meals
There are no meals included on this day.
Special information
Your sailing time today will be approximately 3 hours.
Continue to Ios – this island has been inhabited since the early Cycladic times, proudly claiming to be the burial place of epic Greek poet Homer. Ios is home to many gorgeous beaches and is known for the preservation of its classic cube houses, which are packed around the laneways of Hora. A short walk from the harbour are Hora's shops, restaurants, nightclubs, bars and cafes. If you’re seeking a more authentic taste of the Old Town, explore during the day while the masses are beachside. The popular beaches of Gialos and Milopotas are also lively at night with a range of water sports on offer during the day. Valmas, Kolitzani and Tsamaria are all options if you're looking for something a little quieter. Sunset views can be enjoyed from the hill where Panagia Gremiotissa (the Church of the Virgin) sits. The distinctive single palm tree next to the church makes it an icon you can always see from throughout town.
Accommodation
- Overnight boat (1 night)
Meals
There are no meals included on this day.
Special information
Your sailing time today will be approximately 4 hours.
This morning, catch the ferry from Ios to Santorini to arrive at Athinios Port by 12 pm. If you plan to depart today, make sure your flight doesn’t depart Santorini until after 4 pm. Your skipper can assist with organising a taxi to drop you off at your hotel or Santorini Airport. It’s recommend booking a couple of extra night's accommodation to see all the sights that Santorini has to offer – if you do have the time to extend your adventure, just get in touch with your booking agent ahead of time.
Meals
There are no meals included on this day.
Special information
When the ferry from Ios to Santorini is not running, you’ll sail from Ios to Santorini on Day 7 and spend the last night at anchor in Thirasia – a small island off Santorini.
Inclusions and activities
Optional activities
- Syros - Dinner at local family home (min 5 customers required) - EUR25
When you travel with us, The Intrepid Foundation gives you more opportunities to support important causes in destinations you visit.
Why choose us
We’ve led travellers around the world to share in the real, rare and remarkable, since 1989.
Over 35 years of adventure
We’re adventure travel experts with decades of experience and proud to run trips in over 100 countries.
Small groups
We keep our group sizes small and our experiences big, so you can get more out of your travels.
Locally based leaders
Leaders don’t just show off a destination, they’re the heart and soul of our trips.
Travel that gives back
The Intrepid Foundation gives back globally and our B Corp status is proof that we're dedicated to creating a positive impact.
Before you book you should know
- As the majority of this trip takes place on a sailing boat, you’ll need to feel comfortable with moving about the vessel, including the use of stairs. With that said, sea legs come naturally to some but not so much for others. Your friendly crew will be able to help with the effects of sea sickness if needed.
- Our yachts have a small Zodiac on board, which is used to transport travellers to shore if we need to anchor in the bay. However, we will most often overnight in the small marinas on each island we visit, so the Zodiacs aren’t used. Zodiacs can sometimes be awkward to climb in and out of, but a sense of humour and a can-do attitude are all you need.
- This is an adventure on board a real yacht, which means living spaces, cabins, bathrooms and showers need to be shared with other passengers. Sleeping quarters can be quite compact, but you will be spending the majority of your time above board in the open air.
- Time on the water also means time in the sun. Remember to pack sun protection, such as sun screen and a hat, and drink plenty of water to keep hydrated. See ‘Essential Trip Information’ below for a full packing list.
- On your trip, the skipper will move the boat using the sails and motor; occasionally, they will need to use the motor for the whole trip. This choice is weather-dependent, so is unpredictable, but our expert skippers will keep you updated on any necessary itinerary changes. They love to sail and will raise the sails at every opportunity.
- Due to the size of the yachts, sound carries easily from one side to the other and can wake your fellow travellers. If you’re planning to have a late night, it’s a good idea to head into town and experience the local night life.
- If you’re travelling with your own group of friends or family and would like to book a private departure on this sailing trip, our Tailor-Made team will be happy to help: https://www.intrepidtravel.com/tailor-made
START TIME:
The trip commences on day 1 in Mykonos at 4pm.
ACCOMMODATION ON BOARD THE YACHT
This trip is accommodated entirely on board a yacht of between 54ft to 56ft. The yacht can accommodate up to 11 traveller’s in the following cabin types:
double bed cabins (x2)
twin bunk bed cabins (x2)
triple bunk bed cabin (x1)
There are 5 shared bathrooms. Our boats are real yachts, and this is a real sailing trip. Yachts are designed to keep sleeping areas to the absolute minimum of space, while maximising common areas as much as possible. Everyone including the skipper shares the bathrooms on board.
Solo customers can choose to book either a twin bunk bed cabin or a triple bunk bed cabin and will be matched up with other solo customers of the same gender. If you’d prefer not to share a cabin, a single cabin supplement is available at an additional charge when booking either a twin or double cabin.
Rooms are allocated on arrival by our skipper according to group composition, which means it is not possible to reserve or guarantee any specific berth. If you are booking a bunk bed cabin you must be willing to sleep on the top bunk.
Double bed cabins can only be booked by 2 people travelling together or a solo customer who pays for a single supplement.
While not everyone may feel entirely comfortable living in such close quarters, those who are looking to revel in the adventure and exhilaration of an authentic sailing trip usually find any discomfort from cramped living conditions is more than made up for by the whole experience.
HOT WEATHER:
Summer temperatures can reach up to 40 degrees Celsius, which can be uncomfortable for those not used to the heat. Please consider the time of the year you wish to travel and your suitability to that season.
PASSPORT DETAILS:
Please provide full passport details at time of booking including exact name as per passport, date of birth, nationality, issue and expiry dates as these are essential for booking services on this trip.
ADDITIONAL ACCOMMODATION:
Please note that the majority of our sailing trips start and/or finish at a marina or port. If you have pre-booked any additional accommodation through us, you will need to make your own way to the joining point on day 1 and from the finish point on the final day. We do not provide transfers between hotels and the port/marina. Please check the 'Joining Point Description' in the Essential Trip Information for details.
TRIP KITTY:
This trip has a compulsory group kitty of EUR100 per person. The kitty is an on-ground payment put into a central fund managed by travellers. It helps fund for breakfast and lunch on the boat and other small items such as ice, water, snacks and drinks. Travellers are responsible for the preparation of these meals onboard and to shop at port where supermarkets are often very close to the mooring. Kitty amounts are subject to change to reflect local price increases. On day 1, the skipper will talk through the kitty and how it will be managed by the group. The kitty will be collected when you arrive at the welcome meeting or in stages throughout your trip. The kitty amount should be used as a guide. More than likely, you will not spend the full amount recommended however it's advisable to budget for this amount.
Visa information is provided by Sherpa, a third-party. The "Add connection" feature shows transit visa requirements only and does not include full entry visa needs. Please note, additional service fees apply if you choose to purchase a visa through Sherpa.
Travel and visa requirements
Overnight boat (7 nights)
ACCOMMODATION ON BOARD THE YACHT
This trip is accommodated entirely on board a yacht of between 54ft to 56ft. The yacht can accommodate up to 11 traveller’s in the following cabin types:
double bed cabins (x2)
twin bunk bed cabins (x2)
triple bunk bed cabin (x1)
There are 5 shared bathrooms. Our boats are real yachts, and this is a real sailing trip. Yachts are designed to keep sleeping areas to the absolute minimum of space, while maximising common areas as much as possible. Everyone including the skipper shares the bathrooms on board.
Solo customers can choose to book either a twin bunk bed cabin or a triple bunk bed cabin and will be matched up with other solo customers of the same gender. If you’d prefer not to share a cabin, a single cabin supplement is available at an additional charge when booking either a twin or double cabin.
Rooms are allocated on arrival by our skipper according to group composition, which means it is not possible to reserve or guarantee any specific berth. If you are booking a bunk bed cabin you must be willing to sleep on the top bunk.
Double bed cabins can only be booked by 2 people travelling together or a solo customer who pays for a single supplement.
While not everyone may feel entirely comfortable living in such close quarters, those who are looking to revel in the adventure and exhilaration of an authentic sailing trip usually find any discomfort from cramped living conditions is more than made up for by the whole experience.
ADDITIONAL ACCOMMODATION:
Please note that the majority of our sailing trips start and/or finish at a marina or port. For most of our destinations, we can provide transfers between the airport/hotel and the port/marina. Please check the joining and finish point information in the trip notes for details.
ELECTRICITY:
While there should be electricity on board throughout your trip the voltage is likely to vary widely, from 12V to 220V, and when in port or moored we are dependent on the supply available. Please be aware that the supply may not be sufficient to power some electronic devices all the time and that you may need a voltage adapter or similar (such as portable inverter used in cars). On some trips it may be possible to charge devices ashore at restaurants or resorts, however this is not guaranteed.
WI-FI:
Please note that our sailing boats do not have Wi-Fi. You will be getting off the boat and visiting towns regularly so you will be able to connect with the outside world then.
De-Tox Cafe
Marina Tourlos
Mykonos
846 00
GREECE
Phone: +30 2289028760
Description
Your adventure begins with a welcome meeting at a restaurant called De-Tox Cafe located at Marina Tourlos on Mykonos island. Please check day one of your itinerary for the exact meeting time.
De-Tox Cafe is located 550 meters from the main – new port of Mykonos , approximate 8 mins walk. If you arrive to the port of Mykonos by ferry, you can walk the short distance or you can take a Taxi from the port to the restaurant. In the same building there is a mini market called Flaskaki.
Kindly note that our meeting-point cafés and restaurants do not provide luggage storage facilities. Guests arriving early are welcome to enjoy a beverage or meal before the meeting time.
Instructions
If you have prebooked an airport arrival transfer from Mykonos Airport to Marina Tourlos with Intrepid your transfer driver will be waiting at the airport for you with your name on an Intrepid sign.
Alternatively, taxis are available from Mykonos Airport to the Marina Tourlos. (cost is appx 40 euro) or you can take the public bus from airport to new port and then you can walk 8 mins. Please check this website https://mykonosbus.com/bus-timetables/ for public bus timetable.
Dates and prices
Prices can change anytime
Our prices drop or increase based on demand, seasonality, availability and market conditions.
Learn more about pricing
Learn more about pricing
Loading trip dates and availabilities...
Prices can change anytime
Our prices drop or increase based on demand, seasonality, availability and market conditions.
Learn more about pricing
Learn more about pricing
Prices can change anytime
Our prices drop or increase based on demand, seasonality, availability and market conditions.
Learn more about pricing
Learn more about pricing
Loading trip dates and availabilities...
July 2026
Mon
Tue
Wed
Thu
Fri
Sat
Sun
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
Almost full
Lowest price
Choose a departure to explore
Check dates, prices, availability, room options and more.
NEW
Explore departures by month
Reviews
4.8 . 165 reviews
Reviews are from travellers who have completed their trip and want to share their experience. We show all reviews, but may remove any that include profanity or inappropriate content, are unrelated to the trip or reveal personal details.
Filter by rating
151
8
2
3
1
Sophie
Traveled June 2026
Jonathan
Traveled June 2026
James
Traveled June 2026
Anna
Traveled June 2026
Vidushi
Traveled June 2026