This trip generates 14 kg of CO2-e per person per day. Learn more about our climate commitment.
Sail Greece: Santorini to Mykonos





Sail the Greek Islands between Santorini and Mykonos
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.
4.8
144 reviewsStart: Santorini, Greece
End: Mykonos, 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
Where you’ll stay
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’.
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
- 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.
Itinerary
Kalimera! Welcome to Greece. You’ll meet your skipper at 1 pm at Cafe Spartakos, where your adventure will immediately begin. If you arrive in Santorini early (and it’s recommended that you do), maybe check out the local restaurants, shops and bars in Fira or walk along the caldera's rim to Firostefani, Imerovigli and Oia for sunset. Santorini's volcanic beaches are another must-see. Check out Red Beach or the black beaches of Perissa, Vlhada, Perivolos and Agios Georgios. The first port of call is the local supermarket to buy supplies 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 your agent at the time of booking so they can accommodate your requests. Then, board a ferry from Santorini to Ios and walk the short distance to your yacht – your home for the next seven nights. When you’ve settled in, check out the nearby sandy beaches on Ios or head to Hora's shops, restaurants and bars (a short walk from the harbour), which all come alive in the evening. Your skipper can suggest the best bar to watch the sun go down as you get to know your new travelling companions.
- Overnight boat (1 night)
There are no meals included on this day.
If you’re arriving today, please allow at least 1 hour to travel from Santorini Airport to Athinios Port (your meeting point).
Your skipper will collect the trip kitty of EUR 100 at the pre-departure meeting today for shopping supplies for the trip.
When the ferry from Santorini to Ios is not running, you’ll transfer by private boat from Santorini to Thirisa (a small island off Santorini) where you’ll board the yacht before sailing to Ios. Your sailing time will be approximately 4 hours.
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’re flexible on the day's itinerary. The itinerary may be subject to change depending on weather. Your skipper will make the final call to ensure your safety at all times.
Visit the mountainous island of Amorgos today, known for Luc Bresson's film 'The Big Blue.' Amorgos has evidence of society as far back 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, gripping the cliff face with views across the Aegean Sea.
- Overnight boat (1 night)
There are no meals included on this day.
Your sailing time today will be approximately 4 hours.
Over the next two days, you’ll sail to the Small Cyclades, where only Koufonisia, Iraklia and Schinousa have permanent residents. Here, you'll discover clear waters, small beaches, friendly locals and sleepy tavernas all built around the fishing villages. When you dock, you can explore the town and maybe sample some fresh seafood in a waterfront taverna – a great way to take in the sights and sounds of the Mediterranean. Watch the amazing sunsets from the boat or the shores and soak up the atmosphere!
- Overnight boat (2 nights)
There are no meals included on this day.
Your sailing time on Day 3 will be approximately 3 hours.
Continue to Naxos today for more beaches, small villages and the fragrant olive groves of Hora (the capital). This place has a mythological history and the Old Town is perfect for a stroll. Follow a pathway up to the impressive Venetian Kastro where mansions, monuments and churches all retain their medieval spirit in a mass of winding laneways. Stop by the old Roman Catholic Cathedral in the square, and the nearby Archaeological Museum, housed in the former Jesuit School of Commerce. Maybe head into the countryside to see the local rural life, visit one of the oldest temples in Greece and chill out in the hills with lunch at a family tavern. Perhaps taste the heady local brew of Kitron (a lemon liquor) and top it off with a walk along the beach.
- Overnight boat (1 night)
There are no meals included on this day.
Your sailing time today will be approximately 3 hours.
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 are stunning from up here!). Sample authentic Greek food and soak up the culture in 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.
- Overnight boat (1 night)
There are no meals included on this day.
- Syros - Dinner at local family home (min 5 customers required) - EUR25
Your sailing time today will be approximately 4 hours.
Lifting anchor, set off on a short sail to Mykonos, arriving in the late afternoon. This classic Mediterranean island boasts white-washed architecture and narrow streets and laneways perfect for exploring. The hum of the nightlife, cafes, restaurants, galleries and boutiques give way to the island's best sandy beaches. Soak in the atmosphere by joining fellow sun-seekers and partygoers on the beach or take a daytrip to the sacred island of Delos – the birthplace of Apollo and Artemis. Little Venice has colourful wooden balconies that hang precariously over the sea, and this is the perfect spot to sit back with a cocktail and enjoy an Aegean sunset.
- Overnight boat (1 night)
There are no meals included on this day.
Your sailing time today will be approximately 4 hours.
Your trip ends today at around 10 am this morning on Mykonos. There are no activities planned, but it’s recommended you book an extra night of accommodation so you have plenty of time to explore and soak up the beauty of this famed island. If you need help booking a few extra days, just get in touch with your booking agent ahead of time.
There are no meals included on this day.
Inclusions and activities
Optional activities
- Syros - Dinner at local family home (min 5 customers required) - EUR25
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Before you book you should know
- The majority of this trip takes place on a sailing boat and need to feel comfortable moving about the vessel, including the use of stairs. With that said, sea legs come naturally to some but not so much for others – it's recommended that you bring sea sickness medication just in case.
- Our yachts have a small Zodiac on board, 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 sunscreen 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
This trip starts on Day 1 in Santorini at 1pm.
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 Essential Trip Information for joining and finishing points.
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
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.
Cafe Spartakos
Athinios Port
Santorini
GREECE
Instructions
Please contact your sales agent if you would like to purchase a pre booked transfer from Santorini Airport to Café Spartakos, Athinios Port, Santorini. If you have prebooked hotel accommodation with us prior to starting your trip you can also purchase a prebooked transfer from the hotel to Athinios Port.
Alternatively, taxis are available from Santorini airport to Athinios Port. Santorini. Please allow plenty of time to travel to the meeting point as our starting time is not flexible as we must depart from Santorini straight away.
Dates and prices
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July 2026
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