Sailing days to Kleftiko
Six of the full days to Kleftiko on this site are sailboats, and a seventh does not name its boat. This Milos sailing tour Kleftiko guide lines them up by group size, lunch, hours, caves and price, from $140 per person.
Quick answer
The short answer. For the most reviewed Milos sailing tour Kleftiko day, book the $140 sailboat round Milos and Polyaigos: 2,134 reviews at 4.9, with lunch and drinks in the price. For a dinghy ride into Sykia Cave and no more than 10 passengers, take the $179 sightseeing sailboat, rated 5.0. For food, drinks and snorkelling gear all in, the $146 all-inclusive day. Our top pick, at $201, gives Kleftiko two hours with lunch and cooks every meal on board.
Which boats sail
We sorted the listings by the boat each one describes, not by its title.
Every Milos sailing tour Kleftiko listing here starts in Adamas, but the titles say cruise, boat tour and sailboat almost at random, so we went by the boat each one describes. Six describe a sailboat: the $140 day round Milos and Polyaigos, the $146 all-inclusive day, the $168 guided day, the $179 sightseeing sailboat, our $201 top pick and the $202 open-bar day.
The $179 meals day is the odd one out. Its title says boat tour, its description says a full-day cruise with a two-person crew, and it never says sail. It is here because its route and its meals match the long sailing days; if the sails matter to you, look at the photos on the listing before you pay.
The two catamarans, a half day and a morning cruise, have their own page.
Seven days
As each listing gives them.
Ten hours, back in Adamas around 7 PM. It circles the island past Sarakiniko and the old sulphur mines at Thiorichia, swims at Gerakas and Polyaigos, then snorkels round the Kleftiko caves with lunch there. Three sailboats of up to 25 people each. 2,134 reviews at 4.9.
Eight hours. Despite the name, the boat takes 20 to 26 people, depending on the day. Food, drinks and snorkelling gear are in the price, and the crew takes photos with an action camera. Two hours at Kleftiko with lunch and a swim inside sea caves; swims at Kalogries and Agios Dimitrios. 970 reviews at 4.8.
Eight hours, up to 10 passengers. A dinghy takes you into Sykia Cave and round the Kleftiko caves, where lunch is served. Greek tapas, a homemade lunch, dessert and an open bar, and you can join the cockpit to help steer. 263 reviews at 5.0.
Nine and a half hours. Breakfast and a first swim at Agathia Bay; at Kleftiko a dinghy explores the caves, cracks and tunnels; a Greek lunch cooked on board with unlimited drinks. Sykia or Agios Ioannis, depending on the weather. 889 reviews at 5.0.
Ten hours, a two-person crew, boat type not named. Breakfast and a swim at Sarakiniko, a swim and lunch at Polyaigos or Gerakas, then dessert while you photograph the Kleftiko cliffs. Open bar with wine and beer. 334 reviews at 4.8.
Eight and a half hours. Breakfast at Kalogries, two hours at Kleftiko to snorkel in the pirate caves with lunch, an hour at Agios Dimitrios, and Sykia Cave from the boat for photos. Water, soft drinks, beer and wine; snorkelling gear and noodles. 358 reviews at 4.8.
Leaves Adamas at 8:45 and is back around 6:30 pm. Swims at Kalogries, Kleftiko (45 minutes, through hidden caves), Gerakas with lunch by the onboard chef, and Polyaigos. Breakfast, lunch and an open bar. 247 reviews at 4.7.
On deck
Four frames from a Kleftiko Milos sailing boat day: the bay, the cliffs, the swims and lunch.
Two white rock stacks in deep blue water, sailboats round them, arches in the cliffs.
A white sailboat in turquoise water below tall, pale layered cliffs.
One swimmer flips off the bow while another stands at the rail, ready to follow.
Greek salad, cheese with cherry tomatoes, a white dip and meat under crumbled feta.
The caves
No boat goes in on its own keel. A dinghy or your own swim does.
On every Milos sailing tour Kleftiko listing the boat itself stays outside the caves. You go in by dinghy, or you swim. Two days use a dinghy. The dinghy of the $179 sightseeing sailboat goes round the Kleftiko caves and, as the only listing here to say so, under a rock passage into Sykia Cave, where a natural skylight falls on a salt lake with a small beach. On the $168 guided day the dinghy explores the caves and tunnels of the bay.
Four more days swim or snorkel in: the $146 all-inclusive day, the $140 Polyaigos day, our $201 top pick, and the $202 open-bar day, which gives Kleftiko 45 minutes. The $179 meals day stops for photos of the cliffs and dessert; its listing names no caves. Nicki from the United States, after the sightseeing sailboat: «the caves and rocks were stunning, food was delicious, and we had plenty of time to take photos and explore each stop».
Every sailing day, current fare
Seven full days from Adamas, lowest fare first. Prices are per person; lunch is in every one.
| Sailing day | Price | Price is for | Length | What the price covers | Where it starts | Rating |
|---|---|---|---|---|---|---|
| Round Milos and Polyaigos | $140 | per person | 10 hours | Lunch and drinks; swims at Gerakas and Polyaigos | Office in Adamas, back about 19:00 | 4.9 · 2,134 |
| All-inclusive day | $146 | per person | 8 hours | Food, drinks, snorkelling gear, action-camera photos | Adamas port | 4.8 · 970 |
| Guided day | $168 | per person | 9.5 hours | Breakfast, lunch cooked on board, unlimited drinks, dinghy in the caves | Adamas port | 5.0 · 889 |
| Sightseeing sailboat | $179 | per person | 8 hours | Tapas, lunch, dessert and open bar, with a dinghy into Sykia Cave | Adamas port, 30 minutes early | 5.0 · 263 |
| Meals day | $179 | per person | 10 hours | Breakfast, lunch, open bar with wine and beer | Office in Adamas, 3 minutes from the port | 4.8 · 334 |
| Our top pick | $201 | per person | 8.5 hours | Breakfast, lunch, fruit, beer and wine, snorkelling gear | Adamas port | 4.8 · 358 |
| Open-bar day | $202 | per person | 9 hours | Breakfast, lunch by the onboard chef, open bar | Adamas port, 8:45, back about 18:30 | 4.7 · 247 |
Long days
Three days add Polyaigos. Three others give Kleftiko two hours.
A Milos full day sailing tour Kleftiko listing runs eight to ten hours, and the longest go round the whole island. The $140 sailboat and the $179 meals day both run ten hours and add a swim at Polyaigos, which the $140 listing calls «the uninhabited island of Polyaigos». The $202 open-bar day swims there for 45 minutes too, and gives Kleftiko the same.
If Kleftiko itself is the point, choose a Milos sailing tour Kleftiko day that stays in the west. Our $201 top pick, the $146 all-inclusive day and the $179 sightseeing sailboat each give the bay two hours, with lunch there. Polyaigos is not on their regular route. Kaylee from the United States, after the $140 day: «My wife and I had an amazing time seeing the different beaches around the island and swimming in three different areas.»
Plan the evening round the return. The $140 day is back around 7 PM, and its listing says it does not suit anyone on a ferry leaving Milos before 8:30 PM; the $202 day is back around 6:30 pm.
Before you book
A few minutes on the listing make a Milos sailing tour Kleftiko day easier at the harbour.
Our $201 top pick needs each passenger’s name and passport or ID details in advance, or boarding is refused; the $202 day asks for them ahead too, and the $146 day when you book.
The sightseeing sailboat meets 30 minutes before departure, and its listing says guests who arrive after departure time are not admitted.
In strong northern winds the sightseeing sailboat may start from Palaiochori, with a transfer from Adamas and back in the price, and the $146 day may be rescheduled.
The $140 day caters for vegetarian and vegan guests, and for diets without gluten, on request. On the $146 day, our top pick and the guided day, tell the crew in advance.
All seven offer free cancellation, and you can reserve now and pay later. Check the deadline on the booking page before you pay.
Our verdict
For one Milos sailing tour Kleftiko day, book the $140 Polyaigos sailboat: 2,134 reviewers rate it 4.9, the most reviews here, and lunch and drinks are in the price. For caves by dinghy and no more than 10 people, the $179 sightseeing sailboat, rated 5.0. For two hours at Kleftiko with snorkelling gear, our $201 top pick or the $146 all-inclusive day.
Book direct
Our top pick comes first. Then the day with the most reviews, the smallest boat and the all-inclusive day, all priced per person.
★ 4.8 · 358 reviews
★ 4.9 · 2,134 reviews
★ 5.0 · 263 reviews
★ 4.8 · 970 reviews
Common questions
Only the $179 sightseeing sailboat says so: a dinghy takes you under a rock passage into the cave, to a salt lake with a small beach. On the $168 guided day Sykia depends on the weather. The others pass it or stop outside for photos.
Yes, on all seven. Drinks differ: an open bar on the sightseeing sailboat, the meals day and the $202 day; unlimited drinks on the guided day; all-inclusive on the $146 day; water, soft drinks, beer and wine on our top pick. The $140 listing says drinks without saying which.
The $179 sightseeing sailboat, limited to 10 passengers. The $140 day runs three sailboats of up to 25 people each, and the $146 day takes 20 to 26. The other listings give no number.
No. All seven start at Adamas port or at an office a few minutes’ walk from it, and you make your own way there. A transfer appears only when wind moves the start, as on the sightseeing sailboat.
The $146 all-inclusive day and our $201 top pick list snorkelling gear, and the top pick adds swimming noodles. The other sailing listings do not list it as included, so pack a mask if snorkelling matters to you.
Routes move. In strong northern winds the sightseeing sailboat may start from Palaiochori and the guided day from Provatas, with transport arranged; the $146 day may be rescheduled, and on the $140 day the captain may change the route. The listings do not say what happens to the fare.
Your options
Whichever Milos Greece sailing tour Kleftiko day you pick, you board in Adamas and lunch is on the boat. Settle three things, Polyaigos or longer at Kleftiko, a dinghy or a swim into the caves, and how many share the deck, and the right Milos sailing tour Kleftiko day picks itself.
Go deeper
Milos: Kleftiko Cruise with Meal, Drinks and Photos at Sykia
★ 4.8 · 358 reviews · 8.5 hours