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London Stansted Airport, United Kingdom
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Santorini, Greece
Land 17:05
Stay in Fira.
Walk Fira → Imerovigli and on to Skaros rock
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Amorgos, Greece
🇬🇷 Amorgos — 3 Nights
Day 1 — Arrival, Katapola & Chora
* 12:30 — Arrive at Katapola
* Walk to Pension The Big Blue — you’re right by the port.
* Drop bags/check in.
* 13:00–14:00 — Lunch in Katapola
* Gorgona — very good-value option, around €5–10.
* Bastet Amorgos — another inexpensive option, around €5–10.
* Alternatively, grab a gyros/pita for a very cheap lunch.
* 14:00–16:00 — Relax at the pension / swim.
* 16:00 — Bus Katapola → Chora
* Check the exact bus time locally when you arrive.
* 16:30–18:30 — Explore Chora
* Wander the narrow streets.
* See the Kastro and windmills.
* Have a drink somewhere around the old village.
* 18:30–19:30 — Fotodotis walk: Chora → Katapola
* About 3.5 km / 1 hour / easy.
* A lovely introduction to Amorgos and brings you back towards your accommodation on foot.
* 19:30 — Sunset drink around Katapola/Xilokeratidi.
* 20:30 — Dinner in Katapola
* Anemi — around €10–25.
* Or Corner Tavern — around €10–20.
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Day 2 — Palia Strata & Hozoviotissa
* 07:30 — Breakfast
* Keep it simple but substantial.
* Take plenty of water — ideally at least 1.5–2 litres each for the hike.
* 08:15–09:30 — Bus Katapola → Chora
* Check the exact morning departure locally.
* ~09:30 — Start the Palia Strata hike ⭐
* 14.5 km / approximately 4¾–5 hours / hard
* This is the big Amorgos hike and the one I’d definitely prioritise.
* ~11:00 — Hozoviotissa Monastery
* The monastery is incorporated into the walking route.
* Allow some time to look around rather than simply stopping for a photo.
* ~13:00 — Asfontylitis
* Explore the old abandoned settlement, wells and chapels.
* 14:30–15:00 — Arrive in Lagada
* You’ve finished the main hike.
* 15:00–16:30 — Long lunch in Lagada
* Choreftis café–grocery–restaurant — around €10–20.
* Cold beer very much deserved!
* 16:30/17:00 — Bus Lagada → Aegiali
* Check the exact connection before starting the hike.
* ~17:15–18:30 — Aegiali
* Swim and/or have a drink by the water.
* 18:30/19:00 — Bus Aegiali → Katapola.
* ~20:00 — Back at Pension The Big Blue.
* Shower and relax.
* 21:00 — Casual dinner in Katapola
* Keep this one inexpensive after the big day.
* Gyros, grilled meat, Greek salad, wine etc.
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Day 3 — Melania, Tholaria & Psili Ammos
* 08:00 — Breakfast.
* 09:00 — Bus Katapola → Aegiali.
* ~10:00 — Start the Melania walk ⭐
* ~7.8 km / around 3 hours / moderate
* Route:
* Aegiali
* Lagada
* Stroumbos
* Panagia Epanochoriani
* Tholaria
* This is a very different walk from Palia Strata — more villages, old paths, gorge and mountain scenery.
* 12:30–13:00 — Arrive in Tholaria.
* 13:00–14:30 — Long lunch in Tholaria
* To Santouraki — around €15–20.
* Take your time — this is the day for a proper Greek village lunch.
* 14:30–15:30 — Explore Tholaria & Vigla
* Wander around the village rather than immediately heading on.
* 15:30 — Do the Fokiotrypa/coastal extension ⭐
* Around 30 minutes initially, then continue towards the coast/Levrosos/Psili Ammos.
* This is the extension you wanted to keep.
* ~16:30–17:30 — Swim at Psili Ammos
* A lovely reward after the hike.
* 17:30/18:00 — Return towards Aegiali and catch the bus Aegiali → Katapola.
* ~19:30 — Back at Pension The Big Blue.
* 20:30 — Final dinner in Katapola
* Capetan Dimos — around €15–20.
* Finish with rakomelo, the local raki-and-honey drink.
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Day 4 — Relaxed morning & ferry
* 08:30 — Breakfast.
* 09:30–11:00 — Relaxed morning around Katapola/Xilokeratidi
* Walk around the harbour.
* Coffee.
* Final swim if you fancy it.
* No additional hike, as requested.
* 11:00–12:00 — Early lunch near the harbour
* Gyros/souvlaki/Greek salad or something similarly quick and inexpensive.
* 12:00–12:30 — Return to Pension The Big Blue.
* Collect bags.
* 12:45 — Walk to the ferry.
* 13:30 — Ferry departure from Katapola.
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Koufonisia, Greece
🇬🇷 Koufonisia — revised itinerary
Day 1 — Arrival, Chora & southern beaches
* 14:00 — Arrive at Koufonisia
* Walk to your accommodation and drop your bags.
* 14:30–15:30 — Lunch in Chora
* Souvlaki Sti Strofi for a cheap gyros/souvlaki lunch.
* Or Fos Fanari for a proper sit-down lunch.
* 15:30–16:30 — Check in and relax.
* 16:30 — Start the coastal walk from Chora.
* 17:00 — Ammos Beach
* Quick first swim.
* 17:30 — Walk on to Finikas Beach.
* 18:00–18:45 — Swim at Finikas.
* 18:45 — Continue along the coast to Fanos.
* 19:15–20:00 — Swim / sunset drink at Fanos.
* 20:00–20:45 — Walk back to Chora.
* 21:00 — Dinner
* To Steki Tis Marias for seafood.
* Or το παλιο τηλεφωνειο for something very casual and inexpensive.
* Stou Lolou if you’d like something slightly more special.
* 22:30 — Drink at Sorokos or somewhere around the harbour.
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Day 2 — Italida → Pori: the main Koufonisia day ⭐
* 08:00 — Breakfast
* Opsianos is a good option.
* 08:45 — Start walking towards the eastern beaches.
* 09:15–10:30 — Italida Beach
* Swim and enjoy the beach before it gets busier.
* Bring water/snacks — there aren’t many facilities.
* 10:30 — Continue along the coastal path towards Pori.
* Stop at the little coves and rock pools along the way.
* 11:15–13:00 — Pori Beach ⭐⭐⭐⭐⭐
* This is the beach I’d give the most time to.
* Swim, snorkel and relax.
* 13:00–14:30 — Long lunch at Kalofeggo
* Greek salad, seafood, cold beer/wine.
* Roughly €15–40 depending on what you order.
* 14:30–15:30 — More time at Pori.
* Don’t rush off — you’ve only got two nights.
* 15:30 — Walk back towards Chora.
* ~16:30 — Back in Chora.
* 16:30–18:30 — Relax at your accommodation / late afternoon swim at Ammos.
* 19:00 — Shower and get ready.
* 20:00 — Your nicer dinner
* Averta — I’d choose this for your final night, particularly as you previously asked about it.
* If you want something more traditional, Capetan Nikolas.
* 22:00 onwards — Final drinks around Chora/harbour.
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Day 3 — Final swim & ferry
* 07:30–08:00 — Breakfast.
* 08:30–09:15 — Final swim at Ammos Beach.
* 09:15–09:45 — Coffee and wander around Chora.
* 09:45–10:00 — Collect bags.
* 10:00 — Walk to the port.
* 10:30 — Ferry departure.
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Schinousa, Greece
Schinousa — 1 night / 1 day
* 11:10 — Arrive at Mersini port
* Walk the short distance to Notos Villa and drop your bags.
* No car needed — you’re very centrally located between the port and Chora.
* 11:45 — Head to Chora
* Walk up to Chora, around 10–15 minutes.
* Have a quick look around the little village.
* Use the ATM if you need cash.
* Pick up supplies for a picnic from one of the mini-markets.
* Buy plenty of water as there aren’t shops once you’re out on the beach paths.
* 12:15 — Start the beach walk
* Walk from Chora towards Almyros.
* The route is around 1.5 km / 20–25 minutes and is mostly an easy dirt/stone path.
* Enjoy the countryside and old farm tracks rather than just following the road.
* 12:45–1:30 — Almyros Beach
* Have your picnic lunch here.
* Swim and relax.
* Almyros is one of the beaches I’d definitely prioritise.
* 1:30 — Walk to Pori
* Continue along the paths towards Pori, a tiny, quieter cove.
* It’s only around 200 m from Almyros, so worth having a look.
* Have a quick swim if it appeals.
* 2:00 — Continue towards Lioliou
* Follow the island paths towards Lioliou Beach.
* Allow roughly 30–40 minutes, depending on the exact route and stops.
* This is a nice part of the walk because you’re moving through the rural interior rather than along a busy road.
* 2:30–4:00 — Lioliou Beach
* Main swimming stop.
* Clear water, sandy beach and some natural shade.
* Relax here for an hour or so rather than trying to squeeze in another beach.
* 4:00 — Walk back towards Chora
* Head back along the paths.
* You can take your time and stop at any little coves that look inviting.
* Allow roughly 40–45 minutes back to Chora.
* 5:00–6:30 — Chora
* Wander around the village.
* Have a drink/coffee.
* Then walk back down towards Notos Villa.
* 6:30–7:45 — Notos Villa
* Shower and relax.
* Get ready for dinner.
* 8:00 — Dinner in Chora
* Walk back up to Chora for dinner.
* I’d choose Deli if you want good views and a relaxed evening, or Kira Pothiti if food is the priority.
* Have a drink afterwards and enjoy the little village at night.
* ~10:00 — Walk back to Notos Villa
* The walk down to Mersini is short, so no taxi needed.
Next morning
* 7:30–8:15 — Breakfast
* Have breakfast near the villa/port.
* If you fancy it, take a quick morning swim at Mersini/Pisso Ammos.
* 8:45 — Collect bags
* Head down to Mersini port.
* You’re only a few minutes from the ferry.
* 10:10 — Ferry departure
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Naxos, Greece
Day 1 — Arrive + Chora
* 12:00 — Arrive in Naxos
* 12:30 — Get to Asteroia Hotel, drop bags/check in
* 13:00 — Lunch in Chora
* 14:00–17:00 — Explore Chora:
* Kastro and Venetian old town
* Old market lanes
* Archaeological Museum if you’re interested
* Waterfront
* 17:00–18:30 — Swim at Agios Georgios Beach, walking distance from the hotel
* 19:00 — Walk to Portara for sunset
* 20:30 — Dinner at To Elliniko
* Traditional Naxian food
* Local cheeses, potatoes, vegetables and meat
* Wander around Chora afterwards for a drink/ice cream
Day 2 — Mountain villages driving loop 🚗
* 08:30 — Pick up rental car in Chora
* 09:00–09:45 — Halki
* Wander the village
* Coffee
* Vallindras Kitron Distillery if open
* 09:45–10:00 — Drive to Filoti
* 10:00–10:45 — Explore Filoti
* Platanos square
* Short walk around the village
* Don’t do Mount Zas — too much for this short stay
* 10:45–11:15 — Scenic drive to Apeiranthos
* 11:15–12:45 — Explore Apeiranthos
* Marble streets
* Little shops
* Mountain views
* 12:45–14:15 — Long lunch in Apeiranthos
* I’d choose Rotonda
* Order several local dishes to share
* 14:15 — Start the drive back towards Chora
* Optional 20–30 minute stop at Koronos or another mountain viewpoint if you’re enjoying the drive
* 15:30–16:00 — Back in Chora
* Return the car
* Late afternoon/evening free
* 20:30 — Dinner in Chora, perhaps Doukato
Day 3 — Beach-hopping before the 15:20 ferry 🏖️
* 08:00 — Breakfast
* Check out and leave luggage at Asteroia
* 08:30 — Taxi to Mikri Vigla
* 09:00–10:30 — Swim and relax at Mikri Vigla
* ~10:30/11:00 — Head south towards Alyko/Hawaii
* Bus if the day’s timetable works
* Taxi if you want to make the timing completely stress-free
* 11:15–12:30 — Alyko + Hawaii Beach
* Swim at Hawaii Beach
* Walk through the cedar forest
* See the abandoned hotel
* Explore the little coves
* ~12:30 — Taxi back to Chora
I’d use a taxi for this final leg rather than risk relying on a bus with your ferry.
* 13:15 — Early lunch in Chora
* 13:50 — Collect bags
* 14:00 — Head to the port
* 15:20 — Ferry
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Sifnos, Greece
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🌙 Day 1 — Arrive + Apollonia evening
* 19:00 — Arrive in Sifnos
* Make your way to Nissos Suites in Apollonia.
* Get settled and have a quick freshen-up.
* 20:00 onwards — Explore Apollonia
* Head out on foot and wander along the Steno, Apollonia’s narrow pedestrian main street.
* Explore the little lanes branching off it — this is particularly atmospheric after dark.
* Stop for a drink somewhere that looks inviting before dinner.
* ~20:30/21:00 — Dinner
* First choice: Drimoni — a good-quality modern Greek/Sifnian dinner and a nice way to start the island.
* Cheaper/more casual: Kafeneio-Ouzeri Tselementes — traditional dishes, meze and a relaxed atmosphere.
* Another option: Kouzinaki — good for sharing several dishes without making it a big expensive meal.
* After dinner
* Have another drink or stroll through Apollonia.
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Day 2 — Apollonia → Kastro → Vathi
* 08:00 — Breakfast in Apollonia
* 08:30 — Start walking Apollonia → Kastro
* About 4–4.5 km / 1–1¼ hours
* Take your time through the rural landscape and old paths.
* 09:45–12:00 — Explore Kastro
* Wander the old fortified village.
* Walk out to Seven Martyrs Church.
* Stop for a coffee.
* ~12:00/12:30 — Bus Kastro → Vathi
* ~13:00 — Arrive Vathi
* 13:00–15:00 — Long lunch
* Tsikali would still be my first choice.
* This is the day for a proper traditional Sifnian lunch.
* 15:00–17:30 — Vathi beach
* Swim and relax after the morning’s walking.
* ~17:30/18:00 — Bus Vathi → Apollonia
* Evening
* Shower/rest.
* Cheap, casual dinner in Apollonia — you don’t need another big restaurant meal.
Day 3 — Chrysopigi → Faros → Alyélo
This becomes your beautiful coastal day.
* 08:30 — Breakfast
* ~09:30/10:00 — Bus Apollonia → Chrysopigi
* ~10:30 — Chrysopigi Monastery
* Spend some time at Panagia Chrysopigi.
* Walk down to Apokofto Beach.
* Have a swim if you like.
* ~11:30 — Start the coastal walk Chrysopigi → Faros
* Roughly 1 hour for the useful one-way section.
* Easy/moderate, but rocky in places.
* Beautiful coastline, coves and views back towards the monastery.
* This is a much nicer way of arriving in Faros than taking the bus.
* ~12:30 — Faros
* Wander around the harbour.
* You should have a little time for a swim or drink.
* ~13:00 — 🍴 Alyélo
* Your booked lunch.
* This becomes the highlight meal of the day.
* ~15:00–17:30 — Faros beach
* Relax after lunch.
* No need to go anywhere else.
* ~17:30/18:00 — Bus Faros → Apollonia
* Evening
* Casual dinner/drinks around Apollonia.
☀️ Day 4 — Slow final morning + ferry
* 08:00 — Breakfast
* Don’t plan anything major.
* Have a leisurely breakfast somewhere in Apollonia.
* 09:00 — Final wander
* Walk around Apollonia one last time.
* Pick up some Sifnian almond sweets (amygdalota) or pastries for the journey.
* Grab snacks/water for the ferry.
* ~10:00 — Back to Nissos
* Collect bags and check out.
* ~10:30/10:45 — Head to Kamares port
* Give yourselves plenty of time rather than cutting it fine.
* 12:10 — Ferry departure
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Milos, Greece
Day 1 — Plaka
13:35 arrive
14:30 seafood lunch at Mikros Apoplous
16:15 rest
17:30 taxi to Plaka
18:00–20:15 Plaka + Kastro + sunset + drink at Utopia Caffe
20:30 dinner at Avli-Milos
22:30 taxi home
Day 2 — Sailing
08:15 walk to port
08:30/09:00 full-day sailing
Kalogries → Sykia → Kleftiko → Gerakas → Poliegos
Lunch + wine + swimming + snorkelling
18:00–19:00 return
20:00 dinner at Petrinos Aegean Traditional Cuisine
Day 3 — Sarakiniko + Pollonia
08:30 breakfast
10:10 bus to Sarakiniko
10:30–12:15 Sarakiniko
12:20 taxi to Pollonia
13:30–16:00 long lunch at Lyra Milos - The Sound of Taste or Enalion Restaurant
16:00–18:00 Pollonia beach/swim
18:00 taxi to Adamas
20:00 final dinner at Alevromilos cucina cicladica
Day 4
07:30 breakfast
08:30 walk to ferry
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Athens, Greece
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London Stansted Airport, United Kingdom