It was our second time in Greece. The first time, we mostly island-hopped; this time we opened with seven slow days in the Saronic islands of Hydra and Spetses, then crossed to Crete for its cities and famous gorges, and finished somewhere new to us entirely: Cyprus, chosen for its warm early-October climate and its mix of culture and coast. Over thirty days we strung together iconic cities, scenic hikes, archaeological treasures, and quiet beaches.
If you’re planning something similar, the sections below break the trip into bases you can lift, stretch, or trim to fit your own time.
Map of everywhere weโve stayed on this trip.
At a glance
- Duration: 30 days
- When we went: mid-September โ mid-October 2025
- Style: slow islands + city breaks + hiking + archaeology + beaches
- Getting around: ferries between the Saronic islands (Hydra & Spetses); flights between (mainland โ Crete โ Cyprus); rental cars on Crete and in Cyprus (both easy airport-to-airport). The small islands and cities are walkable; the gorges and archaeological sites need a car most of the time.
- ๐งญ Route:
- โ๏ธ Fly into Athens, 1 night
- โด Ferry to Hydra, 3 nights
- โต Ferry to Spetses, 2 nights
- โด๏ธ Ferry back to Athens, 1 night
- โ๏ธ Fly to Heraklion (Crete), 2 nights
- ๐ Drive to Sitia, 2 nights
- ๐ Drive to Chania (via Knossos), 3 nights
- ๐ Drive to Palaiochora, 2 nights
- ๐ Back to Chania, 1 night
- โ๏ธ Fly to Larnaca (Cyprus), 4 nights (with a Nicosia day trip)
- ๐ Pick up a car; drive to Limassol, 3 nights
- ๐ Drive to Paphos, 4 nights
- ๐ Drive back to Larnaca and โ๏ธ Fly to Athens, 1 night
- โ๏ธ Fly home
- ๐ Absolute best of the trip
- Dinner โ Venezรฉ in Athens(day 30)
- Cinnamon Buns โ 72H in Athens(day 8)
- Hike โ Vouni vineyard trail (day 26)
- Art โ Basil & Elise Goulandris Foundation (day 2)
- History โ Choirokoitia Neolithic site (day 23)
- Cats โ Monastery of St Nicholas of the Cats (day 25)
The full trip details
๐Overnight in Athens



We’ve already explored Athens in our 2022 trip to Greece. On this pass we focused on art instead of history. Athens will also be a hinge point through the trip: we’re passing back through Athens between the islands and Crete and before returning home. While we won’t focus on the city we’re spending half-days in it a couple of times through the trip.
๐ Best of Athens
- Restaurant โ Venezรฉ (day 30)
- Coffee โ Taf Coffee (day 2)
- Cinnamon bun โ 72H (day 8)
- Must see โ Basil & Elise Goulandris Foundation (day 2)
โ๏ธ Detailed log entries with photos (for this leg)
๐Hydra โ 3 nights



We took the ferry from Athens’ Piraeus port (easy metro ride from downtown Athens). The island is car-free and, late in the season, calm. It was pretty much the reason to start our trip; we were there to decompress. Hiking on the island’s trails. Three nights was the perfect amount of time on the small island.
๐ Best of Hydra
- Restaurant โ Veranda (day 4)
- Coffee โ The Lemon Trees (day 4 & 5)
- Pastry โ Anemแนnฤ (day 3)
- Hike โ Mount Eros Loop (day 4)
- Beach โ Mandraki Beach Resort (sandy + sunbeds, day 5)
โ๏ธ Detailed log entries with photos
- โด Day 3: Travel to Hydra
- ๐ฅพ Day 4: Hiking on Hydra
- ๐๏ธ Day 5: Beach day
๐Spetses โ 2 nights



A short ferry hop from Hydra and still a quiet island. There are more vehicles on the island than we expected but we’re not about to talk about any form of rush hour. It feels more lived in than Hydra. We had chosen to try Spetses because it is often positioned as similar to Hydra but more authentic and less touristy. While true, it’s also a bit more rough around the edges too.
๐ Best of Spetses
- Restaurant โ To Pachni (grilled meat, the standout, day 7)
- Coffee โ Klimis Cafe (day 7)
- Hike โ Profitis Ilias summit via Vrellos Beach (but avoid the firebreak descent, day 7)
โ๏ธ Detailed log entries with photos
๐Overnight in Athens
It’s a short(ish) ferry back to Piraeus and then a quick hop on the metro to get back to Athens’ downtown. It’s essentially a transit night between the Saronic Islands and our flight to Crete. Since Athens has a lot to offer in terms of food experience, it’s a good idea to use the stopover to book a great meal.
โ๏ธ Detailed log entries with photos
๐Heraklion, Crete โ 2 nights



We chose to fly to Heraklion as going by boat would have been a very long trip (it’s more than just an overnight ferry). Crete is also best explored with a car so that’s where we’ll pick it up before heading out. The city itself is nice but the interesting part are small.The archaeological museum and the Venetian fortress make the city worth a stopover before heading east. The two nights felt just right in terms of time spent exploring the city.
๐ Best of Heraklion
- Restaurant โ Merastri (grilled meat, day 10)
- Coffee โ Frankly (day 10 & 11)
- Wine bar โ Old Cafe (day 10)
- Visits โ Heraklion Archaeological Museum (Minoan collection) and the Koules Fortress (day 10)
โ๏ธ Detailed log entries with photos
- โ๏ธ Day 9: Fly to Heraklion (Crete)
- ๐ท Day 10: Visit the archaeological museum, Venetian fortress, and take a stroll in Heraklion
๐Sitia, Crete โ 2 nights



We drove to Sitia to use it as our eastern base to explore the island. It’s not so much the town than the journey to get to it (the ancient olive trees at Kavoussi and the view over Spinalonga Island from Plaka are worth it). The reason to be out here is to go do our first Gorge in Crete: the Gorge of the Dead. The city itself is just a base to get to things.
๐ Best of Sitia
- Restaurant โ Inodion (redeemed the town โ goat, stuffed zucchini, pork belly, day 12)
- Coffee โ Tiny Coffee (order at the bar, to-go is half price, day 12)
- Breakfast โ Krema Kanela (day 13)
- Hike โ Gorge of the Dead (day 12)
โ๏ธ Detailed log entries with photos
- ๐ Day 11: Drive to Sitia. Detour via Kavoussi (ancient olive trees) and Plaka (Spinalonga Island)
- ๐ฅพ Day 12: Hike Gorge of the Dead
๐Chania, Crete โ 3 nights






We drove to Chania. We found it the prettiest Cretan city and a good base for western Crete exploration. As we’re coming-in from the east, we stopped by Knossos on the way in. It’s worth the detour, not so much for the history but for what it represents. Overall, its the old Venetian harbour give the city its charm. Also, Chania is the best place to be based from in order to go and hike the Agia Irini gorge hike (even if it’s not close by any definition). Staying in the old town is definitively the way to go.
๐ Best of Chania
- Restaurant โ Salis (buffalo ravioli was the highlight, day 15)
- Coffee โ Kross (day 14)
- Bakery โ Red Jane (favourite of the trip, day 14, 15 & 18)
- Must see โ the Venetian harbour, seawall & lighthouse + Knossos Palace on the way into Chania (day 14, day 13)
โ๏ธ Detailed log entries with photos
- ๐ Day 13: Drive to Chania with a stop at Knossos Palace
- ๐ท Day 14: Exploring Chania
- ๐ฅพ Day 15: Hike Agia Irini Gorge
๐Palaiochora, Crete โ 2 nights






We drove to the laid-back beach town of Palaiochora. It’s on the south coast of the island. We were happy to stop by the botanical gardens and another ancient olive tree on the drive down. The gardens are not to be missed. This is a great launch point for the Samaria Gorge. We made the mistake of not adapting our plans based on the weather. Two nights is fine if you’re doing the gorges and want some slack for the weather. The town itself is a good base but you’ll visit it in an hour.
๐ Best of Palaiochora
- Restaurant โ Palm Tree Bar Cafe (rooster & rabbit, day 16)
- Coffee โ Barons Brunch Coffee Bar (day 17 & 18)
- On the way in โ Botanical Garden of Crete (day 16)
โ๏ธ Detailed log entries with photos
- ๐ Day 16: Drive to Palaiochora, stop at the botanical gardens and the ancient olive tree
- ๐๏ธ Day 17: Beach day in Palaiochora
๐Overnight in Chania, Crete โ 1 night
We drove back to Chania and elected to spend an extra day there as Samaria Gorge were closed. We missed the hike we wanted to do and had to drown our sorrows somewhere. Two full days in Palaiochora is too much for such a small town, just saying.
โ๏ธ Detailed log entries with photos
๐Larnaca, Cyprus โ 4 nights









To fly from Crete to Cyprus we had to fly back to Athens and from there to Cyprus. It’s an easy enough connection to do, it just takes a while. Larnaca was our first Cyprus base and an easy one. The town itself is pretty much on the seafront. We were taken aback by the concentration of American chain restaurants (TGIF, KFC, etc.) however. We drove from the city to do the Cape Greco coastal hike, and a day trip inland to Nicosia. Four nights is way too much to just explore the city but, with a car, it’s a good base to explore that side of the island. Unless you’re itching for a hike, Cape Greco can be skipped.
๐ Best of Larnaca
- Restaurant โ Psarolimano (day 20)
- Coffee โ Tamp & Steam (day 21)
- Brunch โ Lazaris Bakery Bar (day 20 & 23)
- Wine bar โ Secret Garden (day 21)
- Must see โ Kamares Aqueduct + salt-lake trail (day 20)
- Day trip โ Nicosia (day 22)
โ๏ธ Detailed log entries with photos
- โ๏ธ Day 19: Fly to Larnaca, Cyprus
- ๐ท Day 20: Explore Larnaca
- ๐ฅพDay 21: Hike Cape Greco
- ๐ Day 22: Day trip in Nicosia
๐Limassol, Cyprus โ 3 nights









We drove to Limassol and made an archaeological stops along the coast. The city is a good base for the Troodos mountains and Mount Olympus. Do not miss the cat monastery with over a hundred cats. The city itself is more a live-in city. If it wasn’t for the “surprise” wine festival and all of the cats, I’m not sure we would have preferred it to Larnaca.
๐ Best of Limassol
- Restaurant โ Karatello Tavern (braised meat, day 24)
- Coffee & Brunch โ Wagmi Cafe (best coffee, woman-owned, courtyard cats, day 25) ยท
- Wine / apรฉro โ Guest Cafe Bar (adopt-a-cat included, day 24 & 25)
- Hike โ Mount Olympus loop (easy 10 km to the island’s highest peak, day 24)
- Must see โ Kourion (cliffside ruins) + Choirokoitia Neolithic site + the Monastery of St Nicholas of the Cats (100+ cats) (day 23 & 25)
โ๏ธ Detailed log entries with photos
- ๐ Day 23: Drive to Limassol and visit archaeological sites on the way
- ๐ฅพ Day 24: Hike Mount Olympus near Troodos
- ๐ท Day 25: Explore Limassolโฆ and meet cats ๐ฑ
๐Paphos, Cyprus โ 4 nights












We kept on driving and made our last archaeology-and-hiking finale in Paphos. From here we were able to get to two of the best hikes of the trip on the Akamas peninsula and through the Avakas Gorge. It’s a beach town with an old town that are somewhat far apart. Four nights was probably too much for the town itself, but using it as a base for day trips works. The old town has more charm but most of the services seem to be near the beach. We did well to set up on the beach front.
๐ Not to miss in Paphos
- Restaurant โ Onar (best meal in Cyprus, day 26)
- “Brunch” โ Cera (Italian, pizza-for-breakfast, OK Coffee) (day 27, 28, and 29)
- Hike โ Vouni vineyard trail (on the way to Paphos) + Avakas Gorge (the best gorge in Cyprus) (day 26 and day 29)
- Must see โ Tombs of the Kings (fascinating; Nea Paphos next door is a UNESCO site but light on content, day 27)
โ๏ธ Detailed log entries with photos
- ๐ฅพ Day 26: Drive to Paphos with a hike on the way
- ๐ท Day 27: Visit Nea Paphos archaeological site and Tombs of the Kings
- ๐ฅพ Day 28: Hike the Akamas Peninsula
- ๐ฅพ Day 29: Hike the Avakas Gorge
๐Last overnight in Athens โ 1 night
A transit night to catch the flight back to Canada and sneak in a last good meal in the city.
โ๏ธ Detailed log entries with photos
- โ๏ธ Day 30: Fly to Athens
- โ๏ธ Day 31: Fly Home
Useful links
๐บ๏ธ All the places weโve visited this trip on a Google Maps list
๐ฅพ All the hikes we’ve done on AllTrails
Know before you go
A grab-bag of the practical stuff we learned as we were planning or as we traveled. Some of it we learned the hard way.
Border & passport
- Cyprus is not in the Schengen zone, so flying mainland Greece โ Cyprus means a passport check and an exit stamp in Athens. Leave yourself at least a two-hour connection.
- Bring your passport if you’re crossing into north Nicosia, though in our case neither side actually stamped it.
Opening hours & closures
- Heraklion largely shuts down on Sundays (like most Greek cities).
- The northern (Turkish) side of Nicosia is quiet-to-closed on Fridays.
- Public holidays close the archaeological sites โ Cyprus Independence Day (Oct 1) shut Kition on us. Check the Department of Antiquities holiday schedule before you plan a site day.
- Many Athens bakeries close around 16:00, so go early for the good stuff or wait until 17:00โ18:00 for day drinking.
Driving in Cyprus
- Download offline maps before you set off. We had zero signal at Agia Irini, for example.
- Ask for a car with higher clearance; some of the roads to trailheads are rough and narrow.
- If it’s a diesel, it may need an AdBlue top-up on your trip (a European requirement for newer diesels) โ it ended up costing us about โฌ23. Most service stations have it.
Driving in Crete
- Download offline maps before you set off. We had zero signal at Agia Irini as an exemple.
- Ask for a car with higher clearance; some of the roads to trailheads are rough and narrow.
- If it’s a diesel, it may need an AdBlue top-up on your ride (Europeen requirement for newer Disel)โ It ended up costing about โฌ23. Most service station have it.
Cash vs. card
- The Larnaca airport bus (route 425) was cash only.
- At least one taxi pushed hard for cash.
Airport buses
Taxis and Uber might feel easier, but buses (or the metro in Athens) are nearly as convenient when you’re traveling carry-on, and at about 10% of the price. Signage can be challenging at times โ persevere and ask questions when you can’t figure it out.
Greek rentals & islands
- Flipping the water heater on about 20 minutes before you want a shower is a constant in the islands. Not a big issue, but a reflex to develop.
- Spetses doesn’t really use street addresses โ arrange a meeting point with your host in advance.
Restaurant bookings as you go
On this trip we tended to wait until we were in town to book. Online reservations can be challenging, but these days a WhatsApp message to the listed number tends to land you a table if you try somewhere between a week and a month ahead. Reserving the restaurants you don’t want to miss is recommended.
Weather
- Gorge trails tend to close after big rains. Build in a buffer day and don’t leave your must-do hike for the last morning โ otherwise be ready to miss it, like we did this time.
- We experienced diverging forecast data in some areas (quite a bit in Cyprus). In Paphos, for example, different forecast sources disagreed with each other for both the next few hours and the next day. The radar view can help, but don’t lean too hard on forecast data โ be ready for the weather to change.


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