Question: Is it worth taking the evening ferry on the 4th Sep to Crete (Heraklion) from Santorini, then the bus onto Chania so that we can do the Samaria Gorge on the 5th? Spending the full day in Chania on the 6th and taking the last flight out of Chania that night back to Athens? (or do you think this is trying to squeeze in too much in too little time)?

Can you see all the major sights in Athens in one day? No. But you can see the Acropolis, Acropolis Museum, and the top historical sites of the Plaka in one day. If you had an extra half-day then visit the Archaeological Museum in Exarcheia. That still leaves many great sights but you will have seen all of the iconic Athens attractions. Adding Naxos is always a good idea. You might even enjoy it more than Mykonos (but no nightlife like Mykonos).
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To island-hop some of the most beautiful havens in the world, book a trip to Asia, which lays claim to six of this year’s top 15 destinations. But if you only have a week, you’ll hardly suffer. Each of the islands on this list is worth a visit on its own, from the perennial World’s Best list-makers Maui and the Galápagos to Portugal’s rising star, the Azores, with its friendly locals and awe-inspiring landscapes.
Of the above groups the Dodecanese probably constitute the best opportunity to mix islands between groups. You could, for example, take the Blue Star Ferries and map an island-hopping route that essentially heads in the same direction. In this way you could take in some of the Cyclades – Syros, Mykonos, Patmos, Naxos and some of the Dodecanese – Patmos, Leros, Kos, Chalki, and Rhodes – without any backtracking. Hellenic Seaways is another major ferry company whose routes you may want to explore.
As a starter to explore ferry services, go to the Ferryhopper.com and punch in your route searches. Note: air travel between islands is not generally good. Air travel is normally only feasible between Athens (or other mainland destinations) and the island in question. Some exceptions do exist – Rhodes Kastellorizo, Kos-Leros-Astypalaia, Thessaloniki-Limnos-Ikaria etc. but again you will need bookings weeks in advance.
Where to stay in Patmos: Archontariki is a gorgeous, five-suite hideaway in Chora. If money is no object and privacy is paramount, Serendipity has the most exclusive villas. . Petra, an 11-suite resort overlooking Grikos bay, is run by a charming local family who treat guests like friends (plying them freshly baked sweet cheese pies). It’s where Jean-Paul Gaultier prefers to stay.
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In 2016, Stiniva beach on the island of Vis was named the best beach in Europe. One of the top beaches in Croatia, Stiniva is well hidden from the sea and not the easiest beach to access. It’s either a hike down to the beach or access by small boat, but a spectacular view will reward you for your effort. Although Vis has never really had large tourists numbers, it has become a popular stop for those sailing the Croatian islands.


The sleeper hit of the Cyclades, Serifos is the summer retreat of interior designers and architects who prefer to keep the sandy beaches to themselves. (One French home-owner is so protective of her hideaway that she tells all her friends she summers on nearby Sifnos.) Even in August, you’ll find coves where you can skinny dip in blissful solitude. That’s because the best beaches (Kalo Ambeli, Vagia, Skala) are only accessible via bone-rattling dirt roads or donkey tracks. Better still, rent a motor boat from the laidback harbour, Livada. Make sure to moor outside Anna’s taverna on Sikamia beach for freshly caught fish and garden-grown salads.

Culebra Island is beautiful. I just got back to Canada from Puerto Rico. I was there for a month. I loved Culebra so much I went back twice. On my second trip I spent two nights camping at Playa Flamenco. I paid $20 USD per night for a sweet little camping spot (section E). I saw turtles, amazing, colourful fish and met some wonderful people. The snorkelling was okay in terms of being able to see under water but the reefs are not healthy. There was plenty of coconut to pick to drink the water inside and eat the meat. I found passion fruit, mangoes (not ripe), almonds (not ripe) and another really weird looking fruit I don’t know the name of. While I didn’t enjoy the main island of Puerto Rico as much as I’d hoped, I would go back to Culebra if the opportunity ever arose. I made some friends (Perri and Hector–owners) at a little place in town called, “Aqui Me Quedo” who I will never forget their kindness and hospitality.
Blaca Hermitage in the south of the island is a must-visit, as well as Vidova Gora Mountain, which is the highest peak on the island, offering you stunning views across the Adriatic and to neighboring islands on a clear day. Brač is also where you’ll find the famous Zlatni Rat Beach, one of the absolute best Croatia beaches (and even in all of Europe) and a wonderful place to spend a day. This all makes Brač one of the best islands near Split, a perfect day trip from Croatia’s second-largest city.
It’s a tough call. The good news is that whatever you decide, it will feel like the right thing after you’ve done it. You’ll almost certainly say to yourself, “I’m so glad we saw both islands” or “I’m so glad we had 6 full days on Santorini.” In deciding I would ask whether a return trip to Greece is likely or possible in the next couple of years. If so, then spend your 6 days on Santorini and explore that island, then return to Crete at some time in the future for a deserving 7 to 10 days. But if this is a one-time deal for the foreseeable future then do 3 days on Santorini and 3 days in Crete. (Whatever you decide don’t do a day trip to the other island as it’s not worth the time and effort.)
Where to stay in Cephalonia: Overlooking Fiskardo, Emelisse is a resort hotel with a great little Elemis spa. For mind-blowing views and ultra-chic interiors, check into Villa Althea, available through Beyond Spaces. . Blissfully isolated, Fiskardo Cottages are a pair of stone houses brimming with art and antiques. Footpaths through the woods lead to quiet bays. For fancier villas, try Five Star Greece.
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Can you see all the major sights in Athens in one day? No. But you can see the Acropolis, Acropolis Museum, and the top historical sites of the Plaka in one day. If you had an extra half-day then visit the Archaeological Museum in Exarcheia. That still leaves many great sights but you will have seen all of the iconic Athens attractions. Adding Naxos is always a good idea. You might even enjoy it more than Mykonos (but no nightlife like Mykonos).
Who hasn’t been spellbound by images of Capri’s electric Blue Grotto? This glowing sea cave impresses even veteran globetrotters — and it’s only the beginning of the island’s marvels. Ash-white limestone cliffs, hidden slivers of beach, a towering natural arch: It’s no wonder Capri has been a tourist hub since ancient Roman times. Tip: Climb up to the ruins of Emperor Tiberius’ Villa Jovis, circa A.D. 27, for a heart-stopping vista.
Hi Dave! I’m planning my honeymoon for early September, starting from Santorini. I’d like to hit Naxos, Paros and finally Milos before returning to Athens. Is this order of islands doable? I’m most concerned about ferries being available to each of the islands, especially Paros to Milos. Are ferries routinely available daily in September? Also, for all these islands would three full days each be too much or not enough? My wife and I aren’t into nightlife, just looking for relaxation, great beaches, beautiful water and amazing food! Thanks!
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We are planning to come back at the start of September for 2 weeks to visit different islands for some beach and sun. To give you some background, we loved Santorini, Milos and the quieter / smaller places in Crete (Loutro, Falassarna, Samaria Gorge). We enjoy beach time, some hiking, site seeing, good wine / food and good / buzzy atmosphere at night for dinner / tavernas.
We would love your help, we are a party of four 50 plus adults from Australia and never have been too the Greek Island. We’re not sure whether we should be going to naxos or paros , we are there for 4 days and not sure whether just to stay on one island and ferry to the other and if you think possible even a day trip to santorini. Our priorities are culture and history, swimming in beautiful beaches, beautiful views, nice towns, and food and drink. We’re not interested in clubbing at all, but more laid-back late night bars definitely appeal. This will be our one big holiday this year as we will be celebrating my 50th birthday while there so want it too be special.
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