Considering your interests (great food, hiking, beaches, nightlife unimportant) then Naxos should definitely be your other island. (And Naxos has many daily ferry connections with both Santorini and Athens.) Also, Athens needs at least one full day to explore so you should drop any thoughts about Delphi or Nafplio. Also, I would look into flights from Athens to Santorini on your night of arrival. If you could get to Santorini that night (and move your day in Athens to the end of your trip) you’d almost gain an entire day and could spend two nights on Naxos.
Yachts moor in the deep, sheltered harbour of Vathy, or Kioni, a miniature port where you’ll find Spavento, the perfect pier-side café-bar. Go any time of day or night for ice-cream sundaes, excellent cocktails, and a soundtrack to make your heart sing. Ideal for low-key family holidays or retreats, rugged little Ithaca is somewhere you can still disappear.
Where to stay in Corfu: Rou Estate a hilltop hamlet transformed into a five-star retreat with an excellent spa. CV Villas has cornered the market in covetable villas on the north-east coast of Corfu. If you’d rather go all-inclusive, check into the smart Ikos Dassia, which opened in May 2018 in Dassia, a favourite haunt of The Durrells cast and crew. Guest perks include a Mini Cooper for cruising around the island. 

This quiet island is waking up. Luxe boutique Zemi Beach House recently opened with classic details and a laid-back vibe that call to the local natural beauty of Shoal Bay East beach. On Merrywing Bay next to sister property CuisinArt Golf Resort & Spa, The Reef by CuisinArt recently unveiled 80 new suites. Here, farm-to-table fare means local fish and fresh produce from the on-site Hydroponic Farm. The Four Seasons Resort and Residences Anguilla took over the former Viceroy Anguilla with villas that overlook white-sand beaches and the rugged coral coastline.

Zakynthos is an island of certain extremes: beauty and crass, mass tourism of the worst sort. The islands – like all the Ionian islands is lush and verdant and boasts the now famous ‘shipwreck beach’ (Navagio) that many seek to travel to and swim at. Yes, it’s worth it and numerous excursion boats make the run from ports on the west side of the island. Environmentalists and capitalists clash daggers at Laganas where the mass tourism trade is carried out to the detriment of the Caretta Caretta, or loggerhead turtle that loves the beach as much as British tourists on a binge. Read this page for the background. There is an alternative scene to Laganas at Vasilikos over to the east, but it is much more low-key and less busy.


It’s best to visit Greek islands within the same group. For example, I wouldn’t recommend visiting Corfu and Santorini on the same trip as they’re on opposite sides of the country. Instead, visit islands in the same island group: the Cyclades, the Sporades, the Dodecanese, the Ionian, the Saronic, and the Northeastern Aegean. For one, they’re close to each other. And two, they have frequent ferry connections with each other. For first time visitors to Greece, the Cyclades make the most natural and convenient introduction.

Those are 3 great islands. Corfu is much more green than Crete and Santorini and does have a different feel (more Italian but it’s no where near Turkey). The trouble with doing all 3 is that Corfu is on the opposite side of Greece from Crete and Santorini so you’d need to fly via Athens. It’s better for most people to visit another Cycladic island (Naxos, Paros, Milos, Folegandros) instead of splitting up their trip between the two sides of the country.
A more recent development is the airline alliance, which became prevalent in the late 1990s. These alliances can act as virtual mergers to get around government restrictions. Alliances of airlines such as Star Alliance, Oneworld, and SkyTeam coordinate their passenger service programs (such as lounges and frequent-flyer programs), offer special interline tickets, and often engage in extensive codesharing (sometimes systemwide). These are increasingly integrated business combinations—sometimes including cross-equity arrangements—in which products, service standards, schedules, and airport facilities are standardized and combined for higher efficiency. One of the first airlines to start an alliance with another airline was KLM, who partnered with Northwest Airlines. Both airlines later entered the SkyTeam alliance after the fusion of KLM and Air France in 2004.
Little by little, though, Milos is being discovered. Instagram is saturated with no-filter shots of the undulating cliffs at Sarakiniko, the bottle-green swimming hole at Papafragas, and colourful, rickety syrmata, tiny boat houses wedged between rock and sea. (You’ll find the best photo opportunities at Klima and Mandrakia). This painterly landscape was shaped by the minerals that have long been a source of wealth – obsidian, alum, barite and sulphur, which still bubbles up in the island’s many hot springs. As the 11,000-year-old mining industry is gradually giving way to tourism, several chic hotels have made an appearance. Go now, before the trickle of visitors turns into a tide.
Unlike its luxurious Caribbean neighbors, here you’ll only find more budget-friendly hotels and guesthouses. Everything needs to come by ship or airplane, so it’s not super cheap. However, since no non-natives can own property there is no influx of overdevelopment, keeping the island simple but beautiful. For a more rustic, non-touristy getaway, this might be the island for you!
With the outbreak of World War II, the airline presence in Asia came to a relative halt, with many new flag carriers donating their aircraft for military aid and other uses. Following the end of the war in 1945, regular commercial service was restored in India and Tata Airlines became a public limited company on July 29, 1946, under the name Air India. After the independence of India, 49% of the airline was acquired by the Government of India. In return, the airline was granted status to operate international services from India as the designated flag carrier under the name Air India International.
Moreover, the industry is structured so that airlines often act as tax collectors. Airline fuel is untaxed because of a series of treaties existing between countries. Ticket prices include a number of fees, taxes and surcharges beyond the control of airlines. Airlines are also responsible for enforcing government regulations. If airlines carry passengers without proper documentation on an international flight, they are responsible for returning them back to the original country.
Holding the largest number of overwater bungalow resorts in the world (more than 75 and counting), the Maldives understands its best asset is the gin-clear, abundant waters of the Indian Ocean. When you’re not snorkeling, diving, or gazing at the rich marine life through the floor windows of your water-top villa, continue enjoying the underwater display while dining at 5.8 Undersea Restaurant, or even while getting pampered in Huvafen Fushi’s submerged spa. 

Located in the middle of the Indian Ocean, the Maldives is a chain of 1,000 islands (200 are inhabited, and only 5 have any substantial population). The country is actually just a series of coral atolls that are barely above sea level. During the 2004 Tsunami, many of these islands were completely washed away. The government has built flood barriers to help lessen the impact of any future tsunamis.
With the outbreak of World War II, the airline presence in Asia came to a relative halt, with many new flag carriers donating their aircraft for military aid and other uses. Following the end of the war in 1945, regular commercial service was restored in India and Tata Airlines became a public limited company on July 29, 1946, under the name Air India. After the independence of India, 49% of the airline was acquired by the Government of India. In return, the airline was granted status to operate international services from India as the designated flag carrier under the name Air India International.
Great list Matt! Indeed, there obviously there are some spots on this globe I have to visit. Can confirm the Maldives though. Has changed over time, but then again, the first time they were still “exploring” their “tourist economy” potential. Been there twice now and although definitely more crowded still holds its appeal. Be prepared for culture shock though. If you return to the “civilised world” you will wonder about the rest of the grubby world and catch yourself day dreaming regularly. 😉
How can we do this? It's easy. Because of our position, we have been able to create partnerships with every major airline in the world, and we buy the largest volume of airfare on flights to, from and within Canada. This allows us to get the best fares and pass those savings on to you. If you happen to find a better price elsewhere, let us know and we'll beat it! But there's no need to spend hours checking for flights on lots of different websites. By booking with us you can save time by comparing all available deals in one place all while being assured that if the price of the flight drops after you book, we'll credit you the difference with our amazing and free Price Drop Protection program.

Tinos is only 15 minutes from Mykonos, so it's a wonder it isn't overrun with tourists. The harbour is swarmed on 15 August, however, when Orthodox pilgrims flock here to kiss the icons at Panagia Evangelistria monastery, one of the holiest sites in Greece. Otherwise, the island is miraculously untouched. Solitary chapels and whimsical dovecotes stud thyme-scented hills, dropping to sandy bays whipped by the meltemi wind. There's a nascent surfer scene on Kolibithra bay, where a VW camper van has been converted into a cute beach bar.


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.
The nearest beach is Livadi, a sort-of-resort surrounded by citrus orchards. The rest of the island is stark and wild. Treacherous tracks hurtle down to shingle bays such as Vatses, with a rocking beach bar, and Kaminakia, where Linda's farm-to-table taverna serves the best roast goat in the Dodecanese. If you really want to be alone, rent a motorboat from Maltezana, an old-time fishing village, and putter to Koutsomiti and Kounoupes, tiny islands connected by a double-sided beach. At Vathy, a lagoon where erotic graffiti was etched into the rocks 2,500 years ago, the only taverna is called Galini (Peace). Which sums up Astypalea perfectly.
I think it depends on where you live when it comes to expensive holidays, and what sort of accomodation you want. I’m from London and went to the Maldives in oct 2010 2 wks all Inc, £1150. Which was a bargin as previous years I been to Spain spending over £100 day on food and drink etc. I went to the addu atoll on the island of gan which is the most southern chain of islands. The hotel was everything I could have dreamed of, it wasn’t posh or extravergant but who cares when ya in the Maldives. Another great reason to go to the addu atoll is that when the British were there they built bridges and causeways connecting the south and west islands which means u can get on a bike and go and meet the locals, they were so friendly and I recomend the addu atoll to anyone !!!!!
The almighty church has kept nightlife in check. If you must see and be seen, head to quietly glamorous Astivi or Stoa bar, on miniature Agia Lesvias square, in Hora. Beach life is generally languid and low-key; Psili Ammos and Livadi Geranou are our favourite hideouts. Dinner reservations are essential at Benetos, for Med-Asian fusion on an organic farm, and Lambi for grilled fish on a purple pebble beach.
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.
Cooing American and Chinese honeymooners line up to take selfies as the sun sinks behind Santorini's caldera, the flooded volcanic crater. That view may be a romantic cliché, but it still takes your breath away. A volcanic explosion blew out Santorini's heart 3,500 years ago, leaving black-sand beaches, vertiginous cliffs in psychedelic hues, and swirling rumours about Atlantis in its wake. The eruption also preserved the ancient city of Akrotiri under layers of ash, and created fertile ground for exceptional Assyrtiko grapes and Vinsanto wines. (Sample them at Sigalas and Vassaltis wineries, paired with delicate dishes that let the grapes sing.)

Thank you for putting together such a great site. My husband and I are planning a trip to the Islands in May – neither of us have been and, honestly, have no idea where to even start putting together an itinerary. We have at least 14 nights to spend there (and may be able to push that to 17). I’m in my early 30s, my husband’s in his early 40s. Our priorities are culture and history, swimming, 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 is probably our one big holiday this year so while the budget is more mid-range than sky-high, we can push it a bit for the right places or experiences. We’re happy to take in quite a few islands, or with a mix of longer and shorter stays.
×