Naturally, there are some amazing coral reefs for snorkeling and diving and pristine beaches (my favorite is Whitehaven Beach). Upon arrival, you’ll instantly see why this is one of the best tropical islands in the world — and why over half a million people visit a year. One of the most popular way to see the islands is via a multi-day sailing tour (which is what I did when I visited). It was an amazing experience — especially diving! Prices start around 450 AUD for multi-day sailing tours.
Ferries between Naxos and Milos don’t start until June 7th (one each way, every day after that). Ferries between Santorini and Milos start April 28th and there is one every day in each direction. And there are always ferries between Naxos and Santorini. So if the dates work I would fly to Santorini (the longest leg) then ferry to Milos then Naxos and back to Athens. But if you need to travel between Naxos and Milos before the 7th then ferry Athens to Milos to Santorini to Naxos and back to Athens.

Unlike its parched Cycladic neighbours, Andros is refreshingly lush. The ancient Greeks called it Hydroussa ('watery') because of its plentiful waterfalls and springs. Marble lions spout ice-cold mineral water at Sariza and Menites. Streams signposted by pink ribbons of oleander tumble down valleys criss-crossed with stone bridges and footpaths. (Some 170km of hiking trails have been waymarked; find out more at Andros Routes). Falcons and monk seals duck and dive at blissful, blustery beaches including Zorkos, Vitali and Vori.


Possibly the location of the storied island of Atlantis, Santorini is the stuff of screensavers and wall calendars. Red-, black- and white-sand beaches rim its caldera lake — one of the largest in the world — while iconic whitewashed buildings stair-step up the hillside overlooking the Aegean Sea. Photo ops abound, from centuries-old windmills and ancient ruins to blue-domed churches and colorful wooden fishing boats. Stay in a boutique cave hotel for the full experience.
Although Philippine Airlines (PAL) was officially founded on February 26, 1941, its license to operate as an airliner was derived from merged Philippine Aerial Taxi Company (PATCO) established by mining magnate Emmanuel N. Bachrach on December 3, 1930, making it Asia's oldest scheduled carrier still in operation.[52] Commercial air service commenced three weeks later from Manila to Baguio, making it Asia's first airline route. Bachrach's death in 1937 paved the way for its eventual merger with Philippine Airlines in March 1941 and made it Asia's oldest airline. It is also the oldest airline in Asia still operating under its current name.[53] Bachrach's majority share in PATCO was bought by beer magnate Andres R. Soriano in 1939 upon the advice of General Douglas MacArthur and later merged with newly formed Philippine Airlines with PAL as the surviving entity. Soriano has controlling interest in both airlines before the merger. PAL restarted service on March 15, 1941, with a single Beech Model 18 NPC-54 aircraft, which started its daily services between Manila (from Nielson Field) and Baguio, later to expand with larger aircraft such as the DC-3 and Vickers Viscount.
Apart from a boat trip to the smouldering crater of Nea Kameni and hot springs at Palia Kameni, there's not much to do but gaze at the mesmerising views from your suite, dangling on the edge of the caldera. The best hotels in Santorini are concentrated in Oia, but the inland village of Pyrgos is up-and-coming. Go for a twilight Bellini at Franco's or a cocktail at newcomer Botargo, with views that will leave you light-headed, followed by dinner at Selene, a pioneer of new Cycladic cuisine.

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.
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.
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