Finally, and this is perhaps the best tip of all – as it’s the old-style romantic one – book transport to and accommodation on one starter island (Paros is a good choice). Sail/fly there, sit down relax, pour cold drinks and eat healthy Greek foods for 4-5 days while working out where to go to next with your tablet under an umbrella on the beach. Book your next stop online and go there. Repeat the exercise. No hassles about being locked into a fixed itinerary and if you like a place, you stay longer. If not, you move on. You will generally find transport tickets for a day or three ahead and hotel owners often know someone on the next island who can fit you in. In Paros, Petres Hotel is a good starting point. Good luck and happy sailing!
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.
Java, with a population of 140 million, makes its first appearance on this list. Celebrated for its ancient culture, breathtaking vistas, and UNESCO World Heritage sites like the Borobudur Temple Compounds, the island also offers the opportunity to indulge in modernity (five-star hotels abound). Waterfalls, volcanoes, protected parks, and white-sand beaches also allow visitors to get away from the thrum.
Private jet is the best new way for VIPs to travel south: Casa Marina, A Waldorf Astoria Resort, now offers direct seaplane air service with Key West Seaplanes from Florida airports to the property’s private beach pier. Slightly farther north on Key Largo, Playa Largo Resort & Spa debuted last summer with signature Sunshine State coral reefs and sea glass, plus 144 rooms and suites, 10 secluded bungalows and a standalone luxury guesthouse.
These little coral islands are surrounded by excellent diving, snorkeling, and white sand beaches, and are filled with friendly locals. Private resorts litter the islands, and a vacation here is also very pricey. Luckily, Bangkok Airways offers cheap flights to and from Thailand. The best time to go to the Maldives is from November to May, when the weather is cool and dry. June through October sees wetter and hotter weather due to the monsoon season.
I’m hoping you can help myself and a friend decide where to go. We are hoping to go away around mid August for 10 days-2 weeks. We’re looking for a sunny place and beaches to tan and relax during the day, with some big nightlife and a good strip (the odd daytime activity maybe too). However we are in mid 20s so want to go somewhere with the same age group or older. I’ve been to Zante and although it was super fun at the time (I was about 18) and loved having the strip etc, just don’t want to be the older people there anymore! Money is also fairly tight, so nothing too expensive (was thinking santorini maybe before hearing the price along with it).
I am moving to Bali next month. I am currently on another Indo Island, less popular and not really paradise but has some pretty destinations (Batam Island). I must say I am so interested in visiting the other places well but if you are visiting Bali it is definitely a romantic experience. It’s the perfect place for a honeymoon and the best part is… it’s cheap! The most expensive thing will probably be the airfare unless you reside in South East Asia.

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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.
Budgeting for Greece is always going to be subject to what your expectations and needs are. Assuming that you, like many travellers, like to eat a filling breakfast, savour maybe a light lunch and feast on a heavier dinner (or vice versa), enjoy a drink with your meals and are not totally vegetarian/vegan and prefer to sleep in comfort and cleanliness, then there is a set of figures that can be guesstimated.

Lefkada is the island that’s not an island. You can drive to it across the causeway from the mainland, but it feels every bit an island. Aristotle Onassis bought the satellite island of Skorpios here as his own bit of getaway paradise. Beaches, windsurfing, boat hire, good food and wine are all here and there are few built-up package resorts. The main tourist area is centred on Nydri.


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)?
Flight Atlantic City - Fort Lauderdale (ACY - FLL) $89+ Flight Atlanta - Fort Lauderdale (ATL - FLL) $105+ Flight Denver - Fort Lauderdale (DEN - FLL) $107+ Flight Houston - Fort Lauderdale (HOU - FLL) $111+ Flight Houston - Fort Lauderdale (IAH - FLL) $111+ Flight Philadelphia - Fort Lauderdale (PHL - FLL) $111+ Flight Washington - Fort Lauderdale (BWI - FLL) $113+ 

My husband & I were planning to go on an organized Hiking the Greek Isles tour in May 2017, that we just found out is cancelled. It is our 10 year anniversary so we’d still love to plan a trip on our own for about 2 weeks in length. We are a bit apprehensive because we are from Canada and have never been to Europe before. I have several questions I’m hoping you can help me out with. One, how much should we budget/day for eating out for lunch & dinner? Most of the hotels look like they include breakfast. Two, how much should we budget for ferries? We are considering around 2 days in Athens, 2 days in Tinos, 2 days in Naxos, 3 days in Santorini & 4 days in Crete. Our main goals are seeing the beauty of the Greek islands, getting some physical activity in (walking & hiking), and spending time together. Any input would be much appreciated! Thanks very much! Jennifer
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!
You’d have to check the schedule for your specific dates but I think Santorini then Milos then Paros then Naxos and Athens would probably be the best order. 3 days in each sounds great. Or a small tweak: 2 days in Milos and then 4 days in Santorini (splitting time between 2 of the 4 caldera towns) or even 4 days in Paros (splitting time between Naousa and Parikia).
Hi, Dave! My husband and I will be going to Greece 8/26 – 9/4. We are flying into and out of Athens for cost efficiency. We really want to see Navagio Beach on Zakynthos for a day, and we realize this will likely be an overnight trip, or even 2 nights depending on the travel options. What is the best way to get from Athens to Zykanthos? What is the best way to get from Zakynthos to Santorini? Or is it best to just go from Zakynthos back to Athens and then to Santorini? We are trying to avoid additional flights but realize we may have to fly from Zakynthos to Santorini.
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