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
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.
I think that’s a great plan. Santorini is a must and Milos and Naxos are two islands that have both great beaches and lots to do and see away from the beach. Renting a car and exploring the interior villages of Naxos is a must-do and so is a boat tour around Milos. If you’re willing to cut Athens to 2 days, I would recommend Santorini 5 days, Milos 3 days, Naxos 3 days, and Athens 2 days.
They’re all great choices. Athens (1 to 2 full days) is great for historical sightseeing. Mykonos for beaches and nightlife (2 to 4 days). Crete for historical sightseeing, greek culture and towns, some beaches but spread out (4 to 7 days). Santorini has great sightseeing, tours, and some history (4 to 7 days). If visiting outside of June to September then drop Mykonos and do the other 3 for sure.
My boyfriend and I will be traveling to Greece on August 1-11th. We have 10 days. Is this a feasible itinerary for a couple in their early 30s who want beach, relaxation, good food, boating, and some history? Fly into Athens have one full day there then fly to Naxos for a day and a half, Milos for 3 nights, then Santorini for 3 nights, then back to Athens for our flight? We chose Milos over Naxos at first, but after reading your blog it seems the beaches in Naxos may be better?
Kate Hudson, Goldie Hawn and Amy Schumer were among the first guests at Four Seasons Resort Oahu at Ko Olina, a 642-acre that opened in May 2016 on the island’s west coast 17 miles from Honolulu. Closer to the action of Waikiki, the Surfjack Hotel opened in May with a dose of vintage 1960s Hawaii, down to its painted murals and birds of paradise wallpaper by local artists that are just begging to be Instagramed. Pacific Beach Hotel re-emerges in the fall as Alohilani Resort Waikiki Beach, whose $115 million upgrades include two new restaurants by celebrity chef Masaharu Morimoto.
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.
Excellent choice of islands, though getting between them presents one or two challenges (they are not as conveniently connected like the Cycladic or Dodecanese islands so island hopping is not as popular in this island group). All three islands are served by airports with year-round connections to Athens and in the Summer with international charter flights from Europe. Let’s take the pros and cons of each island.
Antigua is a small island that is often grouped with its nearby neighbor Barbuda. A popular gambling destination, Antigua has a good selection of casinos. It also has plenty of other exciting nightlife, including great restaurants, cafes and discos. The beaches are also spectacular, and you can find literally hundreds of them, with both white and pink sand. 

The island’s next hotspot may be The Shore Club, the only development on Providenciales’ Long Bay Beach with 106 ocean view suites and six luxury villas on a nine-acre stretch. On popular, pristine Grace Bay Beach, Grace Bay Club’s tropical-chic redesign led by interior designer Thom Filicia includes redesigned lobby and guest rooms, the new Infiniti Restaurant and Raw Bar and The Residences, a trio of freestanding, beachfront villas. To get off the radar, the eco-conscious Sailrock Resort debuts this year on untouched South Caicos Island — secluded beaches are the buzz.
I would recommend Naxos over Mykonos and with 12 days you could easily add Paros too. With Santorini, Paros, and Naxos you’ll get a good mix of different delights and some ferry island hopping too which is fun in itself. 1.5 days in Athens is perfect for most – 1 day for the Plaka, Parthenon, Acropolis Museum area; and a half-day to visit the Archaeological Museum which is a short drive or walk from the Plaka but hard to fit in one day along with the other sights.
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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.
Kefallonia was severely shaken by an earthquake in 1953 and thereafter lost its quaint gloss. The picturesque northern port of Fiskardo however, escaped much of the destruction and remains to this day one of the main focal points for visitors to the island, so is a good spot for a stay of 2-3 days. Pretty, waterfront cafés and restaurants and a cosy, folksy feel predominate. Asos, between Fiskardo and Argostoli is a west coast ‘resort’ village that pulls in its fair share of visitors and the view down to Asos from the main island road is one of the most photographed spots on Kefallonia.
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. 😉

The largest of the Bahama islands, Andros is also the least populated, offering the chance to own a piece of your own island without the high price tag.  Here, locals make waterproof straw baskets, batik and other crafts, and visitors will also find mesmerizing blue holes, excellent bonefishing and diving. The island is home to the world’s oldest dive shop, the second largest coral reef in the Western hemisphere, and is covered with vast areas of wetlands that create channels perfect for bonefishing. Many visitors come to experience this “Bonefishing Capital of the World,” by staying at Bair’s Lodge, a plantation-style lodge situated between Deep and Middle Creek on the south end of the island offering a beachfront paradise with a picture-perfect white sand beach, swaying palms, fire pit and access to a flats skiff. The tidal paths found on this part of Andros provides water pathways to access the famous west side while offering protection from the winds, and creating a fertile, bait-rich environment that bonefish prefer.


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. 

The Caribbean has some of the most beautiful vacation destinations in the world. This makes it popular with tourists worldwide. Many people, however, have trouble deciding which island to visit. Although it may seem that every Caribbean island is equally desirable and perfect, the fact is there are significant differences among them. Let’s look at the top ten Caribbean islands and what type of traveler each is best suited for.
The only ferry from Kusadasi to Greece goes to the Greek island of Samos. It’s a great island and certainly worth a few days. From Samos, there are usually direct ferries to Mykonos and Syros. These are very different islands that have a very different vibe – but both appealing in their own way. From Mykonos there will be direct flights to Western Europe (most likely Rome, Paris, Amsterdam, and London) though not every flight flies every day so requires some planning. Santorini would be another ferry ride from Mykonos. And Crete farther still. So you wouldn’t have time to get to either island.
Bermuda is recognized as one of the most elegant of the Caribbean islands, and also on the formal side. It has a strong British influence, and you can still find many places that serve traditional afternoon tea. Cricket matches are also easy to find. Bermuda is also a great destination for golfers, as the island has many world class courses. This island is extremely convenient to reach from the Eastern U.S. Flights from New York to Bermuda are only two hours.
Crete, Santorini, and Naxos look quite doable within the 12-day block, but Crete’s beaches are scattered throughout a very LARGE island, Santorini really only has Kamari and Perissá (and some southern coast bays) and Naxos does have nice places to swim. If you choose only to visit those three islands in your relatively short time, you will do well.
The Strip is where all the Las Vegas magic happens. Beyond the iconic welcome to Las Vegas sign, the world’s biggest hotel-casinos dominate the view as far as the eye can see. Among thousands of square feet of utter extravagance, Bellagio’s Casino asserts itself as king. Pause at the Fountains of Bellagio, which leap to light and sound shows with typical Vegas showiness. Once you enter this palatial complex, you’ll be lost in a world of glittering lights, jingling slot machines, and stellar shows. Competing with Bellagio in the dramatic stakes is the Colosseum at Caesars Palace, a flamboyant theater which embodies the hotel’s Roman theme, and it hosts the Strip’s biggest entertainment shows. When you need a change of pace, head out of town. Red Rock Canyon is just outside Las Vegas. This Martian-like formation of hulking, copper-hued rocks is nature’s spectacular answer to the man-made wonders of the Strip.  

Excellent choice of islands, though getting between them presents one or two challenges (they are not as conveniently connected like the Cycladic or Dodecanese islands so island hopping is not as popular in this island group). All three islands are served by airports with year-round connections to Athens and in the Summer with international charter flights from Europe. Let’s take the pros and cons of each island.
The island’s next hotspot may be The Shore Club, the only development on Providenciales’ Long Bay Beach with 106 ocean view suites and six luxury villas on a nine-acre stretch. On popular, pristine Grace Bay Beach, Grace Bay Club’s tropical-chic redesign led by interior designer Thom Filicia includes redesigned lobby and guest rooms, the new Infiniti Restaurant and Raw Bar and The Residences, a trio of freestanding, beachfront villas. To get off the radar, the eco-conscious Sailrock Resort debuts this year on untouched South Caicos Island — secluded beaches are the buzz.

That all sounds good though I would recommend Naxos over Mykonos in March as there’s more to see and do there when not beach weather. And if you do decide to do Mykonos be sure there’s a ferry from Mykonos to Santorini for your dates. And same for Santorini to Crete. There should be ferry service but the route starts different times every year so you do want to be certain.
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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!
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)?
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