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.
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.
While technically a subtropical island, the Azores make for a great getaway if you’re looking for something beyond the standard resort getaway. The islands boast tons of hiking and beautiful nature. Rent a car and explore the winding roads of the main island, São Miguel Island, taking it secluded beaches and picturesque waterfalls. Best of all, it’s close to both Europe and North America and makes for a great stopover point if you’re traveling between the two.
Service during the early 1920s was sporadic: most airlines at the time were focused on carrying bags of mail. In 1925, however, the Ford Motor Company bought out the Stout Aircraft Company and began construction of the all-metal Ford Trimotor, which became the first successful American airliner. With a 12-passenger capacity, the Trimotor made passenger service potentially profitable.[29] Air service was seen as a supplement to rail service in the American transportation network.
The United States, Australia, and to a lesser extent Brazil, Mexico, India, the United Kingdom, and Japan have "deregulated" their airlines. In the past, these governments dictated airfares, route networks, and other operational requirements for each airline. Since deregulation, airlines have been largely free to negotiate their own operating arrangements with different airports, enter and exit routes easily, and to levy airfares and supply flights according to market demand. The entry barriers for new airlines are lower in a deregulated market, and so the U.S. has seen hundreds of airlines start up (sometimes for only a brief operating period). This has produced far greater competition than before deregulation in most markets. The added competition, together with pricing freedom, means that new entrants often take market share with highly reduced rates that, to a limited degree, full service airlines must match. This is a major constraint on profitability for established carriers, which tend to have a higher cost base.
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. 😉
One argument is that positive externalities, such as higher growth due to global mobility, outweigh the microeconomic losses and justify continuing government intervention. A historically high level of government intervention in the airline industry can be seen as part of a wider political consensus on strategic forms of transport, such as highways and railways, both of which receive public funding in most parts of the world. Although many countries continue to operate state-owned or parastatal airlines, many large airlines today are privately owned and are therefore governed by microeconomic principles to maximize shareholder profit.
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.

The Greek islands have beautiful weather in the months just before and after peak season. It’s a great time to see the islands, save money, avoid the crowds, and still have great weather (though not as hot as July and August). If you want to see the super-popular islands of Santorini, Rhodes, Corfu, and Crete without the tourists then this is a great time to visit.
You seem to have your heart set on Zakynthos but I have to say it’s not a good use of time for a sort-of overrated payoff. Your time is much better spent (in my opinion) seeing another Greek island in the cyclades (maybe taking a ferry to Naxos or Paros sitting outside on the deck drinking a bottle of wine) rather than taking a bus and connecting flights. Zakynthos and Santorini/Mykonos are on opposite sides of the country and the only way from one to the other is by flying (or some combination of bus and ferry). So, my recommendation is to consider spending those Zakynthos days in Naxos, Paros, Milos, or some other Cycladic 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.


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.
Since St. John is part of the U.S. Virgin Islands, U.S. citizens can visit without a passport. There are quite a few bargains on both St. Thomas and St. John right now, so it’s a good choice for travelers on a budget. Snorkelers should not miss visiting Trunk Bay, one of the best snorkeling spots in all of the Caribbean for seeing amazing marine life.
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. 😉

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.
Like Imperial Airways, Air France and KLM's early growth depended heavily on the needs to service links with far-flung colonial possessions (North Africa and Indochina for the French and the East Indies for the Dutch). France began an air mail service to Morocco in 1919 that was bought out in 1927, renamed Aéropostale, and injected with capital to become a major international carrier. In 1933, Aéropostale went bankrupt, was nationalized and merged into Air France.
Chania is a great choice. A wonderful charming town. Elounda is great for a quiet laid back stop, Agios Nikolaos has a more interesting vibe and is more of a real town. Also very charming. I prefer Ag Nik but Elounda has more luxurious hotels. (Crete hotels.) Naxos has lots to see in the interior so if you didn’t explore then certainly consider that. Folegandros and Milos are both incredible. Folegandros is more suited to walking and relaxing (and has some top notch restaurants and hotels). On Milos you need to do a tour and get out and actively explore to do it justice. Geologically Milos is stunning. A little like Santorini but with better beaches.
Despite all those staycations, the Channel Islands are as close as you get to the UK when it comes to water-surrounded land masses: you prefer to cast your net wider, to the warmer Indian Ocean, Caribbean or Mediterranean – and, increasingly, as far as the Philippines, which has more than 7,600 islands to choose between. The Greek Islands were the classical winners though, and this year’s overall number one, scoring highly for scenery and people, though Sicily’s food was tastier and the Maldives has better places to stay.

On July 31, 1946, a chartered Philippine Airlines (PAL) DC-4 ferried 40 American servicemen to Oakland, California, from Nielson Airport in Makati City with stops in Guam, Wake Island, Johnston Atoll and Honolulu, Hawaii, making PAL the first Asian airline to cross the Pacific Ocean. A regular service between Manila and San Francisco was started in December. It was during this year that the airline was designated as the flag carrier of Philippines.

Congress passed the Air Transportation Safety and System Stabilization Act (P.L. 107-42) in response to a severe liquidity crisis facing the already-troubled airline industry in the aftermath of the September 11th terrorist attacks. Through the ATSB Congress sought to provide cash infusions to carriers for both the cost of the four-day federal shutdown of the airlines and the incremental losses incurred through December 31, 2001, as a result of the terrorist attacks. This resulted in the first government bailout of the 21st century.[44] Between 2000 and 2005 US airlines lost $30 billion with wage cuts of over $15 billion and 100,000 employees laid off.[45]
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.
Beach Day: Spend a day on one of many beautiful small beaches and bays, including pebble and sand beaches. Beaches to check out are Pocukmarak (the biggest beach on the south side, which also happens to contain a stone sarcophagus and two covers in the water that are around 1500 years old), Tratica, Carpusina and Sotorisce (the biggest and the most popular beach on Silba).
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. 

With a history dating to the Stone Age, Hvar is as fascinating as it is beautiful. Thirteenth-century walls surround Hvar Town, with its red-tiled roofs, and the ancient stone ruins of Stari Grad Plain became a UNESCO World Heritage site in 2008. A jaunt to the interior reveals rugged mountains, lush vineyards and fragrant lavender fields. Embark on a boat trip on the Adriatic to snorkel, swim in sea caves, and wander secret beaches and seaside hamlets.
Airline financing is quite complex, since airlines are highly leveraged operations. Not only must they purchase (or lease) new airliner bodies and engines regularly, they must make major long-term fleet decisions with the goal of meeting the demands of their markets while producing a fleet that is relatively economical to operate and maintain; comparably Southwest Airlines and their reliance on a single airplane type (the Boeing 737 and derivatives), with the now defunct Eastern Air Lines which operated 17 different aircraft types, each with varying pilot, engine, maintenance, and support needs.

Glad to see you mentioned the Cook Islands – my husband and I went to Rarotonga for a week in 2008 and fell in love with it – can’t wait to someday bring our kids back there – they would love it, too! Very few people have actually heard of the Cooks, or know where they are, and while I like the “secrecy” of it, I wish more people would visit! Currently there are only 1-2 flights/week from the US – makes planning trips there a bit tougher!We only took a day trip to Aitutaki because of time, but it was probably the most beautiful place I’ve ever been. Glad to see you agree!


In 1926, Alan Cobham surveyed a flight route from the UK to Cape Town, South Africa, following this up with another proving flight to Melbourne, Australia. Other routes to British India and the Far East were also charted and demonstrated at this time. Regular services to Cairo and Basra began in 1927 and were extended to Karachi in 1929. The London-Australia service was inaugurated in 1932 with the Handley Page HP 42 airliners. Further services were opened up to Calcutta, Rangoon, Singapore, Brisbane and Hong Kong passengers departed London on 14 March 1936 following the establishment of a branch from Penang to Hong Kong.
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.

The earliest fixed wing airline in Europe was Aircraft Transport and Travel, formed by George Holt Thomas in 1916; via a series of takeovers and mergers, this company is an ancestor of modern-day British Airways. Using a fleet of former military Airco DH.4A biplanes that had been modified to carry two passengers in the fuselage, it operated relief flights between Folkestone and Ghent. On 15 July 1919, the company flew a proving flight across the English Channel, despite a lack of support from the British government. Flown by Lt. H Shaw in an Airco DH.9 between RAF Hendon and Paris – Le Bourget Airport, the flight took 2 hours and 30 minutes at £21 per passenger.
A limestone spike rising dramatically from the emerald waters of Phang Nga Bay, James Bond Island (Koh Tapu — Nail Island in Thai) earned its moniker from appearing in two 007 movies: The Man with the Golden Gun (1974) and Tomorrow Never Dies (1997). Excursions depart from the popular resort areas of Phuket, Khao Lak and Krabi on photogenic longtail boats. On the tour, explore secret lagoons, craggy sea caves and a floating village.
U.S. citizens don’t need a passport to explore this trio of Caribbean islands (St. Thomas, St. John and St. Croix). While the 133-square-mile chain has history in spades — Christopher Columbus touched down in 1493 — 2017 marks a banner year as the USVI celebrates its Centennial, with special events (festivals, parades and presumably lots of rum cake) continuing throughout the year. Also historic, Caneel Bay, the 60-year-old, 170-acre escape in St. John’s Virgin Islands National Park founded by environmentalist and preservationist Laurance Rockefeller, just celebrated its diamond anniversary. The property is bringing back the original beauty of its pared-down, 1950s-inspired Scandinavian style.
The so-called pearl of the French Caribbean, Guadeloupe is a butterfly-shaped archipelago of five main islands where volcanoes tower and 200-plus beaches come in shades from black and white to red and pink. Basse-Terre’s tropical forest and the bay of Grand-Cul-de-Sac Marin were declared a UNESCO Biosphere Reserve in 1993. From there, island-hop to discover Grande-Anse beach on Les Saintes; Marie-Galante’s rum estates (and old-fashioned oxcarts); and La Desirade’s 900-foot plateau.
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.
In 1926, Alan Cobham surveyed a flight route from the UK to Cape Town, South Africa, following this up with another proving flight to Melbourne, Australia. Other routes to British India and the Far East were also charted and demonstrated at this time. Regular services to Cairo and Basra began in 1927 and were extended to Karachi in 1929. The London-Australia service was inaugurated in 1932 with the Handley Page HP 42 airliners. Further services were opened up to Calcutta, Rangoon, Singapore, Brisbane and Hong Kong passengers departed London on 14 March 1936 following the establishment of a branch from Penang to Hong Kong.
Travel here is now easier than ever thanks to recent renovations at both international airports. One of Grand Cayman’s first hotel openings in years, Kimpton Seafire Resort + Spa opened in November, with 266 design-centric guest rooms along a 500-foot coral sand stretch of Seven Mile Beach. At the grass-and-teak filled, flip-flop friendly Margaritaville Beach Resort, which will open in early 2017 with 286 guest rooms, kids can cruise down the two-story waterslide and you’ve got a License to Chill at the bar with the same name.
Hydra is great but it does take a bit of time and effort to get to from the Cyclades. You’ll need to ferry to Athens, then might have to overnight there, then ferry to Hydra. Whereas Naxos, Paros, Milos, Folegandros, etc. would all be one direct ferry from Santorini or Mykonos. If you do go to Hydra then Leto Hotel is a great choice close to the port and shops and restaurants.
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.

Between Nydri and the next main tourism centre is the little port and beach of Mikros Gialos (small bay) that is a great little base for individual travellers for a day or three. The port village of Vasiliki on the southern underbelly of Lefkada is a haven for windsurfers: see this page or this one for more information. The little village is very pretty and is a good base for general holiday-making (as are the two other places). From Vasiliki there is a regular local ferry that runs to Fiskardo on Kefallonia (via Ithaca/Ithaki).

There is a network of ferries that conveniently runs between all of these top islands in Croatia to visit. These ships are certainly not glamorous sailboats, to say the least, but they do get you to the islands at a very affordable rate, allowing you more time (and money) to actually to explore the islands! It is not easy to see them all (like we said), but here is one idea for a week-long vacay.
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.
Congress passed the Air Transportation Safety and System Stabilization Act (P.L. 107-42) in response to a severe liquidity crisis facing the already-troubled airline industry in the aftermath of the September 11th terrorist attacks. Through the ATSB Congress sought to provide cash infusions to carriers for both the cost of the four-day federal shutdown of the airlines and the incremental losses incurred through December 31, 2001, as a result of the terrorist attacks. This resulted in the first government bailout of the 21st century.[44] Between 2000 and 2005 US airlines lost $30 billion with wage cuts of over $15 billion and 100,000 employees laid off.[45]

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?
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