Sarah-Jane — Thanks for another helpful article (this one on planning an island-hopping trip). Chasingthedonkey.com is a great website and my first go-to place for information on Croatia. I have scheduled my third 3-month-long stay and still have so much to do and see in Croatia. Personally, my favorite times to visit are in the “shoulder” seasons …. September-November and March-May.
At the same time, Juan Trippe began a crusade to create an air network that would link America to the world, and he achieved this goal through his airline, Pan American World Airways, with a fleet of flying boats that linked Los Angeles to Shanghai and Boston to London. Pan Am and Northwest Airways (which began flights to Canada in the 1920s) were the only U.S. airlines to go international before the 1940s.
Sarah-Jane — Thanks for another helpful article (this one on planning an island-hopping trip). Chasingthedonkey.com is a great website and my first go-to place for information on Croatia. I have scheduled my third 3-month-long stay and still have so much to do and see in Croatia. Personally, my favorite times to visit are in the “shoulder” seasons …. September-November and March-May.

Though this country has some 322 islands, less than a third are inhabited. Most of the action happens in the western islands, but no matter where you go, this is heaven. Any time the name Fiji is heard, visions of beaches and tropical ocean dance in people’s head. There’s a good reason for that – because this place is one of the best places to go in the world, and with so many islands, you’re bound to find one you like.
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.
I’m a little worried I’ll get bored in Milos. My husband likes to stay in one place, but I like exploring. We would have split our time more evenly but we want to stay on the caldera and it’s just too expensive to stay any longer than two or three nights. Alternatively, we could stay in Santorini for longer but move to a cheaper hotel. Perhaps Santorini 6 nights and Milos 6 nights?
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!
Lefkada is an island, but is connected to the mainland by a causeway at the northern tip and its access airport is on the mainland at Aktio (Preveza). It is an island popular with Greeks and mainly European visitors. Italians and Brits predominate. It is green, verdant, has good beaches and facilities and is compact enough to get around easily. Tourism is centred on the east coast around the port village of Nydri. It is low-key accommodation with villas and small family-run hotels predominating. Off-shore from Nydri are a couple of islands worth visiting on excursions: the sizeable Meganisi (car ferries run to and fro’) and the private Skorpios Island which belong to the Onassis family. On your own hired motor boat, you can heave-to on just one private beach on the north side of the island and swim and claim boasting rights to having swum on Aristotle Onassis’ private piece of Greece.
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.

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 !!!!!
Tony Jannus conducted the United States' first scheduled commercial airline flight on 1 January 1914 for the St. Petersburg-Tampa Airboat Line.[23] The 23-minute flight traveled between St. Petersburg, Florida and Tampa, Florida, passing some 50 feet (15 m) above Tampa Bay in Jannus' Benoist XIV wood and muslin biplane flying boat. His passenger was a former mayor of St. Petersburg, who paid $400 for the privilege of sitting on a wooden bench in the open cockpit. The Airboat line operated for about four months, carrying more than 1,200 passengers who paid $5 each.[24] Chalk's International Airlines began service between Miami and Bimini in the Bahamas in February 1919. Based in Ft. Lauderdale, Chalk's claimed to be the oldest continuously operating airline in the United States until its closure in 2008.[25]
Operating costs for US major airlines are primarily aircraft operating expense including jet fuel, aircraft maintenance, depreciation and aircrew for 44%, servicing expense for 29% (traffic 11%, passenger 11% and aircraft 7%), 14% for reservations and sales and 13% for overheads (administration 6% and advertising 2%). An average US major Boeing 757-200 flies 1,252 mi (2,015 km) stages 11.3 block hours per day and costs $2,550 per block hour : $923 of ownership, $590 of maintenance, $548 of fuel and $489 of crew; or $13.34 per 186 seats per block hour. For a Boeing 737-500, a low-cost carrier like Southwest have lower operating costs at $1,526 than a full service one like United at $2,974, and higher productivity with 399,746 ASM per day against 264,284, resulting in a unit cost of 0.38 $cts/ASM against 1.13 $cts/ASM.[71] 

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.

Located 15 minutes' walk from the Las Vegas Strip, this non-gaming and nonsmoking hotel offers air-conditioned rooms with free WiFi for all devices. Facilities include an outdoor swimming pool. Location was great. Near to everything but not directly in the strip which can be very noisy. Great services such as shuttle buses. Super comfy beds. Great to have your own cooking facilities.


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.
Puerto Rico is a commonwealth of the U.S., so citizens do not need a passport to visit this island. This is a bustling island full of activities. Cities such as San Juan and Ponce offer lots of historical sites as well as great food and nightlife. There are lots of different kinds of beaches, making it equally attractive for surfers, snorkelers or people who simply want to relax. Puerto Rico also has quite a few casinos both large and small.
Korcula Island (pronounced KOR-chu-la), also known as the Emerald Isle, is one of the absolute best islands near Dubrovnik. Located in southern Dalmatia, this small, 279-square-kilometer island is a favorite among travelers. A place of culture, history, beauty, and charm, the island of Korcula offers a variety of activities and unique traditions all surrounded by the stunning Adriatic sea and excellent Korcula weather.
Barbados is one of the most multifaceted Caribbean islands, offering a wide range of accommodations and activities. It has places to stay for visitors of every budget, and a diversity of landscapes and cultural activities. Visitors especially enjoy visiting the lively city of Bridgetown, which dates back to the 17th century. One of the island’s most spectacular attractions is Harrison’s Cave, an amazing formation that can be seen on a tramway.
The next big island north is Corfu, the grandmother of all holiday packaged islands, but with plenty of other individualized retreats. Arguably the prettiest of all the islands, it is lush, green and clean though it can get a bit cluttered in high Summer. Pretty well all the options you want are on offer, but the best hikes and ramblings are to be had away from the central east coast. Author Gerald Durrell chose well in Corfu: his famous White House in the north-west of the island is at the little seaside village of Kalami.
Nicknamed “The Helen of the West” (an allusion to the beauty of Helen of Troy), St. Lucia stuns with its signature feature: the UNESCO-listed twin Pitons. Reaching heights of about 2,500 feet, the voluptuous volcanic spires complement the island’s other attractions, including verdant jungles, sparkling silver-sand beaches, haunting sugar-estate ruins, and a mineral-rich natural mud bath. Meanwhile, the island’s most famous resort, Jade Mountain, is an architectural gem in its own right.
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.
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.
Take everything you want Greece to be — olive groves and tavernas, fishermen and bakers leading quiet village lives, stone villas and cypress trees and brilliant bougainvillea — and put it on a tiny, Ionian island only reachable by boat: That’s Paxos. On the western coast, sheer cliffs, rock arches and 40 sea caves put on a stunning show. Daytrip to the neighboring island of Antipaxos for powder sand and water so aqua, it rivals the Caribbean Sea.
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.
Toward the end of the century, a new style of low cost airline emerged, offering a no-frills product at a lower price. Southwest Airlines, JetBlue, AirTran Airways, Skybus Airlines and other low-cost carriers began to represent a serious challenge to the so-called "legacy airlines", as did their low-cost counterparts in many other countries.[42] Their commercial viability represented a serious competitive threat to the legacy carriers. However, of these, ATA and Skybus have since ceased operations.
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. 😉
I loved you website, congratulations. Me, my wife and a couple of friends are traveling to Greece in march/2018 (I know it’s not the best time of the year to visit Greece, but it’s the time we have available). We are in our late 30’s and are looking forward to some beautiful views, chill out time and good food. We’re not after huge parties but some local music wouldn’t be bad. We have 13 days in our hands, so by reading your texts I’m considering spending some 2 days in Athens, 3 days in Mykonos, 4 days in Santorini, 4 days in Chania.

The state appears on many travel hot lists for 2017, especially thanks to Georgia’s quirky, craggy coast that threads throughout a chain of barrier islands — the most idyllic of which may be at the private resort community of Sea Island, with its five-mile stretch of coastline. Historic Mediterranean-style hotel The Cloister recently added 63 rooms, making it the perfect home base for spa-going, golf and even seeing the sea turtles nest.
In recognition of the essential national economic role of a healthy aviation system, Congress authorized partial compensation of up to $5 billion in cash subject to review by the U.S. Department of Transportation and up to $10 billion in loan guarantees subject to review by a newly created Air Transportation Stabilization Board (ATSB). The applications to DOT for reimbursements were subjected to rigorous multi-year reviews not only by DOT program personnel but also by the Government Accountability Office[46] and the DOT Inspector General.[47][48]
Nine weeks in Greece is a dream itinerary it certainly gives you lots of flexibility. As you seem to have Athens and the Peloponnese sorted, you just need to sort out your five weeks on the islands. What you need to realize, however, is that the islands are not all mutually interconnected, but rather they are ‘grouped’ – both administratively and from the point of view of transport routes. Here are the main groups.
Among the first countries to have regular airlines in Latin America and the Caribbean were Bolivia with Lloyd Aéreo Boliviano,[57] Cuba with Cubana de Aviación, Colombia with Avianca (the first airline established in the Americas), Argentina with Aerolineas Argentinas, Chile with LAN Chile (today LATAM Airlines), Brazil with Varig, Dominican Republic with Dominicana de Aviación, Mexico with Mexicana de Aviación, Trinidad and Tobago with BWIA West Indies Airways (today Caribbean Airlines), Venezuela with Aeropostal, Puerto Rico with Puertorriquena; and TACA based in El Salvador and representing several airlines of Central America (Costa Rica, Guatemala, Honduras and Nicaragua). All the previous airlines started regular operations well before World War II. Puerto Rican commercial airlines such as Prinair, Oceanair, Fina Air and Vieques Air Link came much after the second world war, as did several others from other countries like Mexico's Interjet and Volaris, Venezuela's Aserca Airlines and others.
Located 15 minutes' walk from the Las Vegas Strip, this non-gaming and nonsmoking hotel offers air-conditioned rooms with free WiFi for all devices. Facilities include an outdoor swimming pool. Location was great. Near to everything but not directly in the strip which can be very noisy. Great services such as shuttle buses. Super comfy beds. Great to have your own cooking facilities.
The other groups are best tackled individually. For example, the Ionians have no ferry connections to the rest of the Greek islands; the same story with the Sporades and the Argo-Saronics. The NE Aegean islands do have a link to the Dodecanese and the Cyclades but are probably best left for another trip once you have got the feel of the rhythm of the Greek islands.
I’m a Maui native and it is not that expensive! You just need to do it the smart way, avoid tourist traps and ABC stores, stop at Costco to stock up on supplies before you reach your hotel. Many of the best things Hawaii has to offer are free: beaches, sunsets, hikes, snorkeling, walking the streets of small beach towns. Condos are also way cheaper than hotels and they are usually beachfront.
We’re planning a Greece trip to celebrate our 25th anniversary in September 2017 We plan to arrive in Athens and directly take train to Kalambaka/Meteora (2 nights), then down to Delphi (hotel stay in Athens), a day to see sights in Athens, a day trip to Nafplio and then leave to explore islands. Our plan is to go to Naxos for 4-5 nights, then to Santorini (for our anniversary) for 4 nights, and then to Crete for 5-6 nights. I would like to see Delos and wonder if it’s possible to stop in Mykonos, do the tour to Delos and still be able to catch ferry to Naxos the same day? 

The Ionian Islands are a quite different entity to the more familiar Aegean islands. There are in effect only seven of them plus a sprinkling of satellite islands that make for a very enjoyable package. They are different from the point of view of flora – they are greener and less barren than their Aegean cousins and they share a different history to the rest of Greece and the other islands, having absorbed much Venetian and Italian influences over the years. This is particularly apparent in the Old Town of Corfu where you could be forgiven for thinking you might be somewhere in Italy.
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?

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.


Aruba offers a diverse number of activities for people of all ages. On the one hand, it’s extremely family friendly, with many resorts catering to families with kids. On the other hand, you can find many adult-centered activities, such as nightlife and a wide assortment of casinos. Aruba also has a slightly different landscape from many Caribbean islands, having more of a desert appearance rather than forests.
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.
We’re on a budget (think €50 per person per day) and would like to go someplace warm and sunny where there’s also a combination of culture and nature. So we can explore in the mornings and relax at the beach in the afternoon. Preferably a sandy beach. We don’t need a lot of nightlife but it would be nice if not the whole island is closing down already. Do you have a suggestion?
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.
×