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.

Flight Oakland - Los Angeles (OAK - LAX) $55+ Flight San Francisco - Los Angeles (SFO - LAX) $91+ Flight San José - Los Angeles (SJC - LAX) $91+ Flight Houston - Los Angeles (HOU - LAX) $106+ Flight Houston - Los Angeles (IAH - LAX) $106+ Flight Dallas - Los Angeles (DFW - LAX) $123+ Flight Chicago - Los Angeles (ORD - LAX) $125+ Flight Seattle - Los Angeles (SEA - LAX) $125+ Flight Portland - Los Angeles (PDX - LAX) $137+ Flight New York - Los Angeles (LGA - LAX) $140+ Flight Orlando - Los Angeles (MCO - LAX) $163+ Flight Minneapolis - Los Angeles (MSP - LAX) $165+ Flight Detroit - Los Angeles (DTW - LAX) $166+ Flight Washington - Los Angeles (BWI - LAX) $173+ Flight Atlanta - Los Angeles (ATL - LAX) $178+ Flight Fort Lauderdale - Los Angeles (FLL - LAX) $178+ Flight Philadelphia - Los Angeles (PHL - LAX) $187+ Flight Newark - Los Angeles (EWR - LAX) $191+ Flight Boston - Los Angeles (BOS - LAX) $197+ Flight Raleigh - Los Angeles (RDU - LAX) $199+ Flight Chicago - Los Angeles (MDW - LAX) $201+ Flight Washington - Los Angeles (DCA - LAX) $204+
Ferries are not really cheap any more – certainly not like they used to be – but the vessel fleet is better, safer and faster than in previous years so the cost is justified. You can get exceptionally cheap deals on longer-haul routes if you are prepared to forego a booked seat: €14 v €40 on a run to a mid-distant island, but it’s probably wise to consider taking fast catamarans to get to core islands (Mykonos, Santorini, Paros etc.) and even then, go the extra 10/15% for Business or even VIP class for the extra comfort. On longer hauls it can be cheaper to fly if you seek out flights online and book beforehand.
My fiancé and I are interested in the Greek Islands for our honeymoon in early August. I know it’s not the ideal time to go, but it’s right after our wedding. We are two women in our late thirties. We’d fly into Athens and then I was thinking Santorini for 4 nights and then possibly one other island. We’re into the beach, snorkeling/boat trip, maybe a hike or bike ride and amazing food. We’re not interested in the party scene, but definitely want to explore amazing restaurants. You know, the perfect amount of romance and relaxation combined with culture and epic scenery. Suggestions? Thanks in advance!
Located on the eastern coast of Malaysia, the Perhentians consist of two islands. Both are stunningly covered with a lot of palm trees, wide beaches, and crystal blue water. There’s not much to do here, and visitors typically lay on the beach all day, resting from last night’s drinking. It’s the perfect place to put up a hammock. A strong monsoon season limits when to go to between March and October. During the other times, it’s best to head to Thailand, where the weather is nicer.
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.
It’s rare to have a sizeable international airport just minutes from the main attractions of a place, but Las Vegas has always been a place to break the rules. Its airport handles flights from all over the world, and it’s just 2 miles from the Strip. Free shuttle services and an onslaught of taxis await to whisk you to your hotel. Minutes later, when you’re out exploring, there are numerous ways to get around. It can often be quicker to walk between casinos especially when the traffic’s gridlocked, but taxis and buses ply the Strip and surrounding areas too.
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.
These groups are generally better connected among themselves than with other groups, so you are probably better advised to target them on this basis. As it’s your first time to Greece, you may want the full-on Greek island experience and you could easily fill your five weeks flitting from one island to the other in the Cyclades. You could start in Kea and work your way down to Milos via Kythnos, Serifos and Sifnos then segue to Paros and Naxos. Dip down to Santorini, up to Mykonos and back to Piraeus. The map will also show plenty of other Cyclades islands to pick and choose from such as Ios, Sikinos, Folegandros, Amorgos, Syros, Tinos and Andros – yes! too many choices, but you will find that sticking to one group it will be easier to get between them. Realistically for a period of five weeks you will not want to be doing more than 6-8 islands. 

I think Naxos would be the best island for you: incredible beaches, wonderful villages, great restaurants, and some very good hotels (though I don’t think I’d go so far as to call them hip – but nice, for sure). The farther south you go from Naxos Town the quieter the beaches get – so keep going to find the balance you prefer. If you want an island with a little more hip but beaches not quite as perfect then try Paros. If you want to err on the quieter and idyllic side then Antiparos or Ikaria.
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!
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.

But Indonesia has more than just Bali. The nearby Gili Islands are another incredible island getaway. Both destinations make for a more active tropical vacation and the weather remains pretty constant all year round (though April to October sees slightly drier weather). Both Bali and the Gili Islands are close enough that you should be able to visit them both on your trip to really get the most out of this idyllic corner of the world.
My fiancé and I are interested in the Greek Islands for our honeymoon in early August. I know it’s not the ideal time to go, but it’s right after our wedding. We are two women in our late thirties. We’d fly into Athens and then I was thinking Santorini for 4 nights and then possibly one other island. We’re into the beach, snorkeling/boat trip, maybe a hike or bike ride and amazing food. We’re not interested in the party scene, but definitely want to explore amazing restaurants. You know, the perfect amount of romance and relaxation combined with culture and epic scenery. Suggestions? Thanks in advance!

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.
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.

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.
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?
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.
×