Hi! I have fallen in love with the cyklades and have visited Santorini, Ios, Naxos and Folegandros in late june. Folegandros was the best, a fantastic island. We are now thinking about going to Paros the last week in September. Naoussa seem to be a great place. What’s the weather like in late September? Is it still quite warm? I also wonder about the sea conditions. May the sea be rough at that time of the year? I don’t like wavy ferry rides 😨 Thank you for a good sight!
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.

Located in the Caribbean Sea, this Dutch-owned island is perfect. Voted one of the best in the Caribbean, Curacao is like being in tropical Holland. The town is built in the Dutch style, but the surrounding areas are all tropical. Hit the beaches, lay in the sun, and party the night away. This may not be Gilligan’s Island, but what it lacks in privacy, it makes up for in romance and fun.


Anguilla is most famous for its white beaches, and there are more than 30 of these to choose from. It’s one of the Caribbean’s smaller islands, so you can easily see the whole island if you’re there for a few days. This island is perfect for people looking for a quiet and less touristy Caribbean experience. At the same time, you can find some interesting nightlife here to stimulate you after a day relaxing on the beach.
My sister (32 years young) and myself (28 years young) are traveling to Greece from 22nd Aug – 6th Sept 2017. This will be the first visit for my sister and my second visit so I am trying to show her my favourite places as well as visit new ones myself (i have only ever been to mykonos and santorini). Our trip starts in Athens for 2 days, Mykonos for 6 days, Santorini for 5 days and leaving us with 3 days to spare at the end of the trip. (4th Sept – 7th Sept) We fly out of Athens in the am on the 7th Sept so need to be back in Athens prior to this.
Barbados is a vibrant island with a great nightlight. Bridgetown is one of the nightlife capitals of the area, so if you’re looking to stay up until the wee hours then this might be the island for you! Like Bermuda, you’ll find amazing beaches and caving here. You’ll also find some world-class surfing. The food here is amazing, and you’ll be able to enjoy expensive, delicious meals alongside cheap local food.
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.
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.
Flight Chicago - New York (ORD - LGA) $91+ Flight Atlanta - Newark (ATL - EWR) $99+ Flight Orlando - Newark (MCO - EWR) $105+ Flight Fort Lauderdale - Newark (FLL - EWR) $114+ Flight Fort Lauderdale - New York (FLL - LGA) $127+ Flight Houston - Newark (HOU - EWR) $138+ Flight Houston - Newark (IAH - EWR) $138+ Flight Chicago - New York (ORD - JFK) $140+ Flight Los Angeles - New York (LAX - LGA) $140+ Flight Dallas - New York (DFW - LGA) $153+ Flight Miami - New York (MIA - LGA) $167+ Flight Atlanta - New York (ATL - JFK) $182+ Flight Chicago - Newark (ORD - EWR) $188+ Flight Los Angeles - Newark (LAX - EWR) $191+ Flight Oakland - Newark (OAK - EWR) $193+ Flight Houston - New York (HOU - LGA) $201+ Flight Dallas - Newark (DFW - EWR) $209+ Flight San Francisco - New York (SFO - LGA) $210+ Flight Oakland - New York (OAK - LGA) $213+ Flight Seattle - New York (SEA - JFK) $217+ Flight Los Angeles - New York (LAX - JFK) $231+ Flight San Francisco - Newark (SFO - EWR) $231+ Flight Ontario - New York (ONT - JFK) $237+ Flight San Francisco - New York (SFO - JFK) $237+
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.
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 Dallas - Las Vegas (DFW - LAS) $55+ Flight Los Angeles - Las Vegas (LAX - LAS) $55+ Flight Oakland - Las Vegas (OAK - LAS) $55+ Flight Seattle - Las Vegas (SEA - LAS) $55+ Flight Houston - Las Vegas (IAH - LAS) $72+ Flight Denver - Las Vegas (DEN - LAS) $77+ Flight San José - Las Vegas (SJC - LAS) $77+ Flight Houston - Las Vegas (HOU - LAS) $82+ Flight San Francisco - Las Vegas (SFO - LAS) $97+ Flight Chicago - Las Vegas (ORD - LAS) $125+ Flight Minneapolis - Las Vegas (MSP - LAS) $130+ Flight Orlando - Las Vegas (MCO - LAS) $131+ Flight Philadelphia - Las Vegas (PHL - LAS) $137+ Flight Washington - Las Vegas (BWI - LAS) $155+ Flight Atlanta - Las Vegas (ATL - LAS) $162+ Flight Newark - Las Vegas (EWR - LAS) $167+ Flight Fort Lauderdale - Las Vegas (FLL - LAS) $168+ Flight Boston - Las Vegas (BOS - LAS) $173+ Flight Washington - Las Vegas (DCA - LAS) $176+ Flight Detroit - Las Vegas (DTW - LAS) $177+ Flight New York - Las Vegas (LGA - LAS) $186+ Flight New York - Las Vegas (JFK - LAS) $219+ Flight Chicago - Las Vegas (MDW - LAS) $233+ Flight Honolulu - Las Vegas (HNL - LAS) $336+

Travel & Leisure is part of the Travel & Leisure Group. CopyRight 2019 Meredith Corporation. Travel & Leisure is a registered trademark of Meredith Corporation Travel & Leisure Group All Rights Reserved, registered in the United States and other countries. Travel & Leisure may receive compensation for some links to products and services on this website. Offers may be subject to change without notice. Privacy Policy | Terms of Service | Ad Choices | Your California Privacy Rights | EU Data Subject Requests

Anguilla is most famous for its white beaches, and there are more than 30 of these to choose from. It’s one of the Caribbean’s smaller islands, so you can easily see the whole island if you’re there for a few days. This island is perfect for people looking for a quiet and less touristy Caribbean experience. At the same time, you can find some interesting nightlife here to stimulate you after a day relaxing on the beach.
Went to Fiji for my honeymoon and i don’t think that trip can be topped. We wanted seclusion, privacy and romance and thats what we got. Our bure was 20 feet from the beach where we could relax and maybe see 1 or two people all day. It was incredible. The resort was called Matangi island resort. Great staff, great food…. It’s as close to perfect as you can get.
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.
Went to Fiji for my honeymoon and i don’t think that trip can be topped. We wanted seclusion, privacy and romance and thats what we got. Our bure was 20 feet from the beach where we could relax and maybe see 1 or two people all day. It was incredible. The resort was called Matangi island resort. Great staff, great food…. It’s as close to perfect as you can get.

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.


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)?

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.


Flight Boston - London (BOS - LHR) $303+ Flight New York - London (JFK - LGW) $334+ Flight New York - London (JFK - LHR) $336+ Flight Newark - London (EWR - LHR) $340+ Flight Dallas - London (DFW - LHR) $358+ Flight New York - London (LGA - LHR) $372+ Flight Chicago - London (ORD - LGW) $374+ Flight Newark - London (EWR - LCY) $386+ Flight Chicago - London (ORD - LHR) $387+ Flight New York - London (JFK - LCY) $390+ Flight Newark - London (EWR - LGW) $399+ Flight Washington - London (IAD - LHR) $410+ Flight San Francisco - London (SFO - LHR) $417+ Flight Los Angeles - London (LAX - LHR) $422+
Fabulous site Dave! I am taking my daughter to Greece for 12 days in late May 2017 as a grad gift (yeah I know…, I think my Dad gave me a Timex watch, but I digress) and we are flying into Santorini expecting to spend 5-6 days there then ferrying over to Mykonos (not really sure why?) for a couple days. A couple days there and then flying into Athens for 2-2.5 days to inject some culture into what is otherwise somewhat hedonistic trip. I was wondering, after reading about other islands whether it is worth going to Mykonos. I’d love to go to Crete but it seems to be tough to squeeze that in. The original plan was to go to Istanbul for a couple days but it seems really sketchy right now. So is Naxos a better idea than Mykonos? Should we stay longer in Santorini? Is 2.5 days too much for Athens? Any and all info is appreciated. 

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?

My fiancee and I are heading to Greece in July. We’ve been to Naxos, Paros, Mykonos, and Santorini. This time we plan on being there July 1 to 23. We’re definitely including Milos, and one of Paros or Naxos. Any recommendations for other islands? Any particular ferry routes we should consider? Some “less touristy” islands are a must (for at least one island). We can be lively or very chilled. Thanks and best wishes!

Flight Chicago - New York (ORD - LGA) $91+ Flight Atlanta - Newark (ATL - EWR) $99+ Flight Orlando - Newark (MCO - EWR) $105+ Flight Fort Lauderdale - Newark (FLL - EWR) $114+ Flight Fort Lauderdale - New York (FLL - LGA) $127+ Flight Houston - Newark (HOU - EWR) $138+ Flight Houston - Newark (IAH - EWR) $138+ Flight Chicago - New York (ORD - JFK) $140+ Flight Los Angeles - New York (LAX - LGA) $140+ Flight Dallas - New York (DFW - LGA) $153+ Flight Miami - New York (MIA - LGA) $167+ Flight Atlanta - New York (ATL - JFK) $182+ Flight Chicago - Newark (ORD - EWR) $188+ Flight Los Angeles - Newark (LAX - EWR) $191+ Flight Oakland - Newark (OAK - EWR) $193+ Flight Houston - New York (HOU - LGA) $201+ Flight Dallas - Newark (DFW - EWR) $209+ Flight San Francisco - New York (SFO - LGA) $210+ Flight Oakland - New York (OAK - LGA) $213+ Flight Seattle - New York (SEA - JFK) $217+ Flight Los Angeles - New York (LAX - JFK) $231+ Flight San Francisco - Newark (SFO - EWR) $231+ Flight Ontario - New York (ONT - JFK) $237+ Flight San Francisco - New York (SFO - JFK) $237+

Travel & Leisure is part of the Travel & Leisure Group. CopyRight 2019 Meredith Corporation. Travel & Leisure is a registered trademark of Meredith Corporation Travel & Leisure Group All Rights Reserved, registered in the United States and other countries. Travel & Leisure may receive compensation for some links to products and services on this website. Offers may be subject to change without notice. Privacy Policy | Terms of Service | Ad Choices | Your California Privacy Rights | EU Data Subject Requests
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.

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.
This 80-mile-long island is home to one of the oldest dive operations in the Bahamas. It hosts multiple shallow and deep dive sites, but is most well known for Dean’s Blue Hole, the deepest recorded blue hole in the archipelago at over 600 feet. Friendly turtles and tiny sea horses come to the warm, saltwater pool for a break from the ocean currents, while the coral caves and sand banks on the side of the entrance harbor all types of tropical reef life, from colorful tropical fish to groupers and snappers. The western shoreline of  Long Island has soft, sandy beaches edged with rich green mangroves. With the Atlantic to the east, the island is also a fishing, sailing, and yachting paradise.
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.
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?
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.
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. 

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. 

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?
Argostoli is the capital on the mid-west flank of the island and is not really a destination itself, that moniker falling to the contiguous beach scene running from Lourdata south eastward to Skala. While development might have caught up here by now, it should still be a pleasant beach scene and focus for a relaxing stay. The Melissani Cave on the east coast is a must attraction and while it can be visited on a day excursion from anywhere on Kefallonia the two villages or Agia Efthymia and Poros are low-key ‘resorts’ pulling in a regular crowd of travellers and may warrant a look-in. The port of Pesada (just west of Lourdata) is the home of the local ferry to Zakynthos (Zante).
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.
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.
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.
We are planning our honeymoon in Greece. We can probably take up to two weeks. One of the places we want to go is Santorini. We would like to visit one or maybe two other places if possible. The other places we were looking at are Athens, Mykonos & Crete. Which of these would you recommend with Santorini if we were thinking of visiting 2 or 3 places total?
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 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.
Hey, sailors: In May, the 35th annual America’s Cup heads to the pink-sand beaches of the Great Sound, a prime time for racing enthusiasts. The event’s official hotel partner, The Hamilton Princess & Beach Club, transformed its “pink palace” with new guests suites, exhale spa, a state-of-the-art marina and three new restaurants including celebrity chef Marcus Samuelsson’s new venue, Marcus’. The upcoming Ritz-Carlton Reserve hotel and branded residences plan to open a mega-yacht marina in time for the race, but keep this island on your long-term radar: Michael Douglas and Catherine Zeta Jones break ground on the redevelopment of the famed Ariel Sands resort in 2017.
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)?

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.
×