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.
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 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. 

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.
I’m sorry if you covered this in another part of your site, (either I’m technically challenged or there just isn’t a search function for your site) but I’m curious about Corfu. From what I can tell, you mentioned it once in your site under your post about best beaches. The Paleokastritsa area is something that has caught my attention for a while and is on my list, and then I saw pictures of Nissakids Bay and that looked kind of amazing.
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?
Those are 3 great islands. Corfu is much more green than Crete and Santorini and does have a different feel (more Italian but it’s no where near Turkey). The trouble with doing all 3 is that Corfu is on the opposite side of Greece from Crete and Santorini so you’d need to fly via Athens. It’s better for most people to visit another Cycladic island (Naxos, Paros, Milos, Folegandros) instead of splitting up their trip between the two sides of the country.
Transport between the three islands relies on local ferries and these are unsophisticated ‘landing-craft’ style boats that do little more than ferry passengers and vehicles in Spartan comfort, but they are very functional and vital to the inter-island communication. There is plenty of on the ground support excursions and infrastructure and the islands are well-used to tourism; the only exception is that travellers will need to use a bit of independence in getting between the islands.
Transport between them can be patchy, but a new service linking Zakynthos with Corfu which started this year now brings all the islands (bar Kythira) together. Zakynthos is otherwise linked to Kefallonia with an old-style open deck ‘slipper’ ferry; Kefallonia includes Ithaki on its local small ferry route to Nydri on Lefkada. There is no link (except for the new service) from Lefkada to Paxi/Corfu. Corfu has links to Paxi and its little know satellite islands just to the north. Kythira has an airport with flights to Athens and ferries to Crete (Kissamos) and the Peloponnese (Gythio, Kalamata, and Neapoli).
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!
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.

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 !!!!!


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.
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.
This small island isn’t quite as popular as some of its neighbors, and many visitors consider that a good thing. Vieques is perhaps the best Caribbean island for truly getting away from it all. It has fewer than 10,000 inhabitants, giving it a bit of a deserted island look. The island is a popular honeymoon destination and it’s also a favorite of eco-tourists, who are drawn to the protected area known as Mosquito Bay.
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.

Those are 3 great islands. Corfu is much more green than Crete and Santorini and does have a different feel (more Italian but it’s no where near Turkey). The trouble with doing all 3 is that Corfu is on the opposite side of Greece from Crete and Santorini so you’d need to fly via Athens. It’s better for most people to visit another Cycladic island (Naxos, Paros, Milos, Folegandros) instead of splitting up their trip between the two sides of the country.
For the full throttle, utterly extravagant Las Vegas experience, it has to be the Strip. You’ll stay in a grown-up wonderland, in opulent, palatial surroundings, and there is nowhere else on earth with nightlife and entertainment like this. Plus, when it gets too much, you can simply retreat to your suite within a few minutes. If you’d like to be close to the action, but without the full force of the Strip’s frenetic nature, stay East or West of the Strip. Here, you’ll find some smaller boutique and budget hotels, and you’re still in easy reach of all the main attractions.
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.
I’m traveling to Greece for the first time, and I’m so fortunate to be staying for about 9 weeks (peak season, unfortunately, I’m an educator and it’s summer!). I have ample time planned in Athens, and the Peloponnese (with rental car). Here’s where I need some help and suggestions. I have 5 weeks saved for the islands and I’m still trying to figure out how to spend them. I’m not sure if I’d like to cover just a few islands and soak them in a bit deeper with longer stays…or to travel at a quicker pace covering several islands in each main area (the Cyclades, Ionians, Crete-Rhodes Dodecanese, Eastern Islands) I’m an easy traveler and enjoy diversity. I crave spending time with locals and interacting with families – home stays at times, I enjoy the water and I’m an avid diver, I like hiking and exploring. Also, want to perhaps relax a bit – food/wine tasting welcomed). I’m excited about the trip and my ideas are racing all over. Do you have some ideas and suggestions to share? A rough sketch itinerary for Greece? Thanks so much!

I’m sorry if you covered this in another part of your site, (either I’m technically challenged or there just isn’t a search function for your site) but I’m curious about Corfu. From what I can tell, you mentioned it once in your site under your post about best beaches. The Paleokastritsa area is something that has caught my attention for a while and is on my list, and then I saw pictures of Nissakids Bay and that looked kind of amazing.

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.

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.


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.
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.
You’d have to check the schedule for your specific dates but I think Santorini then Milos then Paros then Naxos and Athens would probably be the best order. 3 days in each sounds great. Or a small tweak: 2 days in Milos and then 4 days in Santorini (splitting time between 2 of the 4 caldera towns) or even 4 days in Paros (splitting time between Naousa and Parikia).
Hi Dave, going to Greece in September from the 3rd to 18th. Paros and Milos are pretty much decided but we are not sure about adding a 3rd island. We arrive in Athens early in the day from an overnight flight so will be jetlagged. My husband is staying on for an additional week near Thessaloniki. We have already visited Athens, Aegina, Crete, Santorini, Mykonos, Paros, and Rhodes. My husband isn’t really a beach person and I love the beach so we do need a mix of things to do. We are pretty fit and enjoy being Active. Great restaurants are a must. Any suggestions?
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