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!


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.
Considering your interests (great food, hiking, beaches, nightlife unimportant) then Naxos should definitely be your other island. (And Naxos has many daily ferry connections with both Santorini and Athens.) Also, Athens needs at least one full day to explore so you should drop any thoughts about Delphi or Nafplio. Also, I would look into flights from Athens to Santorini on your night of arrival. If you could get to Santorini that night (and move your day in Athens to the end of your trip) you’d almost gain an entire day and could spend two nights on Naxos.
Fiji is poised for a comeback after 2016’s Tropical Cyclone Winston, the most severe on record. The quintessential Fijian Jean-Michel Cousteau Resort on Savusavu Bay reopened in September with 25 newly thatched houses known as bures. For total seclusion, guests are ferried via seaplane to the remote Kokomo Island, a new collection of 21 bures and five villas on uninhabited Yaukuve Island.

Also, if there are any other suggestions you have in general for Athens and Santorini I would love to hear them. I would like to be able to leave Athens early morning on Day 3 so that we can have almost a full day on our first island. We would like to see as much as we can without feeling like we are running around from island to island the whole time.
We would love your help, we are a party of four 50 plus adults from Australia and never have been too the Greek Island. We’re not sure whether we should be going to naxos or paros , we are there for 4 days and not sure whether just to stay on one island and ferry to the other and if you think possible even a day trip to santorini. Our priorities are culture and history, swimming in beautiful beaches, 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 will be our one big holiday this year as we will be celebrating my 50th birthday while there so want it too be special.
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.
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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?
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+
Located in southern Thailand, this semi-off-the-map island is one of my favorites and the month I spent here remains one of my most fond memories. Here on Ko Lipe, the super-friendly locals bring in the daily catch for amazing seafood, as the island’s water is teeming with life. Accommodation is still basic, and most places turn off the electricity around midnight.
Located just off the coast of Western Sahara in Africa, the Canary Islands are actually a Spanish archipelago and therefore owned by Spain. There are 7 main islands in the Canaries, with each offering something different for the intrepid traveler looking to kick back and enjoy island life. Tenerife is the largest of the islands and has a bit of everything, including one of the largest Carnival festivals in the world each February.
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 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. 

There are 700 islands that make up the Bahamas, which extend 760 miles from the coast of Florida nearly all the way to Haiti. Of course, the majority of those islands are uninhabited, but those who want to visit still have practically an overwhelming number of destinations to choose from. If you’re hoping to truly get away from it all, don’t head to the most popular isles like Grand Bahama, consider one of these instead, then explore some of the country’s other top attractions.
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.
They are packaged tourist places, though not quite in the extreme league of the north coast of Crete, but certainly they look to the ‘managed’ traveller more than the individual. September is a good time, though the start of September is still pretty close to high season and you will need to make bookings in advance. The waters of the Ionian are a bit chillier than the Aegean, but the islands sport some very spectacular beaches and seaside resorts. They are very popular with Italian travellers in their boats and motorhomes.
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?
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.
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?
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.
Located in southern Thailand, this semi-off-the-map island is one of my favorites and the month I spent here remains one of my most fond memories. Here on Ko Lipe, the super-friendly locals bring in the daily catch for amazing seafood, as the island’s water is teeming with life. Accommodation is still basic, and most places turn off the electricity around midnight.

Fiji is poised for a comeback after 2016’s Tropical Cyclone Winston, the most severe on record. The quintessential Fijian Jean-Michel Cousteau Resort on Savusavu Bay reopened in September with 25 newly thatched houses known as bures. For total seclusion, guests are ferried via seaplane to the remote Kokomo Island, a new collection of 21 bures and five villas on uninhabited Yaukuve Island.
Zakynthos is an island of certain extremes: beauty and crass, mass tourism of the worst sort. The islands – like all the Ionian islands is lush and verdant and boasts the now famous ‘shipwreck beach’ (Navagio) that many seek to travel to and swim at. Yes, it’s worth it and numerous excursion boats make the run from ports on the west side of the island. Environmentalists and capitalists clash daggers at Laganas where the mass tourism trade is carried out to the detriment of the Caretta Caretta, or loggerhead turtle that loves the beach as much as British tourists on a binge. Read this page for the background. There is an alternative scene to Laganas at Vasilikos over to the east, but it is much more low-key and less busy.
Hi Dave! One more question, do you know of any resorts with heated pools or private jacuzzis/pools in the room that are heated on islands other than Santorini and Mykonos? Looking for something above 26/27 degrees and can’t seem to find any! Elounda Beach resort said they could heat the private pool but it costs 45 EUR per degree! Hoping you know of another option that would allow us to swim comfortably in Early June. Thank you!!
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.
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.
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.
Close to this island is a little island that provides excellent snorkeling opportunities. You may even spot a few reef sharks. Bathtub-warm water and fine sand beaches kept me here for over three weeks. It will do the same for you. Visit between November and March for the best weather and the fewest people. May through October sees a harsh monsoon season that shuts the island down. The best way to get there is by boat from Pak Bara.

Im here in Vermont and love it here but want more and Im antsy to move in the future. I dont know where to start, but I do know I want a tropical place warm year round. I guess I need a break from this cold weather. I own and operate an herbal shop for I am a Holistic Practitioner , Master Herbalist, Nutritional consultant and much more. Iam looking to relocate my business and myself with my 2 boys!!! Anyone have any locations that I may visit that might be a new future location with a high call for my type of work please oh please let me know. Namaste! Cold here in Vermont!!!!
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.
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).
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.
Located in the middle of the Indian Ocean, the Maldives is a chain of 1,000 islands (200 are inhabited, and only 5 have any substantial population). The country is actually just a series of coral atolls that are barely above sea level. During the 2004 Tsunami, many of these islands were completely washed away. The government has built flood barriers to help lessen the impact of any future tsunamis.
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+
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!
We are two guys in our early 30s, we have 12 days for the Greek Islands. We like to swim, ride bikes, or drive on the islands to explore villages, culture, local life, love to eat local food, rest and have beers on beach, stroll and walk around in evening, etc. We will go to Santorini for 3 nights and select Fira according your suggestions, we are confused for next island between Crete and Naxos. Crete is huge but if we choose Naxos as it’s easy to reach from Santorini than does 8-9 days will be boredom in Naxos? Please suggest what’s best and on which place we should look for accommodation in either island you suggest..
We are having trouble deciding on another island to go to besides Santorini (we both want to go there). I was hoping you might be able to make a suggestion. We are not really into late night partying/night life. We LOVE good food..quite possibly the most important item on our list. We also like to hike, my husband is very into history, we love beer/wine, we could definitely be into in a less populated/touristy type spot. Gorgeous beaches and great views are also a plus.

Hi dave – very cool and informative site! We’re a family of 6 (all adults) traveling to Greece for the first time…and most likely the last time. We’d like to visit some historic sites, but more interested in experiencing Greek life in small towns. Beaches and nightlife are not important. I’m looking to put together a balanced itinerary covering 10 days (11 nights) and had the following in mind:
Zakynthos is an island of certain extremes: beauty and crass, mass tourism of the worst sort. The islands – like all the Ionian islands is lush and verdant and boasts the now famous ‘shipwreck beach’ (Navagio) that many seek to travel to and swim at. Yes, it’s worth it and numerous excursion boats make the run from ports on the west side of the island. Environmentalists and capitalists clash daggers at Laganas where the mass tourism trade is carried out to the detriment of the Caretta Caretta, or loggerhead turtle that loves the beach as much as British tourists on a binge. Read this page for the background. There is an alternative scene to Laganas at Vasilikos over to the east, but it is much more low-key and less busy.
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+
They are located north of Australia and east of Bali and offer stunning tropical scenery, a remarkable history, friendly villages, and some of the globe’s most pristine, biologically diverse coral reefs. The only way to reach them is to island-hop the Indonesian archipelago by small planes, ferry services, or eco-friendly cruises for serious divers but it is more than worth the trouble.
Considering your interests (great food, hiking, beaches, nightlife unimportant) then Naxos should definitely be your other island. (And Naxos has many daily ferry connections with both Santorini and Athens.) Also, Athens needs at least one full day to explore so you should drop any thoughts about Delphi or Nafplio. Also, I would look into flights from Athens to Santorini on your night of arrival. If you could get to Santorini that night (and move your day in Athens to the end of your trip) you’d almost gain an entire day and could spend two nights on Naxos.
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Culebra Island is beautiful. I just got back to Canada from Puerto Rico. I was there for a month. I loved Culebra so much I went back twice. On my second trip I spent two nights camping at Playa Flamenco. I paid $20 USD per night for a sweet little camping spot (section E). I saw turtles, amazing, colourful fish and met some wonderful people. The snorkelling was okay in terms of being able to see under water but the reefs are not healthy. There was plenty of coconut to pick to drink the water inside and eat the meat. I found passion fruit, mangoes (not ripe), almonds (not ripe) and another really weird looking fruit I don’t know the name of. While I didn’t enjoy the main island of Puerto Rico as much as I’d hoped, I would go back to Culebra if the opportunity ever arose. I made some friends (Perri and Hector–owners) at a little place in town called, “Aqui Me Quedo” who I will never forget their kindness and hospitality.
We are wanting to hit 3 islands and have narrowed it down to Corfu, Crete, and Santorini. I was feeling pretty good about this but I haven’t seen a lot of hype for Corfu. I was thinking it would be more unique as compared to the other 2 with its proximity to Italy and Turkey and Albania. Am I missing something, do you have any insight you could provide, please?
Unlike its luxurious Caribbean neighbors, here you’ll only find more budget-friendly hotels and guesthouses. Everything needs to come by ship or airplane, so it’s not super cheap. However, since no non-natives can own property there is no influx of overdevelopment, keeping the island simple but beautiful. For a more rustic, non-touristy getaway, this might be the island for you!
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 think that’s a great plan. Santorini is a must and Milos and Naxos are two islands that have both great beaches and lots to do and see away from the beach. Renting a car and exploring the interior villages of Naxos is a must-do and so is a boat tour around Milos. If you’re willing to cut Athens to 2 days, I would recommend Santorini 5 days, Milos 3 days, Naxos 3 days, and Athens 2 days.
Jamaica attracts travelers of many different types. Some come to see the amazing flora and wildlife, including many exotic species of birds. Others come to experience the famous Reggae music scene, which had its birthplace on this island. Others are drawn to the many great deals available on Jamaica, especially when it comes to all-inclusive resorts. Finally, many golfers come to Montego Bay, known for having the best golf courses in all of the Caribbean.

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.
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