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.
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.
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.
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.
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. 

Hawaii’s biggest island has everything you could ever want to do and more. But what separates it from the other islands is Volcano National Park. Explore volcanoes, climb through old lava tubes, and watch as new lava oozes into the ocean. Then there are all the waterfalls on the island, too. Big Island has it all. I mean it’s Hawaii — how could you go wrong?!
Under a constellation of dazzling lights, the Strip throngs with glamorous folk and star-struck visitors. The Eiffel Tower is illuminated against the night sky, boats punt along Venetian canals, and the roulette tables heat up with anticipation. Las Vegas is the city of fantasy, where dreams are realized and where fortunes are lost and won. It’s bold, brash, and it doesn’t hold back – you have to surrender to this exhilarating city and let it do with you whatever it desires.
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.
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.

The Abacos is situated in the Northern Bahamas, made up of its own 120-mile-long island chain, with Great Abaco Island and Little Abaco serving as the “mainland,” and a string of barrier islands separating them from the Atlantic. Known as the most accessible of the Out Islands, this family-friendly destination boasts white and pink sandy beaches as well as the four national parks, where parrots, orchids and all types of exotic marine life can be spotted. Seeing the famous swimming island pigs makes a visit to this archipelago and especially unforgettable experience. One of the most popular attractions in this remote region, you can see them adorably lounging on the beach, soaking up the Bahamian sun and treading through the clear azure waters. There are also villages that seem locked in another time, turquoise flats, spectacular coral reefs, untouched forests and uninhabited cays, all waiting to be explored.
Under a constellation of dazzling lights, the Strip throngs with glamorous folk and star-struck visitors. The Eiffel Tower is illuminated against the night sky, boats punt along Venetian canals, and the roulette tables heat up with anticipation. Las Vegas is the city of fantasy, where dreams are realized and where fortunes are lost and won. It’s bold, brash, and it doesn’t hold back – you have to surrender to this exhilarating city and let it do with you whatever it desires.
Panama is an underrated destination in Central America, including the San Blas Islands. This is a popular spot for sailing and boat tours, though there are also some resorts in case you’re looking for a more luxurious stay. Generally, the islands are quite rustic and make for a great off-the-grid island getaway. There are tons of beautiful spots for good sailing, diving, and snorkeling.
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?
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. 

Cat Island is one of the least frequented and the most beautiful of all the Bahamas out-islands. While it offers outstanding diving off its south shore, this remote island has hardly been touched by tourism, making it ideal for those seeking the ultimate in peace, and unchartered territory. Every inch is perfection, from the weather to the sand, and it even boasts an eight-mile stretch of pink sandy beach. It’s also managed to retain its authentic island flavor, with ripsaw music and Obeah religious practices still surviving. A clear lake known as “Boiling Hole,” is not only home to a legendary sea monster due to tidal conditions that cause “mysterious” burps and bubbles, it’s an excellent place to watch for baby sharks, rays and all sorts of birds that nest along the mangroves that surround it. The island is home to a number of historic landmarks too, including churches, plantation ruins and old buildings, while Griffin Bat Cave was once a hideout for slaves.
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.
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.
Hi everyone.Went back home (seychelles)for 7 weeks,it was amazing!Just the island way of life(no stress),the weather,the families,creole food especially the fresh fish and of course the beautiful beaches with amazing sceneries.You need to get off the main road sometimes to see the secluded beaches,Some beaches can be seen while driving.My favourite is ANSE ROYALE where i grew up,ANSE PARNEL,PETITE ANSE,ANSE COPRA,ANSE TAKAMAKA,L’INTENDANCE,AND OF COURSE PORT LAUNAY.I also went on PRASLIN AND LA DIGUE ISLAND(WOW)it blew me away.I left seychelles at 17,missed so much,one thing for sure i will be back(hopefully for good one day)THANK YOU
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.

Hawaii’s biggest island has everything you could ever want to do and more. But what separates it from the other islands is Volcano National Park. Explore volcanoes, climb through old lava tubes, and watch as new lava oozes into the ocean. Then there are all the waterfalls on the island, too. Big Island has it all. I mean it’s Hawaii — how could you go wrong?!

My husband and I are planning a trip to Greece in late May/early April. We already plan to spend a few nights on Santorini, and are trying to choose one other island to pair with it (will have 3 nights on other island). We are in our late 20s and are more interested in outdoors (hiking, exploring, beaches, boat trips). I’d like to keep travel time to a minimum, so I have been looking at the closer islands – Milos, Paros, and Naxos. Do you have any recommendations or thoughts on a good island to pair with Santorini?


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. 

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.
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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.

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.
Under a constellation of dazzling lights, the Strip throngs with glamorous folk and star-struck visitors. The Eiffel Tower is illuminated against the night sky, boats punt along Venetian canals, and the roulette tables heat up with anticipation. Las Vegas is the city of fantasy, where dreams are realized and where fortunes are lost and won. It’s bold, brash, and it doesn’t hold back – you have to surrender to this exhilarating city and let it do with you whatever it desires.
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.
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 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.
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!!!!

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?

Another South Pacific island group (see a pattern here?), the Cook Islands are pretty far off the map. OK, not too far, but they are considerably less visited than some of their neighbors. These tiny islands are named after James Cook, the intrepid man who discovered them. With few amenities, this is the best place to find your inner castaway and escape modern life. The islands see similar weather to the rest of the area, with temperatures hot and humid all year round.

You know those pictures you always see of tropical bungalows in the water? That’s Tahiti. The name has long been synonymous with tropical paradise. One of the biggest honeymoon destinations in the world, Tahiti offers pure paradise and a lot of romance. Here you can relax in the sun, scuba dive, enjoy fine seafood, and take a morning dip right from your bungalow.

Glad to see you mentioned the Cook Islands – my husband and I went to Rarotonga for a week in 2008 and fell in love with it – can’t wait to someday bring our kids back there – they would love it, too! Very few people have actually heard of the Cooks, or know where they are, and while I like the “secrecy” of it, I wish more people would visit! Currently there are only 1-2 flights/week from the US – makes planning trips there a bit tougher!We only took a day trip to Aitutaki because of time, but it was probably the most beautiful place I’ve ever been. Glad to see you agree!
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.
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