To island-hop some of the most beautiful havens in the world, book a trip to Asia, which lays claim to six of this year’s top 15 destinations. But if you only have a week, you’ll hardly suffer. Each of the islands on this list is worth a visit on its own, from the perennial World’s Best list-makers Maui and the Galápagos to Portugal’s rising star, the Azores, with its friendly locals and awe-inspiring landscapes.
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.
You seem to have your heart set on Zakynthos but I have to say it’s not a good use of time for a sort-of overrated payoff. Your time is much better spent (in my opinion) seeing another Greek island in the cyclades (maybe taking a ferry to Naxos or Paros sitting outside on the deck drinking a bottle of wine) rather than taking a bus and connecting flights. Zakynthos and Santorini/Mykonos are on opposite sides of the country and the only way from one to the other is by flying (or some combination of bus and ferry). So, my recommendation is to consider spending those Zakynthos days in Naxos, Paros, Milos, or some other Cycladic island.
Flight Denver - Chicago (DEN - ORD) $79+ Flight Houston - Chicago (HOU - ORD) $91+ Flight Houston - Chicago (IAH - ORD) $91+ Flight Boston - Chicago (BOS - ORD) $97+ Flight Dallas - Chicago (DFW - ORD) $97+ Flight Minneapolis - Chicago (MSP - ORD) $97+ Flight New York - Chicago (LGA - ORD) $97+ Flight Washington - Chicago (BWI - ORD) $101+ Flight Atlanta - Chicago (ATL - ORD) $108+
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.
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+
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.
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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.
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. 

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.
Also heralded for its seclusion — as well as its beaches, diving, and mountainous beauty — is Indonesia’s Lombok, an island just east of Bali that one reader dubbed “Romance Island.” In fact, Indonesia seems to have the joys of island life down to a science, laying claim to the top three spots people most enjoy visiting. Read on for the full list of 15 winners.
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..
The Strip is where all the Las Vegas magic happens. Beyond the iconic welcome to Las Vegas sign, the world’s biggest hotel-casinos dominate the view as far as the eye can see. Among thousands of square feet of utter extravagance, Bellagio’s Casino asserts itself as king. Pause at the Fountains of Bellagio, which leap to light and sound shows with typical Vegas showiness. Once you enter this palatial complex, you’ll be lost in a world of glittering lights, jingling slot machines, and stellar shows. Competing with Bellagio in the dramatic stakes is the Colosseum at Caesars Palace, a flamboyant theater which embodies the hotel’s Roman theme, and it hosts the Strip’s biggest entertainment shows. When you need a change of pace, head out of town. Red Rock Canyon is just outside Las Vegas. This Martian-like formation of hulking, copper-hued rocks is nature’s spectacular answer to the man-made wonders of the Strip.
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.
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.
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.
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.
Comfortable accommodation in May for 2 persons can be found for between €40 and €80 per night. A meal for two that includes a starter, two main meals, salad and a litre carafe of local wine will cost you around €25-35. This can vary widely depending of level of establishment you eat at. A cheap vegetarian dish (pulses or vegetable) will set you back by no more than €5-6 a plate. If you get your breakfast included at the hotel, that is good because breakfast can add another €15 for the two of you per day.
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.
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.
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 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?

As a starter to explore ferry services, go to the Ferryhopper.com and punch in your route searches. Note: air travel between islands is not generally good. Air travel is normally only feasible between Athens (or other mainland destinations) and the island in question. Some exceptions do exist – Rhodes Kastellorizo, Kos-Leros-Astypalaia, Thessaloniki-Limnos-Ikaria etc. but again you will need bookings weeks in advance.


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.

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. 

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 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..
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 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?
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 husband and I are heading to Greece in July this year. We fly into Athens and then are connecting to Samos where we are meeting up for a friend’s 50th birthday celebration. We have 4 nights here and then another week to explore some other islands. We would love to visit Santorini although I know it is not close to Samos so not sure if that is the best option? We thought about Paros or Naxos for 3nts, and then Santorini for another 3nts. Then fly back to Athens and spend a couple of days here before we head for Dubrovnik. Do you know if there are ferries between these Island points and would that be the best use of our time? I guess we don’t want to waste too much time travelling between points! We are just playing around with ideas at the moment as Samos is the only part set in stone. Open to any suggestions as this is my husband’s first trip to Greece and my last trip here was with my parents about 35 years ago!
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 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. 

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.
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?
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