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.

The Ionian Islands are a quite different entity to the more familiar Aegean islands. There are in effect only seven of them plus a sprinkling of satellite islands that make for a very enjoyable package. They are different from the point of view of flora – they are greener and less barren than their Aegean cousins and they share a different history to the rest of Greece and the other islands, having absorbed much Venetian and Italian influences over the years. This is particularly apparent in the Old Town of Corfu where you could be forgiven for thinking you might be somewhere in Italy.


I’m hoping you can help myself and a friend decide where to go. We are hoping to go away around mid August for 10 days-2 weeks. We’re looking for a sunny place and beaches to tan and relax during the day, with some big nightlife and a good strip (the odd daytime activity maybe too). However we are in mid 20s so want to go somewhere with the same age group or older. I’ve been to Zante and although it was super fun at the time (I was about 18) and loved having the strip etc, just don’t want to be the older people there anymore! Money is also fairly tight, so nothing too expensive (was thinking santorini maybe before hearing the price along with it).
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.
Be cautious with Santorini and kids. Some hotels don’t do kids (check carefully) and not all hotels are suitable for kids along the caldera lip. Many steps, confined spaces and other guests who don’t actually want to hear kids … Here’s an idea – look for a child-friendly hotel (perhaps on the beach at Perissá) and base yourself where the kids will like it and then take them to the caldera scene. There are a couple of child-friendly hotels on the Caldera, but they get booked very early in the year. 

It’s rare to have a sizeable international airport just minutes from the main attractions of a place, but Las Vegas has always been a place to break the rules. Its airport handles flights from all over the world, and it’s just 2 miles from the Strip. Free shuttle services and an onslaught of taxis await to whisk you to your hotel. Minutes later, when you’re out exploring, there are numerous ways to get around. It can often be quicker to walk between casinos especially when the traffic’s gridlocked, but taxis and buses ply the Strip and surrounding areas too.
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. 😉
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.
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.
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.
Have just discovered your blog today and love it! I am a student from NZ and want to travel to somewhere fantastic next year for a few weeks to get away from the hussle and bussle of study and work. Originally thought Thailand would be fantastic, and I see you agree with me here so great! But I also did not realise Bali was also so cheap. For a first trip overseas for a poor student (apart from Aus), where would you recommend? Bali or Thailand?
Remote and unspoiled Crooked Island has little in the way of tourist facilities, but it does boast gorgeous beaches, bat caves and flamingos, and also serves as a turtle nesting spot. One of the four islands that form an atoll hugging the striking shallow waters of the Bight of Acklins, it hasn’t much changed since Columbus sailed down the leeward side through the narrow Crooked Island Passage. There are miles of untouched, white powdery sands, coral gardens, limestone caves and cliffs, remnants of slave and cotton plantations, ancient churches, fortifications and mangrove-lined waterways.
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.
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.
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)?

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.
The Caribbean has some of the most beautiful vacation destinations in the world. This makes it popular with tourists worldwide. Many people, however, have trouble deciding which island to visit. Although it may seem that every Caribbean island is equally desirable and perfect, the fact is there are significant differences among them. Let’s look at the top ten Caribbean islands and what type of traveler each is best suited for.
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.
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..
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!
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.
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!!
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. 

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.

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?
Remote and unspoiled Crooked Island has little in the way of tourist facilities, but it does boast gorgeous beaches, bat caves and flamingos, and also serves as a turtle nesting spot. One of the four islands that form an atoll hugging the striking shallow waters of the Bight of Acklins, it hasn’t much changed since Columbus sailed down the leeward side through the narrow Crooked Island Passage. There are miles of untouched, white powdery sands, coral gardens, limestone caves and cliffs, remnants of slave and cotton plantations, ancient churches, fortifications and mangrove-lined waterways.
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.
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.
It’s best to visit Greek islands within the same group. For example, I wouldn’t recommend visiting Corfu and Santorini on the same trip as they’re on opposite sides of the country. Instead, visit islands in the same island group: the Cyclades, the Sporades, the Dodecanese, the Ionian, the Saronic, and the Northeastern Aegean. For one, they’re close to each other. And two, they have frequent ferry connections with each other. For first time visitors to Greece, the Cyclades make the most natural and convenient introduction.
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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.
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.
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. 😉

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.


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!!!!
Have just discovered your blog today and love it! I am a student from NZ and want to travel to somewhere fantastic next year for a few weeks to get away from the hussle and bussle of study and work. Originally thought Thailand would be fantastic, and I see you agree with me here so great! But I also did not realise Bali was also so cheap. For a first trip overseas for a poor student (apart from Aus), where would you recommend? Bali or Thailand?

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.
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.
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.
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!
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.
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+
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. 

– Any advice on where to go after for around 5 nights? Back to Naxos (we didn’t really move from the town last year unlike in Paros where we rented a car and saw the whole island)? What about Folegandros? Tinos? Milos? We would like somewhere with a nice town to walk around, upmarket, more couple less family, nice bars and things to see during the day bit also nice beaches etc?
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.
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.
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.
Hi, Dave! My husband and I will be going to Greece 8/26 – 9/4. We are flying into and out of Athens for cost efficiency. We really want to see Navagio Beach on Zakynthos for a day, and we realize this will likely be an overnight trip, or even 2 nights depending on the travel options. What is the best way to get from Athens to Zykanthos? What is the best way to get from Zakynthos to Santorini? Or is it best to just go from Zakynthos back to Athens and then to Santorini? We are trying to avoid additional flights but realize we may have to fly from Zakynthos to Santorini.
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.
The next big island north is Corfu, the grandmother of all holiday packaged islands, but with plenty of other individualized retreats. Arguably the prettiest of all the islands, it is lush, green and clean though it can get a bit cluttered in high Summer. Pretty well all the options you want are on offer, but the best hikes and ramblings are to be had away from the central east coast. Author Gerald Durrell chose well in Corfu: his famous White House in the north-west of the island is at the little seaside village of Kalami.
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.
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.
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. 

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.
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.
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.
I need to finalize plans for a mid-June trip, looking to stay 9-10 nights. Traveling with my wife and two sons (24 and 16). Definitely want to go to Santorini, Mykonos and Athens. Was considering 3 nights at each, but after reading on your site, I am thinking about stealing a night from Athens and spending 2 nights at Naxos. We want to see the major sights in Athens, can we do that in a day? Any comments on the itinerary given our group is welcome.
Hi, Dave! My husband and I will be going to Greece 8/26 – 9/4. We are flying into and out of Athens for cost efficiency. We really want to see Navagio Beach on Zakynthos for a day, and we realize this will likely be an overnight trip, or even 2 nights depending on the travel options. What is the best way to get from Athens to Zykanthos? What is the best way to get from Zakynthos to Santorini? Or is it best to just go from Zakynthos back to Athens and then to Santorini? We are trying to avoid additional flights but realize we may have to fly from Zakynthos to Santorini. 
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