Travel here is now easier than ever thanks to recent renovations at both international airports. One of Grand Cayman’s first hotel openings in years, Kimpton Seafire Resort + Spa opened in November, with 266 design-centric guest rooms along a 500-foot coral sand stretch of Seven Mile Beach. At the grass-and-teak filled, flip-flop friendly Margaritaville Beach Resort, which will open in early 2017 with 286 guest rooms, kids can cruise down the two-story waterslide and you’ve got a License to Chill at the bar with the same name.

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.
My boyfriend and I will be traveling to Greece on August 1-11th. We have 10 days. Is this a feasible itinerary for a couple in their early 30s who want beach, relaxation, good food, boating, and some history? Fly into Athens have one full day there then fly to Naxos for a day and a half, Milos for 3 nights, then Santorini for 3 nights, then back to Athens for our flight? We chose Milos over Naxos at first, but after reading your blog it seems the beaches in Naxos may be better?
Travel here is now easier than ever thanks to recent renovations at both international airports. One of Grand Cayman’s first hotel openings in years, Kimpton Seafire Resort + Spa opened in November, with 266 design-centric guest rooms along a 500-foot coral sand stretch of Seven Mile Beach. At the grass-and-teak filled, flip-flop friendly Margaritaville Beach Resort, which will open in early 2017 with 286 guest rooms, kids can cruise down the two-story waterslide and you’ve got a License to Chill at the bar with the same name.
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.
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.
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?
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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.
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.
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.
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My husband & I were planning to go on an organized Hiking the Greek Isles tour in May 2017, that we just found out is cancelled. It is our 10 year anniversary so we’d still love to plan a trip on our own for about 2 weeks in length. We are a bit apprehensive because we are from Canada and have never been to Europe before. I have several questions I’m hoping you can help me out with. One, how much should we budget/day for eating out for lunch & dinner? Most of the hotels look like they include breakfast. Two, how much should we budget for ferries? We are considering around 2 days in Athens, 2 days in Tinos, 2 days in Naxos, 3 days in Santorini & 4 days in Crete. Our main goals are seeing the beauty of the Greek islands, getting some physical activity in (walking & hiking), and spending time together. Any input would be much appreciated! Thanks very much! Jennifer
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!
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.

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.
This long and slender island is the most historic of the Out Islands, with the first English settlers arriving back in 1648.  Much of the architecture and way of life was influenced by these British Loyalists. Here you will find some of the island’s luxury resorts, massive coral reefs that create breathtaking backdrops, and miles and miles of beautiful beach that can often be enjoyed all to yourself, with many stretches of sand relatively deserted thanks to their secluded locales. Although Eleuthera is the fourth most populated island in The Bahamas, home to about 11,000, most who live here either fish for bounty or farm the rolling acres of pineapple plantations. The bakeries lure visitors in with their mouth-watering pineapple tarts from the island’s signature crop – Henry Sands homemade bread even won him an invitation to Princess Di’s wedding.
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.
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.
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 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.
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.
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?
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.
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..
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.
U.S. citizens don’t need a passport to explore this trio of Caribbean islands (St. Thomas, St. John and St. Croix). While the 133-square-mile chain has history in spades — Christopher Columbus touched down in 1493 — 2017 marks a banner year as the USVI celebrates its Centennial, with special events (festivals, parades and presumably lots of rum cake) continuing throughout the year. Also historic, Caneel Bay, the 60-year-old, 170-acre escape in St. John’s Virgin Islands National Park founded by environmentalist and preservationist Laurance Rockefeller, just celebrated its diamond anniversary. The property is bringing back the original beauty of its pared-down, 1950s-inspired Scandinavian style.
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.
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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..
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.
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.

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.
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?

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.


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. 😉
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!
Yes, I would agree that 8 or 9 days is too long for Naxos – unless you’re happy sitting at the beach for several of those days. But if you’re looking to be semi-active and explore then you’d be best to add Paros and spend 4/5 days on each. Crete, on the other hand, would be perfect for an 8/9 day road trip. Start in Heraklion (where the ferry arrives from Santorini) head east and then south and finally ending up in the western town of Chania where you can fly up home from.
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.

While you will need a respectable budget, if you give Bermuda a chance you’ll find an island home to some of the most beautiful beaches in all of North America and the Caribbean. The locals are incredibly friendly people and you can find some world-class food here too. To keep you busy, there is tons of snorkeling, some caves to explore, lots of hiking, and tons more!
Hi Dave! I’m planning my honeymoon for early September, starting from Santorini. I’d like to hit Naxos, Paros and finally Milos before returning to Athens. Is this order of islands doable? I’m most concerned about ferries being available to each of the islands, especially Paros to Milos. Are ferries routinely available daily in September? Also, for all these islands would three full days each be too much or not enough? My wife and I aren’t into nightlife, just looking for relaxation, great beaches, beautiful water and amazing food! Thanks!

Java, with a population of 140 million, makes its first appearance on this list. Celebrated for its ancient culture, breathtaking vistas, and UNESCO World Heritage sites like the Borobudur Temple Compounds, the island also offers the opportunity to indulge in modernity (five-star hotels abound). Waterfalls, volcanoes, protected parks, and white-sand beaches also allow visitors to get away from the thrum.
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