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.

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.


To sum up: a lot depends on your own stamina because island hopping means packing and unpacking, getting on and off buses and ferries. Limit your choice of islands to perhaps one or two less than you think you can manage. Maximise transport links to avoid backtracking or port-transferring and since you are traveling high season be aware that you will usually need bookings ahead at most places. It is possible to turn up on an island and not find a place to stay or have to make do with a third-rate option.
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.
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.
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!

For the full throttle, utterly extravagant Las Vegas experience, it has to be the Strip. You’ll stay in a grown-up wonderland, in opulent, palatial surroundings, and there is nowhere else on earth with nightlife and entertainment like this. Plus, when it gets too much, you can simply retreat to your suite within a few minutes. If you’d like to be close to the action, but without the full force of the Strip’s frenetic nature, stay East or West of the Strip. Here, you’ll find some smaller boutique and budget hotels, and you’re still in easy reach of all the main attractions.


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
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.
Flight Boston - London (BOS - LHR) $303+ Flight New York - London (JFK - LGW) $334+ Flight New York - London (JFK - LHR) $336+ Flight Newark - London (EWR - LHR) $340+ Flight Dallas - London (DFW - LHR) $358+ Flight New York - London (LGA - LHR) $372+ Flight Chicago - London (ORD - LGW) $374+ Flight Newark - London (EWR - LCY) $386+ Flight Chicago - London (ORD - LHR) $387+ Flight New York - London (JFK - LCY) $390+ Flight Newark - London (EWR - LGW) $399+ Flight Washington - London (IAD - LHR) $410+ Flight San Francisco - London (SFO - LHR) $417+ Flight Los Angeles - London (LAX - LHR) $422+
– 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?
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.

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:
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. 

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.
Flight Oakland - Los Angeles (OAK - LAX) $55+ Flight San Francisco - Los Angeles (SFO - LAX) $91+ Flight San José - Los Angeles (SJC - LAX) $91+ Flight Houston - Los Angeles (HOU - LAX) $106+ Flight Houston - Los Angeles (IAH - LAX) $106+ Flight Dallas - Los Angeles (DFW - LAX) $123+ Flight Chicago - Los Angeles (ORD - LAX) $125+ Flight Seattle - Los Angeles (SEA - LAX) $125+ Flight Portland - Los Angeles (PDX - LAX) $137+ Flight New York - Los Angeles (LGA - LAX) $140+ Flight Orlando - Los Angeles (MCO - LAX) $163+ Flight Minneapolis - Los Angeles (MSP - LAX) $165+ Flight Detroit - Los Angeles (DTW - LAX) $166+ Flight Washington - Los Angeles (BWI - LAX) $173+ Flight Atlanta - Los Angeles (ATL - LAX) $178+ Flight Fort Lauderdale - Los Angeles (FLL - LAX) $178+ Flight Philadelphia - Los Angeles (PHL - LAX) $187+ Flight Newark - Los Angeles (EWR - LAX) $191+ Flight Boston - Los Angeles (BOS - LAX) $197+ Flight Raleigh - Los Angeles (RDU - LAX) $199+ Flight Chicago - Los Angeles (MDW - LAX) $201+ Flight Washington - Los Angeles (DCA - LAX) $204+
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.
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+
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?
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.
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 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+

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’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).

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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.
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.
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!!!!
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!

The state appears on many travel hot lists for 2017, especially thanks to Georgia’s quirky, craggy coast that threads throughout a chain of barrier islands — the most idyllic of which may be at the private resort community of Sea Island, with its five-mile stretch of coastline. Historic Mediterranean-style hotel The Cloister recently added 63 rooms, making it the perfect home base for spa-going, golf and even seeing the sea turtles nest.
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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