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?
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.

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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’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!

my Name is Julie. for those of view who have never visited tahiti you are seriously missing out. its beautiful and wild and the people are so nice and the weather is great. we got to eat a giant freshly caught tuna and had a big cook out wih tahitian dancers who tell a story about their islands and history. if your looking for paradise tahiti is it do not forget the passports though. you go out and watch the golden sun dance on the water as you watch it set for the night as it gently washes away the stress of busy cities that we live in. i can’t wait to go back what an adventure yahoo!
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.
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.
Flight Detroit - Orlando (DTW - MCO) $61+ Flight Houston - Orlando (HOU - MCO) $73+ Flight Houston - Orlando (IAH - MCO) $73+ Flight Washington - Orlando (BWI - MCO) $79+ Flight Philadelphia - Orlando (PHL - MCO) $83+ Flight Chicago - Orlando (ORD - MCO) $87+ Flight Denver - Orlando (DEN - MCO) $89+ Flight Hartford - Orlando (BDL - MCO) $95+ Flight Washington - Orlando (DCA - MCO) $97+
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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?
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.
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.
Thank you for putting together such a great site. My husband and I are planning a trip to the Islands in May – neither of us have been and, honestly, have no idea where to even start putting together an itinerary. We have at least 14 nights to spend there (and may be able to push that to 17). I’m in my early 30s, my husband’s in his early 40s. Our priorities are culture and history, swimming, 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 is probably our one big holiday this year so while the budget is more mid-range than sky-high, we can push it a bit for the right places or experiences. We’re happy to take in quite a few islands, or with a mix of longer and shorter stays.
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.
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.
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.

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?
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.
These little coral islands are surrounded by excellent diving, snorkeling, and white sand beaches, and are filled with friendly locals. Private resorts litter the islands, and a vacation here is also very pricey. Luckily, Bangkok Airways offers cheap flights to and from Thailand. The best time to go to the Maldives is from November to May, when the weather is cool and dry. June through October sees wetter and hotter weather due to the monsoon season.
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