Last updated August 2026 After visiting over twenty Greek Islands, I still maintain that Milos, Greece is one of the most picturesque islands you’ll ever see. Between the unforgettable beaches (if you haven’t checked out photos of the ‘moonscapes’ of Sarakiniko Beach, check them out ASAP), delicious fresh seafood, and quaint downtowns, it’s truly a slice of paradise. Milos has…
Read the PostLast updated August 2026 Astypalea landed on my radar about five years ago, and I’ve been wanting to visit it ever since. Its unusual butterfly shape lends a different feel to the island, creating a unique set of beaches and a breathtaking hilltop Chora with views stretching across both wings of the island. Astypalea has been called the Santorini of…
Read the PostI’ve been to the Cotswolds a number of times now, and each trip has looked completely different depending on where I chose to stay. The first time, we prioritized the location rather than the property itself, choosing to stay within optimal distance of Castle Combe and Bibury. The second, I stayed at a cozy inn with a pub downstairs that…
Read the PostSifnos is becoming one of the most talked-about islands in the Cyclades, and it’s easily one of the most family-friendly Greek Islands I’ve been to. The food scene alone is enough to put it on the map (it’s long been known as Greece’s ‘foodie island’) and the restaurant quality here would hold its own against some major cities. But what…
Read the PostSerifos doesn’t show up on most people’s Greek Islands shortlist, and that’s exactly what makes it worth visiting. While nearby Sifnos and Milos continue to gain popularity, Serifos has remained the slow island alternative: rugged, unhurried, and low-key. It’s the kind of island where the beaches shift from wild and windswept to perfectly calm depending on the day. What originally…
Read the PostUpdated for 2026. After months of nonstop travel since leaving Amsterdam in July, we finally made it to Greece! With a week in Paros already booked for September, we added Milos to our itinerary to celebrate our 1-year wedding anniversary. Here’s everything you need to know about our experience Greek island hopping in the idyllic Cyclades islands. First Things First:…
Read the PostUpdated for 2026 with additional island & hotel recommendations, travel tips and planning advice. Summer is right around the corner and it seems the Greek Islands are on everyone’s radar! One of the most common questions I’m receiving lately is how to choose which Greek Island to visit. It’s important to note that there are actually over 6,000 Greek Islands,…
Read the PostLast Updated May 2026 The Cook Islands is my go-to recommendation anytime someone asks me about a tropical getaway. There is something so special about experiencing a destination so beautiful with so little crowds. From the crystal clear turquoise water of Aitutaki to the tropical jungles of Rarotonga, a getaway in the Cook Islands is what a tropical vacation should…
Read the PostIf you’re looking for things to do on Santorini, where to stay, how to get there – or trying to determine which Greek Island to choose for an upcoming trip, then this travel guide should have you covered. Last updated February 2026 Santorini is truly one of the most breathtaking destinations in Greece. As a volcanic caldera with a unique…
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