Every Greek Island has a personality. Which one is yours? FIND MY ISLAND (60 seconds)

Your Next Trip Awaits.

Destinations and guides, organized just for you. Think of this page as a source for inspiration you can return to whenever you’re planning your next getaway!

Know where you’re headed? Get there now.

filter by

Duration or Season

filter by

Trip Type

filter by

Keyword

Kimolos Day Trip Guide: Best Beaches, Food & Local Spots

Kimolos is a welcome escape from the beautiful but often crowded beaches of Milos. Think of Kimolos as Milos’ quieter neighbor: everything here moves a little slower. The vibe of the people, restaurants and towns reflects that. The beauty of the beaches here is underrated. Some feel relatively untouched, while others have that relaxed, boating vibe where local fishermen still…

Read the Post
15 Photos
| Travel Guides

How To Get From Milos to Kimolos (By Ferry)

Getting from Milos to Kimolos is one of the easiest journeys in the Cyclades. There’s no pre-booking involved, so you can decide to make the day trip the morning of, and be standing on Kimolos less than an hour later. As Milos continues to grow in popularity, Kimolos is a welcome escape to enjoy beaches and authentic village life without…

Read the Post
8 Photos
| Travel Guides

New England Fall Road Trip: 7 Days in Vermont & New Hampshire

After relocating back to the U.S. a few years back and settling into our new home base in Connecticut, we planned a number of long weekend trips to visit different parts of New England. Some of my favorites included a visit to Vermont’s most charming towns in winter, a long weekend exploring the Berkshires in Massachusetts, and a family-friendly getaway…

Read the Post
34 Photos
| Travel Guides

Where To Stay in Milos, Greece: Best Areas, Hotels & Airbnbs

Milos might be the most dramatic island in the Cyclades, and one of the most unique in terms of experience depending on where you choose to base yourself. Between the lunar-white cliffs of Sarakiniko, the red rocks of Firiplaka, the bustling center of Plaka, and the colorful fishing villages tucked into hidden coves, your visit can feel completely different based…

Read the Post
22 Photos
| Accommodation, Travel Guides

The Complete Milos, Greece Travel Guide

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 Post
44 Photos
| Travel Guides

Where to Stay in Naxos, Greece: Best Areas, Hotels & Airbnbs

Naxos isn’t the first island that comes to mind when people ask me to name a beautiful, authentic Greek island, though it has plenty to offer on both fronts. It’s often labeled the “family-friendly” island, or the greenest of the Cyclades, and I understand why. It has more long stretches of sandy beach than most islands I’ve visited, and it’s…

Read the Post
29 Photos
| Accommodation, Destinations

Astypalea Travel Guide: Where to Stay, Eat & Swim

Last 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 Post
38 Photos
| Travel Guides

The 7 Best Photo Spots in the Cotswolds (With Maps + Timing Tips)

The Cotswolds has no shortage of beautiful villages, and some spots are worth making the journey for that one iconic view. Whether you’re a photographer, a content creator, or someone who just wants to know exactly where to stand and when to show up, this guide is for you. These seven locations are the most photogenic spots in the Cotswolds,…

Read the Post
35 Photos
| Travel Guides

Cotswolds, England: 7-Day Itinerary for First-Time Visitors

I’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 Post
33 Photos
| Destinations