Our India Itinerary + FAQs
A Guide To Europe’s Best Christmas Markets
A Weekend Guide to Lisbon, Portugal
Travel Guide: West Sweden to Gothenburg
Vermont Treehouse Airbnb: A Weekend Getaway from NYC
A Winter Stay in Brașov, Romania
Tiger Safari in Bandhavgarh, India
Honeymooning in Tahiti
Our Travel Photography Gear
Reflecting On Our Travels and Our Move to NYC
Blogging Q&A Vol. 1
How To Choose The Best Camera (And Lens) For Travel Photos
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, but only a handful that are well-known and convenient to get to from Athens.
Over the past few years we’ve traveled to a number of the islands. The white-washed facades and sunsets of Santorini and beaches reminiscent of the moon’s surface in Milos are two standouts. The best part about the Greek Islands is that there really is something for everyone — whether you’re after incredible Greek food, turquoise blue water and sandy beaches, picturesque towns, family-friendly activities or nightlife, or a combination of all of the above.
Read on for my tips on how to choose the best Greek Island to visit and a breakdown of each:
Quick Tips for Visiting the Greek Islands
—
May and September is shoulder season – less crowds, cheaper hotels. We prefer September because the water is warmest and the winds have died down.
Flights and ferries are best to get to the islands – book everything in advance, but know that weather can also delay and cancel transport.
Car, motorbike and ATV is the preferred mode of transport – you’ll have the freedom to explore more with an ATV or motorbike rental. Book in advance.
Resources
Santorini
Left: Our Airbnb in Oia, Santorini (listing here); Right: postcard perfect views near the Byzantine Castle Ruins.
The most quintessential, romantic Greek Island of Santorini is known for picturesque views of white-washed facades and blue domes; perfect for those who want good food, unique hotels, cobblestone streets, shopping, and plenty to explore.
Best for: romance, trendy hotels, picture-perfect views.
Not good for: beaches and crowds. Santorini may have crystal-clear water, but most of the beaches on the island are rocky or overcrowded. Consider Milos if you’re after amazing Greek beaches.
Where we’ve stayed: this Airbnb in Oia with the most famous view of Santorini. Hands down one of my favorite stays to date.
Read: The Complete Santorini Travel Guide | View Santorini Hotels and Homes
Mykonos
Left: winding alleyways downtown Mykonos; Right: sunset on the south side of the island.
Often referred to as the party island, Mykonos has an upbeat vibe and attracts crowds throughout the summer with dance clubs and beach music. The picturesque downtown of Mykonos and the windmills are some of the most famous attractions on the island.
Best for: nightlife, sandy beaches, luxury hotels.
Not good for: restaurants. We’ve found the food on Mykonos to be catered to tourists and lacking in diversity. For an island with great cuisine and seaside dining, consider Paros.
Where we’ve stayed: Boheme Hotel. It’s a beautiful property close to Mykonos downtown. Breakfasts are amazing, as well as the views. Definitely on the pricier side, but great if you’re traveling as a couple and want to splurge.
Read: The Complete Mykonos Travel Guide | View Mykonos Hotels and Homes
Milos
Left: Sarakiniko Beach in Milos; Right: Tsigrado Beach.
Our favorite island, Milos has gained popularity in the past few years for its unique beaches, quaint towns, local food, and general laid-back atmosphere. It’s the perfect size with enough to explore on a week-long trip, but small enough to get around by ATV.
Best for: unique beaches, restaurants, boutique hotels, small towns.
Not good for: nightlife. Milos has some bars and and small clubs, but if you’re after the party scene you’ll want to head to Mykonos or Ios.
Where we’ve stayed: Asterias Boutique Hotel, a family-run property near the famous Sarakiniko Beach. Basic and affordable, but really all we needed since we spent all our time at the beaches!
Read: The Complete Milos Travel Guide & Moonscapes of Sarakiniko Beach in Milos | View Milos Hotels and Homes
Ios
Left: Turquoise bays in Ios; Right: sunset near Teatro Odysseas Elytis. Images credit + blog on Ios: Haylsa
Ios features a number of beautiful beaches, amidst classic Greek towns and a nightlife scene that attracts younger crowds. It’s a great option for a trip with friends, and conveniently located between Santorini and Naxos.
Best for: bars and restaurants, beach options, accessibility.
Not good for: honeymooners. If you’re after a romantic getaway, consider the sweeping views and luxurious offerings of Santorini. Or the more relaxed vibes of Milos.
Paros
Left: Our group house rental in Paros (listing here); Right: a cliff jumping spot in Antiparos (more about it in this post).
Known for having amazing food and beaches, Paros is a crowdpleaser for couples, groups, and families. Long sandy beaches coupled with plenty of restaurant options and close proximity to its neighboring island, Antiparos, allow for lots of activities and nearby villages no matter where you choose to stay.
Best for: lots of beaches, day trips, diverse accommodations, restaurants.
Not good for: your only destination. While Paros has something for everyone, it’s not the most unique of the Greek Islands. Coupling it with somewhere like Santorini will provide the best of both worlds (uniqueness and accessibility).
Where we’ve stayed: this rental house in Paros with a group of friends – one of the most fun trips! Highly recommend Paros for group trips. We also stayed at the Cleopatra Seaside Homes – a series of local apartments converted into rentals just steps from one of my favorite beaches on the island.
Read: Greek Island Hopping in Milos, Paros and Naxos | View Paros Hotels and Homes
Naxos
Left: winding streets in Apiranthos; Right: views from Apollo Temple.
A short ferry ride from Paros, Naxos offers a beautiful seafront town on arrival, trendy hotels, laid-back beaches, and great opportunities to experience local culture. A drive around the island is a must, you’ll find picture-perfect mountain towns and remnants of medieval architecture and history.
Best for: landscapes, local culture, hotel options, beaches.
Not good for: diversity. We loved the authentic, easy-going feel of Naxos but it is best when combined with another Greek Island, like Milos for unique beaches or Ios for bars and restaurants.
Where we’ve stayed: Naxian Collection, one of the dreamiest hilltop properties with our own suite in front of the pool. If I went back, I would definitely stay at their sister property too, Naxian on the Beach.
Read: Greek Island Hopping in Milos, Paros and Naxos | View Naxos Hotels and Homes
Zakynthos
Left: Shipwreck beach in Zakynthos. Right: caves along the coast. Images credit + blog on Zakynthos: hedonistit
This lesser-known Greek Island features one of the most incredible beach views, perched thousands of feet overlooking an old shipwreck. Zakynthos has beautiful beaches, cliffside views, local cuisine, and plenty of options for fun activities all over the island.
Best for: unique beaches, local food, nightlife, activities.
Not good for: families. Though there are parts of the island that allow for more family-friendly options, I’d recommend checking out Paros instead.
Folegandros
Left: Galifos beach in Folegandros; Right: sunset over the island. Images credit + blog on Folegandros: Andyjam
The small, charming island of Folegandros is quiet yet romantic. It’s fairly untouched — with local bakeries and tavernas, dramatic seaside views, and picture-perfect beaches that are perfect relaxing and taking in the Aeagean sun.
Best for: pristine beaches, relaxation, local culture.
Not good for: activities. Folegandros is very small and if you’re going for anything other than relaxation, you might get stir-crazy. Consider Milos or Paros if you want beautiful beaches and more things to do.
Where we’ve stayed: we ran into a bout of really bad weather late summer last year and our ferry to Folegandros was cancelled. We were planning to stay at Blue Sand Hotel in Folegandros. Fingers crossed we make it over there one day!
→ Other lesser-known Greek Islands worth checking out: Patmos, Kefalonia, Kímolos, Paxoi.
If you’re planning a trip to Greece, I highly recommend visiting more than one island. Combine a popular island like Santorini or Mykonos with a more unique one like Milos or Paros if it’s your first time. Don’t forget to venture out and get lost, no matter where you end up! That’s half the fun…
—
Did I miss a Greek Island you would recommend? Share it below! We might just end up there this summer…
Emily Esposito Says
Hi!
Your guides are amazing and I’m obsessed with all your pictures, content and reviews so thank you! I am planning a trip with my boyfriend to the greeks islands this September (yes last minute planning) and we have 10-11 days. Is it too much to try to do 3 islands in that time frame? Milos looks amazing, and then I wanted to do Santorini for romance and Mykonos for a nightlife. Forgandros has been highly recommended too by friends but I can’t pick! Wanted to get your thoughts! Thanks!
Selena Says
Post authorHi Emily! Nah, we’ve had way more last minute planning than that ;). I definitely think you could fit 3 islands in!
If it were me, I’d plan for 4 nights in Milos, 3 in Santorini, and 3 in Mykonos. In my opinion Milos has the best beaches of the three so you’ll want the extra day to explore there. The main part of Santorini you won’t want to miss is Oia (the part of the island you most likely know from photos), and it’s small. If you stay in Oia specifically, 3 nights is enough. You can also spend one afternoon in Fira, which is another main town. Then you can hop over to Mykonos (or vice versa).
I wish I could give you my opinion on Folegandros, but we actually tried to visit last September and our ferry got cancelled twice due to high winds! We never actually made it there and ended up in Naxos instead (also a beautiful island). Folegandros is much harder to get to and the ferries become more sporadic in late September and early October (I believe they switched to only twice a week), so it might be easier to focus on Milos / Santorini / Mykonos instead.
I hope that helps! Have the best time. xx
Noelle Says
Thank you for the great content! This was so informative.
My fiance and I have been trying to pick which islands to scout for a potential destination wedding. There are so many websites, but this has been my favorite because the quantity of islands covered and your pros and cons of each.
Will be there for 3 weeks in September so want see at least 4. So far our top picks are Milos, Naxos, Paros, Kefalonia, and Zakynthos. Ideally, we are looking for an island where our guests can generally get by on foot if they didn’t want to rent a car. Your feedback would be very much appreciated!!!
Selena Says
Post authorHi Noelle – congrats on the upcoming wedding! As far as getting by on foot…unless everything for the wedding is within one town on the island (venue, accommodation, any events leading up to the wedding), that might be a bit tough. You could consider Pollonia in Milos – there’s a ton of hotels and a beautiful beach there. But it might be hard to limit your guests to one area?
If I were you, I’d present a few options to guests – if they don’t want to rent a car while visiting the islands, getting around by ATV or motorbike is also an option (and preferred in many cases, since it’s easier access to different beaches and the small side streets in each town). In terms of flexibility, I’ve found Paros to have lots of accommodation options (including larger guest houses), all within walking distance of the beach.
Hope this helps!
Noelle Says
Thank you so much!!
Mckenzi Says
Hello!
Thank you for all of this amazing content! So helpful and so beautiful!
My husband and I are headed back to Greece and are wondering what island you recommend if we are doing Santorini already, we only get 3 days on each island so decided to just do two. We are thinking Milos for the second island, but thought I’d ask you if you would recommend Paros or Naxos instead?
Thanks so much!
Kenzi
Selena Says
Post authorNice call on Milos, it’s my favorite! Oooh, that’s tough. I’d say if you’re after beaches and food, head to Paros. If you want something a little different (i.e. ancient towns and the perfect island for a road trip through the mountains), go with Naxos. Hope that helps!
Ada Says
Another beautiful island is Skopelos..the greenest island in Greece
Selena Says
Post authorOoh I love the sound of that! Thanks for the tip xx
Sarah Says
Hi there, I leave for Italy and Greece next week and have 10 days in Greece. I was thinking Crete (3d), Santorini (2d), Milos (2d), Paros (2d) and Athens (2d) but I’m worried it’s going to be too rushed and too much travelling rather than relaxing. I was thinking about dropping one but don’t know how to choose and your list makes them all sound amazing! I am a solo female in my 20s and not into the party scene – any advice would be greatly appreciated! xxx
Selena Says
Post authorHi Sarah – I’d suggest starting off with the three islands you mentioned (Crete, Santorini, Milos). If you end up loving Milos, just skip Paros! Then you’ll have 4 days in one place, as that itinerary involves a lot of moving around. There is plenty to see and do in Milos, so you certainly won’t be bored. 😉 enjoy!
Lilla Semperger Says
Thank you for this great summary, Selena! I visited only Santorini about 2 years ago and I fell in love with it. It was so beautiful, there were plenty things to do and riding an ATV was so much fun. I’m definitely planning to visit other Greek Islands soon. Your pictures make me want to go right now.
Selena Says
Post authorThat’s how our addiction to the Greek Islands started as well! Hope you make it back there soon 🙂 xx
Sindy Says
This is very helpful while I plan out trip this year, thank you!!
A question for you if you can answer: I know you mentioned Setember to be the best month for swimming, but would you say that’s still the case for the last week of September and first week of October? These are the dates that seem to be working out with our schedule but we really don’t want to compromise on beaches and swimming!
Selena Says
Post authorYes definitely! We were there that time last year and it was PERFECT. One thing to be mindful of — at the end of September the tourist season is effectively over, so ferry schedules will shift dramatically. We ended up on one island thinking we could take a ferry that Friday (per the summer schedule) and it had switched to once a week. So check beforehand! Not the worst thing to be stranded on a Greek Island though… 😉
Léonor Says
Such a great article! Greek Islands are what (my) dreams are made of and your article just makes me want to hop on a boat and discover them all (or almost because there’s too many of them ahah)! I will definitely plan a trip around some of these islands :).
Selena Says
Post authorSo glad it inspired you! It’s one of the handful of places in the world I can’t seem to get enough of xx