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cubrinj

Active member
The tourist season for this year has been over and it's been a while since I've gone. I want to take my family. When is the best time to go? My kids are home schooled so I don't have to worry about that. I’ve heard different opinions depending on the season, so I’m a bit torn. Summer seems to be popular for island hopping and beach days, but I’m worried about the crowds and high prices. On the other hand, spring and fall sound appealing for fewer tourists and pleasant weather, but I’m not sure if everything is open or if I’d miss out on anything special. Winter is also an option, though I know it’s the off-season.

For those who have been to Greece during different times of the year, when would you recommend visiting and why? I’d appreciate any tips or insights!
 
I’ve been to Greece during multiple seasons, and each has its pros and cons depending on what you're looking for. Summer is ideal for island hopping and beach days, but yes, it does come with higher prices and crowds, especially in popular spots like Santorini and Mykonos.

Spring and fall are excellent choices if you prefer fewer tourists and more pleasant temperatures. Everything is usually open, and you'll still experience the beauty of the islands without the hustle and bustle. Plus, it's a great time for outdoor activities and exploring historical sites. Winter is the off-season, and while some islands slow down, mainland destinations like Athens or Thessaloniki are still lively, offering cultural experiences and fewer crowds.

If you’re not tied to a specific time, I’d recommend late spring (May-June) or early fall (September-October) for the best balance of weather, open attractions, and manageable crowds. I'd like to add that Crete, which is further south, has nice beach days through October and maybe even beyond. I was on a beach on Halloween weekend one year on that island.
 
If you can be a bit flexible, spring (late April to June) and early fall (September to October) are honestly some of the best times to hit up Greece. The weather’s still warm enough for beach days, but you avoid the summer crowds and the steeper prices.
Also, if you’re looking to make the flight a bit more chill, take a look at Discount travel business class Flights to score a comfier seat without spending too much.
 
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A current update is that I am thinking that the end of September/ beginning of October might be when I go...
 
It’s great that you’re planning ahead for a family trip! Each season has its own charm, so it really depends on your priorities. Summer is fantastic for island hopping and beach days, but you’re right—crowds and higher prices can be a downside. Spring and fall are wonderful for fewer tourists and more pleasant weather, plus they’re often easier on the budget. While some attractions might have limited hours, you’ll likely still find plenty to enjoy. Winter can be peaceful and relaxing during the off-season, especially if you want to explore without the hustle and bustle.

Since you’re flexible with travel dates, business class flights could be a great way to make the journey enjoyable for the whole family. The extra comfort and space will keep everyone happy, no matter the season you choose. Wherever you decide to go, it sounds like a memorable trip is ahead!
 
Spring and early fall are my favorite times to visit Greece great weather and fewer crowds. If you’re planning to explore Crete, renting a car from Cretarent makes it super easy to see the island’s highlights at your own pace.
 
I completely get your dilemma! When we took our kids to Greece last May, it turned out to be the perfect time. The weather was great—warm but not too hot—and we were able to enjoy the sights without the summer crowds. Since your kids are homeschooled, I’d really recommend spring or early fall. It’s less crowded, and the weather is still beautiful.

When I was planning our trip, I put together a simple itinerary to balance some relaxing island time with exploring cultural spots. It worked really well for us, so I thought I’d share it in case it helps with your planning. You can find the details of the Greece itinerary here.

Hope this helps!
 

Summer Island Hopping Tips - a Month in July

It’s been a while since I’ve traveled in Greece during peak season, and I’m considering spending about a month there in July. The plan is to split my time between Athens (to visit friends) and hopping to several islands. I’m excited about the energy of summer, but I’m also aware that July can be intense in terms of crowds, heat, and logistics.

For those who have done island hopping in high season, what worked well for you? Is it better to base yourself on one or two islands and take short trips, or fully move around every few days? How far in advance do you typically book ferries and accommodations in July?

I’m also curious about pacing. With a full month, I don’t want to rush, but I also want to make the most of being there. Any tips on routes, balance, or things to avoid during peak season would be really helpful.

Favorite small towns in Greece?

I realized recently that some of my favorite places in Greece haven’t actually been the major destinations everyone talks about, but smaller towns that just had a completely different atmosphere to them.

Sometimes it’s a mountain village with one main square and old stone houses, other times it’s a tiny coastal town where everyone seems to know each other and life moves slower. A few of the places I still think about most weren’t even places I had originally planned to visit.

I’m curious what small towns or villages have really stayed with people after traveling in Greece. Could be because of the scenery, the food, the people, the history, or just the overall feeling of the place.

Would love to hear everyone’s favorites, especially places that don’t always make the typical travel lists.

Best Way to Get a Car Service to JFK Airport Before a Flight to Greece?

Hi everyone, I'm flying out of JFK next month for a trip to Greece and trying to figure out the best way to get to the airport without the usual stress. My flight leaves early in the morning, and I don't want to deal with parking for two weeks or ask a family member to drive me at 4 a.m. I've been looking into booking a car service to JFK Airport instead of a rideshare, mainly because international flights need more buffer time, and I'd rather have a proper chauffeur waiting curbside than risk a driver cancelling at the last minute with all my luggage in tow. A friend of mine recently used Blue Nile Livery for a JFK run and said her chauffeur showed up early, helped load the bags, and tracked the flight the whole way, so she suggested I try them for this trip too.
I'm still trying to figure out whether it's worth booking the chauffeur service a few days in advance or if that's overkill for a domestic pickup, whether a sedan is fine or if an SUV is smarter given how much luggage most of us end up hauling back and forth to Greece, and if anyone has had a chauffeur reroute or adjust pickup timing because of a flight delay before an international departure. For those of you who fly out of JFK often for trips back to Greece, what's worked best for you, and is there a chauffeur service you'd genuinely recommend for an early morning run like this? Any tips appreciated!

Is Island Hopping Worth the Effort?

I've been thinking about trying an island-hopping trip the next time I visit Greece, but I'm wondering if it's actually worth the extra planning and travel time. In the past I've usually picked one island and stayed there for the duration of my vacation, which has been relaxing and let me really get to know the area.

Part of me loves the idea of experiencing several islands in one trip since they each seem to have their own personality, food, scenery, and traditions. On the other hand, I wonder if constantly packing, catching ferries, and checking into new accommodations takes away from the experience.

For those of you who have island-hopped, did you feel it was worth it? How many islands did you visit, and did you wish you had spent more time in fewer places? I'd love to hear your itineraries, tips, and whether you'd do it the same way again.

Best food towns to visit in Greece?

I’ve started realizing that some of my favorite memories from Greece are connected to food more than anything else. Little tavernas, bakeries, seafood by the water, village meals that seemed simple but tasted incredible. It’s making me think that next time I go to Greece, I’d love to plan at least part of the trip around food.

I’m not fully sure yet if I’ll be going this summer, but I’ve been daydreaming about possible places to visit. What towns or regions in Greece do you think are especially great for food lovers?

I’d love recommendations for places known for traditional cooking, local specialties, seafood, baked goods, or just amazing tavernas in general. Islands, mainland towns, mountain villages — all recommendations are welcome.

Would especially love hearing about places that felt authentic and memorable rather than overly touristy.
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