Santorini is at the top of almost every traveler’s bucket list, and for good reason. The dramatic cliffs, the stark white buildings, and those world-famous blue domes look like something straight out of a postcard. While we fell completely in love with the island, we also learned some major lessons along the way (and walked away with one big regret!).
If you want to experience the magic of this volcanic island without feeling like a total sardine, you have to go in with a strategy. From photography hurdles to hidden local gems, here are the 4 major mistakes to avoid on your trip to Santorini—and exactly what you should do instead.
Expecting effortless selfies and photos with the iconic blue domes.
The domes are beautiful and in Oia where we stayed there are only a handful. Not all are easily accessible. Most are blocked for guests of the adjacent properties. But the real hurdle is overcrowding. Everyone wants their turn with their selfie-stick or camera.
Go early, find your location and get your photos in before the whole island has even had their espresso. Better yet, book a hotel with guaranteed blue domes or sweeping views. We booked a “cave home” style Airbnb for this reason. We could take unlimited photos of the church bells from our own private balcony overlooking the caldera.
2. Not planning for crowds
Whether it is sunset in Oia where shoulder to shoulder sunset watching is the norm or the cruise ship day trippers flood the narrow streets, Santorini gets busy!
To avoid being a sardine during prime sunset watching, head toward Oia before sunset to claim a spot (bring a drink and snacks). Ironically, a couple were sitting on our rental steps in front of the privacy gate when we returned for the evening. Ideally base yourself in a hotel or home rental with a view like we did. We chose our lodging strategically. Sunset from the hot tub? I think yes!
Check the cruise ship schedules before locking in your trip dates. Santorini is very popular and absolutely for good reason, but positioning your trip around peak season is critical.
3. Only seeing Oia and Fira
Honestly, I would skip Fira altogether, I much preferred the restaurants and the overall experience of our time in Oia. More importantly some of the highlights of our trip were outside of both cities.
Venture out using the bus system, they are surprisingly comfortable, clean and super cheap! Be advised that buses are not always punctual or consistent in terms of when they are running. A local told us if the weather calls for possible rain the buses do not run that day. For a couple of dollars, we took the bus from Oia to the Wine Museum for a fascinating tour and tasting. I do not even drink but enjoyed learning about the unique way the vines are grown in basket like arrangements to survive the intense winds off the Aegean sea.
It is also worth venturing out to see one of Santorini’s black beaches. Our host suggested a local restaurant in the small fishing marina on Vlychada Beach which is known for the volcanic gray sand and unique volcanic rock formations. The sea was far too rough to swim but the beach club was nearly deserted before lunch, we enjoyed the gray pebbled stretch of sand in peace. Before the soothing waves lulled us into a lounge chair nap we walked to the Fisherman’s House restaurant. I believe our server was the matriarch of the family. She leaned on our table, silently pointing and flipping through the laminated menu. We ordered; she nodded. Our food came on unassuming metal trays. I have to say it was the most traditional food, simply executed and delicious.
4.Booking without checking the ferry limitations based on time of year – this was our one big regret.
I envisioned us island hopping to Naxos and Paros, when we booked our trip for October. What we did not research were the ferry schedules. Ferry services drop off significantly across all of Greece by October.
If island hopping is high on your priorities list consider booking closer to peak season. Alternatively, split-up your itinerary by staying on different islands overnight.
In the end is Santorini worth the hype?
Santorini is famous for a reason, and no amount of crowds can take away the magic of seeing that caldera view for the first time. The trick to loving your time here isn't finding a secret, empty island—it’s just knowing how to navigate the reality of it.
By waking up a little earlier than everyone else, venturing outside the main tourist hubs, and doing a bit of homework on your transit schedules, you can easily avoid the common mistakes and have an unforgettable trip.
