Reviewed · FLYING DRESS PHOTOSHOOTS

Professional Flying Dress Photoshoot In Santorini

★ 5.0 · 85 reviews 1 hour (approx.) From $343 Operated by Yiannis Vysotsky · Bookable on Viator
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A flying dress photoshoot in Santorini is interesting because it turns one of Greece’s most photographed villages into a guided, wind-in-the-sky photo walk. I like that you choose from a dress catalog (XS to 5XL), so the fit is more likely to look right on camera. I also like that you leave with 25 Lightroom edited photos per lady, delivered in about 16 days, not a pile of raw files.

One possible drawback to keep in mind: transfer costs are not included, and the core photo time is about 30 minutes per participating lady. If you have a tight schedule (cruise dinner, a late ferry, another tour right after), you’ll want to plan a buffer around getting dressed, walking between stops, and finishing on time.

Key things that make this shoot work

Professional Flying Dress Photoshoot In Santorini - Key things that make this shoot work

  • Dress fit is part of the job: Anastasia helps you get into the flying dress and keeps it looking right as you move.
  • Professional posing coaching: Yiannis guides your body angles and poses so you look relaxed, not stiff.
  • A real village photo walk: You start around Anastasis Church (the iconic blue dome area) and continue through classic Imerovigli viewpoints.
  • A clear photo deliverable: 25 professionally edited high-resolution images per participating lady, in a cloud gallery, plus 6-month cloud backup.
  • Editing has boundaries: Lightroom edits are included, but Photoshop body manipulation and RAW files are not.

How the flying dress concept works in Imerovigli

Professional Flying Dress Photoshoot In Santorini - How the flying dress concept works in Imerovigli
This experience is built around a simple idea: Santorini’s views are stunning, but photos often look staged if you do them solo. Here, you’re guided through poses and kept in position while the dress catches wind, which is the whole point of the flying dress look.

The shoot is also timed like a photo session, not like a sightseeing tour you have to squeeze photos into. Plan to move on foot through Imerovigli Village, then pause for shots at set spots where the light and sightlines are best.

If you like natural movement, this can feel less like posing for a studio portrait and more like a guided “make it look effortless” walk.

More Photo Sessions in Santorini

Choosing your dress, sizes from XS to 5XL, and Anastasia’s role

Professional Flying Dress Photoshoot In Santorini - Choosing your dress, sizes from XS to 5XL, and Anastasia’s role
After you book, you get a dress catalog to choose your favorite flying dress size and style. This matters because fit shows. A dress that sits right at the waist and drapes correctly will look better in the wind, and it will photograph better even if you’re not a confident model.

When you arrive, the team starts with you getting comfortable in the dress. Anastasia, the assistant, helps you put it on and then adjusts during the session as you change positions. In practical terms, this means less time wrestling fabric and more time getting photographed the way you want.

If you have specific comfort needs (like shoes, grip, or what kind of sleeves feel best while walking), ask at the start. The better the fit early, the easier the rest of the shoot feels.

The 1-hour flow, meeting point, and how long you’re actually shooting

Professional Flying Dress Photoshoot In Santorini - The 1-hour flow, meeting point, and how long you’re actually shooting
The entire activity is about 1 hour, but that includes the real-world parts that people often forget: meeting up, dressing, and moving between photo stops. The dedicated photo time is about 30 minutes per participating lady.

You meet at CCMF+99 Imerovigli, Greece. The activity ends back at the meeting point, so you’re not left hunting your way across town after you finish.

One detail that helps your expectations: the session is private for your group. That usually means you’re not sharing time slots with other people lining up for the same angles, which is a big deal in Santorini.

Walking stops in Imerovigli: Anastasis Church and beyond

Professional Flying Dress Photoshoot In Santorini - Walking stops in Imerovigli: Anastasis Church and beyond
Your photo walk begins at Anastasis Church, the spot associated with the classic blue dome look. From there, the route continues through Imerovigli’s signature textures, like white rooftops and viewpoints toward the caldera.

The experience is designed as a sequence of short stops, not one long single location. That’s why it often feels like a mini sightseeing tour, because you’re seeing different sightlines as you go, while Yiannis keeps coaching your angles.

In the middle of the walk, you’ll likely hit photo moments where wind matters. This is where the dress effect turns real, but it also means you need to take footing seriously.

Posing coaching: what Yiannis helps you do with your body

Professional Flying Dress Photoshoot In Santorini - Posing coaching: what Yiannis helps you do with your body
This is not just a photographer pressing a shutter. Yiannis guides you in how to stand, where to place your weight, and how to hold your hands so the photos look natural.

That coaching can help even if you feel awkward in front of a camera. A lot of people think posing is about being stiff. Here, the goal is usually the opposite: relaxed posture, a clear silhouette, and small adjustments so the dress looks right while you move.

If you want variety, don’t be shy about asking for different pose types during your session. Some people get happy with just a few, but if you know what you want (walking shots, close-up angles, full-body portraits, couple shots), it’s worth saying early.

Photo delivery: 25 edited images per lady, in Lightroom, by cloud

Professional Flying Dress Photoshoot In Santorini - Photo delivery: 25 edited images per lady, in Lightroom, by cloud
You receive 25 professionally edited, high-resolution photos per participating lady. Delivery is via cloud service within 16 days, and there’s a secure 6-month cloud backup for your gallery.

Editing is done in Lightroom. The included edits are the practical kind that improve real photos: color adjustments and enrichment, spot removal on the flying dress, spot removal of people in the background, and skin softening. Photoshop and body manipulation are not included, so if you’re expecting major reshaping, you should plan accordingly.

Also note what you do not get in the standard package: unedited or RAW files. You’re buying the finished look, not the raw editing starting point.

One small piece of advice for your expectations: if you’re the type who obsesses over whether photos look heavily retouched, message ahead with questions about the editing style. That way you’re not surprised by how subtle or strong the touch-ups feel.

Price and value: what you get for $343.63 per person

Professional Flying Dress Photoshoot In Santorini - Price and value: what you get for $343.63 per person
At $343.63 per person, this isn’t the cheapest way to get photos in Santorini. But it’s also not just a generic photographer rental.

You’re paying for several value layers at once:

  • Dress access via a catalog (with sizes up to 5XL)
  • A dedicated female assistant handling fit and adjustments
  • A guided photo walk with coaching, designed around the flying dress effect
  • 25 edited images per lady delivered in a cloud gallery, with backup

If you tried to DIY it, you’d likely spend money on a photographer, then still need help dressing, then still need the same photo delivery timeline. The assistant component, plus the Lightroom editing package, is a big chunk of why this ends up feeling worth it for special occasions.

That said, if you’re only looking for a few casual snaps, the price may feel high. This is best when photos are a key part of why you’re visiting Santorini.

Timing tips that matter: early sessions, heat, and steps

Professional Flying Dress Photoshoot In Santorini - Timing tips that matter: early sessions, heat, and steps
Santorini’s photos can be wonderful and uncomfortable at the same time. I would plan around walking, steps, and wind, especially around viewpoints in Imerovigli.

Footing matters too. One helpful tip that comes up repeatedly is to expect barefoot posing, so bring flip-flops for breaks and moving between spots. If you have any hesitation with heights, mentally prepare for steps and drops in the landscape around the viewpoints.

Timing can also change the experience a lot. Some people find early morning feels more relaxed because there are fewer crowds and you can focus on your poses and the route without rushing.

If you’re doing this on a day with tight plans, build in extra time for dressing and a calm start. It’s a lot easier to enjoy the shoot when you’re not racing to meet a later reservation.

Transfers, weather risk, and how to avoid a stressed day

Transfers to and from the photoshoot location are not included. That means you need to handle transport planning yourself, or rely on a local driver recommendation from the provider.

A real-world example that shows why this matters: one guest reported a cable car disruption that forced extra walking or donkey access. The key takeaway for you is simple. Give yourself buffer time, and stay in communication if Santorini transport gets weird.

Weather is another factor. The shoot requires good weather, and if it’s canceled due to poor conditions, you’re offered a different date or a full refund.

If you want to protect your vacation schedule, choose a date when you’re not counting on a single, immovable event later that evening.

Who should book this flying dress shoot in Santorini

This is a strong fit if you want a memorable experience tied directly to a milestone or a “we want great photos” trip.

It’s especially good for:

  • Couples wanting a portrait-style set without feeling like a studio shoot
  • Friends or small groups celebrating birthdays or anniversaries
  • People who like guided direction and a clear photo delivery plan

If you’re traveling alone and just want a quick selfie session, you may feel the cost is more than you need. If your goal is polished photos with professional posing help, dress assistance, and a high-quality edited gallery, this hits the target.

Should you book it?

I’d book this if you want one focused hour that results in a polished set of photos, with a dress, assistant help, and Lightroom edits handled for you. It’s also a good choice when you value the walk through Imerovigli Village as part of the experience, not just the final photos.

I’d hesitate if you hate walking and heights, if your schedule is too tight to absorb delays, or if you expect heavy body retouching and RAW files. This is a finished, edited photo product, not an editing toolbox.

If you go in with clear expectations and a little planning for transport and comfort, it’s the kind of Santorini splurge that can feel truly worth it.

FAQ

How many photos will I receive?

You get 25 professionally edited, high-resolution photos per participating lady. If more than two ladies participate, you also receive a few group portraits.

When will I get the photos?

Your complete gallery is delivered within 16 days via cloud service.

Can I choose my own dress and size?

Yes. You’ll get access to a dress catalog to choose your preferred flying dress and size, from XS to 5XL.

Is hair and makeup included?

Hair and makeup are not included in the standard package, but they are available as an optional add-on.

What kind of photo editing is included?

Edits are done in Lightroom. Photoshop and body manipulation are not included. Unedited and RAW files are not included.

Do I need my own transportation, and what if the weather is bad?

Transfer costs to and from the meeting point are not included, so you’ll need to arrange transport yourself. The shoot requires good weather, and if it’s canceled due to poor weather, you’ll be offered a different date or a full refund.

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