Santorini, but make it a flying dress. I love how this experience feels private and personal, and how you get hands-on posing guidance so your photos look effortless. One thing to consider: it’s outdoors on uneven ground with stairs, and the shoot is done barefoot.

You’ll meet Yannis in Anogi, then his assistant Anastasia helps you into your selected dress in a dedicated changing space. The dress selection is the fun part: 30+ flying dress designs in sizes up to 4XL, so it’s not just a one-size-Santorini fantasy.

The possible drawback is cost add-ons. The base price covers the hour-long shoot and editing, but the flying dress rental (plus a female assistant fee) is an extra line item—worth it if you want the full look.

Key things to know before you go

• A truly private 1-hour session focused on your dress and your photos, not a crowd schedule
• Up to 4XL sizes and 30+ flying dress designs, chosen in advance from a catalog
• Yannis + Anastasia teamwork, with Anastasia handling dress fit while Yannis guides your poses
• Imerovígli photo walk with sea views, iconic white rooftops, and Blue Domes-style backdrops
• 50 edited Lightroom photos delivered on Dropbox in about 15–16 days, plus extra group shots when relevant

How the flying dress Santorini shoot actually works

Think of this as a guided photo walk built around one goal: you in a flying dress, in the most photogenic corners of Imerovígli. After booking, you choose from the flying dress catalog ahead of time, then show up ready to create.

There are two layers to the experience: the photo coaching and the dress experience. The coaching is what helps you look natural—no modeling experience needed. The dress side is practical too. Anastasia is there to help you get into the dress properly and keep it looking its best while you move around.

Also, you’re not doing this for a quick snapshot. Your session is built around an hour of stops and walking—enough time to get variety (wide scenes and close-ups) without rushing every step.

Meeting at Anogi and getting ready with Anastasia

Your starting point is Anogi, in Imerovígli. You’ll meet in front of the restaurant by the big square, and Yannis waits there.

Once you arrive, expect a quick hello and a comfortable setup. Then you move to the dedicated changing space where Anastasia helps you put on the dress. This matters more than it sounds. A flying dress is meant to look dramatic, but it also needs correct positioning and fit so you don’t spend your energy adjusting fabric instead of posing.

If you’re booking as part of a group, you also get help coordinating timing so the session still feels smooth and private. The whole point is an individual approach, even if there are two or more participants.

And yes, sandals won’t be part of the final look. The photoshoot is done barefoot. You’ll want easy-to-take-off shoes for the time between spots, and comfortable shoes for the walk so your feet don’t hate you.

The Imerovígli walk: Blue Domes views, white rooftops, and sea horizons

After the changing room, the real magic starts: a photo walk through Imerovígli. Your session lasts one hour, and it’s paced around photogenic spots rather than a museum-style checklist.

You’ll target iconic backdrops like the Blue Domes look, the white rooftops, and the sea views from higher points in the village. That combination is why this works. Santorini photos are rarely about one single view—they’re about the layers: bright white buildings, a dramatic horizon, and you in motion inside the frame.

Between those famous photo stops, there are also quieter, less predictable angles. The goal is an artistic variety so your album doesn’t feel like the same photo repeated ten times.

One practical heads-up: you’ll be walking stairs and short distances between photospots. If you want your photos to feel relaxed, plan for the walk part. Bring sunglasses if you’re sun-sensitive, and don’t assume shade will be constant.

If you have two or more ladies in your session, you’ll also get group shots along the way. It’s a nice touch if you’re celebrating something together—friend photos that still match the dress vibe.

Posing guidance that actually helps non-models

Here’s what I like about this shoot design: it’s not built on hoping you know what to do in front of a camera. Yannis guides you into natural poses so you don’t freeze, hunch, or overthink.

What this means on the ground:

• You’ll get direction during the walk, not just a lecture at the start.
• Anastasia helps with dress fit so the pose looks intentional rather than accidental.
• You’ll move in a way that supports the dress’s shape, so it photographs the way it’s supposed to.

If you’ve ever done a photo session where you felt like you were acting out a pose from a Pinterest board, this will feel different. The guidance is there to make it look effortless—even if you’ve never done this before.

And if you’re doing something special—like a proposal—this format supports it. The assistant and photographer can help coordinate timing and composition so the moment feels captured, not chaotic.

Lightroom edits, Dropbox delivery, and backup for peace of mind

You don’t just get raw files and a hope-and-pray workflow. Your package includes 50 professionally edited photos in Lightroom, delivered via Dropbox about 15–16 days after the session.

That Lightroom edit count matters because it’s built for variety. You’ll typically get a mix of stronger hero images and supporting shots that round out the story of your hour in Imerovígli.

There’s also a cloud backup promise for six months, so you’re not stuck downloading immediately to keep access. When you’re traveling, that kind of safety net is genuinely useful.

Important detail: unedited images and raw files are not included. If you want raw files for editing later, you’ll need to plan around that expectation.

Price and value: what the $418 covers vs. what costs extra

The base price is listed as $418 per group (up to 4 people). That typically makes sense if you’re booking with friends or family and splitting the session cost across more than one dress.

But here’s the real value math: the base package is focused on the photoshoot itself—your hour, posing guidance, and the editing deliverable. The flying dress rental and the female assistant fee are separate.

The flying dress + female assistant add-on is 130€ and includes:

• dress rental
• personal assistant to help with everything

On top of that, transfers and makeup are optional add-ons (available for extra charge). If you want makeup, there’s also an arranged deal on makeup services you can ask about.

So is it worth it? For me, the answer depends on what you want most:

• If you want a beautiful dress experience plus real photo coaching, the add-on is essential.
• If you just want a “pretty photo location,” you could probably do a cheaper route. But you’d miss the dress styling support and the structured posing plan that makes the images look polished.

For best value, I’d book with at least one other person if you’re comfortable sharing the session space. The base fee works better when it’s not only paying for one person’s hour.

What to bring (and what to avoid) for a smooth barefoot shoot

This is an outdoor session, and you’ll walk stairs between photospots. So packing is simple, but don’t skip it.

Bring:

• Comfortable shoes for walking between spots
• Sunglasses if you’re sun-sensitive
• Something easy to take off, since the shoot is barefoot

Avoid:

• alcohol and drugs

Also, think about heat and time outdoors. Even if the session is only one hour, you’ll still be in the sun. If you’re someone who gets tired quickly in direct light, consider sunglasses and water breaks before you start.

Who should book this Santorini flying dress photoshoot

This works best if you want a guided, dress-focused photo session in one of Santorini’s most photogenic village areas. It’s ideal for:

• couples events where photos matter a lot
• women who want styling and fit help without needing posing experience
• people who want edited images delivered via Dropbox, not DIY chaos

It may not be the right fit if:

• you have trouble with stairs or outdoor walking
• you get altitude-sickness symptoms (the experience notes it’s not suitable for people with altitude sickness)
• you need a very low-foot-movement experience (you will walk between stops and do barefoot posing)

Age notes are also listed: it’s not suitable for babies under 1 year and not suitable for people over 95 years.

Should you book it?

If you want Santorini photos that look like a full look—dress, styling support, pose direction, and a set of polished edits—this is a strong choice. The reason is simple: you’re not just paying for a pretty background. You’re paying for a private process that handles the details so you can focus on being photographed.

Book it if you’re excited about the flying dress catalog (30+ options, sizes up to 4XL) and you value the hour-long photo walk through Imerovígli’s famous corners. Pass if stairs and barefoot posing would make you uncomfortable, or if you’re trying to keep the budget tight and don’t want the dress/assistant add-on.

If you like being guided and you want your photos delivered cleanly (50 edited Lightroom images on Dropbox in about two weeks), this is the kind of Santorini experience that gives you something you’ll actually keep.

FAQ

How long is the private photoshoot?

It lasts 1 hour.

Where do we meet in Santorini?

You meet at Anogi in Imerovígli, in front of the restaurant by the big square. The activity ends back at the meeting point.

How do I choose my flying dress, and what sizes are available?

You receive a flying dress catalog after booking to choose your preferred design in your size. Dresses are available in sizes up to 4XL, with over 30 design options.

What’s included in the price?

The included items are the 1-hour private photoshoot, posing guidance, a changing room at the photoshoot location, and 50 edited photos in Lightroom delivered about 15 days after the session via Dropbox.

What costs extra?

The flying dress rental plus the female assistant add-on is 130€ (dress rental + personal assistant). Transfer costs and makeup artist services are also available for an additional charge. Male outfits are not included.

When will I receive the edited photos?

You’ll receive a Dropbox link with 50 professionally edited photos in Lightroom within about 15–16 days after the photoshoot.

Is the photoshoot indoors or outdoors?

It’s outdoors. You’ll walk stairs and short distances between photospots, and the photoshoot is done barefoot. Comfortable shoes are recommended for walking, and sunglasses are suggested if you’re sun-sensitive.