Santorini dresses that look like they’re flying. What makes this photoshoot different is the freedom to choose your Oia and Imerovigli photo spots and the huge 70+ flying dress selection (including glitter and cloud looks). One thing to plan for: the included dress can’t be shared, so if two people want their own dress, the final cost may rise fast—and the shoot involves steps and slopes.

I like that it’s truly private, so you’re not doing a cattle-call process with strangers photobombing your “flying” moment. You’ll also get a set of edited photos (typically 15–25), plus a preview process where you choose what gets finalized. If you’re sensitive to wait times or you’re picky about retouching style, ask questions up front so you know what to expect.

Key highlights you’ll care about

• Oia + Imerovigli locations: two classic Santorini backdrops, with time to get angles right.
• 70+ flying dress designs: plain styles are included, while glitter/cloud options cost extra.
• Private photographer: a focused, step-by-step feel rather than a group shuffle.
• Edited gallery delivered after previews: you’ll receive previews first, then selections are edited.
• Pickup options: free pickup near Oia or Imerovigli, with paid hotel/cable car pickup.
• Moderate physical effort: expect walking on uneven ground, steps, and hills.

Flying Dress Photoshoots: Why This One’s Worth Your Time

You’re paying for two things at once: the dress + the photography plan. The dress gives you the look, but the photographer is what turns a costume into a believable Santorini scene—pose direction, timing, and where you stand so the cliffs and famous views actually frame you.

This experience is priced per group (up to 2) and runs about 1 hour 15 minutes total, with an hour focused on the photoshoot itself. That timing matters because you’re not stuck all day. You’re also not trying to do this with a friend and a phone camera on a windy cliff path—where the wind wins every time.

There’s also a real value angle: Santorini is one of those places where “good photos” usually require (1) the right viewpoint and (2) light that flatters. A private session gives you a better shot at both, without you spending your vacation reading map pins and doing guesswork.

Price and What’s Included (The Dress Rules Matter)

The headline price is $598.64 per group (up to 2). Here’s the part you should calculate before you book: the package includes 1 whole plain flying dress.

That dress rule is not a small detail. The dress is not available for sharing between people. So if your group has two women and each wants to be photographed in her own dress, you’ll need additional dresses, and cloud/glitter styles also cost extra.

So the “good value” version of this experience is:

• One person wanting a flying dress + edited photos, or
• A couple where one person is okay being the helper/second model in the included setup (if that fits what you want), or
• A couple that’s willing to pay for extra dresses so both people have their own look.

The package also includes an assistant and about 15–25 full edited photos. Plus, you’ll get previews for your selection about 1–2 weeks after the shoot, then editing happens after you choose. The company states an editing window of 30–45 days, and in one case they delivered faster (18 days). Translation: you should plan for a wait, but it’s not always a long one.

Your Private Photographer: How the Session Feels on the Ground

A private photographer changes the whole vibe. Instead of you trying to hold a pose while also checking camera settings, you get someone actively directing:

• where to stand for the best background,
• when to look up and when to angle your body,
• how to move so the dress effect works in photos.

The assistant role is also practical. Flying dress shoots often involve quick adjustments—fabric placement, managing the “flow” of the outfit, and keeping everything moving while you’re working on heels and steps. One traveler specifically called out that the photographer and assistant were kind and helpful, and that the whole team had a great attitude.

The best part for many people is the personalization. You can pick locations, you pick the dress style, and you get directed for “you” instead of “pose #3 for the group tour.”

Oia Stop: Blue-Domed Church Views and Old Castle Backdrops

Oia is famous for a reason: it gives you the classic Santorini feel fast. In this photoshoot, the Oia stop is designed for the iconic viewpoints—think blue domed churches and picturesque scenery near the Old Castle area.

What I like about this stop is the “photo logic.” In Oia, the backgrounds can go two ways:

• You get a clean, iconic view, or
• You end up with random rooftops, railings, or clutter ruining the illusion.

With a private photographer, you can spend your time on angles that look intentional. You’re not just taking photos; you’re building a final set that looks like it belongs on a wall.

Practical note: Oia involves stairs, slopes, and uneven ground. The experience is listed for moderate physical fitness, so if you’re not comfortable walking hills or wearing dress shoes, factor that into your day. The goal isn’t to make you miserable—it’s just that Santorini is built that way.

Imerovigli Stop: Small Streets, Rooftop Angles, and “Magic” Views

If Oia is the postcard, Imerovigli is where you often find more breathing room in the photos. This stop is built for scenic viewpoints and the quieter, more intimate side of the island—often with the kind of angles that feel a bit harder to find on your own.

Imerovigli is where the team leans into “secret corners” and hidden rooftops. That’s exactly what you want if you’ve already seen the standard Oia thumbnails on Instagram. You’re looking for variety: backgrounds that feel distinct, not just slightly different.

Drawback to consider: changing outfits and moving between spots can include stairs. One traveler described outfit changes happening in a restaurant bathroom area (small but private), with narrow steps and walking in heels afterward. You can’t assume it will be identical for your session, but it’s a fair reminder to wear footwear that won’t wreck your day and to go in knowing your body will do some work.

How the Outfit Changes Work (And How to Prep)

Flying dress photoshoots usually include at least one of these:

• a quick change for the main dress,
• walking to the photo spots in your outfit and dress shoes,
• and maintaining the dress look in wind and on uneven ground.

From the experience details and real-world comments, expect at least some stair navigation during the change. That’s why the tour lists moderate fitness as a requirement. Even if you’re not trekking far, you’ll still be moving on the island’s steps and slopes.

What you can control:

• Wear something comfortable under your dress so the change doesn’t feel like a whole ordeal.
• Bring a small bag for essentials (phone, lip balm, hair ties).
• If you have specific retouching expectations (like smoothing, leg adjustments, skin details), be clear—because the final feel depends on the edit style.

Picking Your Flying Dress: Plain Is Included, Glitter and Cloud Cost Extra

You can choose from 70+ flying dress options, including glitter and cloud designs. The included dress is described as one whole plain flying dress.

So if you want sparkle, softness, or a more dramatic look, budget for it. Glitter and cloud styles are noted as additional options. It’s also worth thinking about how the dress color and fabric will photograph in daylight. Santorini light is bright and reflective, so sparkles can look stunning—or they can look overly harsh if not handled well. That’s where your photographer’s guidance helps.

One bonus: the selection and editing process includes a preview stage. You choose what you want finalized, which can help you dial in the look you love rather than getting surprise results.

Edited Photos: What You’ll Receive and How to Avoid Frustration

The package includes 15–25 full edited photos, but quality depends on what you select and how you download and view them. The company provides step-by-step download instructions, and one traveler noted they had to work through downloading and retouch preferences.

Here’s how to avoid the most common headaches:

• Be ready to choose your favorites during the preview window.
• If you want corrections, describe what you mean (example categories like leg and skin retouch adjustments are referenced in the company’s responses).
• Follow their downloading instructions carefully. If something feels off, ask for alternative download options rather than assuming the files are wrong.

Also keep expectations realistic. A photoshoot can’t fix every weather and movement factor, and clothing fit + wind + terrain all play a role. The upside is that you’re not doing this DIY. A private photographer is working to get sharp, flattering images and provide a controlled set of edited results.

Timing, Pickup, and Getting There Without Stress

This experience ends back at the meeting point. Pickup is one of the helpful parts:

• Free pickup from Oia or Imerovigli (the pickup is described as free for those areas).
• Paid pickup if you want pickup from a hotel or near the cable car from Old Santorini harbour area: 30–40 euro one way.

Also, this start point is near public transportation, with a bus-stop style meeting location in Oia. The experience is listed as having a mobile ticket, which can make check-in smoother once you arrive.

If you’re aiming to keep your day simple, I’d plan on meeting at the provided area unless your hotel location is a pain. That paid pickup can be worth it if you’re tired, traveling with limited mobility, or trying to avoid complicated transfers on the island.

Who This Is Best For (And Who Should Rethink It)

This is especially good if:

• you want classic Santorini photos but also want a dress gimmick that still looks intentional,
• you’re celebrating something (anniversary trips come up in the feedback),
• you like the idea of choosing both your locations and your dress style.

It may not be the best match if:

• you’re very sensitive to stair walking or uneven ground,
• you don’t want heels involved in the process,
• you expect fast photo delivery without any wait (previews come first, then editing).

Since moderate physical fitness is required, think of the shoot as part photos, part short island walk. You don’t need to be an athlete, but you should be comfortable moving.

Should You Book This Santorini Flying Dress Photoshoot?

If your top priority is getting a standout Santorini photo set without juggling logistics, I think this can be a great fit. The private format, the ability to pick Oia + Imerovigli spots, and the broad dress choices are the core strengths. When you combine all of that with the preview + edit-selection process, you’re set up for a final gallery that feels like it matches what you wanted.

My advice: do the math on the dress rules. If two people in your group want their own dress, confirm the add-ons before you fall in love with one glitter or cloud design. And if you care about photo clarity and retouch style, ask upfront how corrections work and stick to their download instructions so you can review clean files.

Book it if you want guided “Santorini magic” with a dress that turns your camera roll into something more like art. Skip it or adjust expectations if you’re not comfortable with steps, slopes, and the reality that “edited photos” still depend on light, motion, and how you select your final set.

FAQ

How many people can this photoshoot include?

This is priced per group and is listed as up to 2 people. The package includes 1 whole plain flying dress, and the dress can’t be shared between people.

What photos are included in the package?

You’ll get 15–25 full edited photos. After the shoot, you receive previews for selection within 1–2 weeks, then the selected photos are edited (with additional time for the edit process).

Can I choose glitter or cloud dresses?

You can select from 70+ flying dress styles, including glitter and cloud designs. Glitter and cloud options are noted as not included, so expect an extra charge if you want those styles.

Where does the photoshoot take place?

The shoot includes stops in Oia and Imerovigli, with options for specific photo spots such as blue domed churches and scenic views near Old Castle in Oia.

Do you offer pickup?

Pickup is offered. It’s free from Oia or Imerovigli. Pickup from a hotel or near the cable car is an extra payment option (30–40 euro one way). Private transportation isn’t included.

How does cancellation work?

You can cancel for a full refund up to 24 hours in advance of the experience start time. If you cancel less than 24 hours before, the amount paid isn’t refunded.