REVIEW · PHOTOGRAPHY SESSIONS
Professional Flying Dress Photoshoot In Santorini
Book on Viator →Operated by Yiannis Vysotsky · Bookable on Viator
A flying dress shoot in Santorini sounds movie-level. What makes this one practical is the dress choice plus a real photo walk through Imerovigli’s best angles. You’ll get help from start to finish, not just a quick shutter moment.
I especially like that the team builds the session around comfort: assistant help with getting the dress right, then clear coaching so you don’t look stiff. And you’re not left hanging for months—your gallery is delivered with 25 professionally edited photos in under two and a half weeks.
The main drawback to plan for is the extras. Transfers aren’t included, and hair and makeup are optional, so you’ll need to budget time and money beyond the base price.
In This Review
- Key Things I’d Focus On Before Booking
- Dress Catalog First: How the Shoot Starts in Imerovigli
- The Flying Dress Moment: Size Options, Wind, and Barefoot Reality
- How Long It Really Takes: About 30 Minutes Per Lady
- Anastasis Church and the Classic Imerovigli Angles You’ll Get
- Stop 1: Anastasis Church
- The Blue Dome Chapel and White Rooftops
- Caldera View Stops and Imerovigli Hidden Corners
- The Photos You’ll Receive: 25 Edited Images in About 16 Days
- Price and Value: What $343.63 Is Paying For
- Included Stops, Included Coaching: What the Team Actually Does
- What’s Not Included: Small Gaps That Matter
- Transfers are on you
- No hair and makeup in the standard package
- No RAW files
- How to Prepare So the Shoot Feels Relaxed (Not Rushed)
- Who This Is Best For (And Who Might Prefer Something Else)
- Booking Checklist: Questions to Ask Before You Pay
- Should You Book This Santorini Flying Dress Photoshoot?
- FAQ
- How long is the photoshoot?
- How many photos will I receive?
- When will the photos be delivered?
- Can I choose the dress style and size?
- What dress sizes are available?
- Is hair and makeup included?
- Do I get unedited or RAW files?
- Are body manipulation or Photoshop edits included?
- Is transportation included, and what if weather is bad?
Key Things I’d Focus On Before Booking

- Dress catalog in your size (XS to 5XL) so you’re not hunting for a fit on the day
- Assistant-led dressing and adjustments so the dress actually looks like it’s flying
- Guided posing that keeps you natural instead of trying to mime a photoshoot
- An Imerovigli photo walk that hits classic Santorini look points
- Lightroom-edited gallery (25 photos) delivered within about 16 days
Dress Catalog First: How the Shoot Starts in Imerovigli
The experience kicks off before you even show up. After booking, you’re sent a dress catalog where you pick a style and size (the range runs from XS to 5XL). That matters because Santorini flying dress photos work only if the dress fits and moves well—no last-minute scrambling.
When it’s time, you meet at CCMF+99 Imerovigli, and you’ll start with a quick hello and getting settled. A female assistant helps you into your flying dress, then they stay close during the session for small fixes. That’s a big deal in Santorini, where wind can be dramatic and steps can be steep. The goal is simple: keep you looking great while you focus on posing.
The shoot then becomes part portrait session, part mini sightseeing loop. You don’t just get taken to a spot and told to stand there. You walk, stop, and shoot around Imerovigli’s viewpoints.
You can also read our reviews of more photography tours in Santorini
The Flying Dress Moment: Size Options, Wind, and Barefoot Reality

Here’s what I like about this setup: the dress is included, and the team is used to getting it to behave in the wind. You’re getting a specific dress of your chosen size/style, and the assistant is there to help with fit and adjustments before and during photos.
One practical note shows up again and again: you should be ready for barefoot posing. If that’s not your thing, wear shoes to get there—but bring flip-flops for the walk and then off again when you’re posing. The session includes caldera-view steps and rooftop angles, so shoes can get awkward fast.
Also, the flying dress effect depends on movement and breeze. That’s why the photographer spends time coaching you. You’re not just holding a pretty expression; you’re learning where to put your body so the dress catches the wind the right way.
How Long It Really Takes: About 30 Minutes Per Lady

The session length is stated clearly: the photo session is about 30 minutes per participating lady. The overall experience is listed at roughly 1 hour, which usually means a couple with one dress per person can fit comfortably, but the timing can stretch when more people join.
That 30-minute block is where expectations should be set. You’ll likely move through multiple stops, switch positions, and get dress adjustments. It’s not a long, slow fashion shoot. It’s focused, guided, and paced so you get variety without losing daylight or getting exhausted on stairs.
If you’re the kind of person who wants a ton of free-form posing, be aware: the structure is part of the value, but it can feel fast. Your best move is to arrive ready with the poses you want (or at least a few styles—standing, sitting, close-up, couple shots).
Anastasis Church and the Classic Imerovigli Angles You’ll Get

Your photo walk includes an itinerary of stops, starting with Anastasis Church. From there, the session continues through the classic Imerovigli visuals: the iconic blue dome chapel, white rooftops, and breathtaking caldera views, plus some less obvious spots nearby.
Stop 1: Anastasis Church
This is where the session gets grounded. Think of it as your first “anchor” shot set—great for establishing your look early before the wind and steps really ramp up. It’s also a smart order: you’re not scrambling for your footing while the dress is still new to you.
The Blue Dome Chapel and White Rooftops
This is where Santorini photos start to look like a postcard—but with direction. The photographer guides you to angles that show the rooflines and keep the background clean. The assistant keeps the dress positioned so it flows rather than collapses.
Downside to consider: these viewpoints can be exposed. If you’re sensitive to heights or you get nervous on steps, tell the photographer early. The coaching helps, but it won’t remove the fact that you’ll be shooting in real outdoor terrain.
Caldera View Stops and Imerovigli Hidden Corners
You’ll also capture the wide, famous outlooks. These are the shots you’ll want to frame. The caldera viewpoints are where your flying dress really “feels” like the moment—because the backdrop is dramatic and your outfit looks extra cinematic.
The tradeoff is time and weather. If the wind is strong, the team works with it. If weather is poor, the session can be affected (this is a weather-dependent experience).
The Photos You’ll Receive: 25 Edited Images in About 16 Days

You’re not waiting forever for results. You’ll receive 25 professionally edited, high-resolution photos per lady delivered via a cloud service within 16 days. If there are more than two ladies in the group, you’ll also get a few group photos.
Editing is done in Lightroom. That’s important for expectations. The editing includes things like color adjustments, enrichment, spot removal of imperfections on the flying dress, spot removal of people in backgrounds, and skin softening. Body manipulation is not included, and Photoshop isn’t part of the standard edit.
So if you’re hoping for major body reshaping or ultra-heavy retouching styles, this may not match what you imagine. But if you want you-looking-like-you with polish, it’s built for that.
There’s also a 6-month cloud backup for your photos. That’s a nice safety net, especially if you don’t download everything right away.
Price and Value: What $343.63 Is Paying For

At $343.63 per person (for the standard package), this isn’t a budget activity. I think it’s worth it for three main reasons.
First, the value is in the full workflow: dress + assistant + guided posing + multiple photo stops. You’re paying for a team that actively handles fit and composition, not just a camera operator.
Second, the photo output is clear: 25 edited photos per lady, plus faster delivery than many photo services. That number is part of the certainty here. You’ll know what you’re getting.
Third, the editing method is defined. You get Lightroom polish and retouching that keeps the look cohesive and natural-ish, without promises of body manipulation. That clarity helps you judge whether it matches your style.
What can make the total cost higher is what isn’t included:
- Transfers to and from the photoshoot location
- Hair and makeup (available as an add-on)
- Unedited or RAW files
If you already have someone organizing a driver and you’re fine with minimal personal glam beyond the dress, the base price feels more reasonable. If you need transport and full hair/makeup, budget those too.
Included Stops, Included Coaching: What the Team Actually Does

This is one of the most consistently praised parts of the experience. The photographer does more than take photos; they coach your posing so the images look natural, not like you’re holding your breath. And the assistant handles dress friction points—adjusting during the session so the dress stays photogenic.
It’s also a private setup. This is private for your group, so you’re not sharing the same time window with strangers. That helps with pacing, especially on uneven ground.
If you’re celebrating something—couples, birthdays, anniversaries—this format fits well because it feels personal. Many people want their partner to join the moment, and the session includes curated group portraits for parties of two or more.
What’s Not Included: Small Gaps That Matter

This experience is straightforward about exclusions, and you should pay attention before you arrive.
Transfers are on you
Transportation to and from the photoshoot location isn’t included. That means you’ll need a plan: taxi, private driver, walking where possible, or a pre-booked transfer.
No hair and makeup in the standard package
Hair and makeup are optional add-ons. If you care about a specific look, book it early enough that you’re not rushed at the meeting point.
No RAW files
You’ll get the edited gallery, but un-edited/RAW files aren’t included in the standard package.
These gaps aren’t a dealbreaker, but they change how you should plan your day. If you show up unready, the session can feel like a sprint.
How to Prepare So the Shoot Feels Relaxed (Not Rushed)
Here are the practical moves that help you get better photos with less stress.
Plan your timing with buffer. Even though the session is about an hour total (and 30 minutes of shooting per lady), arriving late can compress your time for dressing and adjustments.
Bring flip-flops if you don’t want to commit to full barefoot comfort. Wear comfortable clothes for the walk beforehand; once you’re changed, you’ll be focusing on posing.
Expect real outdoor conditions. Wind and steps are part of Santorini’s look. If you get nervous, say something early so the photographer can adjust how you move between angles.
If you want specific pose variety, ask for it. The session is structured, but you can still guide the look by requesting a few pose types before you start. Limited time doesn’t mean limited creativity—it means fewer changes.
Who This Is Best For (And Who Might Prefer Something Else)
This flying dress photoshoot is strongest for:
- Couples who want professional portraits in iconic Santorini settings
- Friends or small groups celebrating birthdays and anniversaries (you may receive group photos if there are more than two ladies)
- People who want a full experience, meaning dress help and posing coaching, not just a photographer meeting you at a viewpoint
It may be less ideal if you:
- Want RAW files or heavy retouching/body manipulation
- Expect lots of free time to redo hair/makeup between stops
- Need transportation included in the price
Booking Checklist: Questions to Ask Before You Pay
Before you lock it in, I’d message the provider with a few straight questions so you don’t get surprised.
- Will hair and makeup time overlap with the dress fitting, or do you schedule separately?
- How many distinct pose sets do you typically fit into the 30-minute shoot?
- What style of editing is closest to what you deliver in Lightroom (natural polish vs. stronger effects)?
- If you’re sensitive to height, can the photographer adjust footing and angles to feel safer?
- What’s the realistic logistics plan if you’re using a cable car or other transport routes near Imerovigli?
You want clarity up front because this is a timed, outdoor session. A little planning keeps it fun.
Should You Book This Santorini Flying Dress Photoshoot?
Yes, I’d book it if you want classic Imerovigli photos with a team that handles the dress, the posing, and the stops. The combination of dress catalog + assistant support + coached posing + 25 edited photos delivered within 16 days makes it feel like more than a gimmick.
I’d pause if you’re working with a tight budget once you add transfers and optional hair/makeup, or if your ideal editing includes body manipulation and RAW files. This is Lightroom polish, not a full Photoshop makeover.
If you want a professional, guided way to get those Santorini flying-dress images without guessing how to pose—this is one of the best formats to choose.
FAQ
How long is the photoshoot?
The photo session lasts about 30 minutes per participating lady, and the overall activity is approximately 1 hour.
How many photos will I receive?
You’ll receive 25 professionally edited, high-resolution photos per lady.
When will the photos be delivered?
Your full gallery is delivered within 16 days after the shoot.
Can I choose the dress style and size?
Yes. After you book, you receive a dress catalog to choose your favorite flying dress and size.
What dress sizes are available?
Sizes range from XS to 5XL.
Is hair and makeup included?
Hair and makeup styling is not included in the standard package, but it is available as an optional add-on.
Do I get unedited or RAW files?
No. Unedited or RAW files aren’t included in the standard package.
Are body manipulation or Photoshop edits included?
The gallery is edited in Lightroom, but Photoshop and body manipulation are not included.
Is transportation included, and what if weather is bad?
Transfers to and from the photoshoot location are not included. The experience requires good weather, and if it’s canceled due to poor weather you’ll be offered a different date or a full refund.




























