Santorini: Proffessional Flying Dress Photoshoot

Santorini’s famous views make a fine backdrop, but the real feature here is the flying dress session. You choose from more than 30 designer dresses, then walk through Imerovigli with photographer Yannis while his assistant, Anastasia, handles the dress and helps you look your best.

I like the private format and the clear help with posing. I also like that the hour includes both classic sights, such as blue domes and white rooftops, and less obvious photo spots. The main drawback is cost: the advertised $418 covers the private group of up to four, but the dress and female assistant add another €130 according to the supplied details.

Key details before you book

• More than 30 dress designs: Choose your style and size in advance, with options available up to 4XL.
• One private hour in Imerovigli: The route includes blue domes, white rooftops, sea views, and smaller side spots.
• Yannis guides every pose: You do not need modeling experience or a ready-made pose list.
• Anastasia handles the practical work: She helps you change, adjust the dress, and keep it looking right.
• Fifty edited photos: You receive professionally edited Lightroom images by Dropbox, with cloud backup for six months.
• Outdoor walking is part of the deal: Expect stairs, short walks between locations, sun, and a barefoot finish.

Why Imerovigli makes such a good photo set

This session takes place in Imerovigli, one of Santorini’s best locations for wide caldera views and bright white architecture. You meet at Anogi, in the large square in front of the restaurant, where Yannis waits for you. The activity ends at the same place.

The setting matters because a flying dress needs room to move. Imerovigli offers rooftops, stairways, open viewpoints, and clean white walls that let the fabric show clearly in a photograph. You are not simply standing in front of one famous building for an hour. You move through a village with several types of background.

The route also gives you variety. Blue domes provide the instantly recognizable Santorini image. White rooftops keep the pictures bright and simple. High viewpoints add the sea and caldera behind you. Smaller side locations bring a more artistic feel and keep the whole session from looking like the same photograph repeated 50 times.

You should still expect other people in this part of Santorini, along with stairs and narrow paths. The session is private, but the village itself is not reserved for your group. If you want a quiet portrait set, the private guide and one-hour format help, but they cannot remove the public setting.

Choosing a dress before you arrive

After booking, you receive a catalog of flying dresses. You choose your favorite design and size before the session, rather than arriving and making a rushed decision. This is important because the dress is central to the finished images, and the supplied sizes go up to 4XL.

The selection includes more than 30 designs from qualified designers around the world. The available information does not list the individual colors, fabrics, or exact measurements, so check the catalog carefully and ask questions before you confirm your choice. A good fit will make it easier for Anastasia to arrange the fabric and for you to move between spots.

The dress rental is not included in the headline activity price. The added charge listed is €100 for the dress and €30 for the female assistant, for a total of €130. Since the wording does not clearly state whether that fee applies per person or per booking, ask for the exact total if more than one woman will participate.

Men can join the private group, but a male outfit is not included. The experience is built around the flying dresses, so you should not expect a matching costume or special male styling unless you arrange your own clothing.

Changing with Anastasia, then starting the photo walk

The meeting begins with a few minutes to get acquainted. Anastasia then helps you put on the dress in a dedicated changing space at the photoshoot location. That small practical detail matters. A large flowing dress can be awkward to manage, especially when you are trying to keep it clean and presentable before the first photograph.

Once you are dressed, the walking session begins. You should wear comfortable shoes for the route, but the photoshoot itself is done barefoot. Bring shoes that are easy to remove and put back on. This is a simple tip, but it can save time during a one-hour session.

Anastasia continues to help throughout the shoot. Her role is not just at the changing area. She makes sure the dress sits properly, adjusts the fabric, and helps you look composed in front of the camera. That support is useful because a flying dress photograph often depends on timing and fabric placement as much as on your pose.

The outdoor setting also means you need to plan for the sun. If you are sensitive to bright light, bring sunglasses for the walking portions, though you will probably remove them for the portraits. Alcohol and drugs are not allowed, and the session is not suitable for babies under one year, people over 95, or people with altitude sickness.

The one-hour route through Imerovigli

The listed itinerary has two points: Anogi as the start and Imerovigli as the one-hour photo stop. In practice, the photo walk moves through several spots within the village rather than treating Imerovigli as one single viewpoint.

Blue domes and white rooftops

The blue domes and white rooftops give you the classic Santorini look. These backgrounds work especially well with a bold dress because the clean architecture does not compete with the fabric.

Yannis guides you into poses rather than expecting you to know how to model. He can help with hand placement, body angle, and the movement of the dress. That makes the session more approachable if you usually feel stiff in photographs.

High viewpoints and sea views

The route also reaches high points in the village, where the sea forms the backdrop. These photographs should feel more open and dramatic than the close architectural shots.

The tradeoff is the walking. You will deal with stairs and short distances between photo spots, and the session takes place outdoors. Bring water if needed, wear sensible shoes between locations, and be ready for the physical side of moving in a long dress.

Smaller side locations

The less obvious spots add visual variety. You might find a wall, stairway, roofline, or quiet corner that gives the photos a more personal quality than the standard Santorini postcard image.

The supplied details do not promise a fixed list of exact locations. That is useful rather than troubling because the guide can work with the conditions and the route. Still, if you have a specific must-have background, mention it when you meet Yannis rather than assuming it is guaranteed.

Group portraits

If two or more women take part, the session includes group photographs as well as individual portraits. Extra group shots are provided in addition to the 50 edited photographs per person.

That makes the booking more useful for friends, sisters, or a small celebration. You should remember that one hour is not a long time for several people, especially when changing, arranging multiple dresses, and walking between spots. A larger group will need to move efficiently.

Posing help for people who are not models

You do not need modeling experience. Yannis gives natural posing guidance throughout the session, helping you create photographs that look relaxed rather than overly staged.

This is one of the most useful parts of the experience. A dramatic dress can look impressive on a hanger but awkward once you put it on. Good direction helps you use your posture, hands, and movement to make the garment look intentional.

Yannis and Anastasia also work as a team. While Yannis concentrates on the camera and composition, Anastasia can manage the fabric and check your appearance. That division of work is especially helpful when the dress needs to be spread, lifted, or repositioned just before the shutter clicks.

The session is private, so you are not sharing the photographer with another booking. That gives you room to ask for a pose again or explain what sort of photographs you want. It also makes the experience more comfortable for anyone who feels self-conscious in front of a camera.

What you receive after the session

You receive 50 professionally edited photographs in Lightroom for each participating woman. The files arrive through Dropbox, and the stated delivery time is 15 days in the included section and 16 days in the fuller description. Treat two to just over two weeks as the practical expectation, and confirm the exact delivery time when booking.

The photos are edited, but unedited images and raw files are not included. If you want every frame from the shoot, ask about that before you pay. The service also includes six months of guaranteed cloud backup, so you do not need to download the files the moment the Dropbox link arrives.

Fifty images per person is a useful amount for a one-hour session. You should get a mix of individual portraits and, where relevant, group photographs. The final set will not include every photograph taken, since selection and editing are part of the photographer’s work.

If you are planning a proposal, this format can also help create a special record of the moment. One supplied account describes Yannis and his assistant making a proposal memorable, with the team helping arrange the setting and photographs. The activity details do not promise proposal planning, so contact the provider if the proposal itself is part of your plan.

Price and what the total really means

The listed price is $418 per private group of up to four people. That gives the booking a different value depending on your group size.

For one person, the price is a major spend for a one-hour session, especially after adding the €130 dress and assistant fee. For two to four people, the base cost can be shared, making the private format more attractive. You still need to confirm how the €130 charge applies if more than one woman chooses a dress.

Transfer and makeup are extra. The provider can arrange private transport and makeup services at an additional charge, but neither is part of the stated package. You meet at Anogi in Imerovigli, so plan your own way there unless you arrange a transfer.

I think the value is strongest for someone who specifically wants a polished flying dress photo set rather than a general sightseeing activity. You are paying for private attention, dress assistance, pose direction, professional editing, and access to several Santorini backdrops in one compact session.

Smart preparation for a smoother session

Choose the dress early. Look at the catalog with your height, size, preferred color, and comfort in mind. A design that looks dramatic in a photograph may be harder to manage on stairs, so ask about movement if you have concerns.

Wear easy-off shoes and plan to go barefoot for the actual photos. Comfortable clothing underneath may make changing easier, though the supplied details do not specify what to wear under the dress.

Bring sunglasses if bright sun bothers you. The session is outdoors, and the route includes high viewpoints with little information about shade. You should also allow time to reach the meeting point in front of Anogi, rather than arriving at the last minute.

Tell Yannis what you want from the photographs. You might prefer close portraits, full-length dress movement, sea views, group shots, or a proposal record. The private format makes that conversation worthwhile.

Who will enjoy this most

This suits couples, friends, sisters, and solo visitors who want strong photographs from Santorini without arranging a full-day production. It is also a good fit for people who like the idea of a dramatic outfit but do not know how to pose.

You will get the most from it if you are comfortable walking stairs, spending an hour outdoors, and posing barefoot. The session is not a relaxed seated portrait appointment, and it is not designed as a village history tour.

The booking works best for groups of up to four who want privacy and a shared memory. Larger parties are not described, and even a few participants can use the hour quickly once dressing and group arrangements are included.

Should you book this flying dress session?

Book it if you want polished Santorini portraits, a wide choice of dresses, and hands-on help from Yannis and Anastasia. The private format, posing instruction, dress assistance, and 50 edited images give the session a clear purpose and useful results.

Think twice if you are mainly looking for a low-cost sightseeing walk, dislike staged photographs, or do not want to pay extra for the dress and assistant. Before booking, confirm the full price, the image delivery timing, and the dress fee for your exact group.

For a proposal or a special celebration, the careful teamwork can be worth the added cost. For a casual holiday snapshot, your phone may be enough. The right choice depends on whether professional images are the main reason you are in Imerovigli.

FAQ

Where does the photoshoot begin?

You meet at Anogi in Imerovigli, in the large square in front of the restaurant. The activity ends back at the same meeting point.

How long does the photoshoot last?

The private photoshoot lasts one hour. Starting times depend on availability when you book.

Is the flying dress included in the price?

No. The listed additional charge is €130, covering a €100 dress rental and a €30 female assistant fee. Confirm how this charge applies to your group before booking.

How many photos will I receive?

You receive 50 professionally edited Lightroom photos per person. Extra group shots are included when two or more women participate. Unedited images and raw files are not included.

When will the edited photos arrive?

The information gives both 15 and 16 days after the session as the delivery time. The photos are sent through Dropbox, with six months of cloud backup.

What should I bring?

Bring comfortable shoes that are easy to remove because the photos are taken barefoot. If you are sensitive to sun, bring sunglasses. The session takes place outdoors and includes stairs and short walks between photo spots.