Review of Flying Dress Express in Santorini: A Stylish Photoshoot and Secret Spots Tour
If you’re dreaming of capturing your Santorini vacation in a truly unforgettable way, the Flying Dress Express offers a neat combination: a professional photoshoot combined with an exploration of some of the island’s lesser-known sights. Priced at around $229 per person, this 45-minute experience is designed for those who want more than just a typical snapshot — it’s about turning your holiday into a set of beautiful, high-quality photos while discovering hidden corners of Santorini that many travelers miss.
What I find particularly appealing about this tour is the chance to wear an elegant flying dress while a professional photographer captures your best angles. Not only do you get stunning images in breathtaking locations, but you also enjoy a personalized walk through areas like Imerovigli or Oia, where the views of the caldera are stunning and the crowds are often fewer. Another standout feature is the expert guidance from your photographer and assistant, who seem to focus on making the experience fun, comfortable, and tailored to your style.
That said, a potential consideration is the editing quality of the photos, which some reviews suggest could be more polished. If you’re expecting highly refined professional editing, you might find the images a bit basic, with contrast and cropping that feel more routine than striking. Also, since the activity relies heavily on weather, poor conditions could mean rescheduling or a refund, so checking the forecast is wise.
Key Points
- Unique experience combining photoshoot and sightseeing
- Capture Santorini’s hidden gems away from the crowds
- Highly personalized and private—only your group participates
- Professional photographers ensure high-quality images, though editing may vary
- Great for those seeking memorable vacation photos in beautiful settings
- Weather-dependent, so good weather ensures a smooth experience
A Closer Look at Flying Dress Express in Santorini

You can also read our reviews of more tours and experiences in Santorini.
What This Experience Offers
This tour is as straightforward as it sounds — you meet at the Aegean Restaurant in Imerovigli, a picturesque spot known for its spectacular caldera views. From there, you’re guided on a walk through either Imerovigli or Oia, both of which are idyllic villages famous for their charm, narrow streets, and breathtaking vistas. The real highlight, however, is the boutique flying dress that you’ll wear during your walk, helping you create memorable images in scenic spots.
For about 45 minutes, an expert photographer and their assistant will work with you to compose shots that capture not only your look but also the stunning surroundings. One reviewer, Lisa, described the experience as “adventurous and empowering,” emphasizing how comfortable the photographer made her feel and how much fun she had. The process seems to be very focused on making sure your experience is enjoyable and relaxed.
The Locations and Scenic Highlights
Your walk will take you through Imerovigli or Oia, both of which are considered perfect spots to leverage the island’s heroic scenery. Expect cliffside views, narrow alleys, colorful buildings, and sunset vistas. Many reviews highlight the quality of the scenery and the quality of the photos, noting that the images will likely be a highlight of your trip.
What makes this stand out is that the photographer is not just there to snap photos but to guide you with posing tips and show you the most photogenic angles. Several travelers mention that the assistant was helpful in discovering the best poses, making the whole process feel effortless and genuinely fun.
Authenticity and Unique Touches
What I really appreciate is the promise of discovering Santorini’s lesser-known spots. Many travelers stick to the busy viewpoints, but this experience aims to take you off the beaten path, away from crowds. That means fewer people, better lighting, and photos that feel more personal and authentic. This focus on hidden gems adds a special touch, especially for couples or those looking to step outside the usual tourist traps.
The Photos and Editing
According to reviews, the quality of the photos is generally high; however, some guests were expecting more sophisticated editing. One reviewer, Yuliya, mentioned that the images appeared to be just contrast and cropping adjustments, with some of the full flying dress shots missing or cut out. If you’re looking for magazine-quality retouching, this might be a consideration.
- Half-Day Exclusive Catamaran Cruise in Santorini With Meal and Open Bar
- Santorini Luxury Cruise With Greek Meal – Morning and Sunset
- Santorini Wine Adventure With 12 Wine Tastings, Tapas and Sunset
- Santorini Sea Kayak – South Discovery, Small Group Incl. Sea Caves and Picnic
- Santorini Sunset Luxury Sailing Catamaran Cruise With Bbq, Drinks, Transfer
- Santorini Horse Riding to Black Sandy Beach
Pricing and Value
For around $229, the experience offers personalized professional photos at a fraction of what similar high-end photoshoots might cost elsewhere. Considering the private setting, guided walk, and scenic locations, this price seems fair. It’s ideal for travelers who value high-quality keepsakes from their trip and want a unique experience to stand out from standard sightseeing.
Who Will Love This Tour?
This experience suits romantic couples, solo travelers, or small groups who want beautiful photos in iconic Santorini scenery without large tour groups. It’s perfect if you’re comfortable with walking a moderate distance and want to invest in lasting memories that go beyond the typical snapshots. Keep in mind, if you’re expecting highly polished editing, some reviews suggest that might not be the focus.
Who Should Book This?

This tour is best for those who value professional-quality photos and are excited about exploring quieter parts of Santorini. If you’re after beautiful scenery, good company, and a fun, personalized activity, you’ll love the experience. It’s especially appealing for couples celebrating a special occasion or travelers wanting a different way to document their trip.
Who Might Not Like It?
If you’re expecting extensive sightseeing or highly retouched images, this might not be your ideal choice. Also, if weather is poor, your plans could be affected, so flexible travelers should be prepared to reschedule or accept the possibility of cancellation.
Final Thoughts

The Flying Dress Express in Santorini offers a delightful combination of stunning photo opportunities and intimate walks through some of the island’s less crowded spots. It’s a worthwhile splurge if capturing beautiful, high-quality vacation photos is a priority. The experience’s private, flexible approach makes it suitable for those who enjoy personalized service, while the scenic locations ensure your photos will stand out.
The value lies in professional guidance, access to hidden parts of Santorini, and lasting images that you’ll cherish long after the trip. If you’re looking for a fun, stylish, and memorable way to document your stay, this tour delivers on those promises comfortably.
However, keep your expectations realistic about the editing quality, and plan your day for good weather. For travelers eager to combine sightseeing with a practical keepsake, it’s an option well worth considering.
FAQ
How long is the Flying Dress Express tour?
It lasts approximately 45 minutes, which includes the walk and the photoshoot.
Where does the tour start and end?
It begins at the Aegean Restaurant in Imerovigli and ends back at the same spot.
Is this a private tour?
Yes, only your group participates, making it a personalized experience.
What locations will I visit during the walk?
You’ll explore either Imerovigli or Oia, both known for their scenic views and charming streets.
Can I cancel if the weather is bad?
Yes, the experience requires good weather, and if it’s canceled due to poor conditions, you’ll be offered a different date or a full refund.
What if I want high-end editing on my photos?
Some reviews suggest the editing is basic, mainly contrast and cropping, so if you want highly retouched images, it’s worth noting that this might not be included.
More Tour Reviews in Santorini
Not for you? Here's more things to do in Santorini we have recnetly reviewed
- Santorini: Akrotiri Prehistoric City Private Guided Tour
- Santorini: Helicopter Sightseeing Flight Over Caldera
- Santorini: Private Customizable Tour with Flexible Lenghts
- Santorini: Wine Tour with Sunset in Oia
- Santorini’s Highlights: Exclusive 4-Hour Private Tour
- Santorini: Caldera and Oia with King Thiras Boat
- Santorini: Fira Town Walking Tour with Wine Tasting
- Private Sightseeing land tour and wine tasting
- Santorini: license free boat in Santorini
- Santorini: Group Hiking Tours w/ English-Speaking Guide
- Santorini: Luxury Sunset Cruise with Dinner, BBQ, and Drinks
- Santorini: Shore Excursion for Cruise Passengers
