Flying Dress Session in Montego Bay, Jamaica: A Unique Photo Adventure

Imagine gliding through the air in a flowing, glamorous dress against the stunning backdrop of Montego Bay. That’s exactly what this flying dress activity offers: a chance to feel like a runway model or fairy for a day, capturing those magical moments with your camera. The experience is approximately 1 hour 30 minutes, costs $300 per person, and is designed for those looking for an unforgettable, picturesque souvenir of their Jamaican trip.
What we particularly like about this experience is how it combines fashion with adventure—dresses that sway in the wind create truly eye-catching images, and scenic settings add a touch of authenticity. Plus, the easy pickup service and all-included bottled water make it quite convenient. On the flip side, some travelers have reported delays in receiving their pictures, often due to weather or other unforeseen circumstances, which is worth considering if quick photo delivery is important to you.
This tour suits photo enthusiasts, couples, or solo travelers eager to try something different and memorable. If you’re someone who values professional, fun-filled moments that turn into keepsakes, this might be just your thing.
Key Points

- Scenic Backdrops: Expect picturesque landscapes perfect for stunning photographs.
- Professional Photography: Photos are taken using creative techniques like drones and natural wind.
- Flexible Scheduling: Rescheduling is often possible, as noted by travelers.
- Weather Dependence: Tropical storms can cause delays in photo delivery.
- All-Inclusive: Bottled water and taxes are covered, making it straightforward.
- Limited Group Size: The experience is private, only your group participates.
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An In-Depth Look at the Flying Dress Experience
Location and Meeting Point
The adventure begins at Burwood public beach, one of Montego Bay’s accessible and scenic spots. Being near public transportation makes it easier for you to reach the site without much fuss. The activity ends back at the same meeting point, simplifying logistics after your shoot.
Duration and Scheduling
With about an hour and a half allocated, you’ll have enough time for a wardrobe change, some warm-up poses, and the actual flying dress shots. The activity runs from 8:00 AM to 6:30 PM most days, offering flexibility for different schedules. Booking in advance (average is 59 days ahead) is recommended, especially during peak seasons.
What to Expect During the Session
Once you arrive, expect to get dressed in an extravagant flowing gown carefully selected to emphasize movement and grace. The photoshoot typically involves posing against scenic backgrounds, which could be natural landscapes or architectural features. The goal is to produce images that convey a sense of elegance, freedom, and fun.
Photographers often use creative techniques such as drone cameras or harness wind currents naturally to create dynamic, lively shots. As one reviewer remarked, the images can be absolutely stunning, especially in the right weather conditions.
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The Photography and Delivery
The photos are usually issued in a timely fashion if all goes well, as a reviewer noted a positive experience with prompt delivery. However, delays can happen—particularly if weather events like tropical storms interfere, which was the case for some travelers. One customer expressed frustration over not receiving their pictures yet, which highlights the importance of patience and understanding that weather can impact the process.
What’s Included and What’s Not
You’ll enjoy bottled water and all fees and taxes included in the price. Interestingly, lunch isn’t part of the package, so plan for a snack or meal afterward. Since this is a private experience, only your group joins, ensuring personalized attention.
The Experience Itself: Highlights and Considerations
What we love:
– The scenic backdrop makes every shot special, whether it’s the coastline or architectural features.
– The professional approach by photographers like Dre, who are praised for their creativity and patience, adds to the overall value. As one reviewer put it, “He listened to my requests and brought my vision to life!”
What to be aware of:
– Weather can impact your photos—a tropical storm delayed deliveries for some travelers. It’s worth considering this when planning your shoot.
– The timing of photo delivery may vary, so if you need the pictures quickly, clarify expectations beforehand.
Who Will Love This Tour?
This activity is best suited for those who want a fun, visually striking memory of their vacation. It’s especially appealing if you love the idea of fashion photography or want a unique photo experience that stands out from typical sightseeing. Couples seeking romantic keepsakes, solo travelers looking for something adventurous, or anyone wanting to capture their joy in Jamaica will find this worthwhile.
The Sum Up

The flying dress session in Montego Bay offers a delightful combination of scenic beauty, creative photography, and a touch of fantasy—all for a reasonable price of $300. While it’s not without its potential delays, the opportunity to wear a flowing gown and be photographed against Jamaica’s stunning landscapes makes it a memorable addition to any trip.
If your goal is to get beautiful, professional shots that evoke a sense of elegance and adventure, and you’re okay with some weather-dependent flexibility, this experience is worth considering. It’s perfect for those who appreciate artistic photographs and want a tangible keepsake of their Jamaican holiday. Just remember to set your expectations around possible delays and weather interruptions, and you’ll come away with images that truly capture a special moment in time.
FAQ

How far in advance should I book the flying dress session?
Most travelers book about 59 days ahead, especially during busy seasons, to secure their preferred date and time.
Where does the experience start and end?
The shoot begins at Burwood public beach and concludes back at that same location, making logistics straightforward.
What is included in the price?
You receive all fees and taxes, plus bottled water. The photo shoot itself is private for your group.
Can I reschedule if I have a conflict?
Yes, the vendor has been flexible with rescheduling, as noted by travelers, so you may be able to adjust your appointment.
What if the weather is bad?
Weather can cause delays—especially tropical storms. One reviewer mentioned waiting longer for photos due to weather issues, so be prepared for possible rescheduling or delays.
Will I receive my photos immediately?
Photos are usually delivered in a timely manner, but delays have occurred, mainly due to weather. Patience is advised if conditions aren’t ideal.
In the end, this flying dress session in Montego Bay is a quirky, creative experience that offers more than just photos—it’s a chance to feel beautiful, free, and immersed in Jamaica’s stunning scenery. Whether it becomes a cherished memory or just a fun story to tell, it’s a day that can add a splash of glamour and adventure to your Caribbean vacation.
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