Trying to capture the feeling of flying in a spectacular dress against stunning Jamaican scenery sounds like something straight out of a fairy tale. This flying dress activity in Montego Bay offers just that—creating unforgettable images that combine fashion, adventure, and a sense of freedom. While the experience is undeniably enchanting, it’s important to know what you’re signing up for, especially considering the mixed reviews about photo quality and service.
We love that this tour offers breathtaking views, a chance to wear a glamorous dress, and the convenience of pickup options. Plus, the fact that it’s a private experience makes it feel personalized, giving you space to express your style and vision. However, some travelers have mentioned delays and concerns about the quality of photos, making it wise to weigh these factors before booking.
This experience is best suited for romantic couples, fashion enthusiasts, or anyone wanting dreamy images to mark their trip. If you’re seeking a fun, scenic activity that adds a touch of glamour to your holiday, this could be just the thing. Just keep in mind the potential for delays or issues with photo delivery, and plan accordingly.
- Good To Know
- What to Expect from the Flying Dress Session in Montego Bay
- The Photo Shoot Experience
- Scenic Backgrounds and Artistic Touches
- Additional Details
- The Pros and Cons: Balancing the Experience
- Deep Dive into the Experience: The Day of the Booking
- Tips for a Successful Session
- The Photos and Post-Session Experience
- Who Will Love This Experience?
- The Sum Up: Is It Worth It?
- Frequently Asked Questions
- More Tour Reviews in Montego Bay
- Looking for something different? Other Montego Bay activities we've written about
Good To Know

- Scenic Backdrops: Expect picturesque landscapes and architectural views as your photo background.
- Personalized Experience: It’s a private activity, so only your group participates.
- Photo Quality Variability: Reviews indicate that photo quality and service may vary.
- Weather Impact: Tropical storms or wind can delay or affect the shoot.
- Duration & Price: Around 1.5 hours for $300 per person, offering a good value for a professional photo session.
- Convenience: Pickup is offered, and the activity uses mobile tickets for ease.
- Limited Lunch Options: Food isn’t included, so plan to eat before or after.
- Booking in Advance: Typically booked about two months ahead, ensuring you secure your spot.
- Suitable for Most: Most travelers can participate, with flexible rescheduling available.
What to Expect from the Flying Dress Session in Montego Bay

This one-hour thirty-minute experience kicks off from Burwood Public Beach, a scenic spot perfect for capturing the essence of Jamaica’s beauty. The activity begins with your pickup, which makes logistics smoother—an often appreciated detail, especially in busy tourist areas. Since it’s a private tour, only your group is involved, allowing for more attention from the photographer and a more tailored session.
Once at the location, you’ll be outfitted in a flowing, extravagant dress designed to catch the wind beautifully. The goal? Create stunning images that evoke freedom, elegance, and adventure, all against Jamaica’s lush landscapes or architectural marvels.
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The Photo Shoot Experience
The core of this activity involves posing in the dress while capturing dynamic shots—think billowing fabric and smiles that look straight out of a magazine. Photographers might use drones or natural wind currents to enhance the sensation of flight and movement. Several reviews highlight the skill and creativity of the photographer, with one reviewer praising Dre for being professional, patient, and attentive to her vision. The photos are typically delivered digitally, often within a timely manner, though delays can happen, especially if weather conditions like tropical storms interfere.
Scenic Backgrounds and Artistic Touches
The backdrop is a key feature—be it Jamaica’s vibrant coastline, lush greenery, or striking architecture. These enhance the dramatic effect and give your photos a truly tropical, glamorous feel. Expect to see some stunning views that make for perfect profile pictures or keepsakes. However, some travelers mention that the quality of photos can vary—one reviewer lamented not yet receiving her pictures weeks after the shoot, which indicates there’s room for improvement in post-session communication.
Additional Details
Bottled water is included, which is a thoughtful touch after an active session. No meals are included, so plan accordingly if you want to dine afterward. The activity operates throughout the year, with opening hours from 8:00 AM to 6:30 PM, giving you plenty of flexibility to choose a time that suits your schedule.
The Pros and Cons: Balancing the Experience

Pros
- Expect breathtaking views that elevate your photos and memories.
- The private setting makes it a personalized, intimate experience.
- Pickup service adds convenience, especially if you’re staying near beaches or resorts.
- The cost of $300 offers an affordable way to get professional photos with scenic backdrops.
- Many reviewers commend the photographer’s creativity and professionalism.
Cons
- Some stories indicate delays in receiving photos, sometimes due to weather or technical issues.
- Photo quality has been inconsistent, with at least one reviewer mentioning poor images.
- It requires good weather, as tropical storms can cause rescheduling or delays.
- No lunch or food is included, so plan around mealtimes.
- Bookings should be made well in advance, averaging about 59 days ahead, to secure your preferred date.
Deep Dive into the Experience: The Day of the Booking
Once you’ve booked your session—ideally 2 months ahead—you’ll receive confirmation and details on pickup. The convenience of being collected from your hotel or a designated spot means you can relax and prepare without worrying about transportation.
On the day, the session begins at the beach, where you’ll meet your photographer, Dre, or another professional. The team is usually praised for their hospitality; one reviewer describes Dre as “excellent service” with a “nice personality.” The shoot itself involves wearing a large, flowing dress—think princess meets fashion model—while the photographer captures images from different angles, often utilizing drones for a dramatic effect.
You might spend some time adjusting poses and enjoying the wind as the photographer directs you to get that perfect shot. The scenery helps create captivating images—some reviewers mention how the natural surroundings or architecture add depth and character to the photos.
Tips for a Successful Session
- Arrive well-rested and dressed comfortably for the shoot.
- Communicate your vision clearly; reviewers like Alicia mention how the photographer listened to her requests.
- Stay flexible with timing, especially if weather is unpredictable.
- Verify when you will receive your photos, and don’t hesitate to follow up if they’re delayed.
The Photos and Post-Session Experience

The quality and delivery of photos seem to be the main concern among some travelers. While most praise the professionalism and creativity of photographers like Dre, a few mention delays or the need for better post-shoot communication. One reviewer, Jennifer, is still waiting for her pictures weeks after her shoot—something to keep in mind if you rely heavily on your images for social media or souvenirs.
The photos are provided via digital files, with the option to print or share online. So, if receiving high-quality images promptly is essential, it’s worth confirming the expected turnaround time before booking.
Who Will Love This Experience?

This activity appeals most to those wanting beautiful, artistic photos with a tropical twist. It’s ideal for couples, solo travelers, or groups seeking a memorable, fun activity that combines fashion and scenery. It can also serve as a great gift or special occasion celebration—think birthday, anniversary, or just because.
If you’re looking for adventure, adrenaline, or a more traditional tour, this might not be the best fit. But if you want to feel like an island goddess, surrounded by Jamaica’s beauty, this session offers a chance to do just that.
The Sum Up: Is It Worth It?

The flying dress session in Montego Bay offers a distinctive way to capture your trip with stunning backdrops and glamorous style. While the experience’s core appeal lies in the dramatic photos and scenic views, travelers should be aware of possible inconsistencies in photo quality and delays. The private setting and personalized approach make it a worthwhile splurge for those valuing professional images and a touch of luxury.
For anyone who appreciates artistic photography, scenic beauty, and a bit of fun, this activity can leave you with images that evoke elegance and freedom. It’s a perfect pick for travelers seeking a memorable, visually striking souvenir from their Jamaican holiday.
Frequently Asked Questions

How long does the flying dress session last?
The entire experience is approximately 1 hour and 30 minutes, including pickup, photography, and photo delivery.
What is included in the price?
You get the flying dress photo shoot, all fees and taxes, and bottled water. Lunch is not included.
Where does the activity start?
It begins at Burwood public beach in Jamaica, with pickup offered, making logistics easier.
Is this a group or private experience?
It’s a private activity—only your group participates, allowing for more personalized attention.
What should I wear or bring?
Bring comfortable clothing for after the shoot; the photographer provides the dramatic dress. Wear makeup and hair suited for photos if desired.
Can I reschedule if the weather is bad?
Yes, rescheduling is flexible, especially if weather conditions like storms delay the session.
When will I receive my photos?
Most reviews indicate timely delivery, but delays can happen—some reviewers have waited several weeks.
Is this activity suitable for most travelers?
Yes, most travelers can participate, and the experience is designed to be accessible, with no special skills required.
How far in advance should I book?
Booking about 59 days in advance is typical, so plan early to secure your preferred date.
This flying dress session offers a delightful mix of scenic beauty, style, and personal keepsakes. We recommend weighing the potential for delays against the stunning results and personalized service for a memorable Jamaican adventure.
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