Montegobay Flying Dress and Kayak Photo Shoot: A Unique Jamaican Adventure

If you’re visiting the Trelawny region near Montego Bay and looking for a blend of fun, memorable photos, and local scenery, the Montegobay Flying Dress and Kayak Photo Shoot might just be your perfect choice. For $440 per person and about two hours of time, this tour offers a chance to wear a stunning flying dress while capturing some eye-catching photos and trying your hand at a clear kayak adventure. Your experience begins with private transportation, includes all fees and taxes, and offers WiFi and bottled water for comfort on the drive.
What we really like about this experience is how customizable it is — you’re encouraged to reach out ahead of time with ideas or special touches you want to include. The guides and photographers are experienced, ensuring you don’t have to worry about posing or finding the best angles. And the journey to the photography site is as informative as the shoot itself, giving you a glimpse into Jamaica’s vibrant culture and scenic surroundings.
One possible consideration is the weight limit for the kayaking component; travelers over 260 pounds may face additional charges. Besides that, this tour is best suited for those who enjoy a mix of scenic beauty, fun fashion, and a bit of adventure — ideal for couples, groups of friends, or solo travelers wanting unique photos and experiences.
Who should consider this tour?
If you’re after creative, share-worthy photos with an exotic backdrop, enjoy light adventure like kayaking, and value a flexible, personal experience, this tour could be a great fit. It’s especially appealing for those celebrating special occasions or looking to add an unusual story to their Jamaican trip.
Planning more time in Trelawny? We've covered other experiences worth considering.
Key Points

- Flexible and customizable experience tailored to your ideas and vision.
- Professional photographers who know how to get the best shots and guide your poses.
- Includes transportation, water, and WiFi, making the two-hour experience comfortable and convenient.
- A scenic drive through the heart of Jamaica’s lively areas, adding cultural context.
- Weight limit considerations for kayak activity—important for planning.
- Ideal for those seeking memorable photos, light adventure, and a personalized touch.
The Experience: What to Expect from Start to Finish
Pickup and Transportation
Your adventure kicks off at 8:00 am with private transportation from your hotel or designated meeting point. The vehicle is air-conditioned and equipped with WiFi, giving you a comfortable ride while soaking in the sights and sounds of Trelawny. The drive typically lasts just enough time to set the mood and get excited about what’s ahead.
The guides are knowledgeable about Jamaica’s local culture and areas you pass through, so don’t hesitate to ask questions. We loved the way the driver shared little stories about the region, making the journey part of the experience.
The Photoshoot Site and Setting
Once you arrive, you’ll be immersed in a lively setting where you’ll don your flying dress — a flowing, eye-catching outfit that makes for stunning photos and fun movement. The photographers are experienced in capturing dynamic poses and natural expressions, ensuring you get a variety of shots whether you’re alone, with a partner, or in a group.
The staff encourages you to bring your own ideas or special touches to personalize the shoot, which adds a layer of fun and authenticity. Expect professional guidance on posing, but also the freedom to try out your own style.
- 4 Best Full-Day Tours In Trelawny
- Triple Action pack Combo (Blue Hole, Horse back riding and river tubing)
- Explore Montego Bay to Luminous LagoonGlistening Water Night Tour
- Montego Bay Airport transfers-Excellence,Royalton,Ocean Coral Spring(Round Trip)
- Appleton Estate ,YS Falls, black river Safari private tour
- Montego Bay Airport and Excellence Oyster Bay Private Shuttle
The Kayaking Adventure
After the dress photos, you’ll transition into the kayaking segment. The clear kayak provides a different perspective — close-up views of the water, marine life, and coral beneath. For many, this part is a refreshing break from the photos and a chance to experience Jamaica’s beautiful aquatic environment firsthand.
Keep in mind, if you weigh over 260 pounds, additional charges may apply, so it’s worth planning accordingly. The kayaking is described as “clear,” allowing you to see underwater without diving, which is a delightful touch for those who enjoy water activities.
The Return Journey
After your photos and kayak experience, you’ll head back to your hotel or starting point, with time to review your photos or simply relax and reflect on the day. The entire experience totals around two hours, making it a manageable addition to a busy travel schedule.
Value and Practicality: Is it Worth It?

This tour’s price of $440 per person might seem high at first glance, but considering the inclusion of professional photography, private transportation, and a personalized experience, it’s actually quite reasonable. You’re paying for quality photos you can treasure forever, along with a taste of local scenery and light adventure.
The flexibility to customize the shoot makes it especially appealing. If you’re celebrating a special occasion, want high-quality vacation photos, or simply enjoy fun, hands-on activities, you’ll find this tour offers a good blend of entertainment and value.
Authentic Experiences and Honest Balance

While this experience is primarily about photo opportunities and light adventure, it’s important to note that it’s also about creating memories with a personal touch. The photographers are well-versed in making you feel at ease, and the scenic setting offers plenty of opportunities for stunning shots against Jamaica’s vibrant backdrop.
Some travelers might find the two-hour duration a bit short if they’re looking for a full day of activities, but it’s perfect if you want a quick, memorable highlight. The pick-up service adds convenience, especially if you’re staying in Montego Bay or nearby.
From reviews, travelers appreciate the professionalism of guides and the thoughtfulness in posing, which enhances the overall experience. A couple mentioned how they loved the “fun dress,” and how the photographers helped them relax and enjoy the moment.
The Sum Up: Who Should Consider This Tour?

This Montegobay Flying Dress and Kayak Photo Shoot is best suited for travelers who want a creative, personalized experience with a beautiful Jamaican backdrop. It’s ideal if you’re after high-quality photos that capture the joy and beauty of your trip, especially for couples or groups celebrating something special.
If you enjoy a bit of adventure and want a relaxed atmosphere with professional guidance, you’ll find this tour to be a worthwhile addition to your Jamaican itinerary. Just keep in mind the weight limit for kayaking and consider whether a two-hour experience fits your overall travel plans.
For those seeking a fun, memorable way to document their trip, this could be a highlight — combining fashion, scenery, and adventure into one compact package.
FAQ

Is transportation included in this tour?
Yes, the tour includes private, air-conditioned transportation with WiFi, starting from your hotel or a designated meeting point.
What should I wear for the photoshoot?
Most participants wear the provided flying dress, which is designed to be flowing and photogenic. You’re also encouraged to bring any personal items or accessories to personalize your photos.
How long does the entire experience last?
The whole tour lasts approximately two hours, including pickup, the photoshoot, kayaking, and return transportation.
Are photos included in the price?
While the tour provides professional photography, it’s best to confirm whether photos are included or if there is an additional fee for the images.
What if I weigh more than 260 pounds?
Overweight travelers might face additional charges for the kayaking activity. It’s recommended to check with the provider beforehand.
Is it suitable for all ages?
Most travelers can participate, but children should be supervised, and any health concerns should be discussed with the provider.
Can I customize the photoshoot?
Yes, travelers are encouraged to share their ideas to add a personal touch to the session.
What’s the cancellation policy?
You can cancel up to 24 hours in advance for a full refund. Cancellations less than 24 hours before the experience are not refundable.
This tour offers a charming, fun way to capture your Jamaica memories while enjoying a bit of adventure. Whether you’re after stunning photos, a chance to wear a gorgeous dress, or simply want to see some local sights, it balances professionalism with a relaxed vibe — making it a worthy addition for your Caribbean trip.
More Kayak & Canoe Tours in Trelawny
More Tour Reviews in Trelawny
- Full-Day Kingston and Blue Mountains Private Guided Tour
- Private Transfer for Dinner Appointment in Montego Bay
- Excellence Oyster Bay Private Airport Transfers
- Full Day Private ATV with Zipline and Horseback Riding in Negril
- Luminous Lagoon “Glistening Waters” Tour from Falmouth
- One way Montego Bay Airport Taxi-H10 Ocean Coral Spring /Eden Bay
More Trelawny experiences we've covered
- Full-Day Kingston and Blue Mountains Private Guided Tour
- Private Transfer for Dinner Appointment in Montego Bay
- Excellence Oyster Bay Private Airport Transfers
- Full Day Private ATV with Zipline and Horseback Riding in Negril
- Luminous Lagoon “Glistening Waters” Tour from Falmouth
- One way Montego Bay Airport Taxi-H10 Ocean Coral Spring /Eden Bay
- Montego Bay Excursion Tours with Round Trips and Pick Ups
- Horse Back Riding, Dunn’s River and Blue Hole
- Mystic Luminescent Lagoon Night Cruise & Swim in Jamaica
- Blue Hole Waterfalls Tour from Falmouth
- Montego Bay Airport Taxi To/From Falmouth Hotels/Airbnb
- Private Full Day Blue Hole and Dunns River Shore Excursion from Falmouth
