You’ll choose your own flying dress color before stepping onto Montego Bay’s beach for a playful photo walk with a local photographer. Expect laughter, salty air, and 10 beautifully edited images to keep after your hour-long shoot. It’s less about posing perfectly than feeling bold — you might surprise yourself.
I’ll admit, I never thought I’d be the kind of person to twirl around in a bright silk dress on a Jamaican beach — but here we are. The morning air was sticky, not too hot yet, and I could already smell salt and sunscreen before I even met Simone (she’s the photographer, and honestly? She made me laugh so much I forgot to feel awkward). Picking out the color was weirdly hard — there’s something about seeing all those fabrics lined up that makes you second-guess yourself. In the end, I went for red. It felt bold enough for Montego Bay.
We started right at the meeting spot, which is literally steps from the sand. Simone helped me wriggle into the flying dress (not as easy as it looks in photos), then she showed me how to hold it so it actually catches the wind. There were a few locals nearby who gave us these friendly nods — one older lady even called out “looking good!” which cracked us up. The beach wasn’t empty but nobody seemed to care what we were doing; just kids splashing and reggae playing somewhere in the background. For an hour, Simone had me walking, spinning, even trying this “serious face” pose that just made me giggle more.
The sun kept shifting behind clouds so sometimes my feet felt cool in the sand, sometimes almost too warm. At one point Simone said “wait!” and ran over to fix my hair because apparently sea breeze plus humidity equals chaos (she was right). Afterward, she showed me some of the shots on her camera — honestly, I barely recognized myself but in a good way? The whole flying dress photoshoot thing sounds fancy but mostly it just felt fun and kind of freeing. Even now when I look at those edited pictures, I remember how light that fabric felt whipping around my legs.
The photoshoot takes place on a beach in Montego Bay, Jamaica at the same location as the meeting point.
The experience lasts about 1 hour including time for changing into your chosen dress.
Yes, rental of the flying dress is included for one hour during your photoshoot.
You will receive 10 edited digital images after your session.
Yes, you can select both color and size before starting your photo walk on the beach.
Yes, it’s suitable for all physical fitness levels since it involves walking on sand and posing.
No hotel pickup is included but public transportation options are available nearby.
Your booking covers one hour with a local photographer on Montego Bay’s beach, use of a flying dress in your chosen color and size, plus 10 professionally edited digital images sent after your session.
Montego Bay: Bamboo Rafting & Limestone Massage Day Trip
Float down Great River on a handmade bamboo raft from Montego Bay, try a limestone foot massage, enjoy local dishes, and relax with pickup included. Duration: 1 h 30 min
fromUS$ 55 View ›
Montego Bay: Luminous Lagoon Night Tour & Private Pickup
Swim in Jamaica’s glowing Luminous Lagoon on a night tour from Montego Bay, with private hotel pickup, local guide, and complimentary rum punch included. Duration: 2 h
fromUS$ 79 View ›
Montego Bay: Blue Hole, Secret Falls & Dunn’s River Falls Day Trip
Feel the rush at Blue Hole, Secret Falls, and Dunn’s River Falls on a Montego Bay day trip. Includes hotel pickup, skip-the-line tickets, and a local lunch stop. Duration: 8 h
fromUS$ 140 View ›
Montego Bay: Bamboo Rafting & Limestone Massage Great River
Bamboo raft tour on Great River with limestone foot massage, local guide & round-trip transport from Montego Bay hotels. 75–90 minutes, 2 per raft, life vests included. Duration: 1 h 30 min
fromUS$ 20US$ 26.67-25% View ›
Montego Bay: Jet Car & Clear Kayak Adventure with Photos
Feel the rush of a jet car ride or glide in a clear kayak along Montego Bay’s coast, with private transport, photos, and a local guide included for a carefree day. Duration: 30 min
fromUS$ 159.90 View ›
Montego Bay: Clear Kayak Drone Photoshoot & Private Pickup
Feel the thrill of a Montego Bay clear kayak photoshoot with drone shots, private hotel pickup, and local guides. Get edited photos and bottled water included. Duration: 30 min
fromUS$ 167.99 View ›
Montego Bay: Hip-Strip Shopping & Great River Bamboo Rafting
Float the Great River on a bamboo raft, get a limestone foot massage, shop the Hip-Strip, and chill at Margaritaville—all with private pickup in Montego Bay. Duration: 2 h 30 min
fromUS$ 20 View ›
Montego Bay: Mystic Lagoon Night Cruise with Local Guide
Experience Jamaica’s glowing Mystic Lagoon near Montego Bay on a night cruise with a local guide, swim in the luminous water, and enjoy hotel pickup and rum drink. Duration: 3 h
fromUS$ 75 View ›
Negril & Rick’s Café: Private Day Trip from Montego Bay
Feel the sand at Negril’s 7 Mile Beach, watch sunset at Rick’s Café, and ride with a local guide—private transfer from Montego Bay with flexible stops and pickup included. Duration: 7 h – 8 h
fromUS$ 125 View ›
Montego Bay: Luminous Lagoon Night Swim & Glow Tour
Private hotel pickup, 45-minute boat tour on glowing waters near Falmouth with welcome drink. Jamaica's bioluminescent lagoon. Return transport included. Duration: 45 min
fromUS$ 86.67 View ›
Blue Hole Mineral Spring & Rick's Cafe Private Tour Jamaica
Private tour from Montego Bay or Negril to Blue Hole Mineral Spring and Rick's Cafe. Swim, cliff jump, relax, and catch the sunset in Negril. Duration: 5 h – 8 h
fromUS$ 160 View ›
Blue Hole & White River Tubing Private Tour from Ocho Rios
Swim at Blue Hole, explore Secret Falls, and enjoy river tubing on the White River. Private tour with guide, transport, and entry fees included. Duration: 5 h – 8 h
fromUS$ 180 View ›
Secure checkout on Viator

Do you need help planning your next activity?