Real Families, Different Generations, One Portrait
No two extended families are quite alike.
Some bring three generations. Others bring four. Some include toddlers and babies; others bring adult children home from different parts of the world.
Every portrait on this page was personally photographed by Hart.
More People Doesn’t Simply Mean a Bigger Photograph
A multi-generation family portrait involves managing different households, ages, personalities and relationships all within the same session.
The challenge isn’t simply getting everyone into the frame. It’s arranging a large family naturally, keeping children engaged, allowing elderly family members to remain comfortable, and knowing how to move efficiently between the combinations that matter.
That’s where experience with larger families makes a difference.
If you’re organising several generations for the first time, our Extended Family Portrait Guide shares what we’ve learnt about timing, accessibility, choosing a photographer and bringing everyone together.
More Than Just The Big Family Portrait
The whole-family portrait may be the reason everyone gathers, but it doesn’t have to be the only photograph you create.
Depending on your family, Hart can work through meaningful combinations to create a collection that includes:
♦️ The entire extended family
♦️ Grandparents with all the grandchildren
♦️ Grandparents with their adult children
♦️ Grandparents with each of their children’s families
♦️ Siblings together
♦️ Each individual family unit
♦️ Couples
♦️ Children and cousins
♦️ Other combinations that matter to your family
The exact combinations depend on your family.
Hart plans the flow so you don’t have to work out who should be photographed next or organise everyone yourself.
See What We Created From One Multi-Generation Family Photoshoot
Wondering how much variety can come from one session?
This short video follows one family’s photoshoot and shows the different portraits we created while everyone was together. From the full extended family to the smaller family groups and relationships within it.
Once Everyone Arrives, Hart Takes Over
Getting 10, 20 or more family members to the same place may well be the hardest part.
Once everyone arrives, you shouldn’t have to keep organising them.
Hart takes over. He arrange the family, guiding each group, engaging children, watching the comfort of grandparents and keeping the session moving without making it feel rushed.
You don’t need to decide where everyone should stand or worry about whether every child is looking at the camera.
You can relax and be part of the family you’re there to photograph.
Every session is personally photographed by Hart Tan, who has spent more than 18 years photographing families across multiple generations.
Hart is fluent in English, Mandarin and Bahasa Indonesia, and also speaks Hokkien, Teochew and some Cantonese — often useful when several generations are involved.
Still comparing photographers?
Our guide to choosing a family photographer explains what matters when there is only one opportunity to get everyone together.
A Studio Designed for Every Generation
The best studio for a multi-generation family photoshoot is one that can comfortably accommodate the whole family while remaining accessible for grandparents, young children, wheelchairs and strollers. It should also have enough space for the photographer to properly arrange a large group, rather than simply fit everyone into the room.
Tomato Photo’s purpose-built Singapore studio was designed with families of different ages and generations in mind, offering:
✅ Step-free access from the lift to the studio
✅ Wheelchair and stroller accessibility
✅ Sheltered drop-off
✅ Convenient parking within the building
✅ Changing rooms and spacious washroom facilities
✅ Air-conditioned comfort for children and elderly family members
✅ Enough space to arrange large families thoughtfully, rather than simply squeezing everyone into the frame
The studio comfortably accommodates around 25 family members, depending on the mix of adults and children.
Hart has also photographed larger groups, including the 36-person family shown here, with the session planned specifically around the group’s size and needs.
If accessibility and space are important to your family, our guide to choosing a family photo studio covers the details worth checking before you book.

Studio, Home or Outdoors?
Our studio works particularly well for larger families because everything happens in one comfortable, controlled space.
But it isn’t the only option.
For an elderly parent or grandparent who is more comfortable at home, Hart can bring the photoshoot to you. Families who prefer meaningful Singapore scenery can also choose an outdoor location.
The right setting depends on your family, not simply the style of photograph.
Not sure which suits everyone?
👉 Compare studio, home and outdoor family photoshoots before deciding.
How Your Multi-Generation Family Photoshoot Works
1. Tell Us About Your Family
Let us know approximately how many adults and children are coming, the generations involved and whether anyone has mobility or other considerations we should plan around.
2. We’ll Help You Plan
Choose a suitable date and location. If you’re coordinating relatives travelling to Singapore, booking early gives everyone more flexibility.
3. Arrive — Hart Takes Over
Hart guides the entire photoshoot, from the full family portrait to the smaller combinations that matter.
4. View Your Photographs Online
Edited viewing images are typically ready within 24 hours and presented in a private online gallery.
Family members can view the photographs wherever they are, making selection easier even after relatives have returned overseas or to different households.
Multi-Generation Family Photoshoot Investment
The session fee is S$450
♦️ Prints from S$85
♦️ Wall art (canvas or framed prints) from S$1299
♦️ Digital image collections from S$999
Most families invest approximately S$1,500 and above, depending on the photographs and finished pieces they choose.
For particularly large families or sessions with specific requirements, tell us about your group and we’ll advise you before you book.



