AI trip planner for groups & families

Singapore for groups & families, .

GroupStay AI plans your entire trip in chat — from a 6-person family holiday to a 50-pax school tour. Sleep in Johor Bahru, day-trip into Singapore, get the dream at a fraction of the cost.

Free to plan · No credit card · Quote in 60 seconds

GroupStay AI
online
25 students from JB, 2 teachers, Singapore late October, SGD 350/pax, STEM focus
Found 3 options — hybrid saves SGD 7,800 👇
Hybrid · JB + 1n SG
Recommended
Per paxSGD 342
JB-only · SGD 285/pax · saves ~35% vs SG
SG-only · SGD 528/pax · over budget
Type a message…

The dilemma

Singapore is the dream. The price tag isn't.

Without GroupStay

25 pax × 4 nights @ 3-star SG = SGD 475/pax

Dream trip dies at the bursar's desk. Families settle for shorter trips. Schools choose somewhere else. The whole thing falls through.

  • ❌ Singapore hotels priced for solo business travel
  • ❌ No group-rate visibility across multiple properties
  • ❌ Hours spent emailing hotels for quotes
With GroupStay

Same 4 nights via JB = from SGD 285/pax (-40%)

Sleep in JB at 4-star comfort, daily charter into Singapore for the programme. JB-only quotes from SGD 285/pax; Hybrid (1 night SG sleepover) at SGD 365/pax. Real Cloudbeds inventory, your numbers in the chat.

  • ✅ One AI chat plans everything end-to-end
  • ✅ Soft-hold rooms 7 days — no card needed
  • ✅ Branded PDF quote in 60 seconds for approval

How it works

Plan a 6-pax family trip or a 50-pax school tour in minutes.

1
💬

Tell us your group

Pax, dates, departure city, budget. In your own language — Bahasa, English, 中文.

2
🤖

AI builds 3 options

Hybrid, JB-only, SG-only. Side-by-side cost vs experience. Real Cloudbeds inventory.

3
🎛️

Tweak by chat

Swap activities, change rooming, shift a date. Live price update each time.

4
📄

Soft-hold or pay

PDF quote sent for approval. 7-day no-payment hold. 30% deposit when ready.

Who it's for

Built for organisers and travelling families.

🎒

School trip coordinators

Annual study tours, end-of-year trips, leadership camps. Quick PDF for the principal.

👨‍👩‍👧

Family vacations

Multi-generational trips, school-holiday getaways. 6–12 pax with kids and grandparents — JB rooms, SG playgrounds.

🏢

Corporate L&D / HR

Quarterly offsites, founders' retreats, town halls. Tax invoice with PO ready.

Sports & youth orgs

Tournament travel, training camps. Coach charter included by default.

✈️

Travel agencies

White-label the chat for downstream clients. Apply your markup, keep the relationship.

🤝

Community / religious groups

Mosque, church, association tours. Halal default. Multilingual.

40%
Avg cost saving vs SG-only
<60s
First quote, fully itemised
8 hr+
SG experience per day
4
Languages supported

What had felt impossible — a Class 9 STEM trip — was booked in a single afternoon. The principal's sign-off came the same day.

Bu Sarah
Trip coordinator, SMA Negeri 1 Surabaya

Pilot programme persona — quoted scenario

Frequently asked

The questions every organiser asks first.

How does the JB + Singapore hybrid actually work?+

Your group sleeps at one of our partner hotels in Johor Bahru and crosses the Causeway daily by chartered coach for the Singapore programme. We bake immigration buffers (90 min default), peak-hour avoidance, and a sleepover SG night in the middle so you don't lose a transfer day.

What's the typical saving?+

30–45% all-in vs an SG-only itinerary, depending on group size, dates, and accommodation tier. The chat shows you the savings against SG-only side-by-side every time.

Is the AI just a frontend or does it actually book?+

It actually books. Behind the chat, the AI calls Cloudbeds inventory APIs to check live availability across 10+ partner properties in JB and SG, locks rooms via group-allotment blocks, and writes the reservation back to the property's PMS.

What about visas, passports, and immigration?+

We auto-flag passports expiring within 6 months and surface visa requirements based on the group's nationality. The chat reminds you 14 days out to confirm everyone's docs.

Do you support corporate/sports groups, or only schools?+

Both. The AI picks an appropriate accommodation tier and rooming pattern based on group type — schools get 4-star with quad-share, corporate get twin-share, sports teams get hostel-friendly options if the budget is tight.

What languages does the AI speak?+

English, Bahasa Melayu, Bahasa Indonesia, and 中文. It auto-detects from your message and replies in the same language. You can switch mid-conversation.

What does it cost?+

Free to plan and quote. We make a small margin on bookings (built into the per-pax price you see), so you only ever pay the price shown — no hidden fees.