The September school break is the best opportunity to break free from the daily routine and spend quality time with your family. If you’re planning for a quick beach break, a cultural break, or an adventure-packed city getaway, here’s a specially selected list of family-friendly holiday spots that are great for a school holiday vacation — all designed and executed by Tailwinds Travels, your official luxury Singapore travel agency.
Top Family Destinations for September School Holiday
| Destination | Travel Time from Singapore | Highlights | Best For |
|---|---|---|---|
| Bali, Indonesia | 2.5 hours | Beach clubs, monkey forests, rice fields, family resorts | Families with toddlers or teens |
| Tokyo & Osaka | 6 to 7 hours | Disneyland, Universal Studios, bullet trains, sushi-making experiences | Families with teens or K-drama fans |
| Taiwan | 4.5 hours | Taipei Zoo, cable cars, bubble tea tours, clean cities | Multi-gen families |
| Dubai | 7 hours | Desert safaris, Ski Dubai, Burj Khalifa, family theme parks | Adventure-loving families |
| Kuala Lumpur & Genting | 1 hour or drive | Indoor theme parks, cable car, outlet shopping | Quick trips with young children |
| Bangkok & Hua Hin | 2 hours | Zoos, waterparks, shopping, beachfront resorts | Foodie and beach-loving families |
Destination Comparison Chart
| Criteria | Bali | Japan | Taiwan | Dubai | Malaysia | Thailand |
|---|---|---|---|---|---|---|
| Visa Required for SG | No | No | No | No | No | No |
| Kid-Friendly Attractions | High | Very High | High | Very High | High | High |
| Cultural Exposure | Moderate | High | High | Moderate | Moderate | High |
| Halal Food Availability | Moderate | High | Moderate | High | High | High |
| Travel Time | Short | Long | Medium | Long | Very Short | Short |
| Ideal Age Group | All | 8+ | All | 7+ | All | 5+ |
Best Trips Based on Family Type
| Family Type | Suggested Destination(s) |
|---|---|
| Families with Toddlers | Bali, Genting, Taiwan |
| Families with Teens | Japan, Dubai, Thailand |
| Families with Grandparents | Taiwan, Malaysia, Hua Hin |
| Families Who Love Nature | Bali, Jeju, Cameron Highlands |
| Foodie Families | Taiwan, Thailand, Japan |
What Tailwinds Travels Offers:
Custom family itineraries with zero hassle
Halal & allergy-conscious dining options
Full visa & travel insurance support
Child car seat, stroller & family transport arrangements
Handpicked kid-safe accommodations
Let us handle every detail so you can focus on making memories.
Ready to Book Your September School Holiday Getaway?
Prevent last-minute hassles and have a serene, meaningful family getaway. Our family travel packages are customized to fit every travel personality — relaxing, adventurous, or a touch of both.
Book now with Tailwinds Travels, your Singapore luxury travel agency, and make the most out of this school holiday.
FAQ's
September is a great time to visit destinations like Bali, Japan, Taiwan, Dubai, Malaysia, and Thailand. These places offer family-friendly activities, pleasant weather, and are easy to reach from Singapore.
Yes! September often coincides with school holidays in Singapore, making it a perfect time for family vacations. Many destinations are less crowded after the summer rush, and travel deals are often available.
Singapore passport holders enjoy visa-free entry to Bali (Indonesia), Japan, Taiwan, Dubai (UAE), Malaysia, and Thailand for short holidays. Always check current visa policies before booking.
Top choices include Bali for beach resorts, Japan for theme parks, Taiwan for multi-generational trips, Dubai for adventure parks, and Malaysia or Thailand for short, easy trips with young kids.
Yes! Countries like Malaysia, Indonesia, Dubai, and Thailand offer abundant halal dining options. Even in Japan and Taiwan, many halal-certified restaurants are now available for Muslim travelers.