Planning a Caribbean Holiday Trip? Here’s Why October Is the Time to Book

by Sharan Sivakumar | Sep 9, 2026 | Ask Divi, Featured

Something interesting happens in Caribbean travel search data every October: people aren’t just looking for a trip this month, they’re already planning ahead. Searches with long booking windows climb sharply, as families and couples start locking in plans...

Multigenerational Trip Planning: Vacationing With Grandparents, Parents & Kids 

by Sharan Sivakumar | Aug 10, 2026 | Ask Divi, Family-Friendly Getaways

Planning a vacation for one family is hard enough. Planning one that works for grandparents, parents, and kids all under one roof, all with different ideas of a good time, is a different challenge entirely. Here’s how to make it work, and where to stay to make...

Quiz: Which Divi Island Matches Your Vacation Style?

by Sharan Sivakumar | Aug 10, 2026 | Ask Divi, Featured

Five islands, means five different vibes. Sure, they’ve all got postcard-worthy views and white-sand beaches, but these Caribbean islands are actually pretty different! If you’re not sure which one fits the trip you actually want, this quiz will get you there....

Last Call for Summer: Family-Friendly Ways to Make the Most of Your Caribbean Trip Before Back-to-School

by Sharan Sivakumar | Jul 22, 2026 | Featured

The countdown to back-to-school doesn’t mean vacation season is over – it means it’s time for one last family trip before the school bells ring. Late summer in the Caribbean brings warm water, fewer crowds, and plenty of family-friendly ways to make the...

Sun, Savings & Space to Breathe: Why Late Summer Is a Smart Time to Book Your Caribbean Getaway

by Sharan Sivakumar | Jul 22, 2026 | Ask Divi

If you’ve been waiting for the right moment to book a Caribbean getaway, late summer might just be it. Warm water, quieter beaches, and some of the best value of the year come together to make August one of the smartest times to plan your trip. What Makes Late...