Ready to escape the cold? Discover the best warm-weather family vacations for winter, from Costa Rica and Mexico to Hawaii, Caribbean cruises, Sea Island and Florida.

Wondering where to travel for Christmas with kids? From snowy Québec City and Christmas cruises to Sea Island, tropical beaches and Disney World, discover five family Christmas vacation ideas for every travel style.

When should you book Thanksgiving flights, Christmas vacations or winter break travel? Here’s my travel advisor guide to planning 2026 holiday trips, including when to start, when airfare tends to be cheapest and why waiting for a last-minute deal isn’t always the best strategy.