When to go on a family vacation


Know when you’d like to travel but aren’t sure on where? Whether you’re looking to escape during the school vacations, summer break, fall or beyond, we’ve curated this list of the best family-friendly vacations that are perfect to visit throughout the year. We’ve chosen experiences to make your family trip as exciting and stress-free as possible; from Ninja lessons in Tokyo to reindeer sleighing in Finnish Lapland; now to pick your favorite.

Scroll down for our top family vacations by season explore our favorite family vacations

When are you looking to travel?

February family vacations

After the winter break celebrations have passed and you’ve returned to reality, a family vacation in February is the perfect time to get away — especially to make the most of the winter season and three day weekend around President’s Day.

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Spring travel

Spring break vacations

Spring break is the calm before the storm; a perfect moment to whisk everyone off for a memorable family vacation before the summer crowds start flooding in. Cool temperatures and long sunny days, together with quiet beaches and peaceful hotels, make for a great retreat for all the family to enjoy.

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Luxury vacations Peru

May family vacations

Just before the summer crowds pour in and the beaches become littered with people, A May vacation is the perfect time to get away as a family. Make the most of early school break-ups and Memorial Day weekend and jet off on a vacation filled with warm weather, blue sea and luxurious hotels.

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Summer vacations

Hot weather, blue sea, and white sand beaches; a summer vacation is a fantastic time to get away with all the family for some downtime or an adventure. Say goodbye to school runs and making pack lunches and hello to early morning swims and brunching with giraffes.

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Spot leopards in Botswana

Fall family vacations

As the kids settle back to school and the leaves start to drop, fall is a great time to getaway. The summer sun has warmed the oceans in preparation for the coming months and the balmy weather has decided to stick around a little longer.

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Christmas and New Year Vacations

Winter, especially around the Christmas period, can be one of the most exciting times of the year for young children. It’s also the perfect opportunity to bring your family together for the festive celebrations.

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The best family trip

“We used Black Tomato to help us plan our family vacation and were really impressed. They listened to our requirements and suggested we travel to Greece which was a destination we had not thought about and what a suggestion it was! We traveled to Santorini and Mykonos and had the best family trip we have ever had – so relaxed and the perfect mix of hotels and places. Every timing and detail were great, meaning we never had to stress about the next step.”

A Black Tomato client

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More family travel inspiration

Field Trip


We’ve created a colossal curriculum of family-friendly educational experiences around the world – covering everything from science and sustainability to language and history.

luxury family vacations, black tomato


These tried-and-tested family-friendly vacations are guaranteed crowd-pleasers, regardless of how large – or small – your family happens to be, there’s something for everyone.



With these immersive family experiences, we’re celebrating the transformative power of the books we loved when we were young, and the stories our children have come to adore themselves.

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