Family Fun All Year: Top Multi-Trip Destinations for Every Season

Travelling with your family is a great way to bond and create lasting memories. Whether you’re discovering new cities, relaxing on the beach, or taking part in local traditions, there are family-friendly destinations around the world for every season.

From spring adventures to winter escapes, this guide will help you plan holidays that are fun for everyone, from kids to grandparents. The best part? You can travel more, worry less and enjoy more family holidays while staying on budget and feeling relaxed with an annual multi-trip travel insurance.

Here’s a guide to our top destinations for families to visit each season, along with useful multi-trip travel tips to help you make the most of every journey and enjoy a variety of experiences throughout the year.

1. Spring – Amsterdam, Netherlands

Amsterdam in spring is an ideal family holiday. The mild weather and colourful tulip gardens make it the perfect time to explore. Rent bikes and cycle along the canals or take a boat tour to enjoy the views. Don’t miss Keukenhof Gardens, one of the world’s largest flower gardens, open from March to May, where the tulips are in full bloom. For a cultural stop, head to the Van Gogh Museum or relax in Vondelpark, which has plenty of open space for kids to run around.

Local Traditions:

For more information on Dutch traditions and events, visit here.

2. Summer – Orlando, Florida, USA

Orlando is the ultimate dream destination for families. With world-class theme parks like Walt Disney World, Universal Studios, and SeaWorld, there’s something for everyone. Kids will love meeting their favourite characters, riding thrilling roller coasters, and exploring different themed areas. After a fun-filled day, you can relax at family-friendly hotels and restaurants. Plus, there are plenty of water parks and outdoor activities to keep the whole family entertained, making it the perfect summer escape. For families with younger children, multi-day passes help save money.

Local Traditions:

For more information on Orlando family activities, visit here.

3. Autumn – Barcelona, Spain

Autumn in Barcelona is perfect for families who want to enjoy the city’s culture and outdoor spaces. The weather is warm but not too hot, so it’s great for sightseeing. You can take a stroll through Park Güell, where kids can run around and play in the open spaces while enjoying the colourful mosaics. The Sagrada Familia is an architectural wonder that will captivate visitors of all ages. There’s also plenty of time for relaxing at Barceloneta Beach or exploring the narrow streets of the Gothic Quarter. With so much to do, Barcelona is an ideal family destination for autumn.

Local Traditions:

For more information on Barcelona’s festivals, visit here.

4. Winter – Phuket Thailand

Thailand is warm during winter, making it perfect for visiting golden temples like Wat Pho in Bangkok or relaxing on the beaches in Phuket. You can also trek in the northern hills around Chiang Mai. Phuket’s calm beaches, like Patong and Kata, are ideal for everyone, with soft sand and shallow waters that are great for kids, while adults can enjoy the sun and sea.

For adventure, take a boat trip to the Phi Phi Islands, where you can swim in the clear waters, or visit the Phuket Elephant Sanctuary, where you can learn about elephants in a natural, ethical environment. There’s plenty to see and do for all ages, from exploring the Big Buddha to strolling through Old Phuket Town and soaking up the local culture.

Local Traditions:

For more information on Thailand’s cultural traditions, visit here.

Multi-Trip Travel Tips for Families:

Planning several holidays a year with the family? Here are some practical and family-friendly tips to help make your adventures smoother, more enjoyable, and stress-free for everyone:

If your family loves to travel, an annual multi-trip travel insurance is a smart way to save money and stay protected. It covers unexpected events like cancellations, lost luggage, and medical emergencies, so you can enjoy every holiday without worrying about the ‘what ifs’.

Start planning your next family adventures and make the most of your travels with annual multi-trip travel insurance. For more information about our annual multi-trip travel insurance, visit here.