In case you missed that much needed trip to Maui this year, I have some good news for you. We’re teamed up with our friends at Trekaroo and The Westin Ka’anapali Ocean Resort Villas to offer a free family beach week on Maui!

One lucky family will win a 5-night stay in a one-bedroom ocean view condo. The Westin has also thrown in a day at their kids club (ages 5-12) and a surprise welcome treat!

There’s no shortage of things to do on Maui and the best part is that some of the most fun and adventurous outings are FREE. From the numerous beaches, to our hiking trails, to free walking tours of our historic towns, you can have fun and not break the bank. We also have TONS of paid activities from parasailing in the summer, to whale watching in the winter. Yes, being bored on Maui is hard to do.

The weather on Maui is warm year round. Winter brings more rain showers (and rainbows) along with cooler temps while summer is generally hot and dry.

Maui for the holidays—what could be better? Especially coming from a very snowy Boston. It was just what our family needed the week after Christmas. It took us only a few minutes after we landed to forget about the long flight from Boston. The warm air, sunshine and palm trees made us feel a world away.

This was our biennial family trip with my father, siblings and children, all in, there were 17 of us. We rented a beautiful home right on Kaanapali Beach and were set to relax. What I love about beach vacations is that there are no intense itineraries to worry about.

Before babies and traveling with sippy cups, I lived in Maui for two years. My best girlfriend and I decided to have a “surf bum” year after college. We surfed, golfed and enjoyed this incredible island …