Many people have a dream of taking a great Caribbean trip by using one of the many deals available. Deirdre, who planned this trip, sits by my side in the taxi, reenergized, like me, our heads poking out the back seat windows into the humid air to take it all in. Back in our 20s, before husbands and kids, Deirdre and I were travel buddies, road tripping around the United States and visiting Mexico City twice.

Guests in Ladakh can opt to stay in beautiful homestays like the Shakti Village Houses in unknown villages of the Indus Valley and remote luxury tented camps. A lot of people visit during ski season, but it’s an incredible summertime destination too. You can walk all your gear into a vacation rental home a lot easier than you can get your surfboard up a crowded hotel elevator.

Firsts things first: Airbnb and other vacation sites require that hosts tell guests that they are using surveillance devices They also strictly forbid hosts from using them in private spaces, including – but not limited to – bathrooms, bedrooms and other sleeping areas.

Now, in addition to traveling as much as possible with her husband—dream destinations include the Maldives, New Zealand, and Singapore—Katie loves reading, foodie pursuits, and her home city of Chicago. You don’t have time to do all the research you yourself, so I am here to hand you the keys to these secret travel deals and trust me, if you appreciate quality, you will love this insider information.

From September 7-11, 2015, viewers had another chance to a win a trip to Aulani, a Disney Resort and Spa in beautiful Ko Olina, Hawaii. If you find the resort or hotels that you want to spend your holiday at, you can visit their website and get on their mailing lists.