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While going to Grand Cayman for the Cayman Cookout was one of the most memorable culinary experiences of my life, arguably the highlight of my trip was going back to the place where it all began. When I was 12 years old, I booked my entire family on a trip to the Caribbean island using my dad’s frequent flyer miles. Since that inaugural vacation, my family’s been back quite a few times, and the destination has been the host of some great memories for us. So this trip, I made the trek back and attempted to find where our favorite family vacation house once stood, reliving all of the great times I had there with my family.
Watch as I venture back to the place where it all started in the video below:
For more great TPGtv videos in our new, shorter format, check out the first 20 videos from our second season:
Talking Travel With Chef Eric Ripert
Hotel Review: Ritz-Carlton, Grand Cayman
The Luxury of the Grand Cayman Cookout with the Ritz-Carlton Rewards Card
The Ultimate Sundance Film Festival Experience
Flying First Class on ANA’s Star Wars Jet For (Almost) Free
Everything You Need to Know About Shopping For, Making and Eating Sushi in Tokyo
Review: Inside My Jaw-Dropping Suite at the Andaz Tokyo Hotel
Review: A Comfortable Stay at the St. Regis Osaka Hotel
What to Eat, Drink and Do in Osaka
9 Things to Try on Your Next Trip to Tokyo
Inside the Grand Hyatt Tokyo, Roppongi
Where to See Stunning Cherry Blossoms in Tokyo and Osaka
Dramatic Drone Shots Over Tokyo
Inside Tokyo’s Bizarre Robot Restaurant
7 Dishes You Must Try in Tokyo
Inside the “Lost in Translation” Hotel: Park Hyatt Tokyo
Which is the Best Hyatt in Tokyo: Park Hyatt, Grand Hyatt or Andaz?
18 Ways Singapore Suites Will Blow Your Mind
Inside LAX’s Secret Celebrity Lounge
How to Book Singapore Suites in 90 Seconds
Can’t wait to see what I’m working on next? Follow along with all my travel adventures on Facebook, Twitter, Instagram and Snapchat for a behind-the-scenes look at what’s coming up on TPGtv, and don’t forget to subscribe to The Points Guy on YouTube — you’ll be notified as soon as each new episode appears.
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