About Michelle Haile

Aloha!  I am Michelle Haile.  I am a Navy Veteran, military spouse, and mom to four wonderful kids.  Growing up, we had amazing travel experiences to Europe, South Africa, and domestically.  Most of my adult life has been spent moving and traveling, and I love working out the details and logistics.

I love the thrill of planning travel, and the joy of seeing new places or revisiting old ones.  My extended family always gets excited to travel together.  Because we live far from them, it’s important to make those trips memorable.  I think the beach is incredible therapy for the soul, especially after living in Hawaii for seven years.  I look forward to planning your next adventure… Anchors Aweigh!

After cancelling 2 big trips to Italy during COVID, we doubled down and decided to hire Michelle, who came highly recommended as a professional vacation designer- best decision ever!

Michelle thoroughly and tirelessly researched and shared all the available options to match our style, vibe, and preferences- stunning locations in Rome, Positano, and Sorrento, each with amazing staff, comfy pillows, Michelin star restaurants, memorable spas, and professional drivers who became fast friends- it was magic!

Hiring Michelle made all the difference in our vacation experience. We love her cheerful, positive, patient and flexible approach to everything. She worked tirelessly and enthusiastically- being seasons travelers (40+ years), it was an exceptional, hassle-free experience, end to end.

From welcome gifts and upgrades at hotels, to VIP experiences and tours in Rome, to private cooking classes in Amalfi, Michelle nailed it; we're already thinking about next time 🙂

Rebecca and David S - Westport, CTMichelle Nailed It!

You want to go to Disney? Talk to the GOAT of travel planning, Michelle Haile. She’s the best!

Michelle Fans-NCMichael Jordan of Travel

We had always wanted to visit Cape Cod but didn't know where to start when planning a trip. Michelle jumped in, asked questions and sent us many options based on our needs and desires. She found a family friendly resort by the water with lots of activities and in a great location to visit the rest of the island. Whenever I had a question, she answered it quickly and clearly stopped whatever it was she was doing to research for us. I am thankful for the burden she lifted when it comes to managing the logistics of planning a vacation! We love Michelle and we hope to go back to the Cape!

KHeisler - Fort Mitchell, KYFell in love with Cape Cod

Michelle's support planning our family's first trip to Disney World and Universal Studios was invaluable! I was overwhelmed trying to understand the details of both parks, but she was patient with my many (many!) questions over the months it took to plan this trip. Plus, her travel resources (video tutorials, interactive maps with proposed routes through the parks, an up-to-date app with all of our trip plans and documents and more) were excellent. I'd recommend her to anyone looking to plan a trip stress-free! Thank you, Michelle!

Laura B.First trip to Disney & Universal