Tailored Travel Support Just for You
If you’ve ever planned a trip and felt overwhelmed by all the options — flights, hotels, service classes, itineraries — you’re not alone.
Let Skidmore Travel Craft Your Dream Vacation
Ever feel overwhelmed by the idea of planning a getaway? You’re not alone—and that’s exactly why we’ve designed a booking process that’s as stress-free as possible. Whether you’re dreaming of a spontaneous weekend escape or a carefully crafted multi-destination adventure, understanding the steps we take together can make all the difference. Let’s walk through how your journey from idea to itinerary unfolds with us.
ONE
Your Journey Starts Here
We keep things simple: just fill out our Travel Inquiry Form to share a bit about your travel dreams. It won’t take more than a minute, but it’s a crucial first step. Once we understand what inspires your trip, the real fun begins — we get to work bringing it to life
TWO
Getting To Know Each Other
After we receive your inquiry, we'll send you a link to schedule a quick, relaxed chat — no formal interviews here. We just want to get to know your travel style and what matters most, while making sure we're the right fit for you
THREE
Bringing Your Vision To Life
Using what we’ve learned from our chat, we collaborate with our trusted partners to craft a personalized quote tailored to your vision. We explain why we’ve chosen specific hotels, activities, or routes. You’ll see your trip taking shape in a way that feels exciting and thoughtful.
FOUR
Bringing Your Vision To Life
Once you’re ready, we send over the invoice and client agreement to secure your booking. Deposits and payment plans are adaptable depending on our vendor partnerships and we will work with you to make it smooth and manageable.
"Planning an international trip? Don't forget to check if you need a travel visa! If you do, the Travel Requirements Entry App at Sherpa has everything you need to get sorted before you go." 
Why Skidmore Travel?... Trusted and experienced travel professional serving as Team Lead and Top Producer at Travelmation... Wide range of certifications over the last 10 years — including Groups, Luxury, Accessible Travel, Weddings with Travelmation, plus Wedding Certification with Sandals Resorts, and Mexican/Caribbean Master Class.
The best travel concierge I have ever met!
Traveled to Dominican Republic ~ Caribbean
Working with Mrs. Skidmore has been a great experience! She removes all the stress when it comes to planning any trip. She is very informative and keeps you on schedule with payment options, planning excursions, and what ever else you may need to insure you and your family have the best time ever.
✓ I would recommend this agent to my family and friends.
Easiest trip planning ever!
Traveled to Walt Disney World ~ Florida ~ USA
Becky made our trip to Disney so flawless! She handled everything efficiently and made it easy to have all the arrangements fall into place so we could just enjoy our trip.
✓ I would recommend this agent to my family and friends.
A very memorable trip.
Traveled to Bahamas | Caribbean
Thanks to Becky we basically did nothing to put this memorable trip together. Becky was hands on in everything with constant updates of each step taken, and the progress she makes from the initiation of the cruise to the very end. Becky was very dedicated, and I have no hesitation to have her assist with our next trip.
✓ I would recommend this agent to my family and friends.
Family trip.
Traveled to Saint Augustine ~ Florida ~ USA
Becky is very courteous and knowledgeable. She booked a hotel for us and it was the best hotel we have stayed in. She checked in with us to make sure everything was to our satisfaction.
✓ I would recommend this agent to my family and friends.