Your next getaway just got an upgrade
Woman in swimsuit climbing out of water on stairs - Skinny Dip Travel
THOUGHTFULLY DESIGNED FROM START TO FINISH
Every Skinny Dip journey is thoughtfully designed around your travel style, priorities, and the experiences that matter most to you. From exceptional hotels and insider access to seamless logistics and elevated details along the way, every element is curated to feel effortless, immersive, and deeply memorable.
-The details, handled
DISCOVER
Every journey begins with a complimentary consultation call where we’ll discuss your travel style, priorities, wishlist, and the experiences that matter most to you. The more I understand what inspires you, the more thoughtfully your journey can be designed.
CURATE
Drawing from trusted global partners, personal experience, and extensive destination research, Skinny Dip thoughtfully curates personalized recommendations tailored entirely to you. From exceptional hotels to unforgettable experiences, every detail is selected with intention.
REFINE + RESERVE
Once your itinerary feels exactly right, all reservations, logistics, VIP requests, and travel details are seamlessly handled for you. Every element is thoughtfully coordinated to create a smooth and elevated experience from start to finish.
DEPART
Before you travel, you’ll receive beautifully organized final documents and access to your personalized travel app, allowing every detail to feel effortless along the way. And while you’re away, I remain available should anything unexpected arise during your journey.
“
After working with Kylie, I don't know I'll ever schedule a vacation without her help again! She was a time and sanity saver, listening to all of my needs and challenges and working around a very set budget and schedule constraints to build the best package for us. And then came the pandemic and multiple reschedules - yet never once did I feel I had exhausted Kylie's patience. She is professional, efficient and a real joy to work with!
- Karina
Eating pizza in Italy - Skinny Dip Travel
Colorful cliffside village on water - Skinny Dip Travel
Woman walking through grand hallway in Casablanca Morocco - Skinny Dip Travel
Beautiful house with blue gate in Greece - Skinny Dip Travel
People gathering in swimming pool at ocean-side resort - Skinny Dip Travel
PlanninG Fees
Every Skinny Dip journey is thoughtfully customized based on your travel style, priorities, and the level of planning involved. Because no two trips are alike, planning fees vary depending on the complexity of the itinerary, number of destinations, and overall scope of services.
Simple single-destination itineraries, such as a beach resort getaway or straightforward hotel + flight package, typically begin around $100.
More customized or complex trips, including multi-destination Europe itineraries, honeymoons, cruises, safari journeys, group travel, or trips requiring extensive logistics and coordination, generally begin at $200+.
Planning fees cover the time, research, personalized recommendations, itinerary design, supplier coordination, and ongoing support that go into creating a seamless and elevated travel experience tailored specifically to you.
All planning fees are discussed transparently during your consultation before any research or planning begins.
“
Kylie is absolutely wonderful to work with. She helped my husband and I plan our honeymoon as we were in the middle of moving out of state, finding new jobs, and planning our own wedding. We had no concerns whatsoever about our itinerary and were confident that Kylie had us taken care of the entire time. Everything from the flights, to the hotel transportation and check-in was perfect and seamless. I'm so thankful that we didn't have to lift a finger while planning our honeymoon, so we could truly relax and enjoy every minute of it.
- Brianna
FAQs
+ WHY WOULD I BOOK WITH A TRAVEL DESIGNER WHEN I CAN BOOK ON MY OWN?
I totally understand this question! No matter if you’re passionate about planning trips or would greatly appreciate the extra set of hands, my clients work with me for a wide variety of reasons:
Busy schedules: Some choose to work with me because they don’t have a lot of time to nail down the details. They enjoy the initial planning stages, which is where we work together, and then I take on all of the annoying little details so they don’t have to!
VIP perks and upgrades: In these cases, I might work with clients as if I am their personal travel assistant. They can be as involved as they want to be! They usually like to take advantage of the fact that I’m constantly digging into the newest, hottest, most unique properties and experiences out there. I learn about what’s new before the general public, and these clients love that.
Peace-of-mind: Knowing you have an expert on your side in the event some crazy happens (say, a pandemic) can help you alleviate stress and worry. During COVID, I was able to get FULL refunds for almost all of my clients who had to cancel due to the pandemic. Guess who didn’t spend 8 hours on hold with an airline? My clients!
Savings! There are some cases where the price you see on Expedia or other sites is the same price as I can get, BUT they can’t guarantee preferred room locations, personalized services, and other amazing perks. Almost always, I can save you some serious cash! My hotel partnerships and access to unpublished rates means more savings for you. I do the same with any other accommodation, experience, or service you invest in during your getaway.
+ WHAT DO YOU CHARGE?
I charge a small fee for my planning services. This covers my initial research, so I know you’re serious about working with me. Single destination planning and booking is $100 while multiple destinations or more complex bookings including Europe is $200 I am always open for a discussion, so please don’t hesitate to reach out.
+ WHAT PERKS CAN I EXPECT WORKING WITH YOU?
The perks vary from property to property, but I can guarantee you’ll be VIP’d no matter where you stay. This can mean small things like preferred room location (think close to the beach) or even bigger perks like room upgrades, welcome champagne, resort credit, and more!
+ WHAT CAN YOU ALL BOOK FOR ME?
When it comes to travel, I pretty much book it all! Hotels, air, cars, villa/house rentals, boats (sailing trips and yachts), adventure trips (cycling trips and hiking getaways), special excursions/tours, and more. If it’s travel related - let’s chat!
+ HOW DOES PAYMENT WORK FOR MY TRIP?
When booking a package, you’ll usually be able to secure your trip with a deposit. This deposit amount varies based on the number of travelers and trip inclusions. Final payment dates vary from package to package, but many times final payment is due a month prior to travel.
+ CAN I PURCHASE TRIP PROTECTION THROUGH YOU?
Absolutely! In fact, I highly recommend considering trip protection for your travels. There are various options for protection plans - so let’s chat about your needs!
+ HOW DO YOU KNOW SO MUCH ABOUT DESTINATIONS + HOTELS?
Personal travel - Sometimes, I joke that my travel counts as “research”, but it’s truly invaluable to experience destinations, hotels, and adventures myself. Whenever I travel, I try to look at everything with fresh eyes and I analyze and note everything for my future clients! When I go to Mexico, for example, I stay at 1-2 properties and then set up site inspections with 5-10 more each time I travel, to maximize my time in destination!
Travel Conferences - I attend travel conferences each year, where I meet with tourism boards, hotel groups, destination management companies, transfer companies, air suppliers - you name it! This is an incredible place for me to make connections with hotels to ensure my clients will receive the best perks upon arrival!
- Networking - It never ends. I’m constantly looking to make connections, so when I don’t have an answer I know that I have reliable people to turn to! From Destination Management Companies, to Tourism Boards and agents - I’ve got great connections across the globe. This simply means the best possible experiences for you, my client!
- Guess what I am reading in my free time? Travel books, magazines and websites. You could say I have a bit of an obsession….