Welcome to Travel With Kaylee!
I'm your go-to travel planning partner, dedicated to making your dream vacation a reality! Whether you're seeking an adrenaline-packed adventure, a romantic escape, a smooth business trip, a fun family getaway, or a budget-friendly vacation, I’m here to make it happen. I’ll take the time to understand exactly what you're looking for and create the dream vacation that fits your needs, no matter the type of trip. Whether it is simply assisting with booking hotel accommodations or building a personalized itinerary, I am here for it all. With a passion for travel and a commitment to making your journey stress-free and unforgettable, I’ll ensure that your next getaway is one you’ll never forget! Let’s start planning today!
My Services

Family Vacations
Create magical memories with your loved ones.
Planning a trip that’s fun for everyone can be challenging, but I specialize in family-friendly vacations that keep kids entertained and parents stress-free. From Disney adventures and beach resorts with kid’s clubs to guided tours that engage all ages, I can ensure every member of your family has a fantastic experience. Need babysitting services, stroller rentals, or allergy-friendly meals? I've got it covered!

Honeymoon Getaways
Celebrate your love with unforgettable romance.
Start your married life with the perfect honeymoon, designed exclusively for you. Whether you dream of lounging on the white sands of the Maldives, sipping wine in Tuscany, or experiencing the vibrant culture of Bali, I ensure every detail is flawless. Enjoy romantic candlelit dinners and curated activities that reflect your unique story.

Adventure Await
Thrilling experiences are in store for you!
Whether you're craving the adrenaline rush of skydiving over stunning landscapes, hiking rugged mountain trails, or diving into the depths of coral reefs, I can craft the ultimate adventure itinerary. From bucket-list expeditions like trekking through the Amazon Rainforest, to hidden gems that will take your breath away, every adventure is tailored to your style and skill level.

Business Coordination
Streamline your work trips with my business travel expertise.
From booking flights and accommodations to organizing transportation and meeting spaces, I ensure your itinerary is seamless and efficient. Need to coordinate a team trip or attend a global conference? I can handle complex logistics with ease, leaving you free to focus on your business goals.

Budget Travel
Unforgettable trips without breaking the bank.
Amazing travel experiences don’t have to come with a hefty price tag. I am an expert at finding hidden deals, budget-friendly accommodations, and affordable flights to maximize your travel value. Explore destinations like Thailand, Portugal, or Mexico while keeping costs in check. Whether you’re a solo backpacker or planning a group trip, I can stretch your budget without compromising on the adventure.

If You Can Dream It
Do you have a unique travel idea that doesn’t fit into a specific category? I love a challenge! From planning surprise proposals in Paris to booking luxury train journeys across Europe, I'm ready to bring your travel vision to life. Even if you just need a weekend getaway or help with a staycation, I will handle it all with creativity and care.
Frequently Asked Questions
I recently had the pleasure of working with Kaylee Rosales to plan a weekend getaway for work & relaxation, and I couldn’t be happier with the experience! From the very beginning, Kaylee was attentive, knowledgeable, and incredibly helpful. She took the time to understand my preferences and crafted an itinerary that was perfectly tailored to my needs. Every detail was meticulously planned. Though this trip was more business than pleasure, my family went with me and she took time ensuring an stress-free and enjoyable trip. Kaylee was always available to answer any questions and provided excellent recommendations that made the trip much better than I hoped. I am planning another trip in October for no work vacation with my family and she is my go-to for the planning. I stay busy and on the road so planning is overwhelming, our family is lucky to have her taking the stress out of planning. Thank you for making my weekend getaway unforgettable!
Brian & Julie Williams - Panama City Beach, FL
Contact Me
Let’s talk about your travel dreams—the places you’ve been longing to explore and the unforgettable experiences waiting for you.
Or fill out the form below, and I will get back to you soon to start bringing your dream vacation to life!
Have questions? I’m just an email away!
Thanks for visiting Travel with Kaylee—see you on your next adventure!
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