Turn your travel dreams into unforgettable memories. At The Traveling Pickle Travel Agency, we’ll plan every element of your trip so you can focus on enjoying every moment. Whether you’re embarking on your first trip, planning a group getaway, or chasing the ultimate bucket-list adventure, we make it fun, easy, and unforgettable.
Founded over 18 years ago, we’ve built our reputation on providing personalized, stress-free travel planning that leaves our clients feeling pampered and confident about their journeys.
Whether you’re a seasoned explorer or a first-time traveler, we take care of the logistics — from flights and lodging to excursions and transfers — so you can focus on creating memories. And because we’re compensated by our trusted travel partners, you get our expert services at no extra cost.
Our approach is simple: treat every trip like it’s our own. With a commitment to honesty, integrity, and unmatched customer service, we handle every detail with care, ensuring your vacation exceeds expectations.
We specialize in all kinds of travel, from luxury cruises to group adventures, offering tailored experiences for each unique traveler. Whether you’re planning a family reunion, a romantic getaway, or a bucket-list escape, you can count on us to deliver a seamless and unforgettable experience.
Let The Traveling Pickle turn your travel dreams into reality. Sit back, relax, and let us handle the rest — because when you travel with us, you’re always in good hands.
Ready to plan your next trip?
“She is a very personable and hard working individual. She will be by your side every step of the way, even when you are on your vacation/trip she’s but a phone call away. So if you wanna travel the world safely give Cheryle a call!!”
Client
Whether it’s a family getaway, reunion, corporate retreat, or destination wedding, we specialize in unforgettable group travel experiences. From managing logistics to on-site support, we handle every detail so you can focus on enjoying the journey.
We offer end-to-end travel planning for individual travelers and families. From flights and accommodations to excursions and travel insurance, we create customized itineraries to match your unique travel goals.
From luxury ocean liners to intimate river cruises, we help you navigate the world of cruise travel. Our expertise ensures you’ll have the perfect itinerary, ship, and excursions for an unforgettable adventure.
Every trip is customized to match your preferences, needs, and budget. Whether it’s a solo adventure, a family vacation, or a group getaway, we craft an experience that feels uniquely yours.
From flights and accommodations to excursions and transfers, we handle all the details so you can focus on enjoying your journey. Our hands-on support ensures a seamless and worry-free process from start to finish.
We guide you through every step of the planning process, providing a level of care and attention you won’t find with online booking sites. We’re here to answer your questions, handle any surprises, and over-deliver on your expectations.
Planning a trip that keeps everyone happy can be stressful — but not when you work with me. I’ll help you find family-friendly destinations, accommodations, and activities so everyone, from the kids to the grandparents, have the time of their lives.
Looking to set sail? I’ll help you choose the perfect ship, cabin, and itinerary, and even arrange your shore excursions. With so many options, my expertise ensures your cruise is smooth sailing from start to finish.
Ready to explore? I’ll plan your next big adventure, whether it’s a safari, a scuba diving trip, or hiking through breathtaking landscapes. I’ll handle the details so you can focus on the thrill of discovery.
Whether it’s a family reunion, destination wedding, or corporate retreat, I’ll take care of the logistics for your group. From securing group discounts to coordinating transportation and schedules, I make sure everyone gets there smoothly — and has fun along the way.
Whether you’re planning your honeymoon, anniversary , or a couples’ retreat, I’ll design a trip filled with unforgettable moments. From secluded resorts to exclusive upgrades, I’ll make sure your getaway is as special as your love story.
Feeling overwhelmed about your first trip? Don’t worry! I’ll walk you through the entire process, from booking flights to understanding travel logistics, so you can feel confident and excited about your journey.
For 20 years, I’ve helped families, individuals and organizations make their travel plans as easy and stress-free as possible, while also allowing them to experience their ultimate adventure destinations, and make unforgettable memories. Whether it’s a first time traveler, or a seasoned adventurer with a passport always at the ready, I enjoy helping people broaden their cultural and experiential horizons, while making their accommodations tailor made to best suit their desired goals and outcomes.
Let's Talk About How I Can Help Make It An Unforgettable One
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