Why Book Custom Travel Experiences With Us

When you’re ready to transform a trip into a life-changing journey, booking custom travel experiences with Chris & Stephenie Oates — Dream Vacations makes all the difference. At Travel With Oates, we aren’t just travel agents—we are your personal architects of unforgettable adventures.

Personalized Itineraries That Reflect You

Generic package tours can feel rigid and cookie-cutter. But the world is full of possibilities, and your tastes, interests, and rhythms are unique. We start with a consultation to discover your travel style, bucket list dreams, preferred pace, and budget. From there, we build a bespoke plan: whether that means hidden-gem cultural tours in Europe, a luxury Caribbean cruise, or a romantic escape to a tropical resort. Because we specialize in custom travel experiences, we tailor every detail—your flights, lodging, transportation, local guides, excursions—to match you.

Insider Perks & Exclusive Access

One of the biggest advantages of booking through us is access to special perks and amenities you rarely find when you book solo. Thanks to our relationships with top cruise lines, resorts, and local operators, we can secure room upgrades, complimentary spa credits, early check-ins, private guided tours, and more. These little touches elevate your trip from “nice” to extraordinary.

Full-Service, End-to-End Support

From the moment you inquire to the moment you return home, we are by your side. We handle all logistics—such as flight connections, transfers, excursions, insurance, and even last-minute changes. Should any hiccup occur during your travel, you’ve got direct support from Chris & Stephenie. That peace of mind means you get to focus entirely on immersing yourself in the moment, instead of worrying about details.

Flexibility & Creativity

Dream Vacations with us isn’t about rigid timelines. Want an extra day on the beach before heading into the city? Prefer a sunrise hike after a long layover? We embrace flexibility. Our job is to craft a journey that feels fluid, responsive, and perfectly suited to you.

Why Us? Because We Make Memories

At Travel With Oates, your journey isn’t just a vacation—it’s a collection of moments, stories, and emotions. We bring decades of experience, deep industry connections, and a passion for transformative travel to every itinerary. Whether you’re drawn to exotic adventures, family escapes, romantic getaways, or cruising the high seas, when you choose us, you’re investing in more than a trip—you’re investing in a memory that lasts.

So if you want travel experiences curated just for you, planned down to the finest detail, with gracious support and unforgettable extras, let’s begin designing your next journey. Contact Chris & Stephenie Oates today and see how extraordinary your world can be.

This post was written by a professional at Dream Vacations – Chris & Stephenie Oates. Dream Vacations – Chris & Stephenie Oates is a full-service travel agency with offices in St. Petersburg, FL, and Hilton Head Island, SC. We specialize in luxury cruises near you, upscale resorts, personalized getaways of every kind, and are proud to be recognized among the best small group tour companies St Petersburg, FL, for our exceptional service and curated travel experiences.