welcome!
I’m so glad you’re here. Whether you’re planning your next big adventure or just dreaming about where to go next, I’m here to help make your travel dreams a reality. With personalized service, expert advice, and a passion for exploring the world, I’ll guide you every step of the way — from the first idea to the final itinerary. Let’s start your journey together!
About Kaitlyn — Wander with Kaitlyn
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Hi, I’m Kaitlyn Chance, founder of Wander with Kaitlyn, proudly affiliated with Wanderoso Travel Network. Based just outside of Montgomery, Alabama, I help travelers turn dream vacations into meaningful, stress-free experiences that become lifelong memories.
So far, I’ve explored 46 U.S. states, over 20 national parks, and seven countries — from all-inclusive resorts across the Caribbean to scenic road trips through the American West — and there are still so many places on my list. Travel has been my greatest teacher and a source of healing, showing me how to slow down, reconnect, and find joy again. With a background in education and instructional design, I bring strong organization, empathy, and creativity to every itinerary I craft. Whether you’re planning a relaxing beach escape, a national park adventure, or a family cruise, I’ll handle the details so you can focus on making memories that last. When you wander with Kaitlyn, a Chance truly becomes a memory. |
My Services Snapshot
At Wander with Kaitlyn, I design custom travel experiences that are as unique as the people taking them. Whether you’re dreaming of a relaxing Caribbean getaway, a national park adventure, or a magical family vacation, I’ll handle every detail from start to finish so you can simply enjoy the journey.
Here’s what I offer:
And if you don’t see your dream trip listed here — don’t worry! From European escapes and city breaks to off-the-beaten-path adventures, I can plan wherever your wanderlust takes you.
With expert guidance, personalized service, and insider access, I’ll turn your travel dreams into a perfectly planned adventure — because when you wander with Kaitlyn, every trip becomes a memory worth keeping.
Here’s what I offer:
- Custom Travel Planning: Every itinerary is designed around you — your interests, travel style, and budget. From flights and hotels to excursions and dining, every detail is thoughtfully curated.
- All-Inclusive Resort Vacations: I partner with trusted brands like Sandals, Beaches, and Iberostar to create seamless, stress-free resort experiences in the Caribbean and Mexico.
- Cruises & Ocean Getaways: As a certified expert with Royal Caribbean, Virgin Voyages, Carnival, and Celebrity Cruises, I help match you with the perfect ship, itinerary, and stateroom for your ideal sailing experience.
- Theme Park & Family Travel: From Disney to Universal Orlando, I create park plans that balance fun and relaxation — including resort bookings, park tickets, dining, and insider tips to make the most of your time.
- National Park & Road Trip Adventures: As an avid hiker and road tripper who’s explored 46 states and over 20 national parks, I design itineraries that blend scenic drives, outdoor adventure, and hidden gems.
- Group & Celebration Travel: Whether it’s a family reunion, honeymoon, girls’ getaway, or milestone celebration, I’ll take care of the logistics so you can focus on making memories together.
And if you don’t see your dream trip listed here — don’t worry! From European escapes and city breaks to off-the-beaten-path adventures, I can plan wherever your wanderlust takes you.
With expert guidance, personalized service, and insider access, I’ll turn your travel dreams into a perfectly planned adventure — because when you wander with Kaitlyn, every trip becomes a memory worth keeping.
What Clients are Saying
My husband & I wanted a fun getaway & had never been to San Antonio but have heard so much about the beautiful Riverwalk. I have tried several travel agents over the years but try no more, l have found MY own travel agent, FINALLY! Kaitlyn was easy to work with, had great communication from scheduling phone calls to texting while we were in TX to make sure everything was going smoothly. The uber (who she taught me how to use) mentioned the rodeo in town and after just mentioning to Kaitlyn, she made it happen!! We didn't have to do anything! She rearranged our itinerary (that SHE made for us) and made it all work out! She reassured us that she was handling it all & not to worry and went out of her way to even make up for any trouble caused. Which everything went great and it was comforting knowing we had someone if/when needed throughout our entire trip!!
Jill, San Antonio, Texas
★★★★★
My sister and I experienced an unexpected death in our family. It was a difficult time. We needed to be with our family as quickly as we could arrange. We needed flights, a rental car, and a hotel room. Kaitlyn was compassionate about our situation. Kaitlyn was able to book everything we needed in a very short time period. When airline significantly changed the ticket price in the midst of our purchase, she was able to quickly get us seats on with different airline with a lesser price. She arranged one of the tickets to be a round trip ticket and the other a one way ticket. She even arranged those flights so we could fly out of a near by town, so we didn’t have the stress of driving to and from Atlanta and the parking stress that occurs there. When it was determined that the a return ticket was needed on the same flight with the already purchased round trip ticket , she successfully made it happen. Because we didn’t know the total situation where we were going, per our request, she booked a few nights in the selected hotel. She used the family members address to book the hotel that was just a few miles away. It was so convenient. After we had been with family, we determined that it would be best for us to stay in the hotel for the entire trip. She handled extending our reservations. Kaitlyn was extremely helpful in a very difficult time. I appreciate all she did for us. I look forward to her booking a trip for pleasure for me.
Dawn, Kansas
★★★★★
The hotel was great and in a central location to everything. She had us going on a new and different adventure every day. Will be using her for this year’s Christmas Trip.
Cindy, Gavelston, Texas
★★★★★
We went on the trip of our lives. The views were majestic and the accommodations were perfect. Kaitlyn planned every detail perfectly.
Larry, Mountain Trip
★★★★★
See Where My Clients Are Wandering
Curious where my travelers have been — or where they’re headed next? Check out the interactive map below to explore the incredible destinations my clients have experienced (and the ones currently in the works!). From Caribbean beaches and European getaways to U.S. national parks and once-in-a-lifetime cruises, each pin represents a story, an adventure, and a memory made with Wander with Kaitlyn. Where will your next journey take you?