You don’t have to figure it out on your own. Let me help you with personalized travel planning designed to remove the overwhelm, so you can focus on what matters most: making memories.
Well read, well traveled
This is not about generic itineraries or one-size-fits-all recommendations. It’s about understanding how you like to move through the world—your pace, your preferences, your priorities—and designing a travel experience that reflects that.
At The Well Read Travel Planner, each journey is approached with the same care as a thoughtfully written story, where each detail has a purpose and the overall experience feels seamless and immersive.
Every recommendation is chosen with intention so that your trip feels cohesive, not cobbled together. You’ll be guided through the process with clarity and support, from the earliest ideas to the final details.
A Thoughtful Approach, wherever you arE
At Kelly Gentry Counseling, the work is rooted in helping people feel more grounded, clear, and supported in their lives. The same philosophy carries into The Well Read Travel Planner.
Travel, like life, can quickly become overwhelming when there are too many options and not enough clarity. With the right support, though, it becomes something entirely different: intentional, easeful, and deeply meaningful.
This work is not about doing more. It’s about choosing well.
How we can work together
If you book your package, resort stay, or cruise through me, my services for planning and building your itinerary are complimentary.
Disney & Universal Planning
Theme park travel offers so much, but that can also make it feel overwhelming. Together, we’ll create a plan that brings structure and clarity to your experience—from park strategy to dining and daily flow—so you can focus on being present, not managing logistics.
Cruise Planning
Cruises offer a unique way to experience multiple destinations with ease, but choosing the right itinerary, ship, and experience can make all the difference. You’ll receive thoughtful guidance in selecting and planning a cruise that aligns with your travel style, preferences, and pace, keeping the experience seamless from start to finish.
Guided Group Tours
If you’re drawn to travel that is both immersive and well-supported, guided tours can offer a meaningful balance of structure and discovery. I’ll help you select a group experience that aligns with your interests, whether that’s cultural exploration, storytelling, or adventure, so you can feel confident in how your time is spent.
Vacations for the Bibliophile
At the heart of The Well Read Travel Planner is a love of story and the way travel allows you to step into one. Together, we can design an itinerary inspired by the books you love, visiting the places, landscapes, and histories that shaped them. These trips are deeply personal, reflective, and intentionally curated to connect you more fully to the experience.
All-Inclusive & Resort Travel
Whether you’re planning a restful getaway or a destination celebration, all-inclusive travel offers ease. You’ll be guided toward resorts and experiences that align with your vision—so your time away feels restorative, seamless, and thoughtfully considered.
What to Expect
A clear, supportive process, so you always know what comes next.
1. Inquiry
You’ll share your travel vision, preferences, and priorities.
2. Consultation
We’ll align on direction, style, and what matters most for your trip.
3. Planning & Curation
Thoughtful recommendations are developed and tailored to you.
4. Refinement & Support
We’ll finalize the details and ensure you feel prepared and supported before and during your travels.
Why The Well-Read Travel Planner
This work is shaped by a background in counseling, where listening closely, understanding nuance, and offering thoughtful guidance are central. That foundation brings a different kind of experience to travel planning.
You’ll find:
A highly personalized approach, grounded in listening and understanding
Careful curation, not overwhelming options
A calm, organized planning process
An experience that feels aligned with you, not just impressive on paper
Together, let’s create something that feels meaningful, memorable, and entirely your own.
Your Questions, Answered
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Quotes for vacations are free of charge. Additional services may incur a small fee.
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Disney Itinerary Planning
Sometimes, you book a trip on your own but want assistance with creating an itinerary for your trip, including dining reservations, Lightning Lane assistance, and more.
$100.00 for a one-hour video call
Destination Meeting & Event Logistics
You have already booked the location of your event, but you need assistance with putting together activities for your guests/attendees.
$300.00 for two 30-minute planning calls and a deliverable of two custom itineraries.
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No! While Walt Disney World is a specialty area for me, I have also planned trips to Ireland, Paris, and other locations in the United States.
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I love helping clients set sail with Royal Caribbean or Disney Cruises. Each cruise line offers unique voyages with breathtaking stops across the world.
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I am a member of a Book of the Month Club, but I also just read what I am in the mood for. It is the best way to keep from getting in a reading rut!
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This type of travel planning is so fun. I’ll build an itinerary based on the locations in your favorite books and tour the towns, homes, or museums of your favorite authors abroad. Examples include:
Visit your Happy Place is coastal Maine like Harry, Cleo, and Sabrina.
See what made Malibu so special for Nina, Jay, Hud, and Kit.
Visit the locations that inspired Jane Austen.
Go behind-the-scenes of Harry Potter.
Let’s plan something meaningful
Whether you have a clear vision or are starting from a place of uncertainty, you don’t have to navigate it alone.
With the right support, travel becomes less about managing details and more about immersing yourself in the story as it unfolds.