Hi, I'm

Chelsie Wood

DISNEY & CARIBBEAN FAMILY & COUPLES TRAVEL | PLAIN CITY, OH

Based in Plain City, OH

Turning trips into stories you'll never want to stop telling.
Chelsie's promise

Are you looking for a Disney and Caribbean travel advisor in Plain City, OH? Chelsie Wood specializes in crafting personalized family and couples trips to destinations like Walt Disney World, Disneyland, Disney Cruise Line, and the Caribbean. With extensive experience in these sought-after locations, Chelsie ensures every detail is expertly managed for a seamless and enjoyable travel experience. She is dedicated to transforming your travel dreams into cherished memories.

I believe that each journey should be as unique as the travelers themselves. My approach involves deeply understanding your preferences and desires, allowing me to recommend experiences that truly resonate. Whether it's navigating the intricacies of Disney parks with young children or discovering the serene beauty of the Caribbean islands for a romantic escape, My firsthand knowledge and meticulous planning provide invaluable support.

Ready to plan your next adventure? Chelsie is here to guide you through planning your ultimate Disney vacation, an unforgettable Disney Cruise, or a relaxing Caribbean getaway. Explore the possibilities with an advisor who puts your travel aspirations first. #TravelWithHeart

Chelsie Wood

Let's Get Started

5+
Years Advising
200+
Trips Booked
5★
Average Review

Chelsie's Travel Story

It all started when I was just a baby, my family loved to travel and I took my first flight at just 6 months old. I've been fortunate enough to experience places like Disney World, Jamaica, Hawaii, and cruising with my family. As I got older I was able to expand my travel experience and have now visited Italy, Greece, Dubai, Mexico, and so many more places.

Chelsie's travels

Favorite Places

DubaiMilan, ItalyRome, ItalySaint Moritz, SwitzerlandAthens, GreeceSantorini, GreeceHawaiiOcho Rios, JamaicaNassau, BahamasCancun, MexicoCozumel, Mexico
DubaiMilan, ItalyRome, ItalySaint Moritz, SwitzerlandAthens, GreeceSantorini, GreeceHawaiiOcho Rios, JamaicaNassau, BahamasSt. Thomas, USVISt. John, USVIAntiguaSaint MaartenCancun, MexicoCozumel, Mexico

Itineraries I Love

8 Days at Disney World

I love planning Disney and 8 days really is a sweet spot for an unforgettable experience. This allows you to visit all the parks and still have rest days to recharge and take in all the magic. Disney resorts have so much to offer outside of the parks. You won't want to miss putt putt at Fantasia Gardens and Fairways, the pools at your resort, or dining at Disney Springs.

10 Days Island hoping in Greece

Ten days in Greece is the perfect balance of culture, relaxation, and adventure. Start in Athens, where ancient history, vibrant neighborhoods, and incredible food set the tone for your journey. Then take a short flight or scenic ferry to the islands, where whitewashed villages, crystal-clear water, and unforgettable sunsets create the ultimate Greek escape.

Split stay at Walt Disney World and Universal Orlando

A trip mixing Disney and Universal is one of my favorites. You get the best of both worlds. With the two theme parks close to each other getting from one to the other doesn't take long. Experience the magic and whimsy of Disney World then spend a few days exploring all things Harry Potter and high energy that Universal has to offer.

Certifications & Training

Certifications

  • College of Disney Knowledge Graduate
  • Universal Orlando Resorts Specialist
  • Royal Caribbean University Master of Adventure Graduate
  • Norwegian Cruise Line University Master's Degree
  • Carnival Cruise Line Graduate
  • ALGV Pro Graduate
  • Atlantis Ambassador
  • Club Med Specialist
  • National Geographic Expeditions Specialist
  • Travel Insured Certified
  • Sandals Elite Advisor

What I Include in My Planning

Here's what's part of every trip I book. Have a special request? Just ask — I love to tailor things to your family.

  • Custom itinerary planning
  • Park strategy & Lightning Lane guidance
  • Ongoing price monitoring
  • Day-of trip support
  • Group / multi-family coordination
  • Dining strategy & reservations
  • Ticket & resort recommendations
  • Pre-trip prep call
  • Booking changes & advocacy
  • Celebration planning (birthdays, anniversaries, honeymoons)

Working with Chelsie

01

Share Your Vision

Tell Chelsie who's traveling, when, and what makes a vacation feel magical for your family.

02

Get a Custom Plan

Receive personalized resort, cruise, or destination options curated to fit your style and budget.

03

Travel Worry-Free

From booking to boarding pass, you'll have an expert in your corner the entire journey.

What does Chelsie specialize in?+
Disney & Caribbean Family & Couples Travel | Plain City, OH including Walt Disney World, Disneyland, Universal, Disney Cruise Line and other major cruise lines, plus all-inclusive resorts.
Does it cost extra to book with Chelsie?+
No additional planning fees from suppliers. Chelsie earns a commission directly from the resort, cruise line, or tour operator at no added cost to you.
How quickly will Chelsie respond?+
Most quote requests receive a personal reply within one business day.
Where is Chelsie based?+
Chelsie is based in Plain City, OH and works with clients nationwide.

Your Dream Trip Starts Here

Tell Chelsie about your vacation vision. Pick the path that feels easier — chat it out or fill the form.

New

Prefer to chat instead?

Have a quick conversation with Chelsie's assistant. Same questions as the form, but easier — and you can ask anything along the way.

Or use the form

Prefer to reach out directly? chelsie.wood@cupcakecastlestravel.com

Trusted & Accredited

EarMarked by Disney - Gold Level Authorized Travel AgencyDisney Imagination Campus - Select Recognized Youth Travel PlannerALG Vacations - Elite DiamondUniversal Parks & Resorts Vacations - Preferred Travel AgencySandals - Executive Preferred AgencyCarnival Funnel Up Network - Platinum PartnerCupcake Castles Travel Company - Pinnacle Partner 2025CLIA - Cruise Lines International AssociationAccredited by IATANASTA - American Society of Travel AdvisorsTravel Leaders Network - President's CircleShop Small - Thank You For Your SupportCupcake Castles Travel Company BBB Business ReviewEarMarked by Disney - Gold Level Authorized Travel AgencyDisney Imagination Campus - Select Recognized Youth Travel PlannerALG Vacations - Elite DiamondUniversal Parks & Resorts Vacations - Preferred Travel AgencySandals - Executive Preferred AgencyCarnival Funnel Up Network - Platinum PartnerCupcake Castles Travel Company - Pinnacle Partner 2025CLIA - Cruise Lines International AssociationAccredited by IATANASTA - American Society of Travel AdvisorsTravel Leaders Network - President's CircleShop Small - Thank You For Your SupportCupcake Castles Travel Company BBB Business Review
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