Courtney Deegan - Jolly Holiday Planning

Courtney Deegan - Jolly Holiday Planning Got vacation on your mind? I'm here to take the stress out of it for you! Disney
Universal
Cruises
All Inclusive Resorts
And more! Hi! Let's chat!

My services are FREE, so let's chat! I'm Courtney, a travel enthusiast and big Disney fan! I'm a single mom to an adventurous little boy, and a Gold Star Widow. Helping families travel and make lasting memories is important to me. As a mom, I know it's a lot to take the family on vacation. I'm here to take something off your plate and help our dream vacation become a reality!

Park Hoppers, Lightning Lanes, MagicBands… oh my! ✨Disney trips are magical, but planning them? Not so much. That’s wher...
10/16/2025

Park Hoppers, Lightning Lanes, MagicBands… oh my! ✨

Disney trips are magical, but planning them? Not so much.

That’s where I come in! I help families like yours:
🎟️ Pick the right park tickets
📅 Choose the best days to visit
💫 Navigate lightning lanes, Park Hoppers, Memory Maker and all the details!

All my planning help comes at no extra cost, so you can focus on the fun stuff — like churros, castle selfies, and meeting Mickey. 🍪🏰

Send me a message and let’s make your Disney adventure worry-free! 💖

Can’t believe Disney will look like this in a matter of weeks!!! 🤩 🎄 It’s not too late to plan a trip around the holiday...
10/16/2025

Can’t believe Disney will look like this in a matter of weeks!!! 🤩 🎄

It’s not too late to plan a trip around the holidays!

Send me a message or comment below to see if we can make that dream a reality! ✨ 🎅🏼

08/21/2025

Fall 2026 and Spring 2027 itineraries are finally here! Start planning your next family vacation on the high seas. 🚢✨

Contact me to today for my FREE planning services to book your family’s Disney Cruise!

✨🎄 The holidays at Walt Disney World are pure magic! 🎄✨From twinkling lights on Main Street U.S.A. to festive parades, h...
08/21/2025

✨🎄 The holidays at Walt Disney World are pure magic! 🎄✨

From twinkling lights on Main Street U.S.A. to festive parades, holiday treats, and Cinderella Castle shimmering at night, Disney truly knows how to celebrate the season. ❄️✨

Imagine sipping hot cocoa while watching “snow” fall in Florida, or seeing your family’s faces light up during Mickey’s Very Merry Christmas Party 🎅🏼🎁 these are the moments you’ll remember forever!

The best part? You don’t have to stress over the details!! I can help plan everything from park tickets to resort stays, dining, and more, at no extra cost to you. 💫

Holiday trips book up quickly (especially special events!), so now is the time to start planning your family’s unforgettable Disney Christmas adventure.

➡️ Send me a message, and let’s get your holiday magic on the calendar! 🎆✨

Share the magic of a Disney cruise vacation with family and friends! 🚢 Get 50% off on 3rd and 4th Guests on select Disne...
08/14/2025

Share the magic of a Disney cruise vacation with family and friends! 🚢

Get 50% off on 3rd and 4th Guests on select Disney cruises when you sail between October 3, 2025 and March 27, 2026 with purchase of two full fare Guests.

Send me a message to book before October 12, 2025 to take advantage of this magical offer.

Ready to set sail? Let’s start planning! These cabins will book fast! ✨

✨🎃 Halloween has arrived at Disney World! 👻 From August through October, the parks transform into a Halloween wonderland...
08/14/2025

✨🎃 Halloween has arrived at Disney World! 👻

From August through October, the parks transform into a Halloween wonderland with glowing pumpkins on Main Street, fall treats around every corner, and characters in their adorable Halloween costumes. 🧡

And of course… Mickey’s Not-So-Scary Halloween Party! 👻
🍭 Trick-or-treating through the park
🎃 The Boo-to-You parade (with the Headless Horseman leading the way!)
💜 Special fireworks and shows you can’t see any other time of year

Whether you’re going for the rides, the treats, the costumes, or just the cozy fall vibes in the Florida sunshine… Halloween at Disney is a must-do at least once in your life.

I can help you plan your spook-tacular trip and even grab your party tickets—at no extra cost to you. 🪄

📅 Who’s ready to trade in pumpkin spice lattes for pumpkin-shaped Mickey waffles? 🎃🧇

EPIC Universe was nothing short of amazing!! ✨ I have all the tips on what you don’t want to miss, what you could easily...
08/14/2025

EPIC Universe was nothing short of amazing!! ✨

I have all the tips on what you don’t want to miss, what you could easily pass on, and where to stay in order to maximize your time at Epic!!

🤩 If you’re ready to plan your EPIC trip, send me a message or fill out my quote request form to get started!

Something BIG is happening with Disney Cruise Line!!! 🚢 Share the magic of a Disney cruise vacation with family and frie...
07/29/2025

Something BIG is happening with Disney Cruise Line!!! 🚢

Share the magic of a Disney cruise vacation with family and friends! Get 50% off on 3rd and 4th Guests on select Disney cruises when you sail between October 3, 2025 and March 27, 2026 with purchase of two full fare Guests.

Send me a message to book before October 12, 2025 to take advantage of this magical offer. ✨

Ready to set sail? Let’s start planning! These cabins will book fast! 🤩 🏝️

✨ FREE DINING PLAN FOR KIDS IN 2026! 🍽️ Get a FREE dining plan for kids (ages 3–9) for arrivals in 2026 when you purchas...
07/16/2025

✨ FREE DINING PLAN FOR KIDS IN 2026! 🍽️

Get a FREE dining plan for kids (ages 3–9) for arrivals in 2026 when you purchase a Walt Disney Travel Company package for you and your children that includes:

🏨 A room at a Disney Resorts Collection hotel AND A 🍽️ dining plan for each Guest ages 10 and up.

✨ Ask me for more information!

Tomorrow is the day!! 🤩 Send me a DM to get started on planning your trip or to get your MVMCP tickets purchased!! Onsit...
07/16/2025

Tomorrow is the day!! 🤩

Send me a DM to get started on planning your trip or to get your MVMCP tickets purchased!!

Onsite guests can purchase tickets starting July 16th! All other guests can begin purchasing tickets on July 22nd! 😃

As an authorized Disney vacation planner, I can help you get these tickets at no additional cost!

🎄✨ Mickey’s Very Merry Christmas Party is BACK for 2025! ✨🎄This after-hours holiday celebration at Magic Kingdom is pack...
07/09/2025

🎄✨ Mickey’s Very Merry Christmas Party is BACK for 2025! ✨🎄

This after-hours holiday celebration at Magic Kingdom is packed with festive fun—think snow on Main Street, special ride overlays, rare character sightings, and an exclusive Christmas parade and fireworks show! 🎅🎆

Guests can also enjoy unlimited cookies and cocoa, holiday treats, and shorter wait times for select attractions. It’s truly one of the most magical nights of the year!

As your Disney travel planner, I can purchase your party tickets and help you plan the perfect holiday getaway—whether I booked your full trip or not.

🎟️ Message me to get started—these tickets go fast every year!

THE ALL-IN SALE is here, and I don’t know about you, but it’s making me want to pack my bags and set sail! 🏝️Friends Sai...
06/29/2025

THE ALL-IN SALE is here, and I don’t know about you, but it’s making me want to pack my bags and set sail! 🏝️

Friends Sail Free!!
Bring the whole crew! Your 3rd and 4th guests sail free, so it’s perfect for family getaways or that friend-cation you’ve been dreaming of.

Save Big!!
Enjoy up to $850 in instant savings AND up to 40% off onboard extras. That’s some serious vacation magic!

Imagine yourself sliding into fun, lounging on deck, and soaking up the sun on Royal Caribbean’s exclusive Perfect Day at CocoCay. I know I am! 😍

📅 Don’t wait too long—these offers are only available for a limited time. Message me today, and I’ll help you take advantage of this deal.

💬 Who’s ready to cruise? I might just have to tag along 😉

Address

Easton, MA

Website

Alerts

Be the first to know and let us send you an email when Courtney Deegan - Jolly Holiday Planning posts news and promotions. Your email address will not be used for any other purpose, and you can unsubscribe at any time.

Contact The Business

Send a message to Courtney Deegan - Jolly Holiday Planning:

Shortcuts

Share

Category