• Skip to primary navigation
  • Skip to main content
  • Skip to primary sidebar
  • Home
  • About/Hire Me
    • About Me
    • Hire Me
    • Contact
    • Family
    • Faith
    • FAQ
    • My Running Story
    • Recipes
  • Disney
  • Fitness
    • runDisney Information Page
    • Fitness
    • Races
  • Parenting
  • Travel

Through Heather's Looking Glass

  • Disney
  • Fitness
  • Travel
  • family
  • About Me

Inaugural Castaway Cay Challenge 5k

January 15, 2015 | Disney, runDisney, running, Travel

The Inaugural Castaway Cay Challenge 5k took place yesterday morning on Disney’s beautiful private island. Over 700 runners took to the beautiful course surrounded by lush tropical landscape, rolling waves, and an island breeze (well, some days!)

Any cruise that sails to the island has had a 5k in recent years, but this is the first time you could run a runDisney race in Walt Disney World, the follow immediately with a Disney Cruise Line cruise. If you completed a race at WDW and the Castaway 5k, you would also get the challenge medal, which is absolutely beautiful! (Please note you have to register for this challenge!)

Inaugural Castaway Cay Challenge 5K Event on Disney Cruise Line Private Island

The cruise is on the beautiful Disney Dream, for four nights as it sails to the Bahamas. The ship left from Port Canaveral, FL on Monday. Runners also have access to special speakers, merchandise, and activities all surrounding the Castaway Challenge.

Inaugural Castaway Cay Challenge 5K Event on Disney Cruise Line Private Island

There will be another Castaway Cay Challenge 5k following on the heels of the runDisney Princess half marathon weekend next month. Space is still available for this challenge, check out runDisney.com for details on registration.

I do hope runDisney and Disney Cruise Line continue this partnership with more races, as I would love to be able to participate! Who doesn’t want to relax on a Bahamian cruise after running hard at a runDisney event?

QOTD: What are your thoughts on this challenge? Is this something you would like to participate in?

Like this:

Like Loading...

Sign up for my newsletter

Reader Interactions

Comments

  1. Jen says

    January 15, 2015 at 5:14 am

    I hope they do it for Wine and Dine!

  2. Mindy @ Road Runner Girl says

    January 15, 2015 at 8:11 am

    Oh I would LOVE to do the Castaway Challenge one day!!!

  3. Lesley says

    January 15, 2015 at 8:23 am

    With 4 race weekends at Disneyland, maybe Disney Cruise needs a Castaway Cay island on the west coast too.

  4. Ashley says

    January 15, 2015 at 10:29 am

    I would love to participate, but Disney cruises are so expensive!

    • Heather says

      January 15, 2015 at 10:51 am

      They are but totally worth it! You def. get what you pay for. They are amazing.

  5. Karen :0) says

    January 16, 2015 at 7:16 am

    Can’t wait! This event looks like SO much fun!!

  6. Joy Hargraves says

    January 16, 2015 at 3:55 pm

    I JUST GOT BACK!!!!!! It was a lot of fun, and rD was on board all week. They also had a QnA session. At this time, there are NO PLANS to do any more of the CC5K Challenges after Princess. They may re-evaluate after feedback from us and the Princess crew. So if you want in on this Challenge, DO IT NOW for Princess, or your magical moment may have passed!!! They redid the regular 5K medallions, and you will continue to be able to get those for the normal CC5K. Find me on Facebook for more pictures, and I do plan on blogging about my time there!!!! I am glad I did this!!! Disney Cruise Line is far, far, far superiour to any other cruise line out there!! You absolutely get what you pay for!!

    • Heather says

      January 18, 2015 at 8:22 am

      I”m so excited they are finally changing the medals. I have 5 of the plastic ones at least! A lot of people who got the marathon weekend survey after that race said one of the questions was about interest in doing this after Wine and Dine, so I hope the keep it up!
      I always tell my clients that about DCL when they get sticker shock, you DO get what you pay for!

  7. Amanda says

    January 18, 2015 at 8:55 am

    Sure hope they continue this challenge series!! Everything I’ve read, so far, states nothing is in the works for future CC challenge runs after Princess wknd! Hubby and I did 2013 WDW race and cruise. Also, 2014 TOT race and cruise. So, technically, I’ve completed this twice. 😉
    Sure would enjoy the “official” bling….. ** fingers crossed **

Trackbacks

  1. runningwithsass says:
    January 15, 2015 at 2:31 am

    Inaugural Castaway Cay Challenge 5k

    The Inaugural Castaway Cay Challenge 5k took place yesterday morning on Disney’s beautiful private island

  2. Never Say Never...to runDisney - Through Heather's Looking Glass says:
    April 29, 2015 at 1:48 am

    […] for the runDisney marathon weekend! I found out yesterday morning that they are offering the castaway challenge after the race, which I ssoooo badly want to do. I have talked to and begged runDisney to partner […]

Primary Sidebar

I am Heather Montgomery, a 30 something southern girl living in Knoxville, Tennessee with my husband Bobby, 10-year-old daughter Emma Kate, and our goldendoodles Dolly and Luna. I’m just a regular girl who likes to workout, travel, hang with my family, text, and eat chips and queso. Be sure to check out my “about me” page for more info!
Thank you for visiting, and feel free to contact me with questions, (or for PR inquiries or press trip invites) at Support@HeathersLookingGlass.com.

Please, no guest post requests. 🙂

More about me

Privacy Policy

You can also find me here:

  • Facebook
  • Instagram
  • Pinterest
  • RSS
  • Twitter
  • YouTube

Recent Posts

  • 5 Reasons to Try a New Way of Travel
  • Experience Superhero-Sized Fun at Gaylord Opryland DC Summer
  • Digital Nomads: Safely Working Remotely While You Roam
  • Tips for Surviving (and Thriving) as a Travel Ball Mom
  • Protecting Your Kids’ Eyes In the Digital Age

 

Search

How to Start a Blog

How to start a blog
We are a participant in the Amazon Services LLC Associates Program, an affiliate advertising program designed to provide a means for us to earn fees by linking to Amazon.com and affiliated sites.
  • Disney
  • Fitness
  • Travel
  • Family
Follow me for more parenting hacks. 💁🏻‍♀ Follow me for more parenting hacks. 💁🏻‍♀️

#backtoschool #parentinghack #backtoschooltips #backtoschoolshopping
I turned 40 today. 🎉 Hitting a milestone like t I turned 40 today. 🎉 Hitting a milestone like this has me reflecting—not just on what I’ve accomplished, but on who I’m becoming.

I’ve always been driven to achieve, to push, to prove. But lately, I’ve been learning to celebrate presence over performance, connection over perfection.

Today wasn’t about checking a box or hitting a goal—it was about pausing, feeling grateful, and eating a ridiculous amount of cake with people I love. And honestly? That feels like growth.

Here’s to 40: more aligned, more grounded, and still a little extra. 😉

#thisis40 #40andfabulous #thankyoujesusfor40years #birthdaygirl❤️ #40andoverclub
Turning 40 tomorrow. 🎂 Big milestones always Turning 40 tomorrow. 🎂 

Big milestones always make me pause and ask:
What am I proud of?
What needs to shift?
Am I becoming the woman I want to be?

💡 As an Enneagram 3, I’ve always been wired to achieve — and for a long time, that meant shaping myself into whatever version I thought people would like best.

There are tables where it’s clear I’m not welcome — and that used to wreck me.
But at 40? I don’t do cliques. I don’t do shrinking or contorting to be accepted. 👀

I’ll always be kind. I’ll always be respectful. But I’m done dragging a chair to tables that were never built for me.

I’m moving over. Making space.
Creating my own table.

✨Who’s in?

#ThisIs40
#OwnYourStory
#ReelTalk
#Over30Club
#ChristianWomen
#PersonalGrowthJourney
#enneagram3
🎉 Think Tuscaloosa is just for game days? Think 🎉 Think Tuscaloosa is just for game days? Think again — it’s the perfect family getaway! (Ad)

Start your day with Big Bad Breakfast or a sweet stop at Babes Donuts, then head out for adventure! Walk the scenic Riverwalk, shop local at the local Farmers Market & Kentuck Art Market, and let the kids explore and create at the Druid City Makerspace inside Tuscaloosa Made.

🎨 Hands-on fun? Check! Don’t miss the Children’s Hands-On Museum and the Alabama Natural History Museum — both family favorites.

🍕 Fuel up at Heat Pizza, grab a table at The Venue, or relax with a meal at Urban Bar & Kitchen or Southern Ale House Dockside.

⛳ Then play a round at PopStroke, paddleboard at Lake Nicol, and see what free events are happening at Government Plaza. Don’t forget to grab ice cream at Moonshot Creamery!

 🌙 After a full day, rest easy at the stylish Hotel Indigo Tuscaloosa.

📍From outdoor fun to creative play and plenty of great eats — Tuscaloosa is packed with family-friendly surprises. Who’s been? @visittuscaloosa 
💜Be sure to check out all the businesses tagged in this reel!! 

#Tuscaloosa #VisitTuscaloosa #FamilyTravel #FamilyFun #AlabamaAdventures #ExploreAlabama #SouthernTravel #FamilyWeekend #TravelWithKids #EatDrinkExplore #AlabamaEats #DiscoverTuscaloosa
Trendy, daughter-approved, and will survive the wh Trendy, daughter-approved, and will survive the whole school year?

So went with Simple Modern. 🙌🏼

Their backpack, lunch box, and water bottle combo keeps us both happy: fun colors and styles she loves, and quality this mom can stand behind. Durable, easy to clean, and built to last the full school year (and beyond).

Let kids be kids—but let moms be smart. 😉

#SimpleModernPartner #BackToSchool #GetawayBag #paid @shopsimplemodern
#MomWin #SmartChoices #SchoolReady #FlourishAndGlow #MomLife #SimpleModernKids #BackpackGoals #LunchboxLove
✨ S U M M E R G I F T I N G ✨ I’ve teamed ✨ S U M M E R  G I F T I N G ✨ 

I’ve teamed up with @best.day.ever.giveaways and some amazing accounts to make this blessing possible for someone. 

I N C L U D E S: 
Checkered Tote Bag
Apple iPad 
Apple Watch
Divi dry shampoo
Divi scalp serum 
Dermalactives LED light mask 

👇T O  E N T E R👇

1️⃣ F O L L O W @best.day.ever.giveaways and everyone they  f o l l o w 
2️⃣ L I K E + save this reel 
3️⃣ T A G a friend

⭐️ B O N U S ⭐️ 
1️⃣ C O M M E N T  your favorite item
2️⃣ S H A R E  to your stories and tag @best.day.ever.giveaways (counts once a day) 

Ends on 7/12 at 11:59 pm EST.  The randomly chosen recipient will be announced by @best.day.ever.giveaways on 7/12
•
This is not affiliated with Instagram or any of the brands pictured. Must be 18+ to enter. Open USA/Canada.
🇺🇸 Bold stripes, bright stars, brave hearts 🇺🇸 Bold stripes, bright stars, brave hearts ❤️ 
Happy Birthday, America! 

Peep the last photo for a 4 year comparison of EK at the parade. 🥰

#4thofjulyweekend #4thofjulyparade #letfreedomring #partyintheusa

Copyright © 2025 · Through Heather's Looking Glass · Theme by Bella Creative Studio

%d