• 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

Disney Fantasy Cruise 2016: The Castaway Cay Day That Wasn’t

March 17, 2016 | Disney, runDisney, running, Travel

This is the last installment of our cruise recap, sad times! Unfortunately, this cruise did not end on a high note for us. Read on.

We woke up to gloomy skys, but I didn’t care. We were soon going to dock at my FAVORITE place on earth, Castaway Cay. A little gloom was not going to stop my happiness (oh really now.) We got dressed, ate breakfast, and headed to the tube to get our bibs for the 5k and wait for instructions. Keep in mind there are no windows down here so we couldn’t see what was going on with docking.

IMG_1525

We waited…and we waited…and I knew we should have docked by now. Finally, someone got on the microphone and said that the wind was too high for us to dock, and was blowing us away from the dock. The captain was going to try again in 1.5 hours, and they were waiting to get the word on what to do about the 5k. We waited around about 20-30 minutes before we got the verdict.

We were not postponing the 5k until we (hopefully) docked later, but we were going to run around the ship….really. IMG_1527

Seven and a half laps to be exact. The boat is HUGE, so yup, that’s what it took to run a 5k. Now, this is where I got annoyed. I realize I am risking backlash by writing this, but honestly it got me so fired up that I am ok with people not agreeing with me. I know medals for people not finishing and runDisney races are a hot topic, but in this case, the people in question didn’t even attempt to START the race, so here goes…They told everyone that if they didn’t want to run around the ship, that they could “promise to run a 5k at home in the next few days” and come get their medals now and leave.

.

.

Huh? If you are already dressed to run a 5k, and were planning to run said 5k…why not just go ahead and run it RIGHT NOW? There were around 400 people in the room, and only about 60 stayed to run. EVERYONE ELSE GOT UP, AND COLLECTED THEIR MEDALS AND LEFT! Not only that, the race is for those 10 and up, but they were handing medals out to everyone! Little boys and girls, anyone who wanted one. (The kids were there because the adults were going to drop them at the kids club before the race). Here is a picture of everyone jumping up to get their medals. I just couldn’t believe it.

IMG_1526

Now, I would like to believe these people went home and ran a 5k, really I do….(and props to you if you did follow through, you are my hero), but I’m also not dumb, and know that for the majority this probably did not happen. A lot of the other people that stayed to run were very annoyed as well. They are getting a medal for a race they didn’t even START? I was so worked up, that Bobby and I actually ran really fast for our 5k.

They send us out in two groups so we wouldn’t be all bunched up, and then off we went, 7.5 laps, around, and around, and around. It. was. so. boring. There were a few sweet families that stayed on the side and cheered for us as we went by, and Disney even put out a “water stop” for us on the deck which was nice of them. It was difficult to run because if you have ever run on a Disney boat you know this, but there are some tight spaces at certain points. Now imagine 60 runners PLUS people playing shuffleboard/just walking around the deck for enjoyment. There was lots of stopping and going, weaving and “excuse me, on your left” going on. After we finished, we met in the pub for water and to get our earned medals, and then back to the tube to collect our belongings.

IMG_1537

In the elevator we had the chance to chat with some people who also ran and were frustrated that people who didn’t even attempt to start the run got medals, so it made me feel better we weren’t the only ones. I was very proud of myself for sticking out a boring frustrating run and that medal means more to me now.

IMG_1538

(note how windy it was).

So even though I didn’t sail on the cruise to complete the castaway challenge and get the special extra medal, I DID still technically complete the challenge!

IMG_1542

Later that day I saw people walking around wearing their medals that I distinctly remember getting up and getting the medal without running. Really? sigh. About that time, we tried to dock again, and could not do so, the winds had not changed. The captain tried a third and final time an hour later. It was SO disheartening to be looking over our balcony, just a few hundred yards from the island, seeing all the workers standing out there waiting to receive us, and have us get close, only to slowly drift and pull away again. I’m not going to lie. I cried. I cried because I was frustrated about the morning race, sad it was our last day, and mad I was not getting to go to my favorite place, the highlight of my cruise. It may sound pathetic, but in that moment, Heather was not having a good day and I’m owning it.

The rest of the day was pretty boring. We ate lunch, took a nap, watched TV in the room, etc. There was a noticeable change in the mood of everyone on the ship. We had already had 3 sea days, so we honestly were just a little bored. It was rainy and windy so there was no laying out by the pool which I would have been perfectly fine with doing.

It was finally dinner time, and we were at Enchanted Garden.

IMG_1547

IMG_1552

Here we are with our new friends and tablemates. We all decided to get mickey bars that night. Cheers!

IMG_1556

Back in our room this guy was waiting. We sadly put our luggage in the hall, and I honestly can’t remember what else we did that night!

IMG_1557

The next morning we had breakfast at the buffet before getting off the ship and taking the bus to the airport. I am so glad we had the opportunity to go on this trip, but between me being sick/losing my voice, lots of rain and not going to Castaway Cay, it wasn’t our best cruise. That just means we have to go again to make up for it, right?

Thanks so much for following along with this trip report. It was fun to relive the good times from the cruise with you all.

QOTD: ever run a 5k on a ship? Do you like Mickey bars?

Like this:

Like Loading...

Sign up for my newsletter

Reader Interactions

Comments

  1. Kaitlin says

    March 17, 2016 at 4:59 am

    Thank you for saying that. I totally agree about the medals. I would hope those people still ran a 5k at home, but many probably didn’t or are telling themselves”I still plan to run” but they won’t. I don’t think it teaches kids a good lesson either. We’re basically saying if you don’t put the hard work in, it doesn’t matter because you’ll still get a reward. Disney was put in a rough spot and they can’t change the weather, but c’mon.

    • Heather says

      March 17, 2016 at 4:20 pm

      Totally agree. I know they want to make everyone happy, but they could have just said you have to at least attempt the race to get the medal.

  2. Bridie Rist says

    March 17, 2016 at 5:27 am

    Seems like it could have been handled better by Disney…sorry that it left you so disappointed (rightfully so). I did a 4 or 5 mile run on a cruise ship…got up early ad did the track. I think 8 laps equaled a mile. Best thing was my Garmin telling me I did my fastest mile ever…3 minutes…lol.

    • Heather says

      March 17, 2016 at 4:19 pm

      haha the garmin stats are so funny on a cruise!

  3. Amanda says

    March 17, 2016 at 6:50 am

    I have not run a 5k on a ship but was training for a marathon during a cruise and had to put in 10 miles one day. I tried the treadmill but the ocean waves in front of me and slight rocking of the ship I was so off balance so I took it to the deck that was like almost 9 laps to a mile. I ended up running 40 miles the week we were on the ship. Sorry you didn’t get to Castaway Cay but you will just have to go on another Disney cruise (any excuse, right?).

    • Heather says

      March 17, 2016 at 4:19 pm

      Wow that’s a lot of miles on the ship!

  4. Lesley says

    March 17, 2016 at 7:32 am

    I feel the same way about medals. It’s a “finisher’s” medal. Good on both y’all and everyone else who did run and earned it.

    • Heather says

      March 17, 2016 at 4:18 pm

      Thanks!

  5. Destiny says

    March 17, 2016 at 7:53 am

    I cried too – I’m glad I wasn’t the only one. It made it harder because we heard lots of stories about how this was the captains third failed attempt in all his years cruising – 3rd! So next year we are going to go at the tail end of Feb and hope for the best – And I did take a medal however at that time we were still hoping that we would dock and we were going to make our own 5k on the island. When we found out we weren’t I went to the treadmill (I have picture proof) only because I had already ran on the ship track twice and didn’t want to again with so many people but I do agree about the medals and people taking them without running or intending to run.

    • Heather says

      March 17, 2016 at 4:18 pm

      I think we decided next time to do a back to back 3 night and 4 night so maybe we can go to the island twice, but hopefully at least once! Props to you for going and running!

      • Destiny says

        March 17, 2016 at 10:19 pm

        Wow back to back – I never thought of that! Our tentative plan right now is the four day one that leaves 2/27 that way I can run princess the day before (never have and I’m perfect tink so I need that pink coast to coast!) our only reservation is a four day cruise – we’ve never done one that short and are concerned we are going to have regrets

        • Heather says

          March 18, 2016 at 7:27 am

          You could do princess, do a 4 night then a 3 night 🙂

  6. Karen :0) says

    March 17, 2016 at 11:21 am

    So sorry about not being able to dock on CC! Congrats though on sticking with the 5K and running despite the circumstances. I can’t even imagine 400 runners trying to run around that deck….omg.

    • Heather says

      March 17, 2016 at 4:17 pm

      They spread us out by 15 minutes in groups of 30, so if everyone would have run hopefully no more than 60 would have been out there at a time, but it was still a lot!

  7. Amber Starr @ Love, Laugh, Live Well says

    March 17, 2016 at 12:09 pm

    I would have been annoyed about the whole medal fiasco too. ? Once I’m amped for a race I would feel really let down about not running it that if have to at least run one on my own. At least you can say you ran a 5k on a cruise ship. That’s kind of cool!

    • Heather says

      March 17, 2016 at 4:17 pm

      definitely something I’ve never done!

  8. Kristi says

    March 17, 2016 at 2:36 pm

    My husband and I ran a few times, several miles each, on the jogging track/deck of the Dream a few years ago. It was such a strange feeling with the waves moving and seeing that in my peripheral vision. I felt a tad woozy! We encountered mostly staff, so it wasn’t too bad as I think they are more aware of runners coming through. It was pretty boring seeing the same thing around and around, but I guess the experience of running the ship was worth it.

    Completely understand your frustration about the handing out of medals! I’d be miffed about that as well.

    • Heather says

      March 17, 2016 at 4:16 pm

      So boring! I would have much preferred to run on Castaway cay ;0)

  9. Heather says

    March 22, 2016 at 10:43 am

    I understand about being upset with them giving out the medals, but I think a good number of people ran the race in the next week. We were traveling with 5 adults, a 2.5 year old and a 7 month old. Four of the adults in our group were going to run and by the time it was officially canceled, my brother-in-law had been watching both kids for an hour and a half. (Almost longer than we would have been gone had things run on time.)

    We left so that we could take care of the kids. My mom and sister did the run that afternoon on the ship and my husband and I did it the following Monday. Trying to have everyone run on the track at the same time would have been a disaster. I am glad they had the option, because I had been looking forward to the run since we booked the trip and at least this way I didn’t completely miss it.

    • Heather says

      March 22, 2016 at 10:58 am

      I’m glad that you stuck to your end of the deal and ran, that’s awesome, but unfortunately I doubt that all of the other 350 other people did. They broke us into 30 person groups that left every 15 minutes, so the entire group would not have been running the deck at the same time. I do understand having to go take care of the little ones, but otherwise without kids too young for the kids club, if people came/were planning to run anyway, I don’t understand taking the medal and leaving.

  10. Lindsay says

    March 29, 2016 at 1:31 pm

    Ugh, sorry your last day went that way! I definitely would have cried in your position so I totally respect you for telling us that. Especially to SEE Castaway Cay and not get to go? I would have been so upset.

    I also don’t blame you for being frustrated about the medals. You pushed through less than ideal conditions to earn yours and other people just walked off with one? I mean, I guess it’s the honor system kind of like a virtual race but I would have been really annoyed by that. Great job pushing through!

    • Heather says

      March 30, 2016 at 12:40 pm

      It was so depressing being so close yet so far!

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

  • Protecting Your Kids’ Eyes In the Digital Age
  • Late Spring Events Gulf Shores and Orange Beach
  • 6 Ways to Make Mother’s Day Special This Year
  • Exciting News: Allegiant Air Launches New Knoxville to Gulf Shores Nonstop Flight
  • 8 Orange Beach and Gulf Shores Activities that are Perfect for a Family Spring Break

 

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
🚢 There are some things I never pictured doing 🚢 There are some things I never pictured doing on a cruise, but here we are! 

@virginvoyages is so unique in its offerings, it truly feels like they are listening to what their “sailors” want. (No Nickel and Dime-ing… tips, Wifi, Group Fitness Classes, Essential Bevvies, Dining, and entertainment - always included on these adult by design voyages!) 

Which of these things do you want to do on your next cruise? 

👉🏻Check out the 🔗 in my bio for up to $200 in onboard credit towards your voyage + their best discount of the year: 
75% off the second Sailor + up to $500 in Instant Savings!! 🎉

#virginvoyages #valiantlady #cruisevacation #cruiseshiplife #travelcreator
No time for the gym? Same. 🙋‍♀️ (ad) That No time for the gym? Same. 🙋‍♀️ (ad)
That’s why the Yesoul R1M Plus Rowing Machine is my new go-to for fun, full-body workouts at home — with zero guilt. 💪🏼✨

✅ Foldable & compact for small spaces
✅ Stream YouTube/Netflix etc. or Spotify while you row (hello, multitasking magic)
✅ No mandatory subscription — just mirror your screen & go!
✅ Built for all fitness levels, so you can start where you are

Mamas, this is your moment to prioritize YOU — without sacrificing your schedule (or your living room).

🛒 Grab yours here: https://bit.ly/3SkLjrM (🔗 in bio)
Use code Heather for $100 off across their G1M series bikes, T1M treadmills, R1M rowing machines, and J1M recumbent bikes! 🙌

Check out: @yesoulfitness.official
#funcardio #yesoul #hometraining #fitnessmotivation #herstrength #mothersdayideas
Here is a look behind the scenes of when we travel Here is a look behind the scenes of when we travel for work. There’s a lot going on that you don’t see on my reels. 🤪

Super glamorous, right? 😬

#behindthescenes #contentcreatorlife #contentcreator2025
🔥 The 5-Minute Smashdown is ON! 🔥 No thawing 🔥 The 5-Minute Smashdown is ON! 🔥
No thawing. No smashing. No mess. Just juicy, crispy, caramelized perfection—straight from freezer to bun in 5 minutes flat. (Ad)

These @omahasteaks Smash Burgers are Built for the Grill™, and right now, you can get 16 FREE with your order. Yes… SIXTEEN.

Ready to taste the burger that’s flipping the script on dinner? Making it easier to grill even on those busy nights where you feel overwhelmed? 

👉 Tap the link in my bio to claim your burgers. 

#OmahaSteaks #SmashBurgers #5MinuteSmashdown #BuiltForTheGrill
Just got back from the cutest cabin in Pigeon Forg Just got back from the cutest cabin in Pigeon Forge and had to share a travel hack for all my fellow moms planning summer getaways. 💡(ad)

We booked with @savvy_stay, which means no third-party fees, no fluff — just direct access to professional hosts and more room in the budget for fun. 🙌🏼 

They even have a price comparison tool on their site so you can see what you WOULD be paying if you went with “the other guys.”

Think: mountain views, family memories, and extra savings that actually make a difference. If Gatlinburg or Pigeon Forge is on your list, do yourself a favor and check out Savvy first!

🏔️☀️ #FamilyTravelTips #MomLifeHacks #SummerVacationPlanning #SavvyTravel #PigeonForgeCabin #GatlinburgGetaway #TravelSmarter #staysmarter #savvy #traveltips #saveontravel
First @dollywood day of the season photo dump. 🦋 

Pro tip: Visit now. Between Easter and Memorial Day is the perfect time to go. We arrived at 4:30 and every ride was a walk on and we stayed until closing! Perfect weather, great memories, and many more to come. 💙

Cheers to 40 years, Dollywood! 🎢 

#dollywood #dollywoodthemepark #themepark #pigeonforge #dollywood2025 #dollywoodthemepark
Money doesn’t grow on trees, GF. 💰 🏀 

👉🏻Share with someone who understands and has a little broke sports loving bestie! 

#aaubasketball #sportsmom #sportsmomlife #girlsbasketball #basketballmeme #travelball #travelballparents

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

%d