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Through Heather's Looking Glass

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FLORIDA ROAD TRIP 2021: PART 3

April 13, 2021 | Travel

Disclosure: This post may contain affiliate links

We left off part 2 of the road trip with our arrival day at TradeWinds Island Grand. Now it was time for a full day of fun at the resort. Emma Kate went for a walk with me to the lobby to get Starbucks. Then I answered a few work emails while everyone got ready for the beach.

We finally got ready and headed down to the beach. Again, this wagon is CLUTCH! I wish i had gotten one years ago. Here is a link to a very similar one to what we have. Also, check out Bobby’s sunburn line. Heh.

We made it down to the beach and got a front row cabana. Cabanas are free, but front row are an upcharge or for VIP guests (noted by different colored wristbands.) Towels are free for use as well! So nice to not have to lug towels, chairs, or an umbrella to the beach!

We hung at the beach for a couple hours, and Bobby did work on his phone. Then it was time for lunch so we headed up to the outdoor restaurant and enjoyed a meal by the water. Then Bobby headed up to the room to work, and Emma Kate hit up the waterslide.

She found a friend to play with on the beach so I relaxed for a bit and did some posting to IG and IG stories.

Bobby came back after a couple hours, and EK wanted to go to the pool, so to the pool we went!

While we were sitting there, I got a message from the PR company asking if we wanted to do a sunset cruise on a sailboat. SURE! Problem was, we needed to be at the dock in an hour. I confirmed we would make it, and we hustled up to the room to shower and change. We actually moved so fast we ended up getting to the dock early. I forgot to put sunscreen on us but thankfully I had some in my bookbag.

Yall. Those pants. So when we left for Florida, the 10 day forecast showed ONE cooler day the entire time (like 60’s) and 70’s-80’s the rest of the time. So I packed her one pair of pants. Well the weather changed and we had SEVERAL chilly pants so she wore these multiple times. Oops!

The sunset sail was nice, but for EK it got slightly long towards the end. Also, we typically eat dinner about 5-5:30, but we had to be on the boat at 5:15 so we said we would eat after. Well, we were starving! On the way back in after seeing the sunset, Bobby placed a to go order at an Italian place right by the dock. We picked up up after and brought it back to the room and ate it. it was SO good. I’m not sure if it really was, or if we were just that hungry! It was a great way to end the evening. Emma Kate thought we were going home the next day but we had a BIG surprise for her! Check it out on my next post.

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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.

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🏰 We have been planning this for months. I th 🏰 We have been planning this for months. 

I thought about the right time to surprise her, and after then lost the state AAU tournament in the championship game, AND she was sick (crazy cough at the end of the video haha!) 

I knew this would be the perfect time to cheer her up. I think it worked. 😜

Check out my story highlight on my profile called “Disneyland70” if you missed all the fun! 

#disneyland70 #disneyland70th #surprisedisneytrip #disneycreators #disneylandpark #disneylandsurprise #disneyland70thanniversary
GIFT-AWAY! 🎉 I feel so blessed to be at openi GIFT-AWAY! 🎉 

I feel so blessed to be at opening weekend of @disneyland’s 70th celebration, that I wanted to give something back to one of YOU! 

I picked up the light up balloon 70th popcorn bucket AND a travel wine tumbler that I am gifting to one of my followers just for following along and being here. 💙 (I really want to keep them both but I’d rather spoil one of yall!) 

See below for entry!

1.) Follow @heatherslg 
2.) ❤️ this post 
3.) tag at least 2 friends in separate comments (can tag more, each tag is one entry!)
4.) Tell me your favorite Disney movie 

BONUS!
Share this post to your stories and TAG ME! Counts for 5 entries ONLY from this account! 

BONUS 2: F0llow @bobbymontg  for 3 extra entries! 

Not associated with IG. Must be 18 to enter. US only (sorry to my international friends!) ends May 25th, I will announce in stories! 

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We spent the evening at Mountain Mile in Pigeon Fo We spent the evening at Mountain Mile in Pigeon Forge, Tennessee and it was one of those simple, sweet evenings that just felt good. 

Located right in the heart of Pigeon Forge, @mountainmilepf is an open-air shopping and entertainment area with gorgeous views of the Smoky Mountains (seriously—those views 😍). It’s super family-friendly, easy to walk around, and there’s so much to do without feeling overwhelming.

We wandered through cute boutiques and shops, played yard games, and just enjoyed being outside in such a pretty setting. There are over 40 shops and restaurants here—plus thrill rides if that’s your thing (we skipped them this time, but they looked fun!).

It’s one of those places where you can go slow, let the kids run around a little, sit and relax with a coffee, or get your shopping fix—all in one spot. And the giant lawn area with yard games? Perfect for kids (or tired parents 😅).

If you’re visiting the Smokies and want something fun and low-stress that everyone can enjoy, I definitely recommend adding Mountain Mile to your list.

🎯 Free parking
📍Central location in Pigeon Forge
👟 Easy to walk + stroller friendly
🍽️ Restaurants, snacks, coffee, and more (Azul was delicious!)
🛍️ Shops from boutique to big brand
🎡 Rides + a massive lawn space for kids to play

Let me know if you’ve been or are planning to go—I’d love to hear your favorite spots there! #mountainmilepartner

#PigeonForge #MountainMile #FamilyTravel #ThingsToDoInPigeonForge #TennesseeTrip #TravelWithKids #SmokyMountainViews #FlourishAndGlowTravels #OutdoorFun #TravelWithFamily #FamilyAdventure #TravelTip
He did it for the gram 💁🏻‍♀️ #instagr He did it for the gram 💁🏻‍♀️

#instagramhusband #blooper #instagramfunny #funnyfails #funnyfalls #doorbellcamera
Before & after… and I’m honestly still in awe Before & after… and I’m honestly still in awe of the difference this rug made. 😁 

I found it at @revival and couldn’t be happier — it’s soft underfoot, doesn’t shed (huge win), and is stain-resistant, which is exactly what we need in a house with kids and pets. It also came with free shipping and easy returns, which made the whole process so simple.

Made in Turkey and beautifully crafted, it feels like the perfect mix of style and practicality — especially for a home that sees a lot of paw prints. 🐾 

Use code 10OFF-HEATHERSLG for 10% off, but this offer won’t last long! (🔗 in bio!) 

#RevivalRugs #RevivalPartner #beforeandafter #homedecorrefresh #newrug
✨ Ready to escape to the Shire… in Tennessee? ✨ Ready to escape to the Shire… in Tennessee? ✨ (ad)
Tucked away just outside of Pigeon Forge, Tennessee, Howard’s Hollow is a one-of-a-kind Hobbit-inspired hideaway that brings the magic of Middle-earth to life in the Smoky Mountains.

Here’s why this unforgettable vacation rental should be at the top of your bucket list:

🟢 Whimsical Hobbit Design

Round doors, mossy rooftops, and charming woodwork that make you feel like you’re living in a Tolkien tale

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Each room is carefully crafted with its own personality—whether you’re drawn to elven elegance, dwarven strength, or hobbit coziness. There are also 3 full bathrooms. 

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A stone fireplace, frame TV, plush seating, and rustic design invite you to slow down and stay awhile

The full kitchen and dining area have ample seating—perfect for a family getaway or friends’ retreat

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Soak in the hot tub under the stars after a day of exploring

Enjoy peaceful woodland views around the fire pit and a quiet, tucked-away feel

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Whether you’re a lifelong Tolkien fan or just craving a truly magical mountain escape, Howard’s Hollow is a place where memories are made and imaginations run wild. ✨

Ready to book your adventure? Visit howards-hollow.com or @howards_hollow  and enter the Hollow. 🌿🏡 
(🔗 in bio too!) 

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Just a trio of mother-daughter magic. 🪄 One t Just a trio of mother-daughter magic. 🪄 

One taught me, one’s watching me—and together we’re laughing through it all. Happy Mother’s Day to the best and busiest job ever! 🥂 

#happymothersday❤️ #mothersday2025 
#myminime #motherdaughterlove #threegenerations

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