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Through Heather's Looking Glass

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1st stop at Castaway Cay

July 10, 2010 | Disney

I had been looking forward to this day for MONTHS, years maybe. Going to Disney's private island: Castaway Cay. Also, more importantly, going to the adults only beach on sid island...serenity bay! We got up early and went to breakfast at beach blanket buffet. We got off the ship as soon as we ...

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Boarding day continued (again)

July 7, 2010 | Disney

Ok so back to Mickey boat pictures! The last set I posted were of our room, and lunch and some exploring of the ship. Here we go with more! This is the Quiet cove (adult) pool. aaahh Mickey kid's pool eerr...random shot of the deck! by that time it was time to head back to our ...

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Early Birthday

July 4, 2010 | Uncategorized

We went to my parents house this weekend and celebrated early. (My bday is the 13th) We did a lot of nothing, just hanging out talking. I did elliptical Saturday and Bobby and I ran 3 miles this morning. It was nice, and not too hot yet! Last night we had birthday cake, it was wedding cake flavored, ...

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Boarding the Mickey Boat

June 29, 2010 | Uncategorized

We walked through the ears and saw the welcome aboard signs! When we got to the lobby they asked our names and said over the loudspeaker "welcome aboard" and said our families names. It was a nice touch. We were directed down the hall to eat lunch. VERY excited to finally be on the mickey ...

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Day 2 of vacation pictures

June 27, 2010 | Uncategorized

We got up and ate breakfast in the food court at Port Orleans, then drove to the port, it took about an hour. cruise terminal while bobby and my mom checked in, dad and I parked the truck and met them inside. We sat around but for only about 45 minutes. they called our boarding group number ...

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Disney Trip Day 1

June 24, 2010 | Uncategorized

Ok so i decided I am not going to go REALLY into detail here with what happened on the trip, but it would be more of a picture diary with a few explinations thrown in. Also, I won't do it everyday b/c it's WAY time consuming but I will throw in differnt days every few days or whenever I have the ...

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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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🎃👻 Getting ready for Halloween at Walt Disne 🎃👻 Getting ready for Halloween at Walt Disney World is half the fun! 

I checked the Undercover Tourist Crowd Calendar to pick the best park days, browsed their planning guides for all the spooky must-dos, and even grabbed discounted tickets (more treats, less tricks for my wallet 🐸✨).

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We tried. There’s always next summer. 😬 #bus We tried. There’s always next summer. 😬

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5th grade. ✏️ 🍎 📚 Today she left eleme 5th grade. ✏️ 🍎 📚 

Today she left elementary school to change classes all by herself, do homework on a Chromebook, and basically be a grown up at school. 😭

How did we get here? She was just lifting her arms up saying “mommy, hold you!” And it felt like yesterday. It’s bittersweet watching her grow, but I know she is going to do amazing things. She’s got a special fire inside of her that can’t be taught, and I know it will take her far in life.

Chase your dreams baby girl. We will always be right here cheering you on. 🩷 @theprincessek 

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Summer photo dump ☀️ Emma Kate starts school Summer photo dump ☀️ 

Emma Kate starts school tomorrow, so I guess summer is officially over. 😭 It’s bittersweet. I’m excited to be back into a routine and fall is my favorite, but I will miss lazy mornings and traveling on a whim and not having to help with homework. 😵‍💫

Here is a carousel of some of my favorite moments. From basketball tournaments to travels down to south Florida and back, Atlanta, Asheville, Tuscaloosa, Pigeon Forge, and all the way to Disneyland, and my 40th birthday plus 4th of July, tiny house camping and Opryland for Bobby’s birthday, we packed a lot into the past 2.5 months. 

I never want to forget these special moments with my little family. Memories to last a lifetime that I thank God for. 🩷

Have your kids started school yet? 

#summer2025 #summerofmemories #summertime #summerbreak #summervacation #summermemories
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 Link’s in my bio to enter.
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