Very fun thread! I’ve loved reading everyone’s history 
As for me, I’ve had a spreadsheet where I’ve recorded every date (and if I named the trip, the name) for the Disney trips we’ve taken. Otherwise I would have long forgotten many of these specifics. There’s a lot more words to be said about each of these trips but that’d be at least a series of blog posts.
So, for now:
Pre-Kids/Husband Trips (all accomodations off-site)
1992 Summer: DL, 1st trip, 6ish, very hazy on everything except for PotC (loved it) and iasw (did not love)
2001 MLK Weekend: DL, teenager with parents & siblings, were there just barely before DCA opened
2003 MLK Weekend: DL, teenager with parents & siblings again, this time did get to see all of DCA
2003 Spring Break: DL, school trip to SoCal with 1 day at DL (also included Sea World, Knotts, USH)
2003 Christmas: DL, family went to San Diego for Xmas & dad decided 2 days @ DL > sites of SD
2006 Summer: DL, trip to Socal with a friend that included 2 days of DL & other LA stuff
With the Husband (and the mostly kids & offsite unless noted otherwise,) Trips
May 2012: USO w/ just the husband to enjoy WWoHP (pre-Diagon Alley), 1 day of MK @ the end of trip
Jun 2013: DL “Maiden Voyage” 1st time w/ DS 23mo. & DD 3mo. old, went w/ 2 of DH’s siblings & their kids
Aug/Sep 2013: DL “Magical Bounceback” Had a wedding that took us to Socal & so we made it a DL trip
Jun 2014: DL “Vive La Grad Night” Went w/ DH’s 3rd sibling & her son, more close in age to our 2 kids
Jul 2014: DL “Birthday Magic(al)” Went for DS’s 3rd bday, came home 1st time DL Annual Passholders
Aug/Sep 2014: DL “Magical Bounceback- AP Style” First trip after discovering Unofficial Guide
Oct/Nov 2014: DL “This is Halloween” Mickey’s Halloween Party on Halloween & day after
Dec 2014: DL “Believe” Only trip where we have ever gone in between Christmas & New Year’s
Jan/Feb 2015: DL “Tests 0” In where we test how last min we can decide to take a trip & still go (~3 hrs)
Feb 2015: DL “2/20/2015” Rang in the Chinese New Year at DL with the special entertainment/food offered
Mar/Apr 2015: DL “Eggs-tra!” We go for 1/2 a week leading up to Easter, do the Eggtravaganza hunts
May 2015: DL “Diamond Time” 60th DL Bday kick-off in which PTN forever changes how we spend our $$$
Jun 2015: DL “Testing 1,2” In where we again test how last min we can decide to take a trip & still go (~3hrs)
Jun 2015: DL “Anniversary on the Anniversary” our 6th wedding anniversary during DL’s 60th bday party
Jul 2015: DL “This Year or Next” Last min we call my Mom to go with us to DL for our bday (same bday!)
Jul 2015: DL “Hurrah60” Meant to be our final hurrah of our APs but 60th is so magical we renew
Aug 2015: DL “Testing 3” A last min trip & an experiment in going to a Hollywood pin release while there
Aug 2015: DL “So Many Pins” Trip for a subsequent Hollywood pin release
Sep 2015: DL “What Will Your Pleasure Be?” Trip for Hollywood pin release (all pins were Aladdin)
Oct 2015: DL “I Can’t Believe I Did This” Trip for Hollywood pin release (may have been a Rapunzel pin)
Nov 2015: DL “Wouldn’t You Think My Collection’s Complete” Trip for release (may have been an Ariel pin)
Nov 2015: DL “Liner Liner Liner” Trip for a first ever Liner meet aka Fall Ball (1 weekend after previous trip)
Dec 2015: DL “Soarin Over Christmas” Pretty sure it was another pin release driven-trip
Jan 2016: DL “For auld lang sayne, my jo” Bye to the Ranch & Aladdin show (1st DL Hotel & onsite stay)
Feb 2016: DL “And the Winner Is!” Pin release which was focused on award-winning Disney movies
Mar 2016: DL “A Princess of 3” DD’s 3rd birthday party, BBB & pulling all the stops on princess magic
April 2016 WDW “A Whole New World” All-Star Movies 8 nights & in planning I discovered the meaning of pre-RD CRT ADR & this lovely forum place along with it
April/May 2016: DL “Slowly Slowing the Roll” To keep our streak of being in DL 1 day/month (since 6/2014)
May 2016: DL “It’s a Land of Laughter, A Land of Fun” Memorial Day Weekend to get more 60th celebrating
Jun/Jul 2016: DL “When Can We Do This Again?” Last day of trip was my 30th, surprise Liner get together that husband got Liners who were there & local to arrange, BEST bday present ever
Jul 2016: DL “Happy Birthday Disneyland” There for DL’s 61st bday (and I think maybe a pin release?)
Aug 2016: DL “Commando Central” The first trip in a long while where I didn’t have any TPs (pin release too)
Sep 2016: DL “All of This is Yours…Forever” The final day of the Diamond 60th Diamond, also did family silhouette’s on MS & had the artist add the profile of a baby to use to announce our 3rd one arriving spring 2017. Also- this ended the over 2 yr streak of being in DL 1x a month as we didn’t go Oct 2016, but we were ok w/ that)
Nov 2016: DL “Fall Ball 2” 2nd Liner Meet, PTN returned (we didn’t have to see a DL w/o PTN, phew)
Jan 2017: DL “Duel for the Pier” First/only stay at PPH Theme Park View during race weekend
Feb 2017: DL “Surprise Surprise” Cousins w/ whom we had gone to WDW (who are like-minded Disney addicts on the east coast) came to DL & managed to keep it a secret from the kids until we met them in parks. Also, husband’s sister & her son joined us to surprise the cousins. Lot of fun & family this trip.
Mar 2017: DL “Four, A Princess” DD’s 4th bday w/ all the princesss stops including BBB again (also last time as a family of 4 before arrival of baby #3)
Jun 2017: DL “When You Wish Upon a Star” Baby’s 1st trip at 2 mo. (and a pin release in there too)
Jul 2017: DL “Dream a Fantastic Dream” Return of F! to RoA after hiatus for SW construction
Jul/Aug 2017: DL “Just Can’t Wait for Pins” Long trip that started & ended with Hollywood pin releases (DH & I were given very extensive leaves for the baby, him 5 months, me almost 7, so we were able to take lots of time to enjoy our kids in our favorite place. If we hadn’t been also building a house at the time, we would’ve looked into a short-term rental & just gone to DL for a month straight)
Aug 2018: DL “Bonus Level: Pins” Walking in Walt’s footsteps tour to see Walt Apt (& another pin release 
)
Sep/Oct 2017: DL “Fall Balloween” Liner Meet @ Halloween time. Mickey’s Halloween Party included.
Oct 2017: DL “Pin Parents” Trip with just the husband & baby for a pin trading/release event (2 older kids elected not to miss school/soccer for DL).
Thanksgiving 2017: DL “Straight Up Kooky Dooks & Grateful for It” Escaping reality for the start of holidays when building delays meant no holidays (& baby’s first holidays) in our new house. It was a new level of crazy as we’d never celebrated a major holiday away from family.
Jan 2018: DL “I Have a Dream” MLK weekend to escape the reality of more building delays on new house.
May 2018: DL “Pin Wars: Attack of the Cuties” Pin release on Star Wars day, first time during Pixar fest & return of PTN.
May/June 2018: DL “Once Upon a California” Longer trip to take husband’s parents with us to visit their friends in SoCal (had done this 1x year from 2013-2015 but schedules never synced up for them to go with us again until this year).
Jul 2018: DL “Someday My Pins Will Come” Pin release including a Snow White pin & DS7 & I spent 1 day attempting the DLR version of the Parkeology Challenge (ran hard all day & got 50/54).
Aug 2018: DL “Circle of Voyagers: Oo-da-Pins” Pin release including Moana, Robin Hood, Lion King pins and our farewell to a Bug’s land
Next up:
DL: Fall Ball Liner meet next weekend (so excited for Halloween season & seeing Liner peeps)
WDW: Next year maybe??? Was supposed to be Aug 2018 but building a house this year really slowed our roll so the only thing ever booked were ADRs at 180 days (I still have all the beautiful plans drafted up for a starting point for next trip).
. I am sure he will go again, probably for someones’s birthday, that is what got him to go in December. Looking forward to seeing you guys on Friday!
