Fun question! This may take me awhile, there have been quite a few trips.
December 1982- First trip. Mom, Dad, brother 11, Me 8. Offsite in Kissimmee.
1984- Disneyland first trip, same crew as above. I remember Knott’s Berry Farm more than Disneyland. Oops.
June 1990- WDW again plus Universal Studios which had just opened. Mom, Dad, brother now 18, me 16. Great memories of this trip with my now deceased Dad (The rocking chairs by Country Bears watching MSEP and Epcot WS which was his favorite place). US was kind of a mess with closed rides, so we got 4 1 day tickets for free to return.
June 1995- WDW with my then boyfriend. I was 21. A 4 day hopper was so cheap back then, I think we paid less than 1K for 2 of us to fly from Virginia, stay off site for 5 or 6 nights, food and tickets. First time visiting MGM, now HS. We also went to Universal Studios that trip, using the free vouchers from 1990. That boyfriend did not last…I got married in 2001.
2003-2004 We lived in Tampa so made quite a few days trips when family visited. DH’s first time to WDW parks (he had been to DL once). First time to Animal Kingdom for me. DD’s first trip at 18 months. DS’s first trip as well, he was 4 months old. We moved to Washington State that summer, so no more Disney for awhile.
May 2009- Kids first trip to Disneyland. Offsite. DH, Me, DD7, DS5. My DH refused to go until these demands were met- no stroller, no naps/breaks, no whining about rides (need to ride all). He thought DL was one and done, therefore wanted everyone to ride everything before he agreed to go. We had a great trip and he got most of these things (Carson was too short for California Screamin so could not ride no matter how much Tim wanted him to).
January 2011- First trip to WDW that the kids would remember. DH, me, DD 9, DS 7. Stayed at POR.
November 2011- First Universal trip for kids. Harry Potter mania was in full effect. Stayed at Royal Pacific for 4 nights and then POFQ at WDW for 3 nights/4 days as well. DH, me, DD almost 10, DS almost 8.
June 2013- Disneyland. First stay at the Disneyland Hotel. DD11, DS9 and me plus met a friend and her kids for a few days. DH and her DH flew in at end and we went to the beach and then Legoland.
October 2013- DD11, DS9 and me. First stay at Paradise Pier.
April 2014- WDW/Universal. DH, me, DD12, DS10. Stayed at Hard Rock and then AOA suites. DH went home after 6 days, the kids and I stayed another 6 at CBR.
November 2014- My first solo (but with friends) trip to DL. Have gone at least 5 other times since then solo with friends/DL liners. Next trip 7 days out. All offsite.
April 2015- DD13, DS11 and me to WDW, Universal, and Disney Dream 4 night cruise. Stayed at CSR, then the cruise, then Royal Pacific.
May 2016, January 2017, October 2017- solo but with friends to WDW. Next trip December at Pop. Stayed at CSR, CR, Pop, POR Royal Room, ASMusic and ASsports.
November 2015- Disneyland and ran Avengers 5K. DD13, DS11. Split stay: Disneyland Hotel and first/only stay at Grand Californian.
May 2016 Disneyland with DD14, June 2016 Disneyland with DS14. June 2017 Disneyland with DD15. July 2018 Disneyland with DS14. All off site.
April 2017- DD15, DS13 and me to WDW and Universal. Stayed at Portofino Bay, CBR, and Beach Club Villas.
Late November/early December 2017- DH, me, DD16, DS14 to Disneyland for DD’s Sweet 16 and DS’s 14th birthday.
April 2018- DD16, DS14 and me to WDW and Universal. Hard Rock Hotel and Animal Kingdom Lodge.
Next trip late March/early April- DD17, DS15 and me to WDW/Uni. Not sure on accommodations except 5 nights at Boardwalk Villas. Maybe 3 nights at CBR and 3 nights at Portofino.
Wow. I kind of forgot how many trips I have had until I wrote it down. The Disney obsession is real!