Just tried the validator (could not help myself), inputing the following:
HRE-JNB-NBO-JNB-LHR-BCN-LHR-JFK-MIA-LAX-ORD-ANC-ORD-SEA,YVR-HKG-SYD-AKL,CHC-BNE-ADL-SYD-JNB
It tells me it works... so, does it?? The summary is below.
In my modified itinerary, I forgot to add that I actually want to go from Vancouver, as it is fairly close to Seattle and I will be sailing around there anyway. Otherwise I'd go with QF from LAX. Also, as mentioned, I will fly directly HRE-JNB-NBO, only because HRE is so much cheaper than SA.
So my "modified" itinerary should read as follows (every line is a stopover, with multiple segments on one line meaning I just want to transit.
Re-Modified Itinerary:
HRE-JNB-NBO / BA
NBO-JNB / BA
JNB-LHR / BA
LHR-BCN / BA
BCN-LHR-JFK / BA
JFK-MIA / AA
MIA-LAX / AA
LAX-ORD-ANC / AA
ANC-ORD / AA
ORD-SEA / AA
YVR-HKG-SYD / CX
SYD-AKL / QA
CHC-BNE / QA
BNE-ADL / QA
ADL-SYD / QA
SYD-JNB / QA
1: HRE-JNB: 1st of 4 (Africa)
2: JNB-NBO: 2nd of 4 (Africa)
3: NBO-JNB: 3rd of 4 (Africa)
4: JNB-LHR: intercontinental
5: LHR-BCN: 1st of 4 (Europe)
6: BCN-LHR: 2nd of 4 (Europe)
7: LHR-JFK: intercontinental
8: JFK-MIA: 1st of 6 (North America)
9: MIA-LAX: 1st of 1 (North America Transcon)
*9: MIA-LAX: 2nd of 6 (North America)
10: LAX-ORD: 3rd of 6 (North America)
11: ORD-ANC: 4th of 6 (North America)
12: ANC-ORD: 5th of 6 (North America)
13: ORD-SEA: 6th of 6 (North America)
14: YVR-HKG: intercontinental
15: HKG-SYD: intercontinental
16: SYD-AKL: 1st of 4 (Southwest Pacific)
17: CHC-BNE: 2nd of 4 (Southwest Pacific)
18: BNE-ADL: 3rd of 4 (Southwest Pacific)
19: ADL-SYD: 4th of 4 (Southwest Pacific)
20: SYD-JNB: intercontinental
Congratulations!! Valid itinerary!!! - (49852 miles)
I had hoped it would be more miles... oh well, great value and I get to go where I want/need to go!
Keep the suggestions coming please, thanks for all your help!