I don't think wine4 will be as interested in RS tours, excellent tho they may be, because he focusses largely on the mainland, and ancient Greece and wine4 seems to be talking islands .... also apparently guided by daughters' interest in nightlife. I would suggest to wine4 that she run over to the library and grab either LET'S GO GREECE and/or GREEK ISLAND-HOPPING. These are very to-the-point guidebooks that are aimed at the collegiate/post-collegiate crowds, not a lot of boring ancient history, and certainly will focus on activities as well as "top sites."
CAR vs NO CAR: Do not take your advice from "Most have said." Driving can be tricky in SOME places ... and a delight and very easy in others! Some places you have NO need of car; in others, it makes your visit much easier and relaxed !! It IS risky driving in Santorini, and the excellent bus system & taxis (and transfer service offered by many hotels) makes it unnecessary. Driving IN Athens is hairy - but u don't need to drive there; there are rental agencies that drive YOU to the "ring road" highway ... or you can drive from airport and never see a stoplight, & go only on modern multi-lane highways. You may decide to rent for 2-3 days. All u need is to go to local AAA and get an International DRiving Permit in 15 minutes.
For a planning focus I would venture a few basic suggestions:
• STRATEGY Dont do Athens FIRST, do it LAST. u have to be there for departure, so why use precious time going into central Athens 2x. On arrival, immediately take domestic flight (allow 2 hrs in between) to your Farthest Island, then ferry your way back.
• QUOTA: with 2 weeks, the most u can do justice to is 3 other destinations Plus Athens. Transport in between eats up MUCH time.
• SEQUENCE: It works best to do Islands in same group, served by same ferry route. GREEK ISLAND HOPPING makes it very clear; you can do Santorini - Folegandros - Paros or some such in "Cycladic" group ... you canNOT do Santorini - Rhodes - Corfu.
• SEASONAL EFFECT -- In Mid-Sept, many islands that are hopping madly in July-Aug will be putting up the shutters by Sept 20. Your Girls want places that still are buzzing a bit, you don't want the feeling the party's over, lights turning out.
•OPTIONS - To accommodate above, one possible scenario is SANTORINI (3 days) PAROS (3-4 days) back to mainland, NAFPLIO & ARGOLID area (3-4 days) ATHENS (3).
. TRANSPORT LOGISTICS -- Fly to SANTORINI... Blue Star ferry 3:30 pm (3 hrs) to PAROS ... ferry OR fly back to mainland: rent car at airport, 2.5 hr hiway drive to NAFPLIO & surroundings. Drive back to Airport. 35€ flat-fee taxi toCentral ATHENS hotel.
How to choose islands & "Top Sites"??? Homework. Research. Choose your 4 places based on reading, not on "most have said". THEN -- when you have your 4 favorites picked out -- we can advise u on Hotels. No point in us spending our time listing hotels in places which we then find you are not visiting.
Hotels: if you want best advice, don't just say "reasonable." One person's "reasonable" may be another's "too costly" or what a 3rd person considers "too budgety". State desired nightly range in Euros, and say if u mean triple, or single + double.
... Going in September, u have plenty of time to firm up your plans, when you know more.... and it's a wonderful time to see GReece!