Thanks! I'll keep it here in case others are interested.
Dad is getting up there (late 70s), but generally still pretty spry. I think playing all the courses is beyond him at this point, but I do think we could get three in over a long weekend, with a rest day built in. Or maybe two and a short course.
Neither of us is very good (I can hit it pretty far but I'm all over the place, and dad is pretty consistent but just lacks the strength to get too much distance these days). Sheep Ranch sounds like a good fit for us. We're both consistently scoring in the 95 range on our local courses.
I live in Portland, so he'd probably fly in Tuesday and we'd drive down on a Wednesday. I think given his age I wouldn't expect to go more than once now, so late summertime is probably the way to go. Sincerely appreciate all the great advice! As other questions come up I will certainly send them your way. Thank you!
That's great that you live in Portland. Both times I've gone I've flown into Portland to visit my sister and then added an extra day to the trip to drive the coastal route to Bandon. Not many places prettier in the U.S. than the Oregon coastline.
If I were in your shoes and budget-concious, I would stay off-property. Since you're staying off property you won't be allowed to book tee times within I believe it's 30 days, but there are always times available, especially if you're only playing one round a day. The early morning and early afternoon times fill up fast to resort guests because most of them are playing 36 holes a day. Your green fees are also a little more this way, but your lodging will be half the price.
Sheep, Pac, and Bandon have the best ocean views. Trails is a peaceful walk in the woods. Old Mac is inland except for one tee box on an ocean. IMO Old Mac is one I would skip if I couldn't play them all, just because it doesn't offer ocean views and is the hardest course on the property.
Get a caddie for you and your Dad to share. It's worth the money to be able to take in the walk and the scenery without lugging your bag along. I did my first round there
without a caddie and my next eleven rounds
with one, if that tells you anything. Caddies are the best money you can spend on your first trip to Bandon.
There is plenty to do at the resort that is free. There's a free short course at the driving range. The driving range is free. The 36-hole putting course is free. The labyrinth in the woods is free. The benches and views are free. The walk on the beach is free. One of my regrets is that every time we've gone we've tried to squeeze so much golf in that you don't have time to do anything else. My next trip I will leave at least two afternoons open for enjoying the non-golf course parts of the property and town.
If price isn't a concern, stay on property. It's just too convenient and ideal not to. However, there are
always times available, so don't feel like you have to stay on property just to ensure you get a tee time. There isn't a day of the year you can't walk up to the office and get an afternoon tee time on at least a couple of the courses. Customer service is out of the world at BD.
Look around the country at what different resorts are doing with their customer service, on-site amenities, lodging, etc. and they're all patterning it after what Mike Keiser created at Bandon Dunes. As someone who has been in and around Pinehurst since birth, I chuckle at people who think Pinehurst has invented all of this cool stuff over the last 15 years (short course, putting course, The Deuce, etc.). In reality they just stole it all directly from the Bandon Dunes playbook.
ETA: I agree with your sentiment to play Sheep Ranch. It's both the easiest course and the easiest walk, but offers the best ocean views. Sounds like exactly what you and your Dad will be looking for. It's also the least played of the courses because it's the farthest from the main clubhouse and because it doesn't have the same reverence among hardcore golfers as the other ones. Try to catch a late afternoon sunset round there. Shouldn't be a problem grabbing one of those tee times. The Pastrami sandwich in the Sheep Ranch pro shop will be a spiritual experience for you. Google it. It would be on my short list for death row meals.