Twice in the last two years. I always HATE to leave it.
www.allaboutcabo.com has all the info you need. Airport and taxi PRICE info so you don't get gouged. PRINT IT AND TAKE IT WITH YOU. And DON't FALL for the time share traps. Don't buy parasailing and stuff like that from the street, it's all attached to to time shares. Go directly to the location of whatever it is that you want to do and buy it there.
The people are awesome. Patient, kind. Beautiful beaches, more restaurants than you could ever ask for and there ain't a bad one there. You can walk anywhere in cabo, 24/7 and there's never an issue.
September is going to be HOT in Cabo. It was in the 90's there in Cabo in October, and October is Cabo's only "rainy season". So things in Cabo are going to be grey and brown, course the only things green are the palm trees anyway.
Best deep sea fishing in the world. You can get your catch smoked and vacuum packed so you can take it home, and even trade other fisherman for some of their catch. If you do that, get the LARGEST boat you can afford and an airconditioned cabin. Best bet is to find someone else at the hotel that wants to go and go in with them. We had a 42 foot yacht, and the waves still beat us up pretty good. And that cabin gave us someplace to escape from the hot sun.
There is an Amerihospital (American owned/operated) hospital there if you need it. I did for my buddy that went with me...Long story, had nothing to do with anything there in Cabo.
Medano Beach is a popular spot, beach side restaurants, bars. Beach side parties and dancing are non-stop. From here, you can catch a glass bottom boat ride out to "Lovers beach", scuba dive, cliff dive, snorkel... You name it. "What happens in Mexico, stays in Mexico".
The ATM's accept american ATM cards. This is the best way to get accurate exchange rates (approximately 10:1). 10 pesos equals one dollar. The airport there I found also had better rates than those in town. Just in case, bring more than one source of cash...ATM, Credit, American Express. One of the ATM machines ate one of my cards. The banks there are under agreement with the United States to NOT return it in case of fraud/theft.
If folks come up to you to sell you anything, and they will...and they sell EVERYTHING, just ignore them. If you say "no" once, you'll say it 1,000 times a day. That includes the kids on the beach selling trinkets, ignore them...or beat them up, steal their trinkets, sell them yourself, and move permanently to Cabo, which is what I have had planned in my head since my first trip to Cabo.
If you like Tequilla, Cabo Wabo Tequila is ok. It is one of the better ones there. But if you want an AWESOME tequila to compare it to, try Cazedores Repesado. It even has a pleasant odor to it. And for that, it is very dangerous stuff. My last trip, this past october, I had the first ever experience with true alcohol induced double vision. Though I can't blame it all on the Cazedores. I also had a few too many Waboritas. Those are basically Kamikazis made with tequila. I had to ask "my new friends" that I was with, if my eyes were crossed.
And I was serious.