Now that I'm back this morning figured I'd give everyone an update.  Overall, was an amazing trip.

TLDR version, the Good, our connection got stronger, great food and company the entire time.  the Bad, she did spend a lot of time complaining about one of her friends and some recent drama.  The Great!  The sex, we were able to enjoy ourselves together just being around one another and never got bored.  Not gonna give sex details, she's not an escort.

Day 1: Woke up to a 2am text from her.  I was going to go without her if she cancelled last minute.  It turned out, a friend of hers lives in Santa Barbara where we were going and wanted to hang out on Sunday.  But the SB didn't want to, friend was being annoying.  So crisis averted.  Got there early to pick her up.  We got on the road right away to avoid traffic and made good time.  The entire drive, she complained about her friend.  I was getting some watery eyes.

Get to the hotel, they were not ready for us and messed up my reservation.  Took time to sort.  So we went out into town for a late breakfast.  She's pretty good at finding cute spots.  So we enjoyed that.  She still was upset with her friend.  After, hotel is by the beach and we go there to relax a bit till the room is ready.  Both of us nap, so no complaining.  Finally, get to the room.  In time to drop our stuff and head to the private cruise I booked.  We go there, I originally bought another ticket for her friend but that didn't happen.  She was pretty upset that I wasted money.  Wasn't that much so it wasn't a big deal.  Especially at $400 hotels.

Cruise is relaxing.  We go to the beach after walking around a bit.  Chill there till dinner.  Go to an 'italian' restaurant that was not Italian, it was pretty mediocre.  We go for a long walk around and finally, she apologizes for all the complaining.  She was very sweet about it.  So we got past it and moved on.  Back to bed, curl up together after some great intimacy and go to sleep.

Day 2:  She wanted to sleep in so I got breakfast at the hotel and brought her something.  We go out to the beach again to relax.  I booked a spa day in the afternoon for us.  Lunch on State street in downtown by the spa and then to the spa.  Relaxing!  We both chilled out and did some shopping.  Surprisingly, she paid for everything she bought.  Didn't even bat an eye at wanting me to pay.  She's been doing well in her job so it's a point of pride for her.  

Dinner at a great steak house in town.  Phenomenal meal.  Great walk after, she was pretty drunk so we crash shortly after, with of course some fun first.

Day 3: Beach and walking around day.  Got those steps in and some more time in the room together.  She wanted to buy me something so she went off shopping.  She was upset what she saw the day before was gone.  I'm more of a 'the thought is what matters' kind of guy so it was just fine.

We both wanted to do some work.  So some time apart was good.  We share a healthy respect for each other.  Mine went a little longer.  I was on with a client who likes to talk.  She loved listening.  Most girls get mad when I can't focus on them.  She doesn't.

We explored town for dinner and found a little cafe.  Not the best food, but service was amazing!  Just relaxed all day.

Day 4: Headed back.  Up early for breakfast.  Found a cajun place that had beignettes that she really likes.  Then we headed back.  Due to traffic, I had to drive her to a work appointment and then back home.  Ended up being fine.  I worked from my phone while waiting.

Overall, great trip.  We got a lot closer.  Never got bored being together.  

Tips:
1. Spend overnights together before going on trips.  In case you don't sleep well together, you know not to drop $ on a trip
2. Discuss plans.  I like schedules, she wanted some open time to do whatever.
3. Time apart.  Let her shop, you can work, take a nap, etc.
4. Bring some fun things for both of you.  Both in bed and out.  We both read, so books and beach stuff was perfect.
5. Don't be shy about setting expectations.  If she wants a shopping budget give it to her.  If you want her to wear certain things, I wanted mine dressing up for dinner, make up, hair, heels, etc.  We both talked about it in advance.
6. When on travel, she's your girlfriend in public.  Everyone will ask how you met, what's with the age difference, how long have you been together.  I just say online, and she's amazing!  Normally the age gap would be an issue but it isn't for us.
7. You set the budget for the trip.  She picked out a few places to go I was not going to pay for.  If your girl has an issue with that, too bad for her.  Mine did not.  When I told her the price she said she'd be mad at me for spending that much unless I was proposing.
8. Make alternate plans if it falls through.  I paid for some things in advance so I looked up local entertainment and what I could scrounge out of it.  A few days on the beach alone isn't too bad.