Why doesn't Jeff want to do SJ pre cruise? That would be a bit easier on the sleep schedule. Beautiful beaches and lots of history to explore.
It would likely be about the same on the sleep schedule depending on what route we took to get there. Flight I liked best actually was a red eye on Thursday that got us into SJ at 3am I think lol. PR is having a lot of economic issues and Jeff is pretty up on what is going on. While I personally don't think it would be an issue at all, the numbers are not good in terms of crime, murder, closed businesses and what is a rather large exodus of the upper and middle classes. We are unclear on really how that has effected tourism and I think he's being a bit over the top on it but honestly if it's his one issue/request, I can work with it.
He has sent over some compelling info about what is going on, and for him, it's just not a place, regardless of beauty and history he wants to spend extra days. We do want to see the fort but unless we were to book a beach hotel it could eat up some time and money to try and stay over there versus the port. Staying near the port seemed easy enough but once I started looking into the beach locations it started to get complicated to get there, then to the port and I wasn't convinced it was worth the time and money for it. I guess we kind of think we will have a week of gorgeous beaches and views so don't "need" the beach time in SJ. I think we should have plenty of time to hit the fort if nothing else.
He'd rather hang out at WDW, which honestly surprises the heck out of me but I am not complaining!
I just saw this, apparently someone contacted
DCL and was told the following
They said they are treating San Juan like a port day. So port opens at 11, check in starts at 1. Once you check in, you'll be able to leave the ship but doors close at 9:30, leaving port at 10:30.
So if we take the Jet Blue first flight, land at 9am, we've got tons of time. Almost too much! Then I wonder what the heck we do with our stuff until check in. There is a later one we could take but I'll feel safer landing there early. My guess is we will head to the Sheraton or another hotel, leave our bags with bell services, have breakfast there, see things for a few hours, check in on the ship and then head back out. Something like that. But I've not looked into it at all.
Well, I have my spreadsheet going for the cruise too.

I'm thinking flying in on Wednesday before the cruise and exploring SJ. I'm waiting on SW to release their schedule in 2 weeks to be able to know for sure. Not sure about the way back either...I think it will depend on flights. I don't really have points to play with for WDW...I just hate spending the time and money on WDW for a F&W Saturday night...way too crowded!
Jill in CO
Is it in 2 weeks? For some reason I thought SW fares came out in April for our dates.
We are uber point poor too but can swing 2 nights before and 2 nights after. Just. No more than that! It will dip into the Aulani trip a little but I think it will be ok. Especially given that it is not a for sure thing. If we do that it's really almost 3 days for F&W, yes it'd be Sat night but all of Sunday and a large chunk of Monday as our flight wouldn't leave until 6pm. I can't believe he is up for it so I need to seize the moment! No mention then it will really lessen my gap in WDW trips, only 1 year instead of 18 months and get bang for the buck out of my AP.
Well,you know my vote is for 2 days in Orlando before AND after the cruise, but clearly you will have to work with the best flight options. The more F&W the better!
Happy Planning! I'm sure you will get it all figured out!
We went out last night to celebrate my birthday and Valentines and I think we have a plan!
I'm dizzy and with PIO and don't do the red eyes either. I don't sleep well on them either so they're not worth any $$ savings as I lose a day of vacation due to exhaustion.
Okay....going back to catch up.
It's funny, we've actually paid more to be able to do the red eye.

I think we are of the mind set that we can power through one day no problem. It's funny, it's always worked well for WDW as it's arrival day of vacation so you are amped up. When we do it coming back from Hawaii we are a wreck...because we have to go to work, the vacation is over!
I vote for #2. Not much more in price and maximizes the time.
I think for you , who does the red eye pretty good and still gives you time instead of a sleepover works.
I know you will get it all straightened out even if you have to be homeless for the day in SJ.
#2 is the front runner, I may be booking some things later today! We chatted about it quite a bit last night and it's a relatively painless red eye even with the layover. Layover is actually dinner time so pretty easy to kill time there.
I am totally confused. But I say you pick whichever one would have you at Disney the same time Mark and I are (we are there the 19th and leave mid-afternoon on the 26th).
We would be! We would be arriving on the 18th, leaving on the 20th and then there 27-29.
So what time would the layover in LAX be?
7:30-9:45 pm I think. So dinner time, not bad to kill time there.