First let me say thank you all so much for the responses!
You will get many different responses on here so this is mine...stick with the 4 day cruise since it is your first cruise and you are not sure how your friend will respond to the sea. Enjoy the time you get to spend at WDW as well. If you really like the 4 day and your friend does well with mitigating the sea sicknesses, then save your pennies like we do and book a longer cruise for next time. Just my humble opinion.
We actually knew going in to this cruise that if we enjoyed it, we would book another onboard. Additionally, my Mom spent part of her childhood in Alaska and is always talking about seeing it again. We are a few hours from Vancouver, so there are potentially two trips in the future. If this goes well!
First day cruise you don't want a 4 day I will say 7 day minimum. A cruise ship is very different than car sick going on rides sick etc. a cruise ship is like a floating city.
Thats exactly what I tell her! I think (hope) she will be ok. She gets sick on the ferries here, but of course they are smaller even though they are big boats.
I've completed 8 Disney Cruises in 5 years and last week I finally sailed on the Disney Dream to complete my goal of sailing on all of Disney's Ships. Anyway, my Dream cruise was the shortest I've been on and although I know my way around and know what I want to do it still did not seem like enough time. However combing my cruise with a five day park visit help make up for the short cruise. If you prefer the longer cruise your friend can definitely take some type of medication to reduce or eliminate seasickness (unfortunately I do not get seasick so I cannot recommend what works best). You need to definitely look at what you preference such as ports, shows on the ships (I prefer the shows on the Magic verses the Dream), compare cost (cruise, park tickets, hotel, flight, etc.), timeframe (remember that this is the last year for the Osborne Festival of Lights so that may carry some weight on your decision as well), ship amenities (the Dream has better public areas, bars/nightclubs, and Aquaduck, more pools, larger spa area, etc). If you have any specific questions feel free and PM me. Good luck with your decision.
You know I never thought about the ships being that different!! I kind of assumed they all had the same shows/public areas/etc. I know the Dream and Fantasy are bigger but I thought that was just more rooms. Oops. That might actually make a difference! I'm going to have to investigate further. I don't drink, and Alli doesn't drink much, but we do want to take advantage of a lot of the other amenities. We mostly planned to see the shows, shop, relax, do some spa treatments, do the rainforest spa, ideally both Remy and Palo, waterslides sound good too. As for ports, the Dream stops at Nassau and
Castaway Cay like always. I've always wanted to go to Atlantis so I thought we'd go there, and it sounds great simply to relax at Castaway Cay. The Magic stops in Key West (another place I'd love to see but no clue what we'd actually do), Cozmul (we'd probably stay on the ship), Grand Cayman (sounds great) and Castaway Cay (relax). Cost wise, the Magic wins hands down. But we'll break our Candlelight tradition and Alli won't be happy skipping Epcot at all. Oh, and this is actually for next December, so sadly we'll miss the Osborne lights. We're saying 'goodbye for now' to
Disneyland in a few weeks for our annual December trip. I tried to talk Alli into flying out first to Florida to see them when we found out it was the last year, then on to our planned DLR trip but 3 flights was a dealbreaker for her.
I agree 100% with
@jeepnjudy, test the waters with the 4 day. If you end up loving it, you can book a 7 day Alaska cruise next out of Vancouver.
If you book a future cruise, or at least a placeholder, while you're on the ship, you will receive a 10% discount.
As far as motion sickness goes: my wife is in the same boat, (pun intended). Our first cruise she tried the patch by Dr. recommendation, it worked for sickness but made her very light headed, but she only weighs about 105. On our other cruises she she just used Bonine, (uses it also when we travel by air and car), and she was totally fine.
We are definitely looking at those Alaska cruises! Vancouver is just a few hours away, we've driven up just for the day several times. That sure cuts down on the hassle, plus no planes needed. Sad for me, I love flying but very very happy for Alli! Plus my Mom has wanted to go back to Alaska for years, she spent part of her childhood there. So even if Alli is a no-go on cruising I might still get to go

I'll have to ask her if she's tried Bonine, I know she uses Drammamine sometimes but it just makes her fall asleep. Is Bonine non-drowsy?
I vote for a 4-day. Our first cruise was a split park stay and 4 day cruise and it was one of the best vacations ever.
That's what we were hoping when we first made our plans. To take the highlights from last years trip, condense it down and stick it at the beginning of the cruise. So even if we hated the cruise (I don't think we will!) We'd still have a great trip. Now I'm just second guessing that plan.
If she takes Bonine daily, she will likely be fine. They also have unlimited peppermint tea on board, which has helped me a lot, but Bonine has been the best for me. My husband swears by ginger pills.
I know she hasn't tried those! Maybe I'll have her take some before our flight to the DLR and see if it helps. Thanks, great idea!
I personally think 4 days is too short. But I think do think it is a good length to test if you enjoy cruising, especially if seasickness is a concern. So if I were in your position, I'd do a few days at WDW and then do the 4 day Dream cruise. That way you can still get in some of the activities you enjoy and won't feel you've sacrificed them for a cruise.
As far as the motion sickness, there are medications as others recommended. I recommend bringing along some form of ginger. Also, try to select a mid-ship cabin if you can, that helps with the motion.
This definitely seems to be most people's vote, and it was our original plan. I also think its what Alli would prefer, but its sometimes hard to tell because she's a people pleaser. Maybe I shouldn't doubt my original plan....