Did this cruise last May- good time of year to go. Went on Princess Diamond. Beautiful ship. Great activities, excellent staff, excellent shore excursions ranging from the mildest to most adventurous activity levels. Also has Freestyle Dining, which is a great improvement over the more formal early and late seating style (which they offer as well). There are four dining rooms, and you can pick your time to dine, from about 5 to about 10 at night. Much more freedom, especially when planning shore excursions. You don't have to worry about getting back for a 5:30 seating!
All tips are included in the price. We threw the shore excursion guides a few bucks, as well as restaurant staff on shore excursions, and of course taxi drivers to and from the ship and the longshoremen who took our bags on and off.
Stayed at the Westin Seattle before, by the way, a great hotel! And if you haven't been to Seattle before, I'd definitely leave a day to do a tour- beautiful city. Of course, I'd get there a day early anyway. Don't want to let any airline snafus have you missing the ship.
As for our itinerary. We did do the inside passage, Juneau, Sitka, Ketchikan, Tracy Arm (gorgeous fjords!), and Victoria, BC. The cruise ship had a great naturalist/Alaska expert on board who gave wonderful lectures about different aspects of Alaska every day, so you'd have some knowledge about what you were seeing out your window and about what you would see on shore excursions.
Two strong recommendations: One- get a balcony cabin if at all possible. You'll see some beautiful sights along the way, (including lots of whales if you're lucky) which you'll enjoy that much more if you have the option of looking at them from the comfort of your own cabin.
Two- if you can swing it, do a Land/Sea Tour, which Princess does. You do see some great things on this cruise, but we took the Sea portion only because our time was limited. To really "feel" Alaska, you want to do some touring over land. I don't know all the details, but I know you're going to want to see Mt. McKinley and Denali Park for some great wildlife viewing. I think part of the tour would include a glass domed train ride, which I'm sure is spectacular.
Get the Princess brochure- or go on line, of course. They'll have all the details. Again though, I'd choose May, early June, and maybe beginning of September (they don't go out much later). I'm sure summer would be fine too, but I'd think everything would be alot more crowded with kids out of school. (Unless of course you have school age children!)
We also had several cruise ships following us everywhere- they're all doing the same itinerary this time of year! Holland America's fleet looked nice. But we liked the Princess Diamond just fine and would do it again.
Hope this helps!
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