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So, I’m super intrigued by the idea of the Highway in the Sky Dine Around...but I will be honest...the food looks kinda icky lol. I have the palate of a 9 year old and am very picky about my beverages! Hubby is definitely a craft beer man and doesn’t do coctails.
That said, it seems like an awesome romantic night to celebrate our 20th Anniversary and I’d love to know where you would go and what “course” you would order at Monorail 🚝 resort lounges and restaurants to create a romantic progressive dinner DIY style! I would love to finish with Fireworks views somewhere!
One drawback to this plan is that the online dining reservation system won’t allow you to book several restaurants within a couple hours. Once you decide which you wish, you’d probably need to call the dining line, explain your plan and ask if the CM can set up reservations for you.
Of course, if you do Quick Service or lounges at two of the three monorail resorts and made a reservation for your main course, it wouldn’t be a problem.
I suggest riding the boat over to Wilderness Lodge from the Contemporary or Magic Kingdom. At sunset or after dark, that can be a relaxing and romantic experience. Time it right and you’ll catch the Electrical Water Pageant which is very different seen from a boat.
“People say nothing is impossible, but I do nothing every day.” —Winnie-the-Pooh
I was thinking the same thing about not being able to make more than one table service reservation within a couple of hours of each other and, without a reservation, you have no guarantee you'll get in.
Other options could either be counter service offerings at each resort or perhaps the bars/lounges, as they often have light food on the menu to go with beverages? As we tend to stick with table service places, I can't help with specific recommendations for either of those.