How Highway in the Sky Dine Around Works at Disney World

Looking for something special to do at Disney World?

Highway in the Sky Dine Around event might be just the thing.

Get all the details on what it is, see a photo tour, and find out who is best suited to attend.

What is the Highway in the Sky Dine Around?

This event is a 5 course progressive dinner that takes place at the monorail resorts near Magic Kingdom. Think of it as a food and drink monorail crawl.

When is it held?

This event is available most Monday-Thursdays and starts around 6-7:00 p.m., depending on the time of year.

How old do you have to be?

You must be at least 12 to attend, but 21+ would be even better since a big part of it is the drinks they serve with the food.

How much does it cost?

The cost is $170 per person plus tax. You can't use Disney Dining Plan credits to pay for it, and there are no discounts available. The price includes gratuity and, if you're driving, valet parking is included in the cost as well.

How can it be booked?

You can book this event online up to 180 days in advance.

What is the menu?

The menu is seasonal so it is always changing. Look at the info and pics below to see how it worked during a recent event.

Is there a dress code?

Yes, this is 1 of the few times at Disney World that there is a dress code.

Men must wear khakis, slacks or dress shorts and collared shirts. Jeans may be worn if in good condition. Sport coats are optional.

Women must wear Capri pants, skirts, dresses or dress shorts. Jeans may be worn if in good condition.

Highway in the Sky Dine Around dress code

Not permitted: tank tops, flip-flops, swimsuits, swimsuit cover-ups, hats for gentlemen, cut-offs, torn clothing and t-shirts with offensive language and/or graphics.

How many people can sign up?

They keep the number of participants pretty small. During a recent event, there were about 24 of us in the group.

How it works

Stop 1: The Contemporary

The first thing you do is check in at least 15 minutes before the official start time.

The check-in location is at The Wave on the first floor of The Contemporary Resort. They have a little room off to the side that's designated just for this event.

 

At check in, everybody gets a lanyard and button to wear throughout the evening.

Then when it is officially time for the event to begin, food and drinks start to arrive.

First up, peach whiskey ice tea which tasted a lot more like peach tea than whiskey. Delicious.

And tomato bisque soup with goat cheese pastry...

That's not a normal menu item at The Wave, but the proprietor said if we wanted to come back and request it they'd see what they could do.

Side note for food allergy people: you note your food allergies before you arrive so they have alternatives all evening for people who can't eat the main items being served.

After spending some time there, we headed to the monorail for our next stop. You spend about 30 minutes at each food/drink location for this event.

One of the perks of being a participant in this group? You get the first car of the monorail each time.

Stop 2: The Polynesian

Then we arrived at the Polynesian where this little area right at the front was designated for us...

Drink and food served...

And the ukulele-playing serenader from Ohana stops by to play...

And then it's back on the monorail to head to the Grand Floridian...

Stop 3: The Grand Floridian

First stop, Citricos!

Our part of the group was put in this private dining room where we got plenty of time to chat with other people in the group while drinking wine and eating delicious food.

I may have made a Citricos dining reservation for later this year while sitting there. Super impressed with the wine, food, and service.

After Citricos, we went downstairs to the tea room for champagne and charcuterie...

 

highway in the sky dine around

Stop 4: Back at The Contemporary

Then it was time to head out on the monorail for 1 more stop...fireworks view from The Contemporary!

This was a section on the 5th floor balcony area that was designated just for us.

Coffee and desserts were available here to eat while we watched fireworks...

On our way out, we got this cute box of chocolates as the perfect way to end the night.

Thoughts

This was a really fun event that combined some of the best food and drinks at Disney World with fantastic Cast Members who joined in along the way (the restaurant proprietors, the ukulele player, the guides).

The size of the group is also just the right number so that you feel like you can kind of get to know everybody throughout the night.

Who should do it?

Everybody in our group was an adult age 21+ who was a big fan of Disney World, had previously done lots of other things, and was looking for something new. And based on those I spoke to, everybody seemed to really love it, including me.

I think this event is best suited for small groups who want to do something together, solo travelers (because it's really easy to talk to other group members so you don't really feel alone), and couples looking for a date night.

What about childcare?

For people needing childcare, the only remaining onsite care (Pixar Play Zone) happens to be located at The Contemporary and would be perfect for doing this event.

Even if the Highway in the Sky Dine Around starts at 6:00 (the same time Pixar Play Zone begins), I'd do it. Pixar Play Zone begins registration at 5:00 and the dining event remains at The Wave for 30 minutes after the event start so the timing would work out fine. If you're a couple, maybe have 1 drop off the kids and 1 head to get checked in at the event.

Video: how Highway in the Sky Dine Around works at Disney World

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So that's my overview of Highway in the Sky Dine Around. Is this something you'd consider? Or do you have questions? Feel free to leave them in the comments.

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