Answers to 5 questions I get asked a lot – PREP033

There are some questions that seem to come up over and over again and today I'm discussing my answers to questions about things like when to book Disney World trips, how to get discounts, what things are worth it for most people + other questions that frequently come up.

I also have a quick tip of the day about how to get a good spot in a line that grows as soon as the parks open.

These are notes from this episode. There's much more info included in the audio so be sure to listen to the episode for a better explanation.

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Frequently asked questions

  1. When should I book my trip? My advice is usually to book ASAP. Discounts can be applied later if/when they are released and you can make payments after making an initial deposit on your vacation package.
  2. How can I get Free Dining? Usually just offered in the fall. If/when it's announced, you should call ASAP to get the promotion. You might want to use a good Disney agent to make sure you get the discounts as soon as they are released.
  3. Is _____ worth it? Things that are worth it for most people: Preferred Rooms at Value and Moderate Resorts, Memory Maker, the Tomorrowland Terrace Fireworks Dessert Party and taking taxis.
  4. What age should I take my child to Disney World? For people that want to take 1 trip with their child, 8-years-old is my favorite age.
  5. When should I go to Disney World? - I have a chart of the best times to go that's a good reference.

Quick tip of the day

People who want to try to get in the line to sign up for Jedi Training Academy can get a jump start on the line by having an 8:00 a.m. breakfast reservation at Hollywood and Vine in Hollywood Studios.

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I agree that getting a Preferred Room at the Value Resorts is worth it. The Value Resorts are very large and after a long day at the parks you really don’t want to have to spend more time getting back to your room. We were in the first set of rooms last year and it was terrific. Also, getting the Memory Maker (formally Photo Pass+) is worth it. We got well over 400 pictures from our trip that we did not even have to take! I will get that every time we go! My daughter really wanted to do the… Read more »

Afton Rio

So excited that our recently booked November trip is one of your “best times to visit” to visit this year! If you have a breakfast reservation at a different resort, do you recommend taking a taxi to that? I’m wanting to try some different restaurants but transportation has more sort of nervous.


We took a taxi to the Contemporary for breakfast at Chef Mickey’s and would highly recommend it. Taking a taxi to Magic Kingdom was a tricky one! It will not take you directly there, and we were late for our breakfast. Taxi’s between hotels is a good plan though.

Maria B

That’s the same as taking a car to the MK. You have to park at the Ticket and Transportation center, then, get a tram to the ferry or monorail, THEN, wait in line to ride one of these. Then, the monorail makes a loop between all of the hotels (sometimes you can get on an “express” however). We haven’t taken the ferry in a while, so I am not sure if this is faster. We always take the bus to the MK; the other way takes you can extra 20 or 30 minutes to get there.


Any time we are traveling from our resort (usually POR) to another resort for a meal, we take a taxi. It saves time, allows us to sleep in if it’s breakfast, etc. We have found that it is worth the $20ish each time we’ve done it.

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