Lil’ Man’s Adventure at The Pirates League (A Review)

Thanks to the frigid temps and the thin blanket of snow that is currently covering the ground, Lil’ Man has a snow day today.  We are currently cuddled up together under several layers of blankets complaining about the cold.  In my mind, there is no better time than now to write another WDW article as I find myself longing for a warmer climate.  This time, I am putting Lil’ Man to work and having him contribute to this review of our experience at The Pirates League in Magic Kingdom.DSC_0311

What You Should Know

Location:  Adjacent to the Pirates of the Caribbean in Adventureland (Magic Kingdom).

Cost:  Upon arrival, you’ll be shown several packages along with add-on options.  Packages are currently priced from as low as $18.95 to upwards of $100.  Lil’ Man always chooses the First Mate Package which is currently priced at $44.95.  We have offered Lil’ Man the opportunity to select a t-shirt or costume as part of the experience, but he always declines.  (No complaints from this mom.  The kid is cheap!)

Reservations:  Like many experiences at Disney World, you will need to contact Disney for a reservation prior to your arrival.  If you plan on visiting The Pirates League during Mickey’s Not So Scary Halloween Party, then I recommend making your reservation  well in advance of your arrival date as many people take advantage of the service during this time.  Call (407) 939-2739 to make your reservation.

After check-in, there are crates for you to sit on while you wait for your Pirate Master.

Restrictions:  Children who wish to join must be at least 3 years of age and those under 18 must be accompanied by an adult.  There are no other age restrictions, so adults can join in the fun too!  Aspiring pirates/mermaids must also be free of any scalp conditions.


What Lil’ Man Loves about the League:  He loves the attention from the Pirate Masters and talking to them!  He likes that he gets to pick a pirate name and enjoys walking around the park as a pirate.  He also likes that he gets special attention from princesses and Tinkerbell during character meet and greets.

What Lil’ Man Doesn’t Love about the League:  He says the make-up is a bit cold and that the appointment can take a little too long.

What Lil’ Man’s Parents Say:  We like that for WDW, this experience actually doesn’t break the bank.  We have friends who have spent well over $100 taking their daughter(s) to Bibbidi Bobbidi Boutique.

We have visited the League twice now and have been happy with our experiences overall.  Our first visit was during MNSSHP and, as mentioned above, it was very busy that day.  It was past our appointment time before a Pirate Master called Lil’ Man for his turn.

Our second visit was in late August just before MNSSHP was starting up for the season and Lil’ Man got a lot of extra special attention (we even got called back early).  At one point Lil’ Man was deep in conversation with four of Captain Jack’s Pirate Masters (see the video ).  While we had a wonderful experience in August, I was disappointed that there was no Photopass photographer on-hand.  During our first visit (2015), Photopass pictures were a part of the experience.


  • Book a morning appointment to get the most out of your money.  This gives your kid(s) the entire day to be dressed up as pirates and/or mermaids.  (You will also have more opportunities for magical interactions with park characters.)
    • On the day of our Pirate’s League appointment, we like to book an early morning ADR for Be Our Guest (select a time before the park opens).  Last time, we were able to enjoy breakfast and get in line for Seven Dwarves Mine Train before the park opened.  After the ride, we went to our Pirate’s League appointment and still managed to arrive 10 minutes prior to our check-in.
  • You will be told to arrive 15 minutes before your appointment for check-in.  Make sure you give yourself plenty of time for travel.
  • I would allot a two hour window for this experience.  It doesn’t take this long, but the League can get pretty busy during certain times of the year.  Just like the doctor’s office, there is no guarantee your little pirate or mermaid will get called back on time.
  • If your little one doesn’t have the patience to sit for a haircut, then you may want to wait until he/she is older to join the League.
  • Try to avoid full facial makeup.  We attempted to talk Lil’ Man out of the Ghost Pirate package when he was three, but there was no changing his mind.  He sweated profusely in the Florida heat and humidity.  He was an absolute mess within just a few hours.
  • Choose your wardrobe carefully!  Lil’ Man was wearing a white collared shirt during our second visit to the League and he rubbed his black beard all over it.  I had to bleach the collar to get the stain out!
  • Take advantage of this experience if you are going to Disney World during an off-season.  It was wonderful seeing how much attention Lil’ Man got during our second visit to The Pirates League at the end of August.

Have you visited The Pirates League?  What was your experience?  Leave a comment below!  As always, thanks for stopping by!

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