SPECIAL EVENTS AT PIRATE ADVENTURES 2026
We are pleased to announce the return of special events as we celebrate our 23rd season in business. Tickets can be purchased for select events online. See what we have planned!
FULL CALENDAR OF SPECIAL EVENTS
Opening Day April 18th
If you are looking to shake off the winter blues and get out of the house join us as we open for the 2025 season! Whether you are planning a staycation for spring break or visiting from out of town be sure to add a Pirate Adventure to your itinerary. Purchase discounted presale tickets and save some loot over the the regular ticket price. Hurry! There are a limited number of pre-sale tickets available. Check our sailing times and make your reservation early. Find more ideas for a family friendly spring break or springtime activities for kids in Washington DC and Maryland on our blog.
24th Anniversary Specials
Celebrate our 24th anniversary with us. Each Sunday during the months of June, July, and August we will announce a date and time for the following week that will offer $24 tickets in honor of our 24th anniversary. Sign up below and follow us on Facebook and Instagram to be the first to know which trip has the $24 tickets each week.
Give Back Days
At Pirate Adventures on the Chesapeake, we believe every child deserves the chance to play, explore, and be active. That’s why we’re proud to introduce Pirates with a Purpose – Help Local Kids Play!—our monthly Give Back Day supporting PlayAnnapolis, a local nonprofit dedicated to providing sports and recreation opportunities for kids in our community. Receive 15% off tickets on Give Back Days. Donate what you can at checkout, we’ll match $1 for $1 doubling your generosity!
Mothers Day, May 10th
Mothers and Grandmothers sail for free all day – make your reservation early for this popular event! Check out other places in Annapolis that will celebrate mom while you are in town.
Pirates and Princesses Tea Party
4/26, 6/7, 9/6, 10/18
Join us for a Pirate Adventure and then return to our indoor party room after the trip for a Princess visit with Ariel, and Tinkerbell! Your little ones will be thrilled to pose for pictures with the princesses, sing songs, and have a tea party snack. We team up with Part Time Princesses for this event and are always impressed with their commitment to making the experience a special one for the little pirates and princesses. Tickets are $38 per person and $18 for children under the age of 3. Get more details here.
Memorial Day Weekend – May 23rd, May 24th, May 25th
Receive 20% off with a valid Military ID all weekend. Plan a fun weekend with the kids in Annapolis with our post that provides lots of ideas for kid-friendly fun over Memorial Day weekend.
Fathers Day, June 21st
Fathers and Grandfathers get their chance to live like a pirate. Fathers and Grandfathers sail for free all day. Looking to plan the perfect pirate themed Father’s Day? We’ve got you covered with this post full of ideas for an AAARGHMAZING Father’s Day!
$5 Day – 7/20/26
All tickets are $5 all day – Monday, 7/21 only. Reservations are not available for $5 day. First come, first served. Doors open at 8:00 am. Make sure to read all the details before you arrive for $5 day.
Early Risers Special
Receive $5 off regular priced tickets every Monday at 9:30 am (June, July, and August only). Take advantage of the early morning hours and avoid the mid-day heat and we’ll reward you with $5 per regularly priced ticket!
Labor Day Weekend – September 5th, September 6th, September 7th
10% off for First Responders, Police, Fire and Teaching professionals all weekend. ID required. Plan your weekend with our guide to a family-friendly Labor Day in Maryland, DC, and Virginia.
We hope to see you this season at one of our special events, call (410) 263-0002 to make your reservation today!