Pirate Adventures on the Chesapeake

Pirate Adventures on the Chesapeake "On the pirate ship Sea Gypsy we always find the treasure, we always defeat that stinky pirate, and the children always walk away with incredible stories!"
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Sail away in search of sunken treasure aboard our children's pirate cruise in the Annapolis Harbor. Perfect for family fun, field trips and birthday parties Pirate Adventures is an interactive experience on the high seas. Fire our famous water cannons, face painting and dress up, and a treasure hunt on the water make for an unforgettable adventure that your kids will remember for years to come.

07/09/2025

🪝 Is this on your summer bucket list?
Make memories on the high seas — before summer sails away.

☀️ Adventure waits for no one… unless you’re up early!Join us Monday at 9:30am for our Early Risers Special — save $5 on...
07/05/2025

☀️ Adventure waits for no one… unless you’re up early!
Join us Monday at 9:30am for our Early Risers Special — save $5 on tickets and kick off your week with treasure hunts, cannon blasts, and Pirate Pete.

Why sleep in when you can make memories your crew will talk about all summer?
🎟️ Book now — these early sails fill fast!
Call (410) 263-0002 to reserve your spot!

4th of July plans? Set sail with us all week – limited spots left!
07/02/2025

4th of July plans? Set sail with us all week – limited spots left!

06/30/2025

Magical start to the week ✨🐬🐬🐬🐬 in the Annapolis Harbor!!!!! SOUND ON if you think we weren’t excited! 🤩 Chesapeake DolphinWatch

Real Pirates. Real Treasure. Real Fun.Summer starts right here — on the water, with your crew, chasing adventure in Anna...
06/24/2025

Real Pirates. Real Treasure. Real Fun.
Summer starts right here — on the water, with your crew, chasing adventure in Annapolis Harbor. ☀️🏴‍☠️

If we’re not on your summer bucket list yet… it’s time.
Seas the summer and sail into the story with us!

🎟️ Presale tickets available while supplies last — buy now, book later!
https://www.chesapeakepirates.com/pre-sale-tickets/

🎉 Cheers to 23 Years! This Week’s Anniversary Deal is Here!We’re celebrating 23 years on the bay with another surprise s...
06/22/2025

🎉 Cheers to 23 Years! This Week’s Anniversary Deal is Here!

We’re celebrating 23 years on the bay with another surprise sailing!

🎟️ Join us this Sunday, June 29 at 2:00 PM for a special anniversary cruise featuring $23 tickets—available for this sailing only.

Climb aboard for treasure hunts, water cannon battles, and classic Pirate Adventures fun… all at a special anniversary price.

These weekly deals change fast—don’t miss the boat!

06/19/2025
Annapolis Professional Firefighters Local 1926 served as back up against our mortal enemy Pirate Pete yesterday. The ha...
06/15/2025

Annapolis Professional Firefighters Local 1926 served as back up against our mortal enemy Pirate Pete yesterday. The harbor remains safe for now. 🏴‍☠️ 🏴‍☠️

Address

Annapolis, MD

Opening Hours

Monday 8:30am - 6:30pm
Tuesday 8:30am - 6:30pm
Wednesday 8:30am - 6:30pm
Thursday 8:30am - 6:30pm
Friday 8:30am - 6:30pm
Saturday 8:30am - 6:30pm
Sunday 8:30am - 6:30pm

Telephone

+14102630002

Website

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Sail Away in Search of Fun Today!

Welcome to Pirate Adventures on the Chesapeake, a place where children come to experience the magic of sailing away in search of buried treasure. Come aboard our pirate ship and get caught up in this real life adventure and be amazed as our crew taps into the wonder of a child’s imagination. This is not a typical pirate cruise, before you know it your child will be painted with a curly mustache or a beautiful mermaid, dressed up as a pirate and marching off to the ship. Once aboard the young pirates will learn the rules at sea aboard their pirate ship and read a treasure map to find our sunken treasure. A message in a bottle floats by and the children discover that Pirate Pete, the smelliest most rotten pirate on the seven seas is lurking nearby and he has something our brave crew needs. Off we go into battle with our famous water cannons! Will the crew defeat Pirate Pete and find the sunken treasure? On the pirate ship Sea Gypsy we always find the treasure, we always defeat that stinky pirate, and the children always walk away with incredible stories! Pirate Adventures on the Chesapeake is conveniently located between Baltimore and Washington DC in the historic port town of Annapolis. Operating since 2003 you will find that our great program, our caring, high energy staff and our commitment to your child’s satisfaction make Pirate Adventures an outstanding choice for families spending the day together, children birthday parties, and school field trips.