Annapolis Cruises – Find Fun Things to do in Annapolis

At Pirate Adventures we are thankful to have found the perfect home in Annapolis.  Annapolis, Maryland makes a great day trip from Washington DC and Baltimore for so many reasons.  Stroll the historic streets, grab lunch at a sidewalk cafe and most importantly hop on board one of the many Annapolis cruises offered in town.  Annapolis is best seen from the water and there are a host of unique ways to get out on the water in Annapolis.  We have listed the most creative cruises in Annapolis below, all of them offer views of the expansive Chesapeake Bay, the Naval Academy, and historic Annapolis.

5 Unique Annapolis Cruises for Unforgettable Fun on the Water

1. Pirate Adventures on the Chesapeake

   If you come to Annapolis with kids we think that our pirate cruise is a must do!  At Pirate Adventures we offer a great way for grown-ups to see Annapolis by boat while the kids are having a blast!  Climb aboard our pirate ship for a treasure hunt on the water complete with water cannons, facepainting, and more family fun.  Find out more about our unique cruise for families here.  We sail six times daily from April through October and reservations are a must as our boat is limited by capacity.   Make your reservation for a Pirate Adventures when planning your trip to Annapolis and your kids will thank you.  Find out why Pirate Adventures is listed on Yelp as the number one kid’s attraction in Annapolis.

2. Family Fishing Adventures

   New this season, Family Fishing Adventures will offer families the chance to fish and crab with the kids.  Cast off with the Sea Dragon for an hour and 45 minute fishing trip with a focus on kids.  Children will learn how to use a fishing rod and reel, bait a hook, and haul a crab pot.  All fishing is catch and release but the photos will be around forever!  Family Fishing Adventures is also limited by capacity so reservations are a must, they offer up to four departures a day in the spring, summer. and fall.

3. Sailing Cruises in Annapolis

   Annapolis is a sailing town, and is the future home of the National Sailing Hall of Fame.  Cruising the Chesapeake Bay by sailboat should also be top on your list when coming to Annapolis.  Our top pick is the Schooner Liberte as Captain Chris and his first mate Jane are always up for fun on the water and you will have a sail that you will not soon forget!  The Schooner Liberte sails by private charter so get a big group together and plan a sunset sail or full day sail to a crab house on the water or one of the local lighthouses. If you are looking for sailboat cruises in Annapolis for a smaller group the Schooner Woodwind offers daily two-hour trips from the Marriott Hotel.

4. Annapolis Cruises on Your Own

   If you want to be the Captain of your own ship there are a few companies that will get you out on the water on your own.  Annapolis Electric Boat Rentals will provide you with an electric boat complete with a cooler, stereo, and even an iPod hook-up.  If you are looking for a little more speed South River Boat Rentals is just outside of town and offers power boats, sailboats, and even luxury yachts.  Get out there and explore the Chesapeake Bay!

5. Kayak and Paddle board “Cruises”

   If sitting back and cruising is not your thing, there are ways to see Annapolis by water and get your heart rate up at the same time.  Our top pick is Kayak Annapolis for their “history rich” adventure through the waters of Annapolis.  Their tour guides are a fun group and you are guaranteed a good time.  Capital SUP will take you past the large yachts docked in town and the Naval Academy on a stand up paddle board.  If you want to rent a paddle board or kayak on your own after taking one of the Annapolis cruises we’ve recommended, Annapolis Canoe and Kayak is located right next to Pirate Adventures on Third Street.

We hope you join us for a Pirate Adventure this season with your kids and take advantage our great town along the shores of the Chesapeake Bay!  Find more of our favorite things to do in Annapolis and leave us a comment with your favorite Annapolis cruises so we can add them to our list.