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Schooner Alliance II

Schooner Alliance Yorktown, VA Cruises

Sail the Schooner Alliance II with Yorktown Sailing Charters in Yorktown, VA. Explore history and scenic beauty on our classic tall ship cruises.


Schooner Serenity

Historic Yorktown Cruises and Private Charters

Four centuries ago, Captain John Smith explored the waters around Yorktown aboard a small sailing vessel while trading with the Powhatan Indians. Join him in spirit when you sail aboard Yorktown’s Schooner Serenity.

On the Historic Yorktown cruises you will sail past the Yorktown Battlefield where our country won its independence, and relive sailings golden age when a young America clambered aboard vessels similar to Serenity to find adventure.


a large ship in the water
a large ship in a body of water

Our knowledgeable crew will harmonize past with present as you view the Victory Monument along the banks of the York River, sight dolphins or osprey, sail by working watermen, or perhaps cruise past a naval warship or submarine. You can lend a hand at setting sail, enjoy a beverage or snack from the ships’ galley, or just listen to the sound of the wind as we glide along under a cloud of canvas. Our sails are set the traditional way with block and tackle, and a little elbow grease.

Our passengers are encouraged to help set sail, but by no means are they required to. There are no winches aboard Serenity (but occasionally there may be a few wenches on board!). Serenity is so much more than a sailing ship — it’s an opportunity to experience an exciting and unique time in America’s history! Yorktown is part of “America’s Historic Triangle” – the birthplace of American Democracy! Cruises depart from the Riverwalk Landing Pier.

Pirate Adventure Cruises

For a fun family adventure bring the kids to Captain Mayhem’s School of Piracy! On these cruises the kids will set the sails, steer the ship, learn sailor skills and get tattoed! This cruise is a must for the young pirates in your family!

Yorktown Cruises

Virginia’s Historic Triangle is made up of Yorktown, Jamestown, and Williamsburg. While visiting our area, be sure to stop in at Colonial Williamsburg, the Jamestown Settlement, and the Yorktown Battlefield.

In Yorktown, there’s something for everyone! Immerse yourself in 300 years of history and enjoy the village streets and paths overlooking the York River. Here you can experience 18th Century homes and revolutionary battlefields. Picturesque streets are the backdrop for art galleries, antique and specialty shops. Visit the museums offering hands on programs and exhibits. Stroll along the scenic Riverwalk and relax on the sandy beach at river’s edge. Take a ride on our free trolley then march to the beat of the Fifes and Drums during one of their performances. After working up an appetite, dine at one of our charming restaurants, some with a view of the York River. Don’t miss the free Friday night concert series on the Green.