Welcome to Yorktown Sailing Charters!

Set Sail for a By-Gone Era

Step back into history when you join the crew of the Yorktown Schooners Alliance and Serenity.  Lend a hand at setting sail, take the helm and steer the ship, or look for dolphins and osprey as you glide along the shores of the York River.   You will relive sailings Golden Age as you cruise past the Victory Monument and Battlefield where are country won its independence.

For those who love history, yearn for romance, or have dreamed of a true sailing adventure,

Your Ship has just come in!

With over 30 years of sailing experience, Yorktown Sailing Charters is your source for Chesapeake Bay cruises, Yorktown, VA sailing trips and a number of other various boat tours. Whether you are native to the area or are visiting on vacation, let Yorktown Sailing Charters take you on a sailing trip you will remember and share for a lifetime. Due to the high demand for our Yorktown and Chesapeake Bay sailing trips, we highly recommend booking your trip in advance to ensure availability.

Yorktown, VA Sailing Charters and Chesapeake Bay Boat Tours
There are many of Yorktown, VA sailing charters to choose from, so why choose us? A combination of our experience, passion, knowledge and dedication makes us Yorktown’s premier source for boat tours, sailing trips and a number of specialty sailing services. After one trip with Yorktown Sailing Charters, you will realize why so many other residents and vacationers have chosen us for their cruise and boat tour needs.

Chesapeake Bay Cruise Specials at Yorktown Sailing Charters
Thank you for stopping by and checking out our website. Continue browsing around for more information on our Chesapeake Bay and Yorktown, VA sailing and boat tours. In addition to these sailing charters, you will also find information on our Caribbean Islands winter week charters. If you have questions about any of our tours or how you can book a tour, give us a call today at 757-639-1233 or send an email to info@sailyorktown.com. We look forward to hearing from you and taking you on your next sailing tour!