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Caribbean Cruises | Photos

Yorktown Sailing Charters: Caribbean Cruises, Sailing Trips and more!

If you are vacationing in the Caribbean and are looking to spend a relaxing week with your friends and family, you have come to the right place. Yorktown Sailing Charters is your source for a number of Caribbean cruises for you to enjoy on your next vacation. With over 30 years of sailing experience, your hosts will take you on the trip of your lifetime. All you need to do is show up on the day of your sail and sit back and relax.

Caribbean Cruises with Yorktown Sailing Charters

Here at Yorktown Sailing Charters, we understand that you have a choice when it comes to who you sail with. It is because of this why we strive to go above and beyond, giving our guests the experience they expect and more with each and every trip. Take a look through some of our photo galleries and you will see exactly what we mean.

Caribbean Cruise Ships and Vacation Sailing with Yorktown Sailing Charters

Thank you for taking the time to check out our Caribbean cruises photo gallery.  Since there is such high demand for our Caribbean vacation cruises, we recommend booking your sailing trip in advance in order to ensure availability. Feel free to contact us with any special requests or questions about our cruises by dialing 757-639-1233. You can also reach us by email at We look forward to hearing from you!