
Yorktown Sailing Charters
Sail the historic waters of Yorktown aboard a schooner, enjoying breathtaking sunsets and pirate adventures.

Highlights
Must-see attractions
Social
From TikTok & Reddit
Best Time
Golden hour views

Yorktown Sailing Charters
Best Time
Golden hour views

Highlights
Must-see attractions
Sail the historic waters of Yorktown aboard a schooner, enjoying breathtaking sunsets and pirate adventures.
"Husband and I took the sunset sail. It was a phenomenal experience! The crew was great and the ride was fun!"

Book Ahead for Sunset Sails 🌅
Sunset sails are popular! Book your Yorktown Sailing Charters trip in advance to secure your spot.
Dress in Layers 🧥
It can get breezy on the water. Bring layers for comfort, even on warm days.

Quick Facts
Highlights
Discover the most iconic attractions and experiences

Sunset Sail
Yorktown Beach
Experience breathtaking coastal views and a romantic atmosphere as the sun dips below the horizon.

Pirate Cruise
Yorktown Beach
A fun-filled adventure for all ages, especially kids, with engaging crew and interactive pirate themes.

Schooner Alliance Cruise
Yorktown Beach
Sail aboard the historic Schooner Alliance II for a memorable maritime experience with a knowledgeable crew.
Plans like a pro.
Thinks like you
Planning Your Visit
Book Your Sunset Sail in Advance
Consider the Weather for Your Voyage
Best Times
Insider Tips
from TikTok, Instagram & Reddit
Book Ahead for Sunset Sails 🌅
Sunset sails are popular! Book your Yorktown Sailing Charters trip in advance to secure your spot.
Dress in Layers 🧥
It can get breezy on the water. Bring layers for comfort, even on warm days.
Kid-Friendly Pirate Fun 🏴☠️
The Pirate Cruise is a hit with young children, keeping them entertained and engaged.
Great Crew & Views! 👍
Travelers consistently praise the friendly and knowledgeable crew and the beautiful scenery.
Tips
from all over the internet
Book Ahead for Sunset Sails 🌅
Sunset sails are popular! Book your Yorktown Sailing Charters trip in advance to secure your spot.
Dress in Layers 🧥
It can get breezy on the water. Bring layers for comfort, even on warm days.
Kid-Friendly Pirate Fun 🏴☠️
The Pirate Cruise is a hit with young children, keeping them entertained and engaged.
Great Crew & Views! 👍
Travelers consistently praise the friendly and knowledgeable crew and the beautiful scenery.
Perfect for Special Occasions 🎉
Ideal for romantic getaways, birthdays, or just a special day out with loved ones.
What Travellers Say
Reviews Summary
Yorktown Sailing Charters offers a delightful maritime experience, with sunset sails and pirate cruises being particular highlights. Visitors consistently praise the friendly and knowledgeable crew, the beautiful scenery, and the overall enjoyable atmosphere. While most experiences are overwhelmingly positive, some may find the cost to be a consideration for shorter trips.
"There is nothing like sharing a picnic on a pirate ship. We gad such a great experience aboard the Alliance Schooner. A special thank you to the captain and his staff for helping to make our trip very memorable and enjoyable.
We have done all of the different trips with them over the years and I can definitely say we have never been disappointed.
Why go anywhere else when we can vacation in our own backyard. Williamsburg, Yorktown and Jamestown has so much to offer. Thank you again for making this day special."
June Yuiska
"We had the best time on the 11am Pirate Cruise. Our two and four year old both had a complete blast and the staff did an incredible job keeping them interested and showing them new things! It was a great experience and we will absolutely be doing it again!"
Kelly Schwab
"This was a very pleasant cruise. We had perfect weather with beautiful views. There was an accompanying narration which provided som history of the area."
Sarah Kaskocsak
What People Like
What People Dislike
Frequently Asked Questions
🚇 🗺️ Getting There
Yorktown Sailing Charters operates from the Yorktown Beach area. You can typically find parking near the beach and waterfront. Many visitors combine a sailing trip with exploring historic Yorktown, which is easily accessible by car.
Yes, there is usually parking available near Yorktown Beach, which is the departure point for most charters. It's advisable to arrive a little early to secure a spot, especially during peak times.
Absolutely! Many visitors enjoy a sailing charter as part of a larger itinerary that includes exploring Historic Yorktown, visiting the American Revolution Museum, or enjoying local dining.
Public transport options directly to the sailing charters may be limited. Driving and parking are the most common methods for visitors. Check local transit schedules if relying on public transportation.
From Williamsburg, it's a short drive to Yorktown. You can take the scenic Colonial Parkway or a more direct route via US-17 N. The drive itself offers historical context.
🎫 🎫 Tickets & Entry
You can book your Yorktown Sailing Charters excursion by calling them directly at 1-888-316-6422, as recommended in their promotional materials. Online booking options may also be available through their website.
Yorktown Sailing Charters offers various trips, including popular sunset sails, romantic cruises, and family-friendly pirate adventures. They also have options on the Schooner Alliance II.
Pricing can vary depending on the type of cruise and duration. It's best to contact Yorktown Sailing Charters directly or check their official website for the most up-to-date pricing information.
Information on group or family discounts is not widely publicized. It's recommended to inquire directly with Yorktown Sailing Charters when booking to see if any special rates are available.
Cancellation policies can vary. It's crucial to review the terms and conditions when booking or to ask the charter company directly about their policy regarding cancellations due to weather or personal reasons.
🎫 🧭 Onsite Experience
Expect a relaxing and scenic experience with beautiful views of the coastline and Coleman Bridge. The crew provides a pleasant atmosphere, and it's often described as romantic and memorable.
Yes, the Pirate Cruise is highly recommended for young children. The crew does an excellent job of keeping them engaged with interactive activities and storytelling.
The Schooner Alliance II is a beautiful vessel that offers a classic sailing experience. The crew is knowledgeable and ensures a fun and safe voyage for all passengers.
While specific policies may vary, it's generally a good idea to check with Yorktown Sailing Charters about their policy on bringing food and beverages. Some charters might allow small picnics, especially for private events.
During some cruises, there may be accompanying narration providing historical context about the Yorktown area and its significance. This adds an educational element to the scenic journey.
📸 📸 Photography
The golden hour during sunset sails offers the most dramatic and beautiful lighting for photography. Early morning sails can also provide lovely light with fewer crowds.
Key photogenic spots include the coastline, the Coleman Bridge, the Schooner Alliance II itself, and the expansive water views. Capturing the sunset over the water is a must.
Generally, there are no specific restrictions on personal photography or videography. However, always be mindful of other passengers and avoid using flash photography that might disturb them.
A wide-angle lens is great for capturing the expansive water and sky. A telephoto lens can be useful for details on the shore or distant landmarks. A polarizing filter can enhance water and sky colors.
Drone usage is typically restricted on most chartered vessels and in many public areas due to safety and privacy regulations. It's best to confirm with Yorktown Sailing Charters and local authorities before attempting to fly a drone.










Social
from TikTok, Instagram & Reddit