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Discover Cape Charles, VA with Sailo - a gorgeous boating playground for you to enjoy!

Discover Cape Charles by private yacht charter with Sailo. Enjoy a whole other side of Virginia on a boat rental with captain, or skipper yourself if you prefer. Whatever your boating needs, you’ll find the perfect charter boat for your sailing trip, party or special event. Enjoy sunset cruises, watersports or fishing trips, or a day out with family and friends for a memorable experience on a Sailo boat.

Ready to see your options for renting a sailboat in Cape Charles, VA?

We’ve been asked many times if a sailboat rental is a good choice to explore Cape Charles, VA from the water. With more than 4 charters rented every day during the season, our answer is YES, you’re set for an amazing experience when you rent a sailboat in Cape Charles! Our boats are available with or without captain, with prices starting at $250 per day, depending on the boat type you choose. Browse, find, and book in minutes the best sailboat for you in Cape Charles, VA!

Learn how to find the right boat for great yachting experiences

Wondering how to find the best charter for a memorable experience on the water in Cape Charles, VA? We have created a set of advanced filters to help you navigate easily our database of Cape Charles boat rentals and yacht charters, and find the one for you. First pick a start date and then choose your trip duration. You can go for an extraordinary of 2, 4 hours or full day experience. Next, select the number of guests, the type of boat and the price range you are comfortable with. The crew filter helps you narrow down the results to the boats with the captain included in the price, or bareboats that you’ll captain yourself. Choose the boat you want in Virginia, to view more pics, read description and reviews. Message the owner if you have any questions or continue with your booking request.

How much does it cost to charter a yacht in Cape Charles, VA?

Cape Charles, VA yacht charters for daily trips are available at an average of $1100 per day. Cheaper boats (sometimes with no captain included) may be rented for $250. Our Cape Charles premium charters may have price tags up to $6500, with crew, fuel, docking fees and other extras added to your budget.

What is Sailo’s cancellation policy?

As long as the booking request hasn't been accepted by the boat owner, the renter can cancel the request without any charge. If the renter cancels after the booking request has been accepted, the booking will be subject to the terms of the cancellation policy in place for each boat. The renter should check the cancellation policy with the boat owner, as some of the professional operators have specific cancellation policies which supersede that of Sailo. Whenever a boat owner doesn't have a specific cancellation policy,Sailo's Standard Cancellation policy will apply.

Because we love the ocean

Sailing is a great way to experience nature. So we like to remind everyone that keeping nature as beautiful as possible involves a little effort from all of us. Some of our tips for responsible boating include:
  • Don’t litter or throw waste overboard - take rubbish home and dispose of it responsibly
  • Eco-friendly sunblock can help prevent damage to marine life
  • buy local and sustainable food products
However long you’re sailing for, a little goes a long way. Read more about responsible boating.