Boating in Shady Side is a thrilling experience and one best savoured with your own private yacht charter. Choose your perfect boat rental in Shady Side and step aboard with your family or friends for a spectacular day on the water. Escape the crowds and enjoy some of the most beautiful scenery in Maryland from the deck of your own yacht charter.

Our premium selection of private boat rentals in Shady Side, MD

Explore the beauty of Maryland state from Shady Side with a yacht charter. You’ll find 20 boats to rent in Shady Side with Sailo, for the best choice. Set sail on one of our 6 elegant sailboats. You can also choose from 1 catamarans, available to charter. What better way to discover the shores of Maryland than from the deck of a luxury motor yacht? Browse the 4 available on Sailo for your ideal boating trip. You’ll also find 9 larger party boats, perfect for groups of 13 or more available in Shady Side, MD.

Learn how to find your yacht for extraordinary boating experiences

Wondering how to find the best charter for a memorable experience on the water in Shady Side, MD? We have created a set of advanced filters to help you navigate easily our database of Shady Side 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 Maryland, 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 Shady Side, MD?

Shady Side, MD 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 Shady Side premium charters may have price tags up to $6500, with crew, fuel, docking fees and other extras added to your budget.

Can I rent a yacht in Shady Side with a captain?

When you rent a Sailo boat with captain, you set yourself and your guests for a relaxed, worry-free trip, with a professional skipper making sure that you all have an amazing experience on the water. Currently we offer 17 boat and yacht rentals with captain in Shady Side.

Sustainable boating tips

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.