Sort by:
Location
Dates
Filters

Departure date


Trip duration

Day trip
Multiple days
(Less than 1 week)
Weekly trip
Boat
Boat Details

Boat type

Boat length: 5ft -

Price: $ - $

Captain

Manufacturer

Boat model

Filters
Filters

Boat build year: -

Amenities

Map

1 - 5 of 5 boats

Renting a yacht in Saint Michaels, MD - an unforgettable experience!

When visiting Saint Michaels, one of the best things to do is enjoy some time on the water on a Sailo captained boat rental. From a sunset cruise, to a full day trip around the local waterways, rent a boat in Saint Michaels to really make the most of your leisure time. A private yacht charter is a great way to spend time with your friends or family and enjoy an unforgettable experience in Saint Michaels.

Top private sailboat charters in Saint Michaels, MD

We’ve been asked many times if a sailboat rental is a good choice to explore Saint Michaels, MD from the water. With more than 1 charters rented every day during the season, our answer is YES, you’re set for an amazing experience when you rent a sailboat in Saint Michaels! 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 Saint Michaels, MD!

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 Saint Michaels, MD? We have created a set of advanced filters to help you navigate easily our database of Saint Michaels 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 Saint Michaels, MD?

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

What should you pack when you go out on the water?

No matter if you are going on a day trip or on a week-long vacation, these are the essentials you should always make sure you have when you’re on a boat:
  • Sunscreen - make sure to reapply after you’ve been in the water!
  • A hat or a cap that fits you tightly and protects you from the sun
  • A jacket or long-sleeve sweater, preferably with sun protection (UPF)
  • Sunglasses
  • A change of clothes (just in case you get wet)

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.