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3 boat rentals in Oak Bluffs, MA, USA

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Discover Oak Bluffs, MA with Sailo - a gorgeous boating playground for you to enjoy!

Planning a sailing vacation in Oak Bluffs? Enjoy the freedom of the open water on a private yacht charter from Sailo. Rent a boat from a couple of hours to a full day, to really explore Massachusetts from Oak Bluffs. With a licensed captain driving your boat rental with, you’ll be able to relax and discover those hidden gems with your friends or family. Prefer to skipper your yacht rental? Use our advanced filters to find your perfect bareboat charter on Sailo!

Our premium Oak Bluffs, MA private boat rentals inventory

Want to rent a boat in Oak Bluffs, MA? You’ll find 3 boats waiting for you to take them on an adventure here on Sailo. Choose from our several elegant and classic sailboats. A catamaran is also a great choice, with numerous available in Oak Bluffs. Fans of luxury motor yachts will be spoiled for choice with our 3 motor yacht charters. Massachusetts is an excellent place to enjoy a boat party, so discover our various larger party boats for 13+ guests in Oak Bluffs and see for yourself.

Amazing yachting experiences happen on the right boat. Search for it now!

Choosing the perfect Sailo boat for you in Oak Bluffs, MA is easy and quick thanks to our advanced filters! First we recommend filtering by date and trip duration. Whether you look for a 2, 4 hrs or a full day rental in Oak Bluffs, the group size is very important, as well as the type of boat you want for your adventure in the waters of Massachusetts. Use the price filter to see only options according to your budget and click on the 'Crew' button to choose if you want a boat with a captain or you want to drive it yourself (option Bareboat). Once a Oak Bluffs charter catches your eye, click on it to see the boat page with more photos and a detailed description. Check the reviews and send a direct message to the boat owner to ask more details!

How much does it cost to rent a yacht in Oak Bluffs, MA for a day?

Boat charter prices in Oak Bluffs, MA vary significantly. You can find great budget friendly rentals starting from $250 for a daily trip. Luxury or party yacht rentals for the day can cost up to $6500 where service fees and mandatory extras are not included. Your budget per day will vary depending on whether you are renting the boat in Oak Bluffs with captain and/or crew, fuel cost, special requests for pick-up and drop-off or other special arrangements you may want to make with the owner.

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.

Together we protect our oceans

However long you’re on a boat, it’s always a thrilling and fun experience. Here at Sailo, we like to make sure that the stunning beauty of the seas, lakes and rivers of our planet stay as pristine as possible. If you’re going to charter a yacht, from a few hours to week, try to follow these sustainable boating tips:
  • Take your rubbish home
  • Use eco-friendly sunblock
  • Avoid single use plastic
Much of the world’s plastic ends up in the sea, so reduce, reuse and recycle. Read more about responsible boating.