Departure date

Trip duration


Day trip
Multiple days
(Less than 1 week)
Weekly trip
Show boats that have weekly prices. Most weekly boats outside of the US are available only Saturday to Saturday.

Boat type

Boat length: 5ft -

Manufacturer

Boat model

Price

$
$

Captain

Boat build year: -

Amenities

Sort by:
Location
Reset
Dates
Filters
Reset

Departure date


Trip duration

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

Boat type

Boat length: 5ft -

Price: $ - $

Captain

Manufacturer

Boat model

Filters
Filters
Reset

Boat build year: -

Amenities

1 - 7 of 7 boats
  1. Home

Key West, FL - a yachting playground perfect to explore with Sailo

When visiting Key West, 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 Key West 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 Key West.

Our premium selection of private boat rentals in Key West, FL

Want to rent a boat in Key West, FL? You’ll find 25 boats waiting for you to take them on an adventure here on Sailo. Choose from our 7 elegant and classic sailboats. A catamaran is also a great choice, with 11 available in Key West. Fans of luxury motor yachts will be spoiled for choice with our 4 motor yacht charters. Florida is an excellent place to enjoy a boat party, so discover our 3 larger party boats for 13+ guests in Key West and see for yourself.

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

Choosing the perfect Sailo boat for you in Key West, FL 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 Key West, the group size is very important, as well as the type of boat you want for your adventure in the waters of Florida. 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 Key West 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 Key West, FL for a day?

Boat charter prices in Key West, FL 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 Key West 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.

Can I rent a yacht in Key West 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 14 boat and yacht rentals with captain in Key West.

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.