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 - 2 of 2 boats

Renting a boat is the perfect way to explore Connecticut, USA

Discover Connecticut by yacht charter with Sailo. Regardless if you’re an experienced sailor or just looking to enjoy a crewed boat rental, you’ll see a whole other side to USA. Whatever your vacation style, you’ll find the perfect boat to rent for your needs. From action packed day trips to week-long sailing vacations, hit the water in style and enjoy an experience to remember.

Curious about your options for renting a sailboat in Connecticut, USA?

Connecticut is one of the best locations for a nautical adventure on a beautiful sailboat rental from Sailo. We currently offer 103 charters available with or without captain, ready for amazing fun trips; sailboat rentals are popular in many yachting locations around the world, providing extraordinary experiences for both boating enthusiasts and skilled sailors. Rent a sailboat to discover the best of Connecticut from the water.

Learn how to find the best boat for you

Sailo offers beautiful boat and yacht rentals at various price points in Connecticut. Use our advanced filters to narrow your search by date, group size, and trip duration: 2 hrs, 4 hrs or full day charters. You can also choose the type of boat (sailboat, motorboat, catamaran) you want and go even further and look for a particular length, manufacturer and model. The price filter will help you see the available boats within your budget and the crew option is useful when you want to see boats with a skipper/captain included or only bareboats. Do you see a boat that you would like to rent in Connecticut? Click on it to go to the next page to read more about it, see more photos, send a direct message to the owner to ask more questions or start creating your booking request right away!

How much is it to rent a yacht in Connecticut?

You can charter a boat for a day in Connecticut for an average of $1100 per day. The average price for a weekly boat rental is $3500. Your total budget for a boating trip in Connecticut depends on many factors such as: trip duration, if captain and crew are included in the price or their cost have to be paid separately, fuel cost (which could be significantly higher on a motorboat compared to a sailboat) and other extras you choose to customize your experience in Connecticut.

If I rent a yacht on Sailo, will I get insurance coverage?

Yes, all Sailo boats available for rental have insurance: sometimes included in the price, other times available to buy as mandatory extra.

Responsible boating guidelines

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.