Boating in Southold is a thrilling experience and one best savoured with your own private yacht charter. Choose your perfect boat rental in Southold 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 New York from the deck of your own yacht charter.

The best Southold, NY private boat rentals available on Sailo

There are currently 75 Sailo yacht charters waiting for you in Southold, NY. From a day trip on the water, to a week exploring (or more), it’s easy to find the perfect boat for you on Sailo. Our inventory includes 19 beautiful sailboats waiting to take you away. You’ll find 6 catamarans to charter in New York. If you prefer, in Southold, New York you’ll also have the choice of 45 motor yachts for an unforgettable trip. Throw the party of the year in New York on the deck of your own party boat rental suitable for more than 13 guests: search the 5 options in Southold with Sailo and book the one for you.

Learn how to find the perfect yacht for you

Sailo has the most advanced filters to help you find the perfect boat rental for an amazing experience on the water in Southold, NY. Start your search by choosing your start trip date, duration and number of guests. For a great day trip with your family or friends, you have the option to select 2, 4 hours or full day rentals. Depending on your preferences and budget, you may narrow your results by boat type and price range. The 'crew' filter allows you to check the boat rentals with the captain included in the price, skipper optional (paid as extra) or bareboats that you’ll captain yourself (boating resume required). Once you have laid your eyes on a boat you like in New York, click on it to read the description, reviews and see more pics. We also recommend using our direct 'Message Owner' feature that allows you to start a conversation with the boat representative to ask away everything you want to know before you submit a booking request.

How much is it to charter a Southold, NY yacht for a day?

Whether you are looking to rent a yacht for a city sightseeing tour, a romantic sunset cruise or an active day on the water with your family or friends, we're confident you’ll find the best one for you on Sailo. The average starting price to charter a yacht in Southold is $1100. You can however find excellent affordable rentals from $250 and also elegant yacht charters that can go up to $6500 (service fee and mandatory extras not included).

What happens in case of bad weather?

For captained charters, weather cancellations and reschedulings are entirely at the discretion of the Captain or Boat Owner. The Renter can not invoke 'bad weather' and request a refund as reason for cancellation unless the Captain or the Boat Owner agrees to it. For captained charter, the Captain will make the decision if the weather conditions are dangerous to get out on the water. Cloudy skies or a slight chance of rain are not grounds for cancellation or rescheduling. If a cancellation or rescheduling due to bad weather is necessary, either the Renter or the Boat Owner must send an email to support@sailo.com stating the reason. If the Renter sends such a request, the email must include a written confirmation from the Boat Owner. Read more details here.

Sustainable yachting tips

If you’re looking to explore our beautiful planet, a yacht charter is a great place to start. Explore coral reefs with your snorkel, discover hidden bays and islands and generally enjoy the view of nature. Remember, that sailing motto: 'Take only photos, leave only wake' (OK, so we paraphrased). To be a responsible sailor, remember:

Don’t disturb coral or sealife
Take your trash home (and don’t throw anything in the sea)
Respect the locals and their customs wherever you go