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Sailboat Charters & Rentals in Sag Harbor, NY


1 - 18 of 20 boats

Rent a Sailboat Charter in Sag Harbor, NY with Sailo!

Sag Harbor sailing is very popular! A sailboat rental in Sag Harbor is always a great way to experience New York. Choose your perfect sailboat rental in Sag Harbor with Sailo and set a course for adventure! When you rent a sailboat in Sag Harbor, you can choose your own itinerary and explore at your leisure. Want to relax on deck? Prefer to do some fishing? Or maybe you just want to escape the crowds? Find your ideal sailboat rental in Sag Harbor, NY with Sailo.

Curious about your options for renting a sailboat in Sag Harbor, NY?

We’ve been asked many times if a sailboat rental in Sag Harbor is a good choice to explore NY from the water. With more than 49 Sag Harbor sailboat charters rented every day during the season, our answer is YES, you’re set for an amazing experience when you rent a sailboat in Sag Harbor! 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 Sag Harbor sailing charter!

How to find the right Sag Harbor sailboat charter?

Wondering how to find the best Sag Harbor sailbot charter for a memorable experience on the water in NY? We have created a set of advanced filters to help you navigate easily our database of Sag Harbor saiboat 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 sailboat rental in Sag Harbor you want in New York, 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 sailboat in Sag Harbor, NY?

Sag Harbor sailing charters for daily trips are available at an average of $1100. Cheaper boats (sometimes with no captain included) may be rented for $250. Our Sag Harbor premium charters may have price tags up to $6500, with crew, fuel, docking fees and other extras added to your budget.

If I rent a sailing charter in Sag Harbor 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.

Sustainable boating tips

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.

Popular locations to rent a boat on the North East Coast:

Popular boat types among renters: