The Hampton's Original Yacht Charter

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Texting is convenient and quick. Whatever your questions are, a text gets them answered quickly. If you prefer to call us, call us at 631-682-8288. We look forward to hosting your next private yacht charter.

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Sailacat: Sag Harbors original Private Sailing Yacht Charter

Sailacat offers private sailing yacht charters in the heart of the Hamptons. Port of Call: Sag Harbor, New York. We have a team of professional mariners who over many years have helped Sailacat become the charter company of choice. Year after year Our dedicated team works hard to maintain our reputation for excellence. Our popular port Captains, Kal & Brian are Sag Harbor locals. Kal was born and raised in Sag Harbor and knows the Hamptons like only a local can.

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Sag Harbor Private Yacht Sailing Charter

Picture yourself aboard a private yacht gracefully gliding through the pristine waters of Sag Harbor, New York. As the wind caresses your face, you’ll find yourself immersed in a world of awe-inspiring beauty and endless fun. Sailacat invites you to experience the ultimate luxury of a private yacht sailing charter, where breathtaking sights, thrilling activities, and lifelong memories await.

Sag Harbor is not only renowned for its rich history, but it also boasts an array of remarkable attractions. As you set sail, you’ll be greeted by the captivating sight of Sag Harbor’s historic whaling port, a reminder of the town’s fascinating past. Take a moment to soak in the ambiance and imagine the tales of sailors past, as the echoes of history surround you. But it doesn’t end there. Our private yacht sailing charter offers an extraordinary opportunity to explore hidden gems and secret beaches that are only accessible by boat. Dive into the crystal-clear waters and discover a vibrant underwater world with snorkeling adventures, where colorful marine life thrives beneath the surface. Alternatively, grab a kayak and paddle your way through the calm waters, exploring serene coves and hidden inlets that hold the promise of untouched beauty.

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Sailing Adventure Rates


Sailabrate Your Summer with Sailacat, the Hampton’s most sought-after Sailing Yacht Charters! We offer fabulous summer sails for 2 -12 guests from mid-June through Labor Day. 

Start the season with a 2-hour midweek special Romance cruise around the Harbor with complimentary signature cocktails. These romantic sails are 2-4 hours, from $1850. 

A relaxing sunset sojourn aboard Serenity will set the tone for your best summer ever! Our award-winning 4-hour sails, with a beach break and swim time, are available on weekends and during the week. 

Trust our experience and reputation for your special occasion. Team Serene welcomes you aboard as guests, but you’ll leave as cherished friends. Join us! Rates & Dates : 631-682-8288 


Sailabrate this summer with a private luxury Hampton boat rental.

Mid-June to early September, the Hamptons shine. Sailacat’s dedicated sail team believes customer service is everything. We invite you to experience the difference. Sailacat consistently wins traveler’s choice awards and certificates of excellence, year after year. No other charter company comes close. From mid-June to early September, team Serene is ready to show you and yours the best the Hamptons offers. Everyone’s welcome. It’s time to Sailabrate!

Sailing Adventure Times

Our Best Seller…

4 hrs : 10 – 2 pm,  4 – 8pm | 2 & 3 hour Sailing charters do not include the optional beach break. Rain dates are rescheduled at no charge at the discretion of the Captain. 

Longer custom sail adventures : 5 -6 hours, upon request. Please call for availability .

A 50% non-refundable deposit holds the date. Rates, dates & times are subject to change without notice. 20% service fee additional.

Sailing Adventure Info

Sailacat offers both full shade and full sun options onboard, as well as complete facilities. The Yacht has been fully customized for your comfort. Sailacat Charters are ideal for special occasions with loved ones, including Birthdays, Anniversaries, Proposals, Bach parties, & Family reunions. Your adventure awaits!

What to Bring: All your friends!  Nibbles and drinks, swimsuits & towels, sun lotion, no spray lotion it stains decks and makes decks slippery. Hats that stay on, your favorite bluetooth music , for our bluetooth speaker. 

What is Included: Licensed Captain, PFD’s, water toys, and a giant cooler with fresh ice.

NYS Law: Children under 12 must wear PFD’s aboard.
No smoking – No vaping  No drugs.

  • star rating  Highlight of our Annual Family Hamptons Trip! - I absolutely cannot recommend Sailacat enough!!! Our now annual charter with my family is the absolute highlight of our year!

    The first year we just booked the two hours,... read more

    August 20, 2022
  • star rating  Amazing experience every time! - There is no better crew or boat in the Hamptons!! Captain Kal is a fantastic host, boat is amazing!!

    July 12, 2022
  • star rating  Kal and Bri are amazing and Serenity is a beautiful, clean, well kept boat. My husband and I wanted to kick off our vacation with a sunset cruise and we... read more

    September 2, 2021
  • star rating  Boat Trip - Favorite part of my experience was getting engaged on her boat! Captain Kal was so accommodating and enthusiastic through the whole trip! Even broke out some personal celebratory drinks! Would... read more

    July 12, 2022
  • star rating  It's like a massage for the mind. - We made a birthday celebration an event never to be forgotten by taking it abroad Serenity for an evening cruise with Kal and Brian as our hosts and captains. The... read more

    August 9, 2021
  • star rating  The Best Way to Spend an Evening in the Hamptons - Kal & Brian are the most gracious hosts, and Serenity is beautiful. The scenery is not to be believed!

    July 31, 2021
  • star rating  BEST DECISION WE MADE! - My friends and I visited Captain Cal and Brian aboard the Serenity this June for my Bachelorette and it was the best day of the trip! They went above and... read more

    August 16, 2021
  • star rating  This was our first voyage on the aptly named Serenity. We were with 11 friends for a Saturday afternoon birthday celebration sail. We had a spectacular day! Perfect weather, swimming... read more

    August 22, 2022
  • star rating  Amazing Experience - This is my second voyage with Captain Kal and it did not disappoint! Her boat is spotless, she makes you aware of everything in case of an emergency, and always... read more

    July 12, 2022
  • star rating  Wonderful Day - This was our favorite day of the summer. The boat was perfect, the experience was outstanding and our whole family had the best day. What a peaceful and... read more

    August 18, 2022
Our Experience

About Sailacat

The Original Hamptons Private Catamaran Sailing Charter

Since the beginning, Sailacat has taken the lead in delivering memorable experiences.
Kal & Brian
Sailacat Private Sailaing Charters
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