The Hampton's Original Yacht Charter

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Sag Harbor Sunset Cruise

Our sunset sailing charter allows you to take in all of these sights while enjoying the beauty of the water. There’s no shortage of breathtaking views, from the iconic Montauk Lighthouse to the sprawling estates along the coast. 

The Hamptons are known for their stunning beaches, exclusive neighborhoods, and historic landmarks.

At Sailacat, we understand that safety always comes first. Our experienced captains and crew are certified and trained to ensure your safety while on board. From life jackets to emergency protocols, we take every precaution to ensure you have a safe and enjoyable experience.

Cruising The Hamptons Aboard a Fully Crewed Sailcat Catamaran

Our Founder Grew Up Here: Nobody knows The Hamptons like a local.

Very few sailing charters are run by Hamptons locals. 

Four-Hour Sails: The Hamptons Sunset Cruise is a full four hours long. 

As you sail along the coast, you’ll feel the wind in your hair and the sun on your skin. It’s a feeling of freedom and tranquility that can’t be replicated on land. And as the sun begins to dip below the horizon, you’ll witness a stunning display of colors that will take your breath away.

But the beauty of a private sunset sailing charter isn’t just in the scenery. It’s in the memories that you’ll create with your loved ones.

Whether celebrating a special occasion or enjoying a night out with friends, our sunset sailing charter is the perfect setting for creating lifelong memories.

As the day comes to a close and the stars begin to twinkle overhead, you’ll feel a sense of peace and contentment that can only be found on the water. It’s a feeling that you’ll carry with you for a lifetime.

So if you’re looking for a truly unique and unforgettable experience in

The Hamptons, look no further than Sailacat’s private sunset sailing charter.

Let us take you on a journey you’ll never forget.

Sunset Cruise Rates

Starting @ $1850, Our Sail adventures make for memories of a lifetime.  2-4  hour sails are available midweek.

Our award winning  4 hour sails  with beach break & swim time, are available weekends. Trust our experience and reputation for your special day aboard.  Rates & Dates : 631-682-8288 

  • 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
  • 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  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  A must do!! - Hands down an amazing experience!! Captain kal and brian were a pleasure to work with and made the entire sunset sail/evening so much fun for my sisters bachelorette party. The... read more

    August 16, 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  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 sailing trip, period!! - I always do a lot of research before I book anything, and this is why. Kal and Brian gave us the best sailing trip of our lives. They make everything... read more

    August 14, 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  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  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

Sailabrate! on a Sunset Cruise

Cherished memories start here. Experience a beautiful sunset sail in my beloved hometown of Sag Harbor aboard a luxurious catamaran. Immerse yourself in the breathtaking panoramic views as the sun gracefully descends on the horizon. Whether seeking a romantic getaway or a serene escape, a Sailacat sunset cruise promises an unforgettable experience captivating all your senses. This storied village boasts a rich cultural tapestry of maritime tradition, making your Sailacat sunset cruise the perfect choice to top off your perfect summer day in the Hamptons.

Sunset Sailing Rates & Times

Our Best Seller…

Starting at $1850, 
We offer 2-hour midweek sails, Monday to Thursday. We offer our popular 4-hour adventure tours on weekends with a beach break and swim time. Morning and afternoon sails are available on a first-come, first serve basis. Trust our experience and reputation for your memorable Hamptons Sailing holiday. 
*A 50% deposit holds your dates. 
*Rain days rescheduled at no charge, at the discretion of the Captain. 
* + A 20% service applies to all sail rates 

4 hrs: 10 – 2 pm,  4 – 8 pm | 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.

Sailing Adventure Info

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, PFDs, water toys, and a giant cooler with fresh ice.

NYS Law: Children under 12 must wear PFDs aboard.
No smoking – No vaping  No drugs.


Our Experience

About Sailacat

The Original Hamptons Private Catamaran Sailing Charter

Since the beginning, Sailacat has taken the lead in delivering memorable experiences.
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