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.
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
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 amazing day. We will be back to do a full day next summer. I cannot recommend Captain Kal and Serenity enough.
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 in crystal clear water and paddle boarding only to be topped off by a gorgeous sunset. What made it so unique were our hosts, Capt. Kal and Brian. Capt. Kal is from the area and knows it inside and out. She handled the boat with ease and had everyone's safety in mind. Brian is clearly an expert seaman as well & both have had quite an adventurous life ( Ask Brian about his experiance with a bull shark).
I agree with the reviewer who stated that Kal and Brian do everything possible to make everyone feel at home. We did feel like they were family by the end of the trip!
Also agree that Brian was always at the ready with food and drink refills. We highly recommend Sailacat. It will be the highlight of your Sag Harbor vacation.
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 perfect day on the water in their beautiful boat!! Will absolutely be doing it again!
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 encourages us to have time of our lives. Can’t wait to do another!
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 sun setting and beautiful quiet bay waters were only disturbed by our laughter and the popping of corks. As a captain myself, I must admit, I have never been as comfortable under sail as sitting on Serenity's bow in those luxurious bean bag chairs. This could become habit forming....and I highly recommend that is should!
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 beyond to accommodate our requests and blended right into our group as part of the party. I highly recommend you book the Serenity to make your vacation unforgettable! We can’t wait to book with Captain Cal on our next trip!
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 recommend to anyone!
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 which was lovely, but not nearly enough! This year we booked four hours...and STILL extended for ANOTHER TWO hours!!!...just didn't want the day to end!
I also brought a group of friends, who had the most amazing time (not to mention the PERFECT backdrop for Tinder profile pix! ;-)) !!!
Though completely professional and extremely skilled, Capt Kal and Brian really do everything possible to make everyone feel at home and like family. They'll even teach a thing or two to any guests interested in learning about sailing, or participating in the sail.
The cat is perfectly maintained, and we all adore chilling out on the beanbags, and of course netting, where you feel as if flying, midway between sea and sky...I can't think of anything else that provides such a feeling of Zen!
We love the water toys such as paddle boards, noodles, and most of all the 'floating bar' to hold your drinks whilst in the water! My 77 year old mother now experiences balance and swimming challenges as the result of several surgeries, so Brian was gallantly yet discreetly always at the ready to help her around the boat, in & out of the water, along with suited up well to be safe & comfortable in the water....we're also not complaining about his dedication to ensure guests' drinks were never empty!
This year, unfortunately the date I'd initially selected was naturally the ONLY day of the week with poor weather, and they couldn't have been more accommodating to reschedule a suitable rain date.
Also worth mentioning, is the primary reason I'd initially selected a catamaran as opposed to other types of boats, is that some of our guests can get seasick. Given a catamaran is more stable by nature, and Sailcat sails the LI Sound, as opposed to the ocean, not a single one of our guests has ever experienced any issues.
If you're looking for the perfect climax to your Hamptons visit, then do not look any further!!!!
Our Best Seller…
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.
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.