Layla Sailing provides an unmatched experience on the water. Sit back in our comfy beanbag chairs under the silence of sails, and allow the crew to serve you and your guests during an unforgettable excursion.

Call or Text 631-319-0161

Email liz@laylasailing.com

Half Day Sail

4hr
Up to 6 Guests
$850

Join us for a relaxing morning or afternoon sail with a quick swim stop or spend the 4hrs sailing around shelter island.

8am – 12pm or
1pm – 5pm

Click to view availability

Full Day Sail

6hr
Up to 6 Guests for
$1100

Make the most of a summer day by joining us for an extended sail around Shelter Island with multiple swim stops!

9am – 4pm

Click to view availability

Sunset Sail

2hr
Up to 6 Guests
$600

The best way to finish the day! Make it a romantic evening for two, or bring a group.

 

Sunset times vary

Click to view availability

All prices are for the rental of the boat, crew and captain. Prices include fuel, dockage and fees. Layla provides ice, water and all required safety gear. Please bring any snacks and refreshments you’d like and our crew will pour, plate and serve it. 

Don’t forget to bring a hat, sunglasses, sunscreen, swimsuit, towel and cash to tip your crew! More details can be found on the FAQ page!

OUR PLEDGE

We’ve made our whole lives about enjoying and introducing people to the incredible marine environment that surrounds us. That’s why we decided to become members of 1% For The Planet. Through this incredible organization, we have pledged to donate at least 1% of each dollar you spend with Layla Sailing to environmental causes. This is one way of making sure we do our part to preserve what we love.

ABOUT LAYLA

Layla is a Fastnet 45, built to the highest standards for ocean cruising at the respected Dutch yard of Adolf LeComte. These yachts were designed by Bill Luders, who created a powerful, sea-kindly vessel with beautiful classic lines. Layla is hull #189 out of the LeComte yard, but one of only nineteen Fastnet 45s ever made! She’s a classic head turner in any harbor. 

Relax in the cushioned open cockpit while our crew serves you and your guests. This area is meant for lounging, with some shade available under the bimini, (not rigged in photos). Layla’s flush deck provides ample space to lounge on deck.

CAPTAIN LIZ GILLOOLY

Captain Liz grew up on the waters surrounding Orient and started sailing at the Orient Yacht Club when she was 8 years old. Liz has sailed across the Atlantic Ocean, worked in the USVI, and Hawaii. For the last three years she’s been the captain of a Greenport charter vessel. In purchasing Layla, Liz has realized a lifelong dream. She intends to show you the best day of your summer onboard! 

TESTIMONIALS

Wonderful day with friends on the water – the boat is beautiful, comfortable and fun! Captain Liz was great, professional and she created a relaxing time for all of us. Glad we did the full day – will recommend to friends and be back soon! Thank you!
Jama831

We had such an amazing time on Layla. The boat is truly beautiful. I’ve been coming out to Greenport since I was a young child and this truly made me fall in love all over again with Greenport. Highly recommended.
Dan R

 Liz and Rachel were extremely professional. Thank you! I will definitely be doing this again.
Mech2a

Our small bachelorette group decided to do the two hour sunset cruise – and in retrospect, wish we had signed up for a longer cruise! Not only was the boat beautiful and clean, but the route was quite relaxing, with amazings view to boot! We especially loved the bean bag chairs on the front of the boat, and when they brought us a fruit platter it was just the sweetest perfect touch! We had champagne and Rachel and Liz did not mind we were blasting our favorite tunes! They both were so sweet, flexible, and very accommodating to a great time. I highly recommend sailing the Layla for any occasion – I will definitely be back!
my12ngro

My family had an incredible time onboard with Captain Liz. We were impressed with her ability to read the weather and navigate the perfect day for us. Thank you for thinking of every detail and introducing my kids to sailing for the first time. 
Susan F

We had a great time this afternoon. Couldn’t have been more perfect. 
Jane B

I had the pleasure of spending a full day with Captain Liz on Layla and highly recommend this experience for families, couples, and friends. Captain Liz and her deckhand Rachel made our day extra special from start to finish. The boat is absolutely beautiful – it is impeccably clean, and the seating and layout are extremely comfortable. Liz is an extremely competent and knowledgeable captain, and her comfort and experience put us all at ease, especially because several people on the trip had never been on a sailboat before. I couldn’t think of a better way to spend a day on the North Fork – it’s a unique, relaxing, and beautiful experience to share with friends and family! I will definitely be booking again soon!
LaurenK

See what the buzz is about!

As a brand new  business your review means even more to us. We don’t have a big marketing budget, so we rely on word of mouth recommendations. Reviewing us on TripAdvisor is like word of mouth x100!