Sag Harbor Sailing
Private Lesson
2-3 hour lessons for up to four students from Yacht Hampton Boating Center, 51 Pine Neck Ave, Sag Harbor, NY.
Instructors are available at the rate of $475 per 2-hour lesson for one student and $75 for each additional student up to four students.
3-hour lessons are available at the rate of $595 for one student and $75 for each additional student up to four students.
Lessons are conducted throughout the day, morning, afternoon, and evening that begin at either 9am, 12pm, or 3pm!.
23’ Pearson Rental
3 hour sailboat rental for up to six passengers on a 23’ Pearson Ensign from Yacht Hampton Boating Center, 51 Pine Neck Ave, Sag Harbor, NY.
Discover the Hidden Hamptons! The shore lines of Long Island’s Twin Forks are home to some of the world’s most prestigious residences and natural beauty.
Enjoy sailing aboard a 23′ keel boat with outboard engine, room for six passengers plus, if needed, an available captain.
Captains cost $300.00 for full day or $200.00 for a half day or $125 for sunset.
PEARSON 23
WORKING BATHROOM
FOUR STUDENT MAXIMUM
BYOB ALLOWED
CABIN AREA
SIX PASSENGER MAXIMUM
SAILBOAT RENTAL
23’ PEARSON ENSIGN
Known for its spacious, deep cockpit, sturdy construction, and excellent sailing performance, making it a popular choice for both cruising and racing, especially among day sailors; it features a full keel, a fractional sloop rig, and is considered a classic design with a reputation for being easy to handle and maintain.
REVIEWS
25+ Reviews 5.0/5.0 AVG
We rented a sailboat on Sat. Beautiful Day. Captain Mark was great and let us be hands-on as possible sailing the 23’ Pearson Ensign. Would recommend highly!
★★★★★ Shelly R
We had a great day out on the water! The boat was in awesome shape and the staff were super helpful!
★★★★★ Julia W.
This is the perfect activity to do while visiting or living in the Hamptons. The bays are stunning and seeing this place from a new perspective is something many people miss out on. A great team of passionate sailors. They've been renting and teaching at this location for over 2 decades and have it dialed in. Their boats are in great shape and offer a nice variety of time slots and even overnight rentals for some of the larger boats. I used to own a sail boat in the area, but now only come back to visit occasionally, but every time I come back I make it a point to get my sailing fix.
★★★★★ Michal G
I learned to sail here a few summer ago and had a fantastic experience. The course was terrific, Bob and Mark were great.
★★★★★ D S
EXPERIENCE DESCRIPTION
Sag Harbor Sailing lessons will help you prepare to go out on the water with confidence. From sailing the Long Island Sound to navigating Noyac Bay, the team will make sure you learn the ropes. Book your sailing lessons today!
The shore lines of Long Island are home to some of the world’s most prestigious residences and natural beauty. Enjoy sailing aboard a 23′ keelboat with an outboard engine and room for up to six passengers. Plus, if needed, you have the option of adding an available captain to operate your Sag Harbor Sailing boat rental.
Located at the Yacht Hampton Boating Center at 51 Pine Neck in Sag Harbor, an excellent choice for anyone looking to learn to sail, improve their skills, or simply enjoy being out on the water. No where else in the Hamptons can a sailor drive in, park for the day (or overnight), take the helm, and set sail for for a destination of their own choosing.
LOCATION
Best Boat Tours
Our platform was inspired by a love for sailing and a desire to simplify the search for diverse maritime adventures.
At SailXP we're dedicated to connecting enthusiasts with unforgettable moments on the water, ensuring every sail leaves you with cherished memories.
Top Rated Boat Rides
Our curation process guarantees that every listed adventure meets the highest standards of quality and customer satisfaction.
With SailXP you can trust that you're accessing a collection of the finest sailing journeys, all conveniently available through our intuitive booking site.