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Learn To Sail... 23' Pearson With Instructor In Sag Harbor, New York

Learn To Sail... 23' Pearson With Instructor In Sag Harbor, New York

Captain Optional

the United States,New York,Sag Harbor,Sailing

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Classic Pearson Ensign daysailer set up for instruction and relaxed cruising, offering a stable platform for learning the basics or refining sailing skills.

Trips are run with a professional onboard instructor, providing structured guidance for beginners while supporting more confident sailors who want time at the helm.

Renters say this listing is great for:

SightseeingRelaxationAdventure SeekersCouples

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AI Overview

Owner's Description

Now offering private sailing experiences with a professional onboard instructor! Giving guests the chance to relax on a smooth, guided sail through Sag Harbor or take the helm and learn the art of sailing themselves. Step aboard the timeless 23' Pearson Ensign, a classic American sailboat known for its elegant design, stability, and authentic coastal charm. Perfect for up to six guests, this unforgettable experience is ideal for sunset sails, romantic evenings, family outings, or relaxing days on the water with friends. Cruise past stunning waterfront estates, quiet coves, and the scenic Hamptons coastline while enjoying the peaceful rhythm of the water. Whether you want hands-on instruction or a laid-back escape, the Pearson Ensign blends sailing, relaxation, and timeless waterfront beauty in one unforgettable trip. Specifications: - Location: Sag Harbor - Length: 23 Feet - Capacity: 6 Guests - Trips: Day & Sunset Destination: - Sailing lessons - Beach excursions - Snorkeling - Dining Destinations - Fishing (Upon Request) - Sightseeing Tours - Swimming Included in Total Price: - Boat - Captain - Local Fuel - Life Jackets - Bottled Water - Ice What to Bring/Not Included: - Towels - Food - Beverages - Alcohol - Gratuity Please bring any food or drink you wish, excluding red wine and red drinks (they stain). Available Upon Request: - Floating Island - Snorkel - Fishing Gear Destinations: - Sag Harbor - Shelter Island - Greenport

Joe

31 total bookings

Capacity: 6 guests

Sailing: Sail

Joe

31 total bookings

I truly enjoy providing my guests with "the best day of their summer." With a fleet of 30+ boats and yachts, we are certain we have the perfect vessel to meet and exceed any guest's preferences. Our boats are new, modern, and affordable and are manned by professional USCG licensed captains and crew. We have a treasure chest full of water toys and instructors readily available to teach water sports. Don't be left on the dock this Summer! Escape the ordinary and contact us today.

Features & Details

Pearson Ensign
23' Pearson Ensign
Capacity: 6 people max

Safety Equipment

Life Jackets (6)

Departure Location

The boat's approximate location on a map

You’ll get helpful information for your departure after your booking is confirmed.

Street Address For Arrival

51 Pine Neck Avenue

Sag Harbor, New York, 11963

United States

Departure Location

Same as Street Address

Additional Terms & Information

Weather/Cancellation Policy We have a no-rain and small craft advisory policy so we do not set sail if it is currently raining or rain is imminent in the forecast. We also obviously care about your safety, so we will not set sail in inclement weather and during any small craft advisory. We will generally make those decisions 2-hours before sailing time. If our captain decides not to set sail that day, due to rain or if a small craft advisory is in effect, you will have the option to receive a rain date for a period of 28 months. This allows you 3 summer seasons to reschedule. We will apply your payment and you will receive that credit to sail again within the next 28 months. Once a client books a boat we notify all subsequent inquiries that “the boat is taken and unavailable”. For this reason we do not offer any refund on cancellations. If you cancel a reservation up to 90 days before your sail date, we do allow a no-cost change of date. Inclement weather as stated above is the sole reason for any cancellation.