SAG HARBOR SAILING

Rentals, Lessons, Charters and Summer Youth Programs

EXPLORE SAILING LESSONS, RENTALS AND YOUTH PROGRAMS

Sail the Hamptons, home to some of the world's most beautiful waterways

Sag-Harbor-Sailing-Rentals_KEY_luffing-the-jib
SAILING BOAT RENTALS

Our 23-foot Pearson Ensign sailboats can comfortably accommodate up to six people. Whether you choose to sail with a captain or on your own, you can fully enjoy your time on the water.Additionally, our Commodores Club offers seasonal savings for those who sail more than three times.

Young-woman-on-sailboat_KEY-1
LEARN TO SAIL

Our instructors offer private lessons on our company’s fleet of 23-foot Pearson Ensign sailboats. Each private lesson can accommodate up to four students, ensuring personalized attention and effective learning.

Get certified with our 2-day American Sailing Association beginner sailing certification program.

kids-jumping-off-boat_8_6
SUMMER YOUTH PROGRAM

Our week-long program features a wide range of activities on the water including sailing, wake boarding, tubing, water skiing, learning to captain a boat, fishing, paddle boarding, SEABOBS, swimming and more.

Sessions are held Monday–Friday, 9–12:00pm for ages 9–16 and operate from July 1 to August 30. Sign up for multiple weeks or just for the day.

TWENTY YEARS OF SAILING IN THE HAMPTONS
SHS_DrkBlue_Horizon_web - Copy
"We had a great day out on the water! The boat was in awesome shape and the staff were super helpful!"
Julia W
on Yelp
★★★★★
SHS_DrkBlue_Horizon_web - Copy
"Great trip fishing with captain Bob! He was great with kids. Two hour fishing trip is just right."
Bob H
on Yelp
★★★★★
SHS_DrkBlue_Horizon_web - Copy
"My wife, 2 boys and I hired Mark for the sunset cruise. He was great, the weather was beautiful and our evening was perfect. I highly recommend."
Billy S
on Yelp
★★★★★
Talk Now With Captain Joe