Sail Montauk

Sail Montauk Offering private sailing charters, lessons, flotilla boat parties, sunset sails in Montauk, NY.

Step off the dock and onto one of our Catalina 22s for an exhilarating sail on the waters of Montauk. Take the tiller, or just sit back and relax, we'll make your sailing experience one of a kind.

A Note From The Owners of Sail MontaukAfter 15 unforgettable seasons on the water, the owners of Sail Montauk, Darius an...
02/02/2026

A Note From The Owners of Sail Montauk
After 15 unforgettable seasons on the water, the owners of Sail Montauk, Darius and Ali, have made the heartfelt decision to take a pause.

As life has taken us in new directions, we’re stepping back to reflect and explore what’s next, while honoring everything this business has meant to us and our community.

As part of this pause, Sail Montauk will not be continuing sailing trips, lessons, or kids camps for the 2026 season and foreseeable future.

Sail Montauk has been a true labor of love—shaped by incredible guests, unforgettable sunsets, and years of shared moments on the water. We’re deeply grateful to everyone who has sailed with us and supported us along the way.

We’re incredibly proud of what we’ve built together and thankful for the memories we’ll carry forward. Thank you for 15 incredible years.

With gratitude,
Darius & Ali
Sail Montauk

Summer Fridays
08/22/2025

Summer Fridays

06/25/2025

The East End has a long history with sailing. A main means of travel for millennia, sailboats were an integral part of the fleet utilized for long trips at sea during eastern Long Island’s flourishing whaling industry chapter from as early as the 17th century. Some whaleships clocked in at over ....

🚤 New This Year: Teen Sailing Workshops! 🌊⚓Calling all young sailors ages 14-17! Our Teen Sailing Workshops are the perf...
03/18/2025

🚤 New This Year: Teen Sailing Workshops! 🌊⚓

Calling all young sailors ages 14-17! Our Teen Sailing Workshops are the perfect way to sharpen your skills, make new friends, and enjoy time on the water. 🌞⛵

📅 Tuesdays & Thursdays | 1:30 PM - 4:30 PM
📆 4-week sessions
🔹 Recommended for those with prior sailing experience

Set sail with us and take your skills to the next level! 🌊🏄‍♂️

Sun Sailing   📸
08/10/2024

Sun Sailing 📸

Family Activities!         📸
06/08/2024

Family Activities! 📸

Ready for more of this?
02/26/2024

Ready for more of this?

Christmas is almost here! We’ve got you covered for those last minute holiday gifts. Head to our website to purchase a g...
12/20/2023

Christmas is almost here! We’ve got you covered for those last minute holiday gifts. Head to our website to purchase a gift certificate for that special sailor in your life.

Haul out  for a much needed spa day
09/19/2023

Haul out for a much needed spa day

Golden hour poses
08/28/2023

Golden hour poses

Sunset pursuit
08/03/2023

Sunset pursuit

Jamin with a 1st reef
07/27/2023

Jamin with a 1st reef

Address

478 West Lake
Montauk, NY
11954

Opening Hours

Monday 9am - 8pm
Tuesday 9am - 8pm
Wednesday 9am - 8pm
Thursday 9am - 8pm
Friday 9am - 8pm
Saturday 8am - 8pm
Sunday 8am - 8pm

Telephone

(631) 522-5183

Alerts

Be the first to know and let us send you an email when Sail Montauk posts news and promotions. Your email address will not be used for any other purpose, and you can unsubscribe at any time.

Contact The Business

Send a message to Sail Montauk:

Share