Skip to content

ph: (631)377-9488 email: info@sailhamptons.com

Private Luxury Sailing and Yacht Charters

Private Luxury Sailing and Yacht Charters

Sag Harbor, Shelter Island, Greenport, Points East

Menu

  • Our Yachts
  • Our Captain
  • Luna
  • Cosmos
  • Starlight
  • Public Sailing
  • Book Now

Sailing

Redefining the Retreat: Sag Harbor Corporate Sailing Team Building in 2026

Redefining the Retreat: Sag Harbor Corporate Sailing Team Building in 2026

What if your next leadership offsite felt less like a mandatory workshop and more like a private invitation to the most exclusive stretch of the…

tobystull@gmail.com September 9, 2026September 9, 2026 Uncategorized Read more

Sailing to Navy Beach Montauk: The Ultimate 2026 Yacht Arrival Guide

Sailing to Navy Beach Montauk: The Ultimate 2026 Yacht Arrival Guide

Imagine trading the heat and gridlock of Route 27 for the rhythmic pulse of the Atlantic, where the only traffic you encounter is a passing pod of…

tobystull@gmail.com September 4, 2026September 4, 2026 Uncategorized Read more

Luxury Sailboat Charter Hamptons: The 2026 Guide to Exclusive Private Sailing

Luxury Sailboat Charter Hamptons: The 2026 Guide to Exclusive Private Sailing

While the roar of a motor yacht might turn heads in the harbor, true prestige in the East End is found in the silent, graceful glide of a hull…

tobystull@gmail.com August 24, 2026August 24, 2026 Uncategorized Read more

Schooner Luna Charter Hamptons: The Ultimate Luxury Sailing Experience for 2026

Schooner Luna Charter Hamptons: The Ultimate Luxury Sailing Experience for 2026

What if you could host forty of your closest friends or colleagues on the open water without a single guest worrying about the roll of the tide or…

tobystull@gmail.com August 18, 2026August 18, 2026 Uncategorized Read more

Shelter Island Boat Charter: The 2026 Guide to Secluded Luxury

Shelter Island Boat Charter: The 2026 Guide to Secluded Luxury

What if the most exclusive destination in the Hamptons isn’t a hidden estate, but a quiet stretch of water accessible only by those who know where to…

tobystull@gmail.com August 4, 2026August 4, 2026 Uncategorized Read more

Cosmos Trimaran Charter Hamptons: The Ultimate 2026 Luxury Sailing Guide

Cosmos Trimaran Charter Hamptons: The Ultimate 2026 Luxury Sailing Guide

Imagine a summer afternoon where your chilled glass of rosé stays perfectly still on a hand-crafted mahogany table, even as the sails catch a crisp…

tobystull@gmail.com July 14, 2026July 14, 2026 Uncategorized Read more

Top Sights to See on a Sag Harbor Boat Charter: A 2026 Insider’s Guide

Top Sights to See on a Sag Harbor Boat Charter: A 2026 Insider’s Guide

What if the most breathtaking views in the Hamptons aren’t found at the end of a congested driveway, but past the breakwater where the crowds simply…

tobystull@gmail.com July 10, 2026August 9, 2026 Uncategorized Read more

Sag Harbor Sailing Routes: The Ultimate 2026 Charter Itinerary Guide

Sag Harbor Sailing Routes: The Ultimate 2026 Charter Itinerary Guide

What if the most exclusive Hamptons destination isn’t a street address, but a secluded cove reachable only by a whispering breeze? With a 40%…

tobystull@gmail.com July 9, 2026July 11, 2026 Uncategorized Read more

What to Pack for a Day Sail in Sag Harbor: The 2026 Luxury Checklist

What to Pack for a Day Sail in Sag Harbor: The 2026 Luxury Checklist

The most expensive accessory you can bring onto a private yacht in Sag Harbor isn’t a designer watch; it’s the foresight to pack for a sudden Peconic…

tobystull@gmail.com July 7, 2026July 7, 2026 Uncategorized Read more

Charter the Trimaran Cosmos Hamptons: A Masterclass in Luxury Sailing (2026)

Charter the Trimaran Cosmos Hamptons: A Masterclass in Luxury Sailing (2026)

Imagine a day where the only thing smoother than the chilled Rosé in your hand is the rhythmic motion of the vessel beneath your feet. For many, the…

tobystull@gmail.com July 3, 2026July 3, 2026 Uncategorized Read more
  • « Previous
Copyright © 2026 SAILHAMPTONS(tm)