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

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 No Comments 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 No Comments 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

Public Sunset Cruise Tickets in Sag Harbor: Your 2026 Guide to Golden Hour on the Water

Public Sunset Cruise Tickets in Sag Harbor: Your 2026 Guide to Golden Hour on the Water

Have you ever watched a pristine Sag Harbor sunset from the shore and felt the pull of the water, only to hesitate at the thought of a crowded, noisy…

tobystull@gmail.com June 28, 2026June 28, 2026 Uncategorized Read more

The Art of Stillness: A Guide to Meditation and Sailing in Sag Harbor

The Art of Stillness: A Guide to Meditation and Sailing in Sag Harbor

What if the most profound silence you ever experience isn’t found in a secluded room, but while practicing meditation and sailing Sag Harbor? For…

tobystull@gmail.com June 26, 2026June 26, 2026 Uncategorized Read more

The Definitive Sag Harbor Day Sail & Weekend Itinerary: A 2026 Luxury Guide

The Definitive Sag Harbor Day Sail & Weekend Itinerary: A 2026 Luxury Guide

The soul of Sag Harbor isn’t found on the bustling sidewalks of Main Street; it’s found on the water looking back at the shore. While many visitors…

tobystull@gmail.com June 19, 2026June 27, 2026 Uncategorized Read more
  • « Previous
Copyright © 2026 SAILHAMPTONS(tm)