true friends
true fun
true Sailing
True Sailing
Choose Your Location
We have boats available in NYC, Jersey City, the Hamptons, and the Caribbean.
Quick book
Need a quick charter?
Private sailing charters departing from Long Wharf, Sag Harbor. All durations available 7 days a week.
2 hours
$900
$450 / hr
- Sag Harbor & surrounding waters
- Up to 6 guests
- Back in time for dinner
3 hours
$1,225
$408 / hr
- Sunset sail or afternoon cruise
- Cedar Point & Gardiners Bay
- Old lighthouse to starboard
Half day — 4 hrs
$1,550
$388 / hr
- Sail past the lighthouse
- Anchor at Coecles Harbor
- Swim & water toys
6 hours
$1,875
$313 / hr
- Extended Shelter Island loop
- Beach stop option
- Swimming & snorkeling
Full day — 8 hrs
$2,500
$313 / hr
- Explore the Hamptons fully
- Beach hopping & dining
- Sunset Beach or Montauk
True Sailing
Request a Charter
Tell us a bit about your trip and we'll follow up with availability and pricing.
WHY TRUE SAILING?
Sailing is our passion and we want to share it with as many people as possible. We offer 2 to 8 hour private sailing trips on several different sailboats in the New York Harbor and the Hamptons. Some of our boats take up to 6 passengers and others up to 30 passengers. We also offer weeklong private charters on luxury sailboats for up to 12 passengers in the Caribbean.
maintain a strong emphasis on service, sustainability, and safety. Our staff will attend to all of your needs and keep you safe as we sail as much as possible and run the engines as little as we can. Our motto: “always be sailing”
