Sailboat for rental in Sag Harbor, NY
Description
Our 42-foot, American-built Catalina is a fully equipped sailing yacht designed for comfort, performance and safety. The cockpit comfortably seats six passengers for dining or relaxing, complete a bluetooth stereo with surround sound speakers. The foredeck provides plenty of room for laying out and catching some rays. The interior has a large dining table, lounge, kitchen, and a bathroom for our guests. The entire boat is child proofed and surrounded by three-foot high lifelines to keep even the most adventurous little sailors onboard and safe.
Quarter Day - These charters are the shortest we offer and provide an amazing opportunity to see Sag Harbor and the surrounding waters. Feel the wind in your hair, enjoy a refreshing drink, and get back in time for dinner ashore.
Half Day - Perfect for a picnic plus a swim. We’ll sail out past the lighthouse and on to Shelter Island’s pristine Coecles Harbor where we’ll drop anchor, deploy the water toys and go for a dip before packing up and sailing back home.
Full Day - Prepare to explore The Hamptons in style. Swimming, beach hopping and waterside restaurant dining are all possible on the full day sail. Itineraries may include a loop around Shelter Island with a stop at Sunset Beach Bar or a sail out to Montauk or Greenport.
This boat has 1 additional addons available.
Details
Accommodations
This boat has a maximum capacity of 6 people. It features 3 cabins with an overnight sleeping capacity of 6, 2 bathrooms, and 0 showers.
Crew
Captain Nate holds a 200 Ton USCG Masters license and has been working for 17 years as a professional sailor (14 as captain). He's logged over 100,000 offshore miles including trans-atlantic and pacific crossings. His passion is sailing and he enjoys sharing it with everyone.
Nate
Add-ons
This boat has 1 additional service(s) available for full day trips. You can select optional addons to customize your trip on the next page. Note that required addons are mandatory, and addons marked as payable at base need to be paid directly to the boat owner when you get to the boat.
Optional (1)
Amenities
Reviews
Our day sailing around Sag Harbor with Captain Nate and Lily was truly one of the highlights of our girls trip. They made us feel like old friends from the moment we stepped aboard, and their warmth and hospitality created such a fun, relaxed atmosphere.
You can tell how much Captain Nate and Lily love what they do, and it made the experience feel so special and personal. If you're lucky enough to spend a day with them on the water, you're in for something truly memorable. We already can't wait to come back and do it again!
We booked a sailing trip with True Sailing Hamptons as part of our women’s reading retreat, and it was the absolute highlight of our entire trip.
The boat was beautifully maintained, and Captain Nate was incredibly kind, welcoming, and knowledgeable. From the moment we arrived at the dock, he greeted us with a smile and kept that same energy throughout the entire experience.
He shared so much about the area and was quick to point out sights and landmarks he thought our group would enjoy, which made the sail feel even more special and personal.
I highly recommend True Sailing Hamptons and already look forward to sailing with Captain Nate again in the future!
Go for it—Nathaniel is great. Super professional, on time, and honestly just really fun to be around. Everything you’d want for a perfect day on the water. Highly recommend!!
Policies
Full refund if renter cancels 31 days or more before the trip start date.
No refund if renter cancels 30 days or less before the trip start date.
Owner
Sailor, scientist, world traveler
Location & Destination Guide
New York City looks great from the ground, but that view from the water is something else! Jump aboard a Sailo boat rental from the Big Apple and experience the thrill of the sea - and snap plenty of incredible pictures. Sailing in NYC is a must on your summer bucket list, whether you are visiting or a New Yorker.
It might not be the first thing you think of when finding things to do in New York City, but renting a boat for a full day or just a few hours is a truly memorable experience.
