Cookies & Agreements

By continuing to use this website, you have read and agree to the Terms of Use and agree to the collection and use of your information by cookies and similar technologies, as set forth in our Privacy Policy.

42' Catalina Sailing Yacht in the Hamptons - For a perfect day on the water /)The foredeck has lots of space!42' Catalina Sailing Yacht in the Hamptons - For a perfect day on the water /)42' Catalina Sailing Yacht in the Hamptons - For a perfect day on the water /)

42' Catalina Sailing Yacht in the Hamptons - For a perfect day on the water /)

With Captain

  • Looks Good

    This date is available.

Join us for an exclusive Hamptons Sailing experience aboard Elizabeth, the luxurious 42-foot monohull for up to 6 passengers. The season begins May 15st and runs till October 31st.  What You Can Expect: After departing the mooring and leaving the harbor behind, we will begin our cruise through Gardiners Bay and Peconic Bay. During our two and three hour charters we will set the sails, turn off the engine, and glide along the tranquil waters of Eastern Long Island which offers views of the historic waterfront mansions and beautiful beaches. Charters that run four hours or longer allow us the opportunity to drop anchor, deploy our luxurious pool floats and water beds, and go for a dip in the sparkling waters. Bring your own refreshments to be kept cold in our onboard refrigerator and enjoy an ice cold beverage as we sail. Turn up your favorite summer playlists on our state-of-the-art built-in Bluetooth sound system. Catch some rays in the sun or relax in the shade under the awning and bimini top. You can bring your own food/drinks or we can provide catering! All of our captains are USCG licensed masters and trained for safety and the highest level of professional seamanship. Capt. Nate has been working on boats of all sizes for nearly 20 years and is enthusiastically bringing you the safest and most fun boating experiences on the East End. The Rates: $312 - $450 per hour depending on duration. The Boat: Our 42-foot, American-built Catalina is a fully equipped sailing yacht designed for comfort and performance. The partially shaded cockpit comfortably seats six passengers around the table and has surround sound speakers built in. The foredeck provides plenty of room for laying out and catching some rays. The interior has a large table with wraparound couches, a refrigerator, and two bathrooms which are all available to our guests. The 155% genoa, fully battened mainsail and deep draft keep provide an extremely comfortable and smooth sailing experience. Included: • Powerful built in speaker system with Bluetooth • Paddle boards + pool floats + noodles • Wine glasses, cups, plates, serving bowls and cutlery • Sunscreen • Drinking water • Lavatory • Deck cushions • Blankets • Towels • Blender (for frozen drinks) Also Available Upon Request: • Snacks and drinks (meat and cheese plates, chips, hummus, salsa, guacamole, chocolate, etc) • Dinner, brunch, sushi, sandwiches • Flower arrangements • Photographer • Anything else, just ask! If you have any questions, we can answer those through GetMyBoat’s messaging platform before you pay. Just hit, “Request to Book” and send us an inquiry for a custom offer.  We hope to sail with you soon! - Capt. Nate

Nate

Nate

36 total bookings
Capacity
6 guests
Sailing
Cruising Monohull

Reviews

5.0 (16 reviews)
  • Listing Accuracy

    Awesome
  • Departure & Return

    Awesome
  • Vessel & Equipment

    Awesome
  • Communication

    Awesome
  • Value

    Awesome
  • Itinerary & Experience

    Awesome
  1. EC

    Emily

    Nate and Jaime were the absolute best from start to finish! Super great communication and excellent service - loved the swimming spot and how knowledgeable Nate was about the area and other boats. Exceeded our expectations, will definitely book with Nate again!

  2. KH

    Katy

    We are so happy we chose to book with Nate! The communication was clear and concise, we knew exactly where to go when our trip came! Nate and crew were beyond accommodating and the boat is so charming! This made our trip so special!

  3. AR

    Amy

    A lovely time and would recommend! Nate and Lily were so nice and we had a great experience!

  4. AL

    Alison

    Awesome captain and boat. Also had a great assistant onboard who kept us stocked with refills on drinks and food. Highly recommend

  5. AY

    Alexandra

    Had a great time! Nate and the crew were fantastic. Boat is beautiful and really enjoyed the sail. Would go back!

Nate

Nate

36 total bookings

We offer private charters, sailing lessons, and sailing courses aboard our 42-foot Catalina sailboat, 35 foot classic sailboat, and 20 foot center console, all based in Sag Harbor. Capt. Nate began sailing professionally in 2007 and started True Sailing in NYC in 2017. He moved his operation to the Hamptons amid the chaos of the Covid pandemic in 2020. Since then he and his crew have taken out hundreds of groups on sailing charters and fishing charters on the stunning waters of Peconic and Gardiner's Bays. With all the toys, swim floats, paddle boards, noodles, and fishing rods at their disposal, along with the numerous delicious catering options on offer in the Village of Sag Harbor, True Sailing has been one of the communities favorite and most reliable boating options for many years. Come join us and see for yourself what experienced crew and beautiful boats we have at your service. We look forward to sailing with you soon. - The True Sailing Team

Features & Details

  • Catalina
  • 42
  • Capacity: 6 people max

Safety Equipment

Life Jackets (1)

Operating Equipment

Autopilot
Dinghy/Tender
GPS ChartPlotter
Inverter
Depth Sounder
Generator

Guest Amenities

Air Conditioning, Climate Control
BBQ
Berths (1)
Cabins (1)
Oven
Sun Protection
Toilets (1)

Leisure & Entertainment Equipment

Bar
Bluetooth
Sound System

Accessories

Paddleboards

Approximate Location

You’ll get directions to the departure location when you make a booking.

The boat's approximate location on a map
Approximate Location

Cancellation Policy

50% refund of offer amount up to 10 days prior.

Additional Terms & Information

Weather The weather can change quickly in the Hamptons and oftentimes for the better. For this reason we wait until an hour before the charter for the Captain to make a determination on whether the boat sails or not. We are constantly keeping an eye on the weather stations, and radar to track how it progresses.  If we need to cancel, we will call you at least an hour prior to your charter and reschedule your sail to a mutually agreeable date and time at no cost to you. Please note that it is the Captain who makes the call - should you opt to reschedule of your own accord, rescheduling fees will apply. We cannot refund booked charters on account of bad weather. In short, we do not want to go sailing in bad weather as much as you do not, and we avoid doing so whenever possible. We are very reasonable when deciding whether to sail or to reschedule.   If your charter coincides with severe weather conditions, we can reschedule your booking to any available date prior to October 31st of  the same year. Cancellation For safety reasons, We reserves the right to cancel your charter at any time due to severe weather conditions or a mechanical failure. In such an event, your sail will be rescheduled, at no additional charge, to a mutually available date prior to October 31st of the current calendar year. There are no refunds. Severe weather is determined solely by the Captain of the vessel. Substance Abuse The use of illegal substances is forbidden on board the vessel, as is underage use of alcohol and tobacco. Violating this rule will terminate the charter and there will be no refund. Risks By chartering a sail, you acknowledge that at marinas and aboard sailboats there is an inherent risk of personal injury or accident. You agree to release and hold harmless, its owners, and employees from liability and responsibility for personal injury, property damage, or wrongful death, however caused, including but not limited to product defect or the negligence of the released parties. You have discussed the risks with your invitees and they agree to release and hold harmless the owners and employees of the company in the same manner as you have as stated in the above paragraph. Notwithstanding the aforesaid, you agree to hold harmless and indemnify the owners and employees of the company from any claims brought by your invitees. Medical If medical treatment is necessary for you or your invitees, you will be fully responsible for paying such expenses. Authority without limitation is granted to the company and it assigns in all medical matters to hospitalize and treat you and your invitees. Disputes All disputes shall be governed by Federal Maritime Law. In any action against the company, its owners, or employees, which results in a decision, judgment, decree, order, stipulation, or settlement that substantially upholds the company position, the adversary party shall reimburse our attorney’s fees, court costs, and expenses.

Similar Listings

41' Beautiful sailing catamaran, perfect for lounging, swimming, and sailing
Sailing in Sag Harbor · 12 guests

41' Beautiful sailing catamaran, perfect for lounging, swimming, and sailing

5.0
$750+/hour
Enjoy the Hamptons waters on wonderful and unique Classic Mahogany Trimaran
Sailing in Sag Harbor · 25 guests

Enjoy the Hamptons waters on wonderful and unique Classic Mahogany Trimaran

5.0
$750+/hour
Classic Beauty: Nautor Swan 46' Bluewater Cruiser, Sag Harbor, New York
Sailing in Sag Harbor · 6 guests

Classic Beauty: Nautor Swan 46' Bluewater Cruiser, Sag Harbor, New York

5.0
$310+/hour
Large and Luxuriously Appointed Schooner for Private Daysails, Swims and Sunsets
Sailing in Sag Harbor · 41 guests

Large and Luxuriously Appointed Schooner for Private Daysails, Swims and Sunsets

5.0
$1,100+/hour
A large and luxurious French Sailing Yacht for up to 6
Sailing in Sag Harbor · 6 guests

A large and luxurious French Sailing Yacht for up to 6

New
$750+/hour
With Captain
  • Hourly Only
  • With Captain Only