Tara Sailing

Take the sea less traveled in New York

Vancouver Sun
Just like Justin and Sophie, my wife and I make a beeline for Tribeca Sailing for a sunset outing on New York Harbor. Granted, Prime Minister Justin Trudeau was on a break from signing the Paris Agreement at nearby United Nations headquarters when he appeared for his two-hour sail.

My wife, Kerry, and I simply showed up after a day of Big Apple shopping and sightseeing and a swim in the pool at the Four Seasons Downtown.

Regardless of disparate circumstances, we had the same magical and relaxing experience as the prime minister and his wife, Sophie Gregoire.

“Really, it was a highlight of my life to take Justin and Sophie out,” said Tribeca Sailing Captain David Caporale. “He had just four hours of free time from signing the Paris Agreement (in April 2016), so Sophie arranged it as a treat. They are such an awesome couple. They spent most of the sail up at the front to have some romantic time. And then came back to chat as we headed back to the marina. Apparently, a Canadian who works at the United Nations recommended me.”

Tara SailingTribeca Sailing’s 35-foot, 1964 gleaming wood sailboat, Tara, is one of only 117 Hinkley Custom Pilots to ever be built. Captain David will only sail with a maximum of six people at a time for $100 US each. Or, do as Justin and Sophie and my wife and I did and book a private excursion for $485 US.

The big, clunky, tourist-laden Circle Line boats will take you past all the city’s greatest hits such as Manhattan’s otherworldly skyline, the Statue of Liberty on Ellis Island and the Brooklyn Bridge. But we wanted an exclusive look and feel for our jaunt on New York Harbor.

Captain David and Tara delivered by billowing the sails at eight knots and effortlessly skimming us over the body of water that juxtaposes outdoor adventure and one of the most populous metropolises on the planet.

Of course, we ooh and aah, sip Champagne and congratulate ourselves on discovering this unique and luxurious diversion. It’s in keeping with our conscious decision to swerve off the beaten tourist path and interact more with New York.

Sunset Tours

There are so many things to do in New York beyond tourist sites – here’s how to experience it like a local

If cycling isn’t your thing, and you prefer to have someone else do the hard work for you, a sailing trip also hits the spot. We set off from North Cove Marina with Tribeca Sailing for an idyllic ride around the New York Harbour, past Ellis Island, the Freedom Tower and, of course, getting close enough for the perfect picture of the Statue of Liberty.

Click here to read more >



Living in by the seaside in Brighton, we do lots of sailing as a family, so we were very excited to book a private sail cruising New York Harbor, as part of our trip. We couldn’t recommend Captain David and his team at Tribeca Sailing more. The classic sailboat was beautiful and David was an absolute fountain of knowledge – showing us the sights of the city from the water, including Ellis Island, The Statue of Liberty, New Jersey and the buildings of Manhattan. Once he realised Rhys and Gareth were good sailors, he let them take the helm, which made their week! We took one of our biggest vendors with us, who commented that it was one of the best brand meetings she’d ever had. So we’d definitely recommend it if you’re taking clients out in the city. It’s also a great activity for families and a really unique and special way to see New York.

Sail in Style Around New York City with Tribeca Sailing

Sail in Style Around New York City with Tribeca Sailing by DIY Travel HQ

Sit back, relax & enjoy the views of the greatest skyline in the world onboard Tribeca Sailing – find out the stories & sights behind the best sailing tour in New York City.

Sydney, Hong Kong, Rio de Janiero… every harbor city should be seen from land & sea, but especially New York City.

With the wind in your hair, sailing has got to be the best way to take in the greatest skyline in the world.

We here at DIY Travel HQ like to experience the best of the best, often turning to Tripadvisor for suggestions. Tribeca Sailing is ranked as the #3 boat tour & the best sailing tour in New York City – just ask one of their recent guests, Canadian PM Justin Trudeau!

You’ve got to ask Captain David himself what it was like getting a call from the Secret Service but here are some things we can divulge on what to expect on a tour with Tribeca Sailing. Click here to read more >

Translate »