Public Schooner Sail in Greenport

A 2-hour public schooner sail in Greenport offers an inviting way to explore the North Fork’s waterways without the expense of private charters. For $130 per person, you get to glide through Stirling Harbor aboard the Schooner BONNIE LYNN, a true tall ship with a distinctive charm. This tour is perfect for those seeking a relaxed, scenic outing with the flexibility to bring your own drinks and picnic, all from a convenient meeting point in Greenport.

The sail departs from East End Charters at 1100 Manhasset Ave, and each trip is tailored to the wind and tide, ensuring a different experience every time. With most bookings made about 54 days in advance, it’s wise to secure your spot early due to limited availability—up to 22 travelers per sail. This tour combines scenic views, casual atmosphere, and the chance to participate in sailing, making it a solid choice for those wanting a genuine maritime experience.

Key Points

• Affordable 2-hour sail aboard the Schooner BONNIE LYNN in Greenport for $130.
• Open to the public, with most reservations made 54 days in advance.
• Departure from Stirling Harbor at East End Charters.
• BYO drinks and light picnic allowed — no large coolers.
• Includes drinking water, ice, and cups; snacks and additional beverages are not included.
• Maximum of 22 guests, providing a cozy, intimate experience.
• The route varies based on wind and tide, offering different views each trip.
• Canceled in bad weather with full refunds or rescheduling options.

Greenport’s Waterways: Starting at Stirling Harbor

The sailing adventure begins at East End Charters in Greenport, where the Schooner BONNIE LYNN awaits at the dock. The departure point is easy to access, and the meeting logistics are straightforward. This lively vessel is a classic tall ship, adding an authentic maritime touch to your experience.

The 2-hour journey takes you through the waters surrounding Greenport, with the specific route determined by weather conditions. This flexibility means that views of Shelter Island, Peconic River, and Orient Harbor are common sights, providing a dynamic scenic backdrop.

What’s Included on the Schooner Bonnie Lynn Sail

Guests are provided with drinking water, ice, and cups, making it easy to stay refreshed during the voyage. You are invited to BYO drinks and a light picnic—so bring your favorite beverages and snacks to enjoy while sailing, though large coolers are discouraged. The crew is friendly and prepared to help with sail handling, and they’re happy to include those who want to participate in steering and other sailing tasks.

Onboard, you’ll find merchandise for sale, offering souvenirs to remember your day on the water. This casual, self-serve approach encourages a relaxed atmosphere where you can set your own pace.

The Route and Sights: Changing with the Wind

Since the specific route varies, each sail offers a slightly different experience. The sails typically pass by notable sights such as Shelter Island, Peconic River, and Orient Harbor. This variability adds an element of surprise, with no two trips being exactly alike.

The boat’s crew handles all sail operations, but guests are welcome to participate if they wish, adding a hands-on aspect to the cruise. This makes the experience engaging for those interested in sailing or looking for a more interactive adventure.

The Crew and Sailing Experience

The crew onboard is well-prepared to manage all aspects of the sail, ensuring safety and comfort. For guests curious about sailing, the crew offers the chance to try their hand at sail handling, providing a practical way to learn about maritime skills. The atmosphere onboard is friendly and informal, suited for those wanting a leisurely day on the water without the pressure of a private charter.

Booking and Cancellation Flexibility

You can reserve your spot with confidence, knowing most bookings are made about 54 days in advance. The tour offers free cancellation up to 24 hours before the scheduled time, allowing flexibility in case of weather changes or scheduling conflicts. The full refund policy makes this a low-risk option for planning ahead.

Weather Considerations and Safety

Since bad weather leads to cancellations, it’s advisable to check the forecast before your trip. When canceled due to weather, guests are offered a full refund or a rescheduled date, making this a safe choice even during uncertain conditions.

Who Will Enjoy the Greenport Schooner Sail?

This public schooner sail appeals to adults and children aged 5 and above, thanks to the minimum age requirement. It’s suited for those who enjoy scenic water views, casual outdoor activities, and participating in sailing. The limited group size fosters a friendly, intimate environment, ideal for small groups, families, or solo travelers seeking an authentic maritime experience.

Comparing to Private Charters

Unlike private charters that are more expensive and exclusive, this ticketed public sail offers a more affordable way to enjoy Greenport’s water. While it doesn’t include gourmet meals or extensive guided commentary, the casual atmosphere and scenic route make it a worthwhile outing for those wanting a taste of sailing without the high cost.

Final Thoughts on the Greenport Schooner Experience

The Greenport public schooner sail provides a relaxed, scenic, and interactive maritime adventure at $130 per person. Its flexible route, friendly crew, and opportunity to bring your own drinks make it an appealing option for a laid-back day on the water. The limited capacity ensures an intimate experience, ideal for small groups and families.

While it’s not a guided tour with extensive commentary, the views, sailing participation, and authentic tall ship atmosphere deliver a genuine Long Island water experience. If you’re looking for a cost-effective, scenic, and participatory sailing outing, this tour in Greenport is a solid choice.

Frequently Asked Questions

How long is the schooner sail?
The tour lasts approximately 2 hours.

What is the cost per person?
Prices are set at $130 per guest.

Where does the tour depart from?
It departs from East End Charters at 1100 Manhasset Ave, Greenport, NY.

Can I bring my own drinks?
Yes, you are welcome to BYO drinks and light picnic items, with no large coolers allowed.

What is included in the ticket price?
Guests receive drinking water, ice, and cups. Snacks and other beverages are not included.

Is there a minimum age requirement?
Yes, guests must be at least 5 years old to participate.

How do I handle bad weather?
The tour requires good weather. If canceled due to poor conditions, you will be offered a full refund or alternative date.

How far in advance should I book?
It’s recommended to reserve about 54 days ahead, as spots are limited.

What is the group size?
A maximum of 22 guests ensures a cozy and engaging experience.

Is participation in sailing activities optional?
Yes, crew handles all sail operations, but participation is encouraged if interested.

Can I get a refund if I cancel early?
Yes, full refunds are available if canceled at least 24 hours in advance.