Sailing along Long Island’s scenic waters is a dream for many, but how often do you get to truly enjoy it on a private, personalized basis? This review looks at a tour offered by Captain Steve Sailing Inc that promises an intimate, three-hour journey aboard a 34-foot Beneteau sailboat, starting from Port Washington. While I haven’t personally taken this trip, the detailed description and genuine reviews suggest it’s a perfect fit for those seeking a relaxed, scenic escape—especially if you enjoy a touch of adventure and learning.
What immediately stands out about this experience are three key features: spending quality time on a well-equipped sailboat, enjoying the breathtaking sunset views, and the opportunity for hands-on sailing lessons. Plus, it’s a private group activity, which means you get personalized attention from a U.S. Coast Guard-certified captain. However, potential travelers should keep in mind the parking situation — there’s no designated parking at the marina, so planning a little extra time for parking and walking is necessary.
This tour is ideal for a romantic evening, a small group getaway, or anyone curious about sailing but not ready for a full day on the water. You should be comfortable bringing your own food and drinks, and it’s best suited for those over 3 years old, with no mobility or seasickness issues.
Key Points
- Private, customizable experience for up to 6 guests
- Stunning sunset views over Manhasset Bay and Long Island Sound
- Learn basic sailing skills with a certified captain
- Bring your own refreshments to enjoy aboard
- Flexible schedule with 3-hour options
- Accessible amenities such as bathroom, kitchen, and deck shower aboard
What Makes This Sailing Tour Special?
This experience offers a blend of relaxation, sightseeing, and education—all aboard a modern, well-maintained sailboat. If you’ve ever wanted to see the scenic Gold Coast Mansions or historic lighthouses from the water, this tour delivers. It’s a rare opportunity to enjoy a private cruise that feels personal rather than commercial, with the added bonus of learning a new skill if you’re interested.
The Setting: Manhasset Bay and Long Island Sound
From the moment you leave the dock at Fathoms Hotel & Marina, you’re transported into a different world. The waters of Manhasset Bay provide a calm, inviting setting—ideal for a sunset cruise. The views are particularly striking at dusk when the sky shifts colors, casting a golden glow over the historic mansions along the shoreline and the classic lighthouses that have guided sailors for generations.
Guests consistently mention the beauty of the surroundings, emphasizing how this experience offers more than just a boat ride; it’s a scenic tour through a piece of New York’s historical waterfront. The sailboat’s strategic route takes you past notable landmarks, giving you a sense of the area’s past and present.
The Boat: Comfort and Convenience
The “Sales Call,” a 34-foot Beneteau Oceanis yacht, is described as comfortable, modern, and equipped with features that enhance the experience. It has a Bimini top providing shade—great for hot days—and a deck shower to cool down after a sunny sail. Inside, there’s a bathroom and kitchen, making the three-hour cruise feel more like a cozy getaway than a rushed tour.
The Captain: Experienced and Friendly
Captain Steve, who operates the tour, is U.S. Coast Guard certified, meaning safety is a priority. Guests often highlight his approachable demeanor, explaining that he’s willing to teach basic sailing techniques. Whether you’re steering the boat or simply relaxing, his guidance adds value to the experience. One reviewer mentions that they learned how to adjust sails and even took the helm—an unforgettable highlight.
More Great Tours NearbyWhat to Expect During the Itinerary
Starting Point: Fathoms Hotel & Marina
The adventure begins at the Fathoms Hotel & Marina, where you’ll need to arrive early due to limited parking options. The walk down the driveway of the Knickerbocker Bay Club will lead you to the boat, which is docked at the end of the pier. The location is scenic, but be aware that parking is metered on Main Street or free in the residential neighborhood across the street.
Manhasset Bay and the Sightseeing
The tour kicks off with a safety briefing and a brief sail around Manhasset Bay. This initial five-minute cruise helps everyone get comfortable on the boat before the main sightseeing begins. The real treat comes during the guided 30-minute segment, where the captain points out landmarks like the historic lighthouses and majestic mansions lining the coast.
Guests report that the views are impressive, especially at sunset. It’s the perfect time for photos and soaking in the tranquility of the water. The captain’s commentary adds context, making it more than just a boat ride—it’s a visual storybook of Long Island’s coast.
Sailing and Learning
Feeling adventurous? The captain offers sailing lessons—an experience many find delightful. Learning how to adjust sails, set the course, and steer the boat is a hands-on opportunity that turns a sightseeing trip into a memorable skill-building session. Several reviewers mention how Captain Steve patiently guided them, turning the experience into a fun, educational activity.
Return Journey
After approximately 30 minutes of sightseeing and sailing, the tour circles back to the dock at Fathoms Hotel & Marina. Many guests find the return peaceful, with the sunset casting a warm glow and creating perfect photo moments.
The Practical Details
Price and Value
At $850 for up to six guests, this tour offers significant value for a private experience. Compared to typical group tours, the personalized attention and flexibility justify the cost. You get to enjoy a private boat, a dedicated captain, and the chance to learn sailing—all in a three-hour window.
What’s Included & What to Bring
The tour includes the sunset cruise and a certified captain but doesn’t cover food or drinks. Guests are encouraged to bring their own refreshments, which makes it ideal for a relaxed night out with wine, snacks, or even a picnic. The boat is equipped with a bathroom and kitchen, so you can enjoy your goodies comfortably.
Weather & Rescheduling
Boat trips depend heavily on weather conditions. The captain may reschedule if there’s high winds or rain, so flexibility is key. Checking the weather forecast in advance and arriving early to find parking can make your day smoother.
Accessibility & Suitability
This tour is suitable for people over 3 years old, but not for those with mobility impairments or vertigo. Seasickness could be a concern, so if you’re prone, plan accordingly. It’s a relaxed experience, not a high-intensity adventure, but it’s best suited for those comfortable on water.
Who Should Consider This Tour?
This cruise is perfect for couples seeking a romantic evening, small groups wanting a unique outing, or anyone curious about sailing but who prefers a private, relaxed environment. It’s ideal for those who appreciate scenic views, historical landmarks, and a touch of hands-on activity without feeling rushed or crowded.
It’s also great for celebrating special occasions—anniversaries or birthdays—given the flexible, intimate setting and stunning sunset backdrop. However, if you’re looking purely for a lively party cruise or have mobility concerns, this may not be the best fit.
The Sum Up
This sail on Long Island Sound offers a peaceful, scenic escape that balances sightseeing, education, and relaxation. With a knowledgeable captain, a beautifully maintained yacht, and the chance to learn some sailing skills, it’s a well-rounded experience for anyone wanting to enjoy New York’s waterway from a different perspective.
While parking and weather are considerations, they are minor hurdles compared to the overall value and authenticity of the trip. It’s most suited for small groups or couples who want a private, memorable evening filled with beautiful views and a touch of nautical adventure.
If you’re after a relaxing, scenic, and personalized water experience near New York, this tour provides a wonderful way to unwind and see the coast from a fresh angle.
FAQ
How long is the tour?
The tour lasts approximately 3 hours, with starting times varying—check availability when booking.
Can I bring my own food and drinks?
Yes, you’re encouraged to bring your own refreshments to enjoy aboard the boat.
Is there parking available at the marina?
No, parking isn’t available on the hotel and marina property. Guests should plan ahead to find metered parking on Main Street or free parking in the neighborhood across the street.
What’s included in the price?
The price covers the sunset cruise aboard a 34-foot sailboat and a U.S. Coast Guard-certified captain. Food, drinks, and other extras are not included.
Can I learn how to sail during the tour?
Absolutely. The captain offers sailing lessons and is happy to teach you how to adjust sails, set the course, and even steer the boat if you’re interested.
Is this tour suitable for children?
It’s suitable for children over 3 years old, but not recommended for those with mobility issues or vertigo.
What should I wear?
Dress comfortably and consider bringing layers, as the weather can change. A hat, sunglasses, and sunscreen are also recommended.
What happens in case of bad weather?
The tour may be rescheduled due to high winds or rain, so check the weather forecast and be flexible with your plans.
In summary, this private sail offers a blend of scenic beauty, educational opportunity, and relaxed enjoyment—ideal for anyone looking to experience Long Island’s waters in an authentic and memorable way.
You can check availability for your dates here: