Set sail with SailawayNY for a romantic dinner journey featuring iconic NYC landmarks, gourmet appetizers, and unmatched waterfront views. Discover the city from the water as you cruise past Lady Liberty and the Brooklyn Bridge.
More ways to explore the area's outdoor wonders
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Difficulty
easy
Duration
1 hour and 45 minutes
Fitness Level
Suitable for all fitness levels; mostly seated during the trip with minimal movement on deck.
Wildlife
History
The Statue of Liberty, a symbol of freedom since 1886, anchors this route, while the Brooklyn Bridge, completed in 1883, represents engineering innovation bridging boroughs.
Conservation
SailawayNY emphasizes eco-friendly practices and supports local initiatives to maintain water quality and protect the river ecosystem.
SailawayNY
Set sail with SailawayNY for a romantic dinner journey featuring iconic NYC landmarks, gourmet appetizers, and unmatched waterfront views. Discover the city from the water as you cruise past Lady Liberty and the Brooklyn Bridge.
SailawayNY operates private yacht and sailing charters in New York Harbor and surrounding waters. The company offers a variety of charter options aboard named vessels including the 60‑foot motor Yacht Trident (capacity up to 35 guests), the 50‑foot sailing Purse Princess, and the 40‑foot sailing Julia.
Charter types listed by SailawayNY include weekday specials, motor yacht charters sized for groups from 2 to 35 guests, sailing charters with captain, romantic dinner cruises for two, marriage proposal packages, and private event charters for birthdays, weddings, and corporate outings. Motor yacht listings reference climate‑controlled interiors, premium bar selections, and gourmet dining prepared by a private chef on select trips. Several motor yacht packages note professional entertainment and state‑of‑the‑art sound systems.
Sailing charters emphasize scenic routes along the Hudson and East River, past the Statue of Liberty and under the Brooklyn Bridge, offering distinctive views of the Manhattan skyline. Proposal packages described in trip summaries include champagne, roses, and a hidden photographer capturing images around the harbor. All captain‑led charters indicate operation with a licensed captain and crew.
SailawayNY is featured on The Adventure Collective, where these charter products and trip summaries appear for discovery. Booking options span intimate two‑person experiences to larger 35‑guest celebrations, with motor and sailing vessels available to match event size and style. All details here reflect the trip summaries and vessel names provided in published listings.
Max Capacity
35
Largest charter capacity listed
Named Yachts
3
Trident, Purse Princess, Julia
Private Chef
Available
Gourmet dining on select trips
Routes
NYC Harbor
Statue of Liberty & Brooklyn Bridge
Check availability for Yacht Trident, Purse Princess, or Julia and choose the charter that fits your event.
Arrive Early for Check-In
Plan to arrive at Chelsea Piers 30 minutes before departure to ensure smooth boarding and orientation.
Dress for Evening Breeze
Evenings on the water can be cool and breezy; layering lightweight jackets or sweaters is recommended.
Seasickness Precaution
If you’re prone to motion sickness, consider taking medication before boarding, as river currents can cause gentle rocking.
Photography Ready
Bring a camera or smartphone to capture the ever-changing light on the city skyline and bridges.
Light Jacket or Sweater
Keeps you comfortable against spring breezes during the sail.
spring
Sunscreen
Protection from sun exposure on open water is critical.
summer
Warm Coat
Ensures warmth during cooler evenings as the temperature drops.
fall
Hat and Gloves
Helpful for maintaining warmth on cold winter sails.
winter