Most-reviewed trip
Champagne Sunset Schooner Sail
New York City: Sunset Sail Aboard a Schooner runs through Classic Harbor Line New York City. Rated 4.9 across 376 reviews. Runs 2 hours. From $101.68.
Five sails make up this category, and they split into two groups. Classic Harbor Line runs four of them, day and sunset trips aboard schooners built along the lines of 19th-century pilot boats, including the well-reviewed Adirondack. Manhattan By Sail supplies the fifth, the Clipper City tall ship, a replica of the lumber schooners that once worked this harbor for a living. Ratings run high across the set, from 4.3 to 4.9.
Every sail here publishes both a from-price and a rating, so comparison is easy. Two daytime schooner sails to the Statue of Liberty start at $60.08 per person, and both carry a 4.9 rating. The Clipper City tall ship sail sits mid-range at $72.60 with a 4.3 rating. Sunset sails top the scale, from $90.12 aboard the Adirondack to $101.68 on the general sunset schooner trip, and both rate 4.9.
Most-reviewed trip
New York City: Sunset Sail Aboard a Schooner runs through Classic Harbor Line New York City. Rated 4.9 across 376 reviews. Runs 2 hours. From $101.68.

2 hours · Classic Harbor Line New York City
from $90.12per personNYC: Sunset Sail Aboard Schooner Adirondack runs through Classic Harbor Line New York City. Rated 4.9 across 309 reviews. Runs 2 hours. From $90.12.
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1 hour 30 minutes · Manhattan By Sail
from $72.60per personNYC Statue of Liberty Tall Ship Sail aboard Clipper City runs through Manhattan By Sail. Rated 4.3 across 273 reviews. Runs 1 hour 30 minutes. From $72.6.
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1 hour 45 minutes · Classic Harbor Line New York City
from $60.08per personNYC: Statue of Liberty Day Sail on the Schooner Adirondack runs through Classic Harbor Line New York City. Rated 4.9 across 209 reviews. Runs 1 hour 45 minutes. From $60.08.
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1 hour 45 minutes · Classic Harbor Line New York City
from $60.08per personNew York City Sailboat Day Cruise to the Statue of Liberty runs through Classic Harbor Line New York City. Rated 4.9 across 181 reviews. Runs 1 hour 45 minutes. From $60.08.
Check availability →Start with the clock. Day sails run 1 hour 45 minutes, a good fit for families and anyone who wants the Statue of Liberty without giving up an evening. Sunset sails last 2 hours and add harbor light as the city switches on. Price narrows it further: $60.08 buys a daytime schooner trip, while Clipper City at $72.60 is the mid-priced tall ship pick if a classic vessel matters more to you than a classic rating.
Then match the boat to the light you want. The 1 hour 45 minute day sails deliver statue, harbor and skyline in full sun at the lowest price in the category. Sunset sails stretch to two hours, timed so the skyline turns gold behind the rigging and the first city lights appear before you dock. Bring a layer either way; harbor wind cuts hard even in midsummer. Drink policies differ from boat to boat, so check the live booking page for what is included before you commit.
These are small vessels with limited seats, and the 4.9-rated trips fill first, so reserve early for summer weekends and any date near the Fourth of July. Free cancellation applies to all five tours, which makes booking ahead low risk. Fall is the sleeper season: the harbor thins out and the light on the Palisades turns sharp. And if Sail4th 250 is on your list, check the official Sail4th calendar for tall ship parade plans on the Hudson, with free public deck tours July 5 to 7, so expect that week to sell out fast.