NYC Landmarks Boat Tour
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Our world-famous tour guides narrate the story of New York City as you sit back and relax in the comfort of our modern boats. Your list of top things to do in the Hudson Valley has to include a sightseeing cruise on the Hudson River! Enjoy clear views of historic Hudson River lighthouses, waterfront mansions, and other notable sites aboard the Rip Van Winkle II.
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Departing from Pier 16, South Street Seaport, every 60 minutes beginning at 11am, you will experience the magic of Lady Liberty in all her glory in just 50 minutes. The cruise will slow down once it sails near the Statue of Liberty, so be sure to have your phone or camera at the ready for the most perfect photo opportunity. Experience the most stylish means of viewing a New York City sunset; sailing aboard the Schooner America 2.0.
Unforgettable Group Tours
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Sail past the Statue of Liberty and get the best view of the NYC Skyline with the World Trade Center standing tall. As you relax on the cool shaded deck of the Rip Van Winkle II, visit our beverage & snack bars for tasty refreshments. Whether celebrating a class reunion, birthday party, anniversary, graduation party or any other special occasion, a cruise down the historic Hudson River makes it truly unforgettable. We have a parking attendant and security personnel to ensure the safety of your vehicle and we offer covered parking as well. Unparalleled ViewsPick a seat on the outdoor deck or enjoy the view from the huge panoramic windows in our temperature-controlled indoor cabins. As darkness grows, the City lights emerge, revealing the most spectacular sparkling skyline.
Recommended Experiences
Whether you join us for a Statue and Skyline cruise or a AIANY Around Manhattan Architecture tour you are sure to feel as if you are at home with the hospitality our crew gives to you. You will have up close and personal time with Lady Liberty and Ellis Island. Enjoy the best views of the Brooklyn Bridge and Manhattan Bridge from the decks of our classic yachts.
Cruise around NYC with the best seat in the house for it a magical boat tour cruise of NY Harbor. Join us on one of our classically designed yachts and enjoy a boat ride out into New York Harbor. Take in the iconic sites that NYC has to offer with a glass of Champagne in hand. Jump on for a full circumnavigation of the Island and learn the hidden secrets and wonders of this famous Island with a guided tour.
Cruise around Governors Island and take in the NYC Skyline from the waters we proudly call home. You will enjoy our warm, cozy, and spectacularly decorated main cabin – which is sure to bring you and your guests into the Spirit of the Season. This round-Manhattan New Year brunch cruise is packed with a bountiful holiday-themed menu! Sit back and enjoy the gorgeous 360-degree view of the island from the climate-controlled and enclosed back-deck observatory of these 1920s style motor yachts. You just got engaged – next is planning the wedding of your dreams! Let our experienced and talented wedding planners coordinate your day from start to finish.

You and only up to 48 other guests will be aboard one of our 1920s style water taxis to zip out on to the Hudson in style! Our identical “mini yacht”, Kingston is the smallest and newest power yacht in the Classic Harbor Line fleet. Experience New York City lights like you never have on this sail past the bright and beautiful borough of Manhattan. You’ll take in the famous Manhattan skyline as it was meant to be seen — from the water. You will also enjoy spectacular views of Ellis Island, the Statue of Liberty, and the Brooklyn Bridge lit up by the evening lights.
Public Cruises
Celebrate PRIDE with us and join aboard for an afternoon sail on one of our classic Schooners! So grab your friends, soak up some sunshine and sail with us through the waters we proudly call home. See New York like you never have on this 2 hour sail aboard the Adirondack, a wooden 80-foot pilot schooner. Within five minutes of leaving the dock, you’ll forget the mayhem and noise of Manhattan street life, and you’ll feel the relaxing breeze of New York Harbor!
Join us aboard the luxury yacht Manhattan II or Manhattan– our cozy, elegant, 1920s-style yacht — as we travel past abandoned islands rich with history and modern day wildlife! Join us for a captivating 3-hour cruise through the heart of our city, where history and nature converge in breathtaking harmony. On this adventure, our expert guide and renowned Urban Naturalist, Gabriel Willow, will regale you with fascinating tales of these iconic islands, steeped in history and teeming with wildlife. Join us aboard our luxury Yacht Manhattan II in full holiday decor and join us for our romantic Holiday Jazz Cruise.
You will experience the spectacular homes, breathtaking sites and natural beauty of Naples Bay and Port Royal. Relax in our fully enclosed and air-conditioned interior salons or bask in the warmth of the sun in the fresh-air outdoor seating. Head down the mighty Hudson River, past Hudson Yards and Little Island, gliding by the towering One World Trade Center, past Ellis Island until you are just feet away from the Statue of Liberty.
This charming plumb-bowed mini-yacht features wrap-around seating to take in all the amazing views this city has to offer. Each excursion will feature a slow pass by the Statue of Liberty & Ellis Island. Experience a beautiful New York City sunset and the illuminated cityscape during a comfortable and unique NYC Harbor sunset cruise through the Hudson and NY Harbor. Sit back and enjoy the gorgeous 360-degree view of the island from the open decks or the glass observatory of this Gatsby-esque 1920s style yacht.
Climb aboard the Kingston — our cozy, elegant, 1920s-style yacht — as we travel northbound on the Hudson River in style! Admire the last leaves of fall in all their splendor through the large windowed salon of our ship’s heated and enclosed observatory, or while catching the breeze on her bow. Observe New York’s most dramatic natural wonders and colorful foliage as the seasons change. Make your next private event or special occasion unique and memorable with a cruise on the Rip Van Winkle II. From corporate events to weddings and everything in between — a Hudson River Cruise is sure to exceed the expectations of any group gathering. Looking for the most relaxing, fun way to spend an afternoon in the Hudson Valley?
Grab your friends and family and come aboard the Rip Van Winkle II for the ultimate sightseeing experience. Our state-of-the-art boats come equipped with almost everything you need for a relaxing and comfortable cruise. Enjoy a guided tour with spectacular views of the NYC skyline and harbor and dozens of landmarks along the way. See the most famous NYC landmarks on both the Hudson and East Rivers, plus breathtaking views of Manhattan’s downtown skyline. Our most famous cruise and the only sightseeing experience that completely circles the island of Manhattan. Enjoy a guided tour with spectacular views of the NYC skyline and dozens of landmarks along the way.
Leave the stress to us while you do what you should do and enjoy your special day. You can also commemorate with your spouse on our romantic sunset dinner cruises, or you can arrange a private charter. Reserve our Captain’s Lounge, one of our three panoramic view decks, or the entire yacht – depending on the size of your group. For more information about making the Naples Princess yours for your very special day, please visit our Wedding Page for more information.
Each Liberty Super Express has a tour guide to provide fascinating anecdotes and important history about the Statue, Ellis Island and other downtown landmarks. If you only have time for one item on your New York City sightseeing bucket list, make it the Statue of Liberty. The Liberty Super Express sightseeing cruise is the easiest and fastest way to get up close to the iconic Statue of Liberty and back from Downtown NYC.
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