Sunset Cruises and Sails

A top rated sunset activity in NYC awaits on this Sunset Cruise in New York! Looking for something different for date night? Experience a beautiful New York City sunset during an epic date night in NYC for romance and fun! Our NYC Harbor sunset cruise along the Hudson River and into NY Harbor offers just that! On this Sunset Cruise in New York, sit back and enjoy the gorgeous 360-degree views of the NYC skyline from the open outer deck or the glass observatory of our classic 1920s-style yacht. Sip a drink from the bar and admire the sights as we pass by all the iconic landmarks around lower Manhattan. Cruise past the Statue of Liberty and make lasting memories in NYC at sunset!

Book now for an epic sunset cruise in New York and join us aboard the Manhattan or Manhattan II for the best NYC skyline views. Witness the beauty and elegance of New York with a one-of-a-kind perspective from the water!

Please join us for Christmas in December on this special warm and cozy NYC Cocoa and Carols Holiday Cruise! Bring your friends, family, and all your loved ones during the NYC holiday season in December. Join us inside the toasty solarium on this Christmas cruise in NYC and enjoy a boat in full holiday decor for a 1.5-hour cruise. See the NYC skyline during Christmas in NYC on your holiday vacation to New York, and listen to holiday songs played by our live band during your Cocoa & Carols Holiday Cruise! On this New York City Cocoa and Carols Holiday Cruise, you receive one complimentary drink of beer, wine, champagne, or delicious hot cocoa (spiked if you please), along with cookies and treats included for all! Additional drinks are available for purchase by credit card. This is an NYC holiday cruise that you just can’t miss!

Looking for an epic activity in NYC to do at sunset right now? On this sunset boat cruise in NYC aboard Schooner Adirondack, enjoy a stunning New York City sunset from the Hudson River on a classic sailboat. Join us aboard our beautiful 80-foot schooner, the Adirondack, and join your captain and crew in this peaceful, picturesque sailboat sunset cruise away from the concrete and noise of the city. Whether you are looking for the best date idea in NYC or looking for a way to relax after work with colleagues, this outdoor activity in NYC is sure to create lasting memories. We will be shutting off our engines and setting sail for as much of the trip as possible. Book your NYC sunset boat cruise tickets now and join us aboard the Schooner Adirondack and experience the city's beauty and elegance under the setting sun!

If Schooner Adirondack's Sunset Sail is not available, please take a look at Schooner America 2.0 Sunset Sail schedule.

Looking for a fun live music event in NYC? Enjoy an Evening Jazz Cruise in NYC in the famous NY Harbor aboard the luxury 1920s-style yacht Manhattan or Manhattan II and listen to live jazz music by the Classic Harbor Line Jazz Trio, The Boat Band! This is truly the perfect way to start your evening with live music in NYC and relax to the soothing sounds of this NYC jazz cruise. This jazz boat ride in NYC is perfect for an after work gathering or a romantic NYC date night.

Experience a romantic New York Sightseeing cruise like never before and join us aboard our luxurious 1920s-inspired motor yacht. On this boat ride in NYC, you’re able to cozy up in the climate-controlled observation cabin to take in the iconic sights. Join us for a bright and beautiful New York City skyline by nightfall during a comfortable and unique NYC boat tour. This romantic NYC night cruise is truly one of the most spectacular ways to see NYC!

This architecture boat tour capitalizes on the remarkable skyline of Manhattan after sunset! From the time the Brooklyn Bridge was inaugurated with dazzling lights and fireworks in 1883, architects and lighting designers have understood the importance of presenting their structures in the night sky. Today, “city that never sleeps” is stunningly illuminated more than ever. Today’s designers have a sophisticated array of sources, palette of colors and endless programs to run these lighting systems.

This sunset cruise in NYC allows you to experience a fun and picturesque New York City sunset by sailing aboard our epic sailboat, Schooner America 2.0! During this sailboat sunset cruise, guests are treated to a complimentary drink by our exceptional crew along with stunning NYC skyline views at sunset! Plus the opportunity to watch our team raise sail and sail through NY Harbor! On this sunset sail of NYC, enjoy the vibrant, warm rays of the sun and watch it sink peacefully into the horizon as we sail past the Statue of Liberty. Looking for a fun activity in NYC to do at sunset? This New York City Sunset cruise on the Schooner America 2.0 is perfect for romantic NYC date night ideas, things to do in NYC while entertaining friends from out of town, or just a relaxing experience in NYC to do right now!

Book now to escape the hustle and bustle of the city with your favorite companions aboard this 105-foot, 1800s-style classic sailboat, America 2.0 for a NYC sunset cruise.

If Schooner America 2.0 is not available please check out Schooner Adirondacks Sunset schedule.

Looking for one of the best things to do this holiday season in NYC? Experience the greatest city in the world during Christmas on this sunset cruise in NYC! Marvel in the illuminated cityscape aboard a comfortable classic boat as we cruise the Hudson River during this holiday cruise in NYC. Get into the holiday spirit aboard the Yacht Manhattan or Manhattan II in their full Christmas decor, and enjoy sweeping NYC skyline views during this magical time of year.

Listen to classic holiday tunes over the boat’s sound system while enjoying a complimentary beer, wine, Champagne or cup of our house-made cocoa (spiked if you please) from the boat’s heated grand salon.

During this Christmas cruise in NYC, your elegant table will glow with the warmth of our colorful garland. Poinsettias and classic holiday Christmas decorations will set the mood for a cruise filled with holiday spirit. Book now for you and your loved one or a small group of friends to enjoy a fun NYC holiday activity.

After your NYC holiday boat ride, walk up the Hudson River Park and take in the extravagant lights of Hudson Yards at Christmas!

Please note advance purchase is strongly encouraged!

On this evening cocktail cruise in New York, we invite you to enjoy and savor a well-made ‘welcome aboard’ complimentary cocktail varied by week! On this fun boat tour of NYC, you’ll see the NYC skyline while enjoying comfortable seating from the glass-enclosed grand salon. On this NY Harbor evening cocktail cruise, we invite you to take a selfie with the Statue of Liberty, explore the outer decks, or stay cozy in your private nook; every vantage point offers the BEST VIEWS OF NYC. Welcome to a new era of 20s cocktails with a Sake Gimlet or a Grapefruit & Rosemary Rickey. Our sophisticated cocktail menu is packed with creative modern-day spins and helps make this a fun evening cruise in New York. A full bar is available to purchase additional drinks by credit card. A specialty cocktail menu is also available on this fun New York harbor cruise!

Bubbles, Bites & New York City Sights – these are the highlights of this champagne tasting in NYC cruise! As you cruise on the Yacht Manhattan II or Yacht Manhattan, you will be able to take in all the beauty the New York City skyline has to offer while relaxing in our grand observatory. This champagne cruise has limited capacity to create an intimate and comfortable NY Harbor cruise. This is the perfect cruise for a group of friends or a romantic date night...

Looking for the best place to end your NYC walking tour? Meet us at the Chelsea Piers complex for a sunset cruise in NYC aboard one of our classic mini yachts, Kingston! During this NYC sunset cruise, alongside up to 28 other guests, see a spectacular NYC sunset from the Hudson River. Our mini yacht, Kingston, is the most intimate yacht in the Classic Harbor Line fleet and is ideal for fun date night experience or night out with friends for a sunset boat cruise in NYC.

The yacht Kingston features a fantail stern, plumb bow, and mahogany rails and offers comfortable wrap-around seating in an interior salon with openable windows. The boat also has an outer deck that’s ideal for getting the best sunset pictures of the NYC skyline on this sunset boat tour of NYC! One complimentary beer, wine, champagne, soft drink or water is included with additional drinks available for purchase from the full bar onboard.

Guests are welcome on the forward deck, as well, to soak in the sun and to score fantastic photographs of the city skyline! She features a fantail stern, plumb bow, mahogany rails, and a beautiful bar at midship.

This is one of the best places in NYC to enjoy a cocktail with friends after work for a NYC sunset you won’t forget.

Join us aboard our cozy, elegant, 1920s-style yachts, Manhattan or Manhattan II, as we travel past abandoned islands rich with history and modern day wildlife on this NYC eco tour! Embark on a journey of discovery as we navigate the scenic New York Harbor waterways from Chelsea Piers to the hidden gems of Belmont Island, Roosevelt Island, Mill Rock, and North and South Brother Islands. This NYC eco tour is a captivating 3-hour cruise through the heart of our city, where history and nature converge in breathtaking harmony. Perfect for bird enthusiasts, this unique New York eco-friendly boat tour is available during the summer months!

Join us for a fun summer evening aboard the decks of our stunning 105-foot schooner, America 2.0 for live jazz in NYC! Sit back and relax with a glass of champagne in hand and glide through NY Harbor with the sun setting behind the Statue of Liberty on this jazz cruise in NYC. Pass by the NYC skyline at sunset and see Manhattan’s financial district at the golden hour in NYC! This sunset sail is a top rated activity in NYC for friends, or for a romantic date night in New York. One of the best ways to have an epic experience in NY Harbor is aboard our classic Schooner America 2.0 for a live jazz show in NYC. Watch as our captain and crew raise sail, experience NYC during summer and get the best vantage point of the Statue of Liberty on this top rated live music experience!

Looking for one of the best things to do in NYC on New Year’s Eve? Our New Year’s Eve cruise is one of the best events in NYC to bring in the New Year! Celebrate with your special someone or close friends on a Classic Harbor Line Champagne tasting New Year’s Eve cruise with a live Jazz band! Did you know NYC puts on the best New Year’s Eve fireworks show in NY Harbor? Enjoy the fireworks display on this NYC New Year’s Eve cruise aboard the yacht Manhattan and Manhattan II from the open outer deck or inside our cozy, heated observatory fully decorated for this special holiday! This fireworks cruise in NYC on New Year’s Eve has limited capacity to create an intimate, and comfortable, experience in NY Harbor. Picture cruising along the Hudson River on New Year’s Eve with a glass of Champagne in hand from a selection of our special sparkling wines hand-selected by our wine and food expert. See the best NYE fireworks show in NYC and dance the night away listening to tunes by our live Jazz band. Take a selfie with the NYC skyline twinkling as the clock strikes midnight. This NYC New Year’s Eve cruise will have a five-flight Champagne tasting and the best spot in NY Harbor for the magical display of Fireworks off the Statue of Liberty!

Looking for a NYC Valentine’s Day Cruise to celebrate the day with your special someone or your close and dear friends? Join Classic Harbor Line for a NYC Valentine’s Cruise with live music and cabaret to elevate your date night! This is a unique romantic journey through NY Harbor on Valentine's Day where you'll find the main salon of our classic boats warm, cozy and enchanting. Enjoy a 4-glass champagne tasting, chocolates, cheese and accouterments with your special someone during this romantic Valentines cruise for the perfect NYC date night idea! This unique 1.5 hour musical show is filled with music, song, dance and comedy! The NYC skyline will be your backdrop and is sure to create a lasting memory. Enjoy this heartfelt Valentine’s Day boat ride and cruise into NY Harbor on this luxury yacht for a night of romance! Guests are assigned comfortable seating in the boat’s heated grand salon, making it easy to relax while taking in the iconic NYC sights as you listen to classic love songs throughout the evening.

Looking for a fun activity in NYC for date night? Join us for a sunset cruise in NYC aboard one of Classic Harbor Line’s smaller, more intimate wooden mini yachts, Full Moon! A sunset cruise in New York Harbor aboard Yacht Full Moon is a top rated fun activity to do in NYC right now. Yacht Full Moon is a charming plumb-bowed mini yacht equipped with comfortable, covered wrap-around seating on an open back deck, while also offering excellent views of the NYC skyline and New York Harbor from her open outer deck. Each NYC sunset cruise will feature a slow pass by the Statue of Liberty and Ellis Island.

Book now and our captain and mates look forward to welcoming you aboard Yacht Full Moon for an epic and memorable NYC sunset cruise in NY Harbor!