Sightseeing Cruises

During this architecture boat tour of NYC, you will explore new and enduring architecture, engineering marvels, and the revitalized waterfront from the teak decks of Classic Harbor Line’s elegant motor yachts. This fully narrated NYC architecture boat tour is in collaboration with the AIANY (American Institute of Architects New York). The story of NYC’s development is described as a broad overview for visitors but includes deeper insights to satisfy demanding locals. During this New York architecture tour you’ll catch new and alluring sites including Little Island at Pier 55, the Hudson Yards “mega-project”, the continuing ascent of “supertall” luxury residential towers, and join a discussion of how cities might adapt in the post-Covid era.

Continuing education credits available »

Our AIANY Architecture Boat Tour makes a great gift! Purchase a CHL gift card at the link below

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A fun activity in NYC to do right now! Experience sightseeing like never before on this NYC boat tour with Classic Harbor Line! Join us aboard our 1920s-inspired motor yacht, Manhattan or Manhattan II and take in the iconic sights and landmarks of NYC from the Hudson River! Start your morning off at Hudson Yards and then walk the High Line to Chelsea Piers and join us for this sightseeing tour from the water! This is a top-rated sightseeing NYC boat cruise to book now for your next trip to NYC or while hosting out-of-town guests. Great for small groups, friends and family with child and infant tickets available! Sit back and relax on this elegantly crafted boat as you cruise by Ellis Island, the Statue of Liberty, and Governors Island, for sweeping views of the NYC skyline from NY Harbor.

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!

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.

If you are wondering where to brunch in NYC look no further! Join us for a top rated NYC weekend brunch! Our famous leisurely weekend brunch cruise offers a freshly prepared prix fixe brunch along with the best sightseeing in NYC! Our “cruisine” is packed with delicious foods and fresh baked NYC goods served tableside on our classic boat. Guests on this 2.75-hour New York City yacht brunch cruise are treated to one complimentary bloody mary or mimosa, or add a brunch mimosa bucket at check-out for a bubbly brunch upgrade. Circumnavigate the island of Manhattan during this elegant brunch cruise in NYC and view all of the top rated NYC sights from the interior glass enclosed salon or the open outer deck of yacht Manhattan or Manhattan II. This is one of the best brunch spots in NYC to gather with your friends! On this weekend brunch cruise, our menu is packed with delicious New York State foods and local goods from NYC purveyors: seasonal fruit, fresh bagels and pastries, a classic smoked salmon display, mixed greens and garden veggie salad with house-made vinaigrette, four pepper chicken sausages, herb roasted potatoes, veggie frittata and delightful sweet treats to finish. *Gluten-free and meatless options are available upon request.

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 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 a fun Christmas experience in NYC in December? Join us on a holiday cruise in NYC aboard one of our classic, climate-controlled yachts, decked out in holiday decor and cruise the Hudson River and NY Harbor! On this holiday NYC boat tour, you’ll take in the most famous skyline in the world and get an up-close view of the Statue of Liberty and iconic NYC landmarks from the water. This cocoa cruise in NYC is one of New York’s best holiday sightseeing cruises during Christmas! On this Classic Harbor Line holiday cruise, guests are sure to have a cozy and memorable experience with comfortable seating in a heated grand salon as well as views from an open outer deck on this holiday cruise in NYC.

This NYC sailboat ride is offered from April through early November: Experience New York like never before on this NYC sail boat tour, which is a two-hour experience aboard the Schooner Adirondack, an 80-foot, wooden pilot schooner. Within five minutes of leaving the dock on this sailboat cruise of NYC, you’ll forget the mayhem and noise of Manhattan street life, and you’ll feel the relaxing breeze of New York Harbor! Sail past the Statue of Liberty, Ellis Island and get the best views of the NYC skyline with One World Trade Center on this NYC sail boat cruise. Looking for a fun family activity in NYC? This sailboat cruise in NYC is the best fun family thing to do in NYC for families with special kids tickets available. Not only is this sail boat tour in NY Harbor good for families, but is a top rated NYC experience for a group of friends or out of town guests.

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!

Join us on the yacht Manhattan or Manhattan II, our cozy, elegant 1920s-style classic boats as we travel northbound on the Hudson River on this NYC Fall Foliage Brunch Cruise! Admire the last leaves of fall in their splendor through the skylights of our yachts heated and glass-enclosed observatory. During this NYC fall foliage Hudson River cruise, you’ll observe New York’s most dramatic natural wonders and colorful foliage as the seasons change. Our NYC Hudson River brunch cruise is a three-course prix fixe menu served tableside: freshly made New York bakery and pastry, salmon and lox, chef’s seasonal salad with an autumn twist, a roasted ham, and more. This Hudson River fall foliage cruise includes a complimentary bloody mary, mimosa, beer, wine, or champagne.

Click here to watch a clip from our Fall Foliages Cruise.

Offering the best NYC sail boat experience around, the Schooner America 2.0 provides a top-rated NYC day sail boat ride in New York Harbor. Schooner America 2.0 is the newest, largest, most elegant yacht in the Classic Harbor Line fleet. On this NYC boat tour, enjoy a day sail on this 105-foot schooner that is perfect for a fun NYC family activity, a top NYC day date idea, entertaining friends, or out of town guests. When you leave the dock aboard this sailboat cruise of NYC, you will forget the mayhem and noise of the city of Manhattan, and you’ll feel the relaxing breeze of New York Harbor! Take in all the iconic sites of NYC from the Hudson River, including Ellis Island and the Statue of Liberty. Get the perspective of the famous NYC skyline from the decks of this stunning NYC sail boat. If Schooner America 2.0 is not available for the date you are interested in, please take a look at Schooner Adirondack’s Day Sail Schedule.

Happy Holidays from Classic Harbor Line! Join us aboard our luxury 1920s-style Yacht Manhattan II in full holiday decor for our festive Holiday Jazz Cruise in NYC. This 1.5-hour NYC Jazz cruise is a fun date idea during the Christmas season in NYC. Join us for a glass of champagne and see the city lights twinkle at night as you cozy up for an evening in NY Harbor! Our luxury yacht offers top rated views of the NYC skyline, Statue of Liberty and parts of Brooklyn. Delicious champagne, hot cocoa (spiked if you please), cookies, and treats for all our guests are included! Additional drinks are available for purchase by credit card. Enjoy your evening with friends or for a fun NYC holiday date idea and immerse in the festive sounds of our live Jazz Trio during Christmas in NYC!

On this Hudson River fall foliage cruise aboard either the yacht Manhattan or Manhattan II, guests can admire the grand Palisades of the Hudson River through the skylights of the heated and glass-enclosed observatory, or while catching the crisp breeze on the open outer deck! This is a narrated tour, hosted by an Urban Naturalist. Enjoy an exciting narration of the geology and ecology of this epic waterway as we cruise. A Hudson River fall foliage cruise offers views of New York’s most dramatic natural wonders along with NYC fall foliage colors as the seasons change. This is a spectacular season for a tree-lined, scenic Hudson River fall foliage cruise, north of NYC, and will be a true delight for you and your guests.

This cruise often sells out. If it is not available on the date you are seeking, consider one of our other Fall Foliage Sails.

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!

Leave the noise of city life behind and experience New York like never before aboard our boat tour of NYC. Sit back and enjoy this intimate lightly narrated Manhattan boat tour of lower Manhattan from the open deck of our mini yacht Kingston! On this NYC boat tour, get up close views of the Statue of Liberty and Ellis Island and the NYC Skyline from the Hudson River. This NYC cruise is great for small groups, friends, or family looking for a top-rated sightseeing experience around NYC. The boat features an interior salon with openable windows and an open outer deck, along with a full bar.

So book now and join us aboard the yacht Kingston today for this boat cruise in NYC, and see New York as it was meant to be seen—from the water!

The best way to understand the many facets of climate change in New York City is by traveling along its waterways on an architecture boat tour. Join us aboard Yacht Manhattan or Manhattan II for the AIANY Climate Change Tour: Resiliency, Sustainable Architecture, and the Future of NYC! Learn about how climate change is affecting our city and people, and the actions NYC is taking to mitigate pending threats and reduce its carbon footprint. This fully narrated NYC climate change boat tour will address the pressing need for sustainable design and greater resiliency. We’ll delve into how New York City is reducing fossil fuel consumption, strengthening its natural habitats, and reimagining its transportation infrastructure. This is an NYC architecture tour that focuses on climate change in NYC and will also explore the importance of the environmental justice movement in New York City.

On this NYC climate change boat tour, hear compelling and comprehensive steps that interdisciplinary teams of urban planners, architects, landscape architects, developers, and community groups are taking to address storm surges, intense rains, and hotter temperatures.

While we cruise, our AIANY tour guide will talk about NYC climate change as we pass by many up-close examples of green buildings and sustainable designs that reduce energy consumption, water usage, and pollution.

See firsthand the importance of the environmental justice movement in New York City. People of color and low-income families have often been pushed into low-lying neighborhoods that are most prone to flooding, have the highest levels of pollution, and suffer most from the urban heat island effect.

Continuing education credits available »

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!

Happy Holidays! Cruise into the NYC Christmas season aboard the Yacht Manhattan or Manhattan II for a leisurely weekend holiday brunch in NYC. On this holiday brunch cruise in NYC, you’ll find our yachts warm, cozy, and spectacularly decorated with Christmas decor within the heated grand salon! This holiday brunch cruise is 2.75 hours and circumnavigates Manhattan passing under all 18 bridges and by all the iconic NYC sights as we cruise past: Manhattan’s financial district, the Statue of Liberty and under the Brooklyn Bridge to name a few! Our NYC Christmas brunch is a three-course prix fixe menu served tableside and filled with freshly prepared brunch favorites! Book your tickets today for our holiday brunch cruise and join us for a fun Christmas experience in NYC!

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!

Join us on this holiday cruise in NYC aboard the cozy yachts Manhattan or Manhattan II decked out in festive, heartwarming holiday decor! Get into the holiday spirit during the most magical time of year during Christmas in NYC and enjoy the best NYC skyline views from the grand salon of our classic 1920s-style boats. This is the perfect cruise for a romantic date night in NYC during the Christmas season! On this 1.5-hour NYC holiday cruise, take in grand views of the New York City skyline at night from our cozy, heated glassed-in observatory. Cozy up at your private table with the glow of candles and holiday decor surrounding you. On this holiday cruise in NYC, enjoy a warm cup of our house-made cocoa and gourmet holiday cookies while you take in the twinkling lights of New York City at night. Our NYC night cruise offers classic holiday tunes over the boat’s sound system as you engage in quiet conversation while cruising aboard a classic yacht in NY Harbor.

On this New York evening sightseeing cruise, experience New York City at night by sailboat! While onboard this NYC evening cruise, take in the famous Manhattan skyline from the Hudson River and enjoy a fun experience in NY Harbor. Get spectacular views of Manhattan’s skyline, Ellis Island and the Statue of Liberty lit up at night on this evening boat cruise in NYC. This is one of our most romantic evening cruises and is perfect for a fun date idea in NYC.

Looking for a fun New York sightseeing cruise? Join us aboard Schooner America 2.0 for a NYC night time cruise on the Hudson River. Great for a fun NYC date night or with a group of friends, this evening NYC boat tour is the best way to see New York City from the water. Sip on champagne at night in a peaceful NY Harbor and glide past the Statue of LIberty with her golden torch held high. The City Lights sail on Schooner America 2.0, an evening boat cruise in NYC, is the best option for an after-dinner event or to finish any day in the city.

Start your summer weekend with a top-rated boat ride in NYC! A mimosa sail aboard the stunning Schooner Adirondack is a fun weekend activity in NYC for locals, or add it to your NYC summer bucket list. Gather with friends and family on this NYC boat tour, or consider it for a fun NYC date idea. An afternoon in NY Harbor aboard our original classic boat, Schooner Adirondack, offers a premium sailing experience in NYC. Schooner Adirondack is an 80-foot wooden pilot schooner that’s been sailing in NYC since 1998. Quickly forget the mayhem and noise of Manhattan and join us for a memorable boat cruise in NYC!

Start your weekend with a boat ride in NYC! Our mimosa sail aboard the stunning Schooner America 2.0 is a top rated NYC summer activity! This is the perfect activity to gather with friends and family or as a fun NYC date idea! All are welcome to enjoy an early afternoon sightseeing experience on the Hudson River on this NYC boat tour. Offering a premium NYC sailing experience, the Schooner America 2.0 is the newest, largest and most elegant sailboat in the Classic Harbor Line fleet. Within five minutes of leaving the dock, you'll forget the mayhem and noise of Manhattan street life as you feel the relaxing breeze of New York Harbor. A sail on America 2.0 is guaranteed to be a memorable experience. So, sit back and relax on this two hour boat cruise in NYC.

Looking for a fun weekend activity in NYC right now? Check out our NYC sightseeing cruise available weekend mornings with one mimosa included! Experience the city like you never have before on a morning Mimosa boat tour of NYC aboard the classic mini yacht Kingston. After a morning of coffee and walking the High Line in NYC, head over to the Chelsea Piers complex for a relaxing sightseeing NYC boat tour with Classic Harbor Line. Sip a mimosa and start your midafternoon with a cruise to the Statue of Liberty! Sit back and enjoy this intimate Manhattan boat tour from the comfortable interior salon or open outer deck of yacht Kingston! This is truly one of the best places to enjoy a mimosa in NYC! Book your tickets now aboard the yacht Kingston for an unforgettable boat tour of NYC!

On this 3.25-hour fully narrated AIANY Freshkills Park tour, cruise the active, vibrant waterway of the Kill Van Kull and into the heart of Freshkills Park of Staten Island on one of our luxury yachts. The American Institute of Architects New York Chapter (AIANY) and planners of Freshkills Park co-host this special NYC Freshkills Park tour alongside Classic Harbor Line. This is the only public Freshkills Park water tour available into the Fresh Kills waterway. Officially closed in 2001, Fresh Kills has embarked on a 30-year project to be transformed into the largest city park in NYC! Officially closed in 2001, Freshkills Park is the largest landfill to park transformation project in the world and when complete will be one of the largest parks in NYC. This Freshkills Park cruise shows off how its rolling grasslands, wetlands, and waterways are already home to an abundance of birds, fish, and wildlife.

In honor of the National Holiday Weekend and Fleet Week in NYC, Classic Harbor Line and Turnstile Tours have teamed up to offer this special tour of Naval New York Harbor History! Join us for NYC Fleet Week on Memorial Day Weekend for a special, in-depth New York City harbor tour of our rich harbor-related war history. This is a fun activity in NYC for Memorial Day! Our boat tour in NYC is a special 2.5-hour cruise that will explore the military history of New York Harbor from the Revolutionary War to today, with special emphasis on the role of the port in World War II. On this NYC Memorial Day cruise, we will visit historic military sites, monuments, and fortifications and see historic and modern fighting Navy ships up close! A Fleet Week cruise in NYC is the perfect way to celebrate Memorial Day Weekend in NYC!

Welcome to one of the best NYC Mother’s Day Brunch experiences! Treat mom to the elegant NYC Mother’s Day Brunch spot that she deserves on this Mother’s Day brunch cruise in NYC! Our classic boats, yacht Manhattan and Manhattan II, offer comfortable seating in a glass enclosed salon along with sweeping views of the NYC skyline and iconic landmarks from an open outer deck. A delicious three-course prix fixe brunch menu is served tableside with one complimentary Bloody Mary or Mimosa included! *Bottomless mimosas included for all Moms on Mother’s Day on our leisurely weekend brunch experience in NYC. This is the best brunch spot in NYC where you will see the entire island passing by all the major sites of Manhattan including the Statue of Liberty on this 2.75-hour cruise.

Happy New Year! Are you looking for one of the best things to do on New Year’s Day in NYC? Start your year with us on an NYC New Year’s Day brunch cruise! Take a seat on our classic boat, with a warm, cozy, and spectacularly decorated main cabin, which is sure to bring you and your guests into the spirit of the season. This NYC New Year’s Day yacht cruise is packed with a bountiful holiday-themed brunch menu as well as one complimentary drink of beer, wine, Champagne, bloody Mary or mimosa. Celebrate at one of the best brunch spots in NYC on this 2.75-hour Manhattan Island circumnavigation cruise. This NYC sightseeing cruise checks all the boxes as guests enjoy the views from our climate-controlled and enclosed back-deck observatory of the yacht Manhattan or Manhattan II.