Romantic Sails/Cruises

Champagne Sunset Cruise on Yacht Manhattan

Experience a beautiful New York City sunset and the illuminated cityscape during a comfortable and unique NYC Harbor sunset cruise through the Hudson and East Rivers. 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. (Photo by Tali Blankfeld). 

Live Jazz City Lights Sail

Join us for a magical evening of live jazz aboard the decks of our stunning 105 foot schooner.  Sit back and relax with a glass of Champagne in hand and glide through the darkness of NY Harbor with the twinkling skyline as your backdrop.  This sail is perfect for date night or a group of friends looking to do something unique.

Sunset Sail aboard Schooner America 2.0

Experience the most stylish means of viewing a New York City sunset; sailing aboard the Schooner America 2.0. While sailing you will be treated to a glass of champagne by our exceptional crew as you watch the vibrant warm rays of the sun sink peacefully into the horizon.  Step away from the hustle and bustle of the city with your favorite companions when you board this 105-foot, 1800s styled vessel, America 2.0. She’s perfect for romantic outings, entertaining friends from out of town, or just relaxing.

Champagne City Lights Cruise on Yacht Manhattan

Experience a Romantic New York Sightseeing cruise like never before. Step aboard our luxurious 1920s inspired motor yacht. As you cozy up in the climate controlled observation cabin to take in the iconic sights, enjoy a complimentary drink. (Enjoy a complimentary beer, wine, champagne or soda on us. Cash bar available for additional drink purchases) Join us for a bright and beautiful New York City Skyline by nightfall during a comfortable and unique New York City Harbor Cruise. This romantic cruise is truly one of the most spectacular ways to see NYC! (Photo by Tali Blankfeld). 

Evening Jazz Cruise

Cruise New York City’s famous harbor aboard the luxury 1920s style yacht Manhattan while listening to live jazz music by the Classic Harbor Line Jazz Trio, The Sound Waves! Learn more about our NYC Jazz Cruise!  This is truly the perfect way to start your evening with sipping on some Champagne and relaxing to the soothing sound of the jazz. 

Sunset Sail aboard Schooner Adirondack

See New York City sunset from the water on this evening sightseeing sail of the borough’s waterside landmarks. Climb aboard our beautiful 80-foot schooner, the Adirondack, and join your captain in this peaceful, picturesque sail away from the concrete and noise of the city. (Photo by Tali Blankfeld). 

Wine & Cheese Pairing Classes on Yacht Manhattan

Each week wines are carefully selected from small family run or boutique producers to express the terroir of the region being represented. Years of experience, education and constant tasting help to select wines of exceptional value, quality and taste. Cheeses are ONLY artisan or farmstead cheeses sourced from NYC’s finest shops or small local dairies. Led by NYC wine pro Wendy Crispell (a certified wine and cheese educator) our wildly popular Wine and Cheese cruise has been featured in Wine Spectator, Time Out NY, Edible Manhattan, Gastronomista, Pasta’s Kitchen, Two plus Two review and The New York Post. (Photo by Tali Blankfeld). 

City Lights Sail aboard Schooner Adirondack

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.

Full Moon Sail aboard Schooner Adirondack

Join us for a magical, moonlit view of Manhattan aboard the Schooner Adirondack. On this sail, you will experience the splendor of New York City’s nighttime skyline under the bright, radiating moonlight.

Around Manhattan Brunch Cruise

Join us for our famous leisurely weekend brunch! Our “cruisine” is packed with delicious foods & fresh baked goods! Our chef is aboard throughout the cruise, refreshing the buffet with fresh baked quiche, sausages, a spiral ham, spring salad, bagel & lox station, and waffle station. Guests are treated to a complimentary Bloody Mary or Mimosa as well! View the sites and enjoy a lightly narrated tour from the Manhattan’s climate controlled, glass observatory.

PRIDE Fireworks Sail on Schooner Adirondack

Step aboard Adirondack to join us for the famous Pier 97 NYC Pride Fireworks! This annual celebration will end with a bang! Colorful fireworks soar in the sky of New York City Harbor just off Pier 97 after the “Pride Dance”. Exhale your “ooooo and ahs”! Glide through the water with us as you sip on Champagne and enjoy time with your loved ones. 

PRIDE Fireworks aboard America 2.0

Step aboard the Schooner America 2.0 for an evening of sparkling bursts and electric volcanos of light!  Sip on Champagne with friends and family as we cruise under the famous Pier 97 PRIDE Fireworks!  Sit aboard the open decks of this stunning schooner to enjoy the best seats in the house for this magical and monumental moment.  

Morimoto Sushi and Sake Sail on America 2.0

This light dinner sail features a most seaworthy cuisine:  sushi, and not just any sushi, but Iron Chef Morimoto’s sushi! No sushi meal would be complete without sake, and this sail does not disappoint, we offer a range of cool, refreshing sake served on the decks of New York City’s most elegant schooner. The menu includes a sampling of sushi perfect for a one-of-a-kind sunset sail – 9 sushi pieces and 1 roll – served in 2 platings, paired with 4 sake flights, and all while we set sail for the New York Harbor!

City Lights Sail aboard Schooner America 2.0

Board the 105-foot, 1800s styled, Schooner America 2.0 after dusk to take a tour of the unmatched Manhattan skyline. Bring your favorite companion or a group of friends to enjoy the lights as you sip on champagne in the peaceful late-night breezes of the Harbor. The City Lights sail on America 2.0 is an exquisite choice for an after-dinner event or to finish any day in the city. (Photo by Tali Blankfeld). 

Full Moon Sail aboard Schooner America 2.0

Join us for a magical, moonlit view of Manhattan aboard the Schooner America 2.0. On this sail, you will experience the splendor of New York City’s nighttime skyline under the bright, radiating moonlight.

Sunset Cocktail Cruise on yacht Full Moon from North Cove

Step aboard one of the smaller more intimate wooden yachts of the Classic Harbor Line fleet and depart from North Cove Marina for a cruise in New York Harbor at Sunset. The yachts are ideal for up to 28 guests, feature full bars, comfortable seating and excellent views of the city skyline and New York harbor. Each excursion will feature a slow pass by the Statue of Liberty & Ellis Island. On occasion, at high tide, we may even circumnavigate the Liberty Island.

Gypsy Jazz Cruise on the classic Yacht Manhattan II

Step aboard the *Manhattan* or *Manhattan II* and witness the city’s beauty and elegance, while enjoying some festive Gypsy Jazz with guitarist Alex Simon & his trio. Enjoy music of Django Reinhardt with dazzling technique and lyrical impressionism. This music is a bright but elegant style of acoustic swing that evokes the vibrancy of cosmopolitan life and the folkloric sounds of rural Europe, originating in France. Cruise New York City’s famous harbor aboard the 1920s-style yacht *Manhattan* or *Manhattan II* while listening to this fabulous trio. On this cruise you may hear a combination of 1930’s French Swing and Louis Armstrong hits. Alex Simon has performed at The Guggenheim, B.B. King’s Main Stage, The Rainbow Room, as well as world-renowned cocktail lounges Milk & Honey, Bathtub Gin, NoMad, The Roxy, and many other of New York City’s finest venues.

4th of July Fireworks Cruise on Yacht Full Moon from North Cove Marina

Join us for a 4th of July Fireworks celebration aboard this vintage style yacht; Full Moon built in 1950. This yacht offers you great views of the Macy’s July 4th Fireworks, Statue of Liberty and NYC skyline, from its forward open air deck, or its covered open-air aft deck observatory. This cruise is limited to only 20 passengers offering a intimate and up close view of this epic event. Enjoy passed hors d oeuvres, light stationary displays and dessert along with a complimentary standard open bar. (Beer, Wine, Champagne and soft drinks)  Enjoy this magical evening of the most spectacular display of fireworks in the nation!

Holiday Jazz Cruise

Step aboard our luxury Yacht Manhattan II in full holiday decor and join us for our romantic Holiday Jazz Cruise.  Enjoy this 1.5 hour cruise with your loved one and a glass of Champagne in hand.  See the city lights twinkle at night as you cozy up for an evening out in NY Harbor aboard a luxury yacht.  

Cocoa and Carols Holiday Cruise

Please join us for this special warm and cozy cruise with your friends, family, and all your loved ones during the Holiday Season. Step inside the toasty solarium in full holiday decor for a one hour and thirty minute cruise to see the New York City lights. Listen to Holiday Caroling backed by a live band and sing along to the classic holiday carols.  One complimentary drink of Beer, Wine, Champagne or Delicious Hot Cocoa (Spiked if you please), Cookies, and treats for all our guests are included! (**Additional Drinks are available for purchase)   This is a NYC Holiday cruise that you just can’t miss!

Holiday Wine Tasting aboard Yacht Manhattan

Step aboard the Yacht Manhattan or Manhattan II decked out in full holiday decor. Relax in our climate controlled glassed-in observatory and sip on wines hand picked by our adored wine expert Wendy Crispell!  She will teach you which wines go perfectly with everything on your holiday table. Additionally, each will be paired with the perfect cheese, chocolate or chutney to help you build the perfect holiday platter, or to help bring you into the spirited holiday season.

New Year’s Eve Fireworks Cruise on yacht Manhattan II

Enjoy a short champagne/sparkling wine tasting class at boarding to set the celebration in motion with our wine expert, Wendy Crispell.  Throughout the night, enjoy passed hors d’ oeuvres, our Live Jazz Trio the “Sound Waves”, and the New York Harbor Fireworks at midnight aboard our intimate and elegant 1920s style yacht.  So step aboard and celebrate the New Year with us in NY Harbor! **Must be 21 years old to attend. ***Contact us directly to save on Transaction Fees: 212-627-1825 Opt 4

Menu: 

Curious about the Champagne Tasting Class? Here’s a few highlights to look forward to!…
* A vintage American Bubbly rated over 90 points, winner of several awards
* A Grand Cru Champagne – a ‘grower’ Champagne
* A Cremant – a strictly controlled regional bubbly from Jura, France

Here’s what’s on the Menu to accompany the Champagne Tasting…
* House-made French cheese pastry straws
* An assortment of local and international artisan cheeses served with jam, honey and dried fruits
* A charcuterie board served with cornichons, mustard and onion confit
* Forest mushrooms roasted with sage and thyme
* Smoked salmon dressed with toasted pistachio, fresh dill, pickled red onion, capers and crème fraise
* Olive display
* Assorted flatbreads and gourmet crackers
* (All cheeses and salumi are sourced from Murray’s Cheese or Crown Finish Caves.)

Passed items to follow…
* Butter poached lobster shooters with shitake mushrooms
* Fois Gras and apricot-honey drizzle on a toasted baguette
* Carrot roulades with beet and herb goat cheese, ribbons of carrots stuffed with local goat cheese infused with farm fresh ingredients
* Peppercorn crusted filet mignon topped with a silky pate, served on a toasted brioche
* Truffle infused deviled eggs topped with shaved green onion and smoked paprika
* Turkish kofte, a spiced meatball drizzled with a Greek cucumber yogurt sauce
* Expect an elegant sophisticated evening, conversation-friendly seating and great sightseeing!

New Year’s Eve Fireworks Cruise on Yacht Manhattan

Join us in your finest formal-wear for a wonderful New Year’s Eve celebration aboard the yacht Manhattan, and experience a comfortable and unique Manhattan waterways cruise through the Hudson and East Rivers. Enjoy this intimate yacht decked out in Holiday decor. Throughout the night, enjoy passed hors d’ oeuvres, a fully stocked Standard open bar (Beer, wine, champagne – please see bar menu below), our Live Jazz Trio, and the New York Harbor Fireworks at midnight aboard our intimate and elegant 1920s style yacht. The Quartet is comprised of electric base, guitar, drums, trumpet and vocals. Enjoy some cool jazz at boarding. As the excitement of the evening builds, expect some classic covers, danceable funk and R&B.  **Must be 21 years old to attend. ***Contact us directly to save on Transaction Fees: 212-627-1825 Opt 4

Menu: 

Stationary items to follow..
* Cheese and Charcuterie served with cornichons,, onion confit, fire roasted tomato and olive tapenade
* Roasted gourmet mushrooms with sage and thyme served with toasted baguette.

Passed items to follow…
* Mini Beef Wellington- Filet Mignon, Mushroom Duxelles wrapped in puff pastry
* Crab Cake slider on mini Brioche with Cajun Remoulade
* Bacon wrapped scallop with Sriracha mayo
* Tuscan tart stuffed with savory vegetables

Our Bar…
* Sparkling wine bar: Our private labeled house sparkling Blanc de Blanc, Spanish Cava, French Cremant.
* Beer: Narragansett; Washington County, Rhode Island, Bronx Banner; Bronx NY, Pork Slap; Garrattsville, NY
* Wine: Whites: Al Verdi, Pinot Grigio, Italy. Reds: Los Dos, Blend, Spain. Rosé: Aimé Roquesante, Provence
* Soda, Water & Juices Bar also included.

Sunset Cocktail Cruise on yacht Kingston from North Cove Marina

Join us aboard yacht Kingston from our North Cove location for a sunset cruise in NY Harbor.  The yacht is ideal for up to 32 guests, features a full bar, comfortable seating and excellent views of the city skyline and New York harbor. Each excursion will feature a slow pass by the Statue of Liberty & Ellis Island. On occasion, at high tide, we may even circumnavigate the Liberty Island. 

Valentine’s Day Champagne Tasting Cruise

Join us in NYC for a Champagne Valentine’s Day Cruise aboard the luxury yacht Manhattan II.  As you cruise on the Yacht Manhattan II, you will be able to take in all the beauty the New York City skyline has to offer while cozying up and staying warm in our climate controlled observatory. This cruise has limited capacity to create an intimate, comfortable and quiet NY Harbor cruise.  This Valentine’s Day Cruise is one of the best date ideas in the city of Manhattan.  This romantic, intimate and breathtaking NYC Cruise is something that you will make a regular annual event on this special day.    

Morimoto Sushi & Sake Cruise on Yacht Manhattan

Step aboard the classic yacht Manhattan and enjoy an evening out on the water for a NYC sunset. This light dinner sail features most seaworthy cuisine: renowned NYC sushi from Iron Chef Morimoto and cool, refreshing assorted sake, served on the decks of New York’s most elegant yacht. The menu includes a sushi sampling of nine sushi pieces and one roll served in two platings and paired with 4 sake flights! Classic Harbor Line and Morimoto have taken special steps to ensure the sushi is served in the freshest means possible for this event: It is prepared just minutes before boarding, stored in special coolers and served within the first hour of your cruise. **This cruise runs through the month of October.  If you are interested in joining us June-Sept check out the Morimoto Sushi & Sake Sail aboard the Schooner America 2.0