90–105 Minute Sailing Experiences with Cocktail on the Clipper City Schooner – Skyline Views, Cocktails & More

Manhattan By Sail - New York
4.7
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Nashawnne
2 years ago
The sight was great and the staff was even better . Loved the light sound.

Step aboard the iconic Clipper City and drift past Lady Liberty, Ellis Island, and the Manhattan skyline. Whether it’s a cozy family outing or a romantic date night, this sail turns any evening into something unforgettable.

Highlights

  • 90–105 minute sailing experiences aboard New York’s largest passenger sailboat

  • Close-up views of iconic sites — Statue of Liberty, Ellis Island, Governors Island, and the Manhattan skyline

  • Welcome cocktail included; additional drinks and snacks available for purchase onboard

  • Pick your sail from Daytime, Golden Hour, Sunset Jazz with live music, or City Lights evening sails

  • Perfect for gifting — an unforgettable New York experience for locals and visitors alike

What To Expect

Sail into New York Harbor aboard the 158-foot Clipper City, an iconic twin-masted schooner that blends history, adventure, and unbeatable skyline views. Depending on the option you choose, you’ll glide past world-famous landmarks in daylight, golden-hour glow, sunset backed by live jazz, or under the twinkling lights of the city at night.
Each sail begins with a welcome cocktail to set the mood, with a full bar and snacks available throughout the journey. Whether you’re capturing photos of Lady Liberty, swaying to live jazz melodies, or simply soaking in the sights and sounds of the harbor, every moment aboard is designed to be unforgettable. With spacious decks and sweeping views, Clipper City offers a sailing adventure unlike any other in New York.

Plan Your Visit

  • Planning StageTemperatures on the water are typically about 10 degrees cooler than on land—dressing in light, layered clothing is recommended for comfort throughout your sail.
  • Operating Hours / Tour ScheduleDaytime Sail
    Sept 17-28 at 1:15PM
    Sept 17 - Oct 5 at 3:30PM
    Oct 8-19 at 3:15PM
    Oct 22-31 at 2:30PM
    Afternoon Golden Hour Sail
    Sept 17 - Oct 5 at 3:30PM
    Oct 8-19 at 3:15PM
    Oct 22-31 at 2:30PM
    Sunset Jazz Sail
    Sept 17 - Oct 5 at 6:15PM
    Oct 8-19 at 5:30PM
    Oct 22-31 at 5:15PM
    City Lights Night Sail
    Sept 18 - Oct 4 at 8:30PM
    Oct 9-18 at 8PM
    Oct 23-30 at 7:30PM
  • Key Stops IncludeStatue of Liberty, Ellis Island, Governors Island, Manhattan Skyline and more.
  • AccessibilityClipper City offers 80% wheelchair access with crew assistance and onboard support. Guests are encouraged to reach out for personalized arrangements.

Ticket Options

Clipper City Daytime Sail

Cruise through New York Harbor in style aboard the iconic Clipper City, where unforgettable views and laid-back vibes come together for the perfect escape. Sit back and relax with a cocktail from the full onboard bar as you sail past legendary landmarks like the Statue of Liberty, Ellis Island, and the sweeping Manhattan skyline. Whether you're capturing that once-in-a-lifetime photo or simply savoring the breeze and city lights, this intimate sail offers a unique and unforgettable way to experience the magic of NYC from the water.
Includes a welcome cocktail. Full bar and snacks available for purchase. Photo ID required.
Duration: 90 Minutes

Afternoon Golden Hour Cocktail Sail

Set sail during NYC’s “magic hour,” when golden light bathes the harbor and every photo is postcard-perfect. Your journey begins with a welcome cocktail, setting the tone for an unforgettable cruise aboard either the city’s largest tall ship or its oldest schooner yacht. Glide past the Statue of Liberty, Ellis Island, and Governors Island with sweeping skyline views all around. With a full bar and snacks available onboard, this is the ultimate way to unwind, sip, and soak in New York like never before.
Bonus cocktail included. Photo ID required.
Duration: 90 Minutes

Sunset Jazz Sail

Watch the sun dip behind the Statue of Liberty as smooth live jazz fills the air aboard the majestic 158-foot Clipper City. Whether you’re helping hoist the sails, lounging with a cocktail, or strolling the deck for the best views of NYC’s iconic skyline, this sunset sail is pure magic. With a crew of passionate sailors and artists, a full cocktail bar, and jazz melodies setting the mood, Manhattan By Sail offers a romantic, unforgettable way to experience the harbor—golden hour never looked (or sounded) so good.
Includes a welcome cocktail. Photo ID required.
Duration: 105 Minutes

City Lights Night Sail

Step aboard the Clipper City, NYC’s largest passenger sailboat, and watch the world’s most iconic skyline come alive in a dazzling display of lights. This peaceful evening sail is the perfect way to unwind with friends, family, or someone special. As the city sparkles around you, enjoy the tranquil vibe, the gentle sway of the harbor, and a full bar stocked with beer, wine, and cocktails available for purchase. It’s a magical night on the water you won’t forget.
Includes a welcome cocktail. Photo ID required.
Duration: 90 Minutes

How It Works

1. Grab the Deal

Buy your Groupon first!

2. Plan your Visit

Follow the link on your Groupon to select the date.

3. Redeem your Mobile Ticket

Enter your Groupon code at checkout.

4. Enjoy the Experience!

FAQs

How long is the Clipper City sailing experience?

Depending on the option, sails last 90 to 105 minutes, giving you plenty of time to relax and take in the views.

What landmarks will I see on the Clipper City sail?

Guests enjoy close-up views of the Statue of Liberty, Ellis Island, Governors Island, and panoramic sights of the Manhattan skyline.

Is food or drinks allowed?

Each sail includes a welcome cocktail. Additional drinks and snacks are available for purchase at the onboard full bar.

Is the Clipper City suitable for groups?

Yes, the spacious deck can host up to 144 passengers, making it a perfect choice for groups, celebrations, or family outings.

Need To Know Info

Promotional value expires Oct 31, 2025. Amount paid never expires.
  • Online reservation required. Merchant contact information will be available for you after purchase in My Stuff.
  • Each Groupon is valid for 1 person. May purchase multiple to accommodate your group size.
  • Sales tax not included and collected at time of booking.
  • Must provide 21+ ID to receive alcoholic beverages.
  • Subject to weather.
  • Alcohol not discounted more than 50%.
All sales final. Merchant is solely responsible to purchasers for the care and quality of the advertised goods and services. Offer is not eligible for our promo codes or other discounts. Learn about Strike-Through Pricing and Savings

About Manhattan By Sail - New York

For more than 30 years, the captains and crews behind Manhattan by Sail have been giving visitors and locals alike the chance to view the city from an entirely new perspective. Their 158-foot Clipper City vessel is a replica of a 19th-century cargo schooner that was constructed in the 1980s using plans purchased from the Smithsonian. Clipper City can hold more than 145 passengers between masts and rigging that tower as high as 120 feet above the deck. The vessel can set sail on daytime, sunset, and evening cruises where you can enjoy an impromptu sea-shanty sing-along. Somm in the City hails Manhattan by Sail as a prime destination for weekend fun and NewYork.com lists it as one of the 12 Great Things to Do with Your Dad in NYC.

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