SAIL NEW YORK HARBOR
Sailing Cruises in New York City
Step aboard a classic schooner for an unforgettable sail past the Manhattan skyline and the Statue of Liberty. Explore daytime, sunset, city-lights, and seasonal sailing experiences.
Set Sail from Chelsea Piers
Classic Harbor Line’s schooner cruises bring the romance of traditional sailing to New York Harbor. Guests can enjoy open-air decks, changing skyline views, and the character of a classic vessel.
Plan the Right Departure
Available sailing experiences vary by season and schedule. Review each cruise page for current duration, inclusions, pricing, and live availability before booking.
Guest Favorites
Featured New York Harbor Cruises
From iconic sightseeing and sunset sails to architecture, dining, and seasonal cruises, explore guest-favorite ways to experience New York Harbor.
Seasoned Sailor Pass
Consider the Seasoned Sailor Pass for year-round sailing benefits aboard classic schooners. Enjoy complimentary tickets, discounts on apparel, and early event access. Choose between Duo or Family options to suit your needs.
Wine & Cheese Pairing Classes on Yacht Manhattan
As the sun sets over lower Manhattan, enjoy a curated selection of wines and cheeses aboard a classic yacht. A wine expert guides you through regional tastings while iconic landmarks pass by. Relax in comfortable seating areas as you savor pairings that include artisan cheeses, dried fruits, and nuts.
AIANY Around Manhattan Historic Architecture Tour
Cruise around Manhattan aboard a 1920s-inspired yacht, exploring historic architecture with expert narration. Pass iconic skyscrapers and landmarks while enjoying views from both indoor and outdoor seating areas.
Plan Ahead
Plan Your Visit to Chelsea Piers
Review your cruise details, arrive with time to check in, and get ready to see New York City from the harbor.
What to Bring
- Booking confirmation
- Weather-appropriate layers
- A valid photo ID when required
- Your cruise’s specific instructions
- Questions? Contact our team
Before You Arrive
Review your booking confirmation for check-in time, boarding location, and cruise-specific details. Book in advance to secure your preferred departure.
Ready When You Are
Choose Your New York Sailing Experience
Browse all current Classic Harbor Line departures and reserve through the official booking calendar.