Boston Harbor Sunset Sail Discount Tickets. Save up to 20% with Coupon Code. Buy direct from Classic Harbor Line.

Embark on a captivating 2-hour Boston Harbor Sunset Sail on the Adirondack schooner and save up to 20% with our exclusive coupon code. Step aboard the elegant Adirondack schooners--featuring teak decks, mahogany trim, and spacious seating—and enjoy a smooth, relaxing sail led by an expert crew.

This relaxing harbor cruise offers stunning views of the Boston skyline as the sun dips below the horizon, creating a golden glow over historic landmarks. Cruise past the vibrant Seaport District, showcasing a blend of sleek modern architecture and historic maritime charm.

Spot iconic landmarks like the Moakley Federal Courthouse, World Trade Center, and Harpoon Brewery before gliding through the Inner Harbor Islands. Get up close to Castle Island’s Fort Independence, Spectacle Island, and Long Island Head Lighthouse. Along the way, your expert captain and crew bring Boston’s rich seafaring past to life with fascinating stories and local legends.

Reservations are required. This tour is popular and sells out in advance. 

Available: May - October

Departures: 7:00 PM & 7:30 PM
* View updated schedule at time of booking.

Duration: Pier to Pier 2.0 hours

Book now for the Sail250® celebration. Majestic tall ships from around the world arrive July 11-16, 2026
 
Tour Departs from: CLASSIC HARBOR LINES, 60 Rowes Wharf, Boston, MA 02110

REGULAR PRICES: SAVE UP TO 20%
Per Person $101.76 ... From $72.08
*Plus gratuity, taxes and fees. Prices and discounts subject to change without notice.

SAVE UP TO 20% ADIRONDACK SUNSET SAILINGS!
Click the BUY NOW button. Choose the Adirondack III Sunset Sail. Choose date, time, number of tickets. No Promo Code required. You will see your discount applied. Continue with your purchase.

CLASSIC HARBOR LINE
60 Rowes Wharf
Boston, MA 02110
US Toll Free: (888) 238 8507
Phone: (617) 326 3737
Website: boston-sailing.com