8 Hour Sail Tour (Approximate)
Board Schooner Adirondack III at 60 Rowes Wharf for an eight‑hour, participatory front-row experience in Sail 250’s Parade of Sail—breakfast, lunch, and beverages included for an unforgettable day on Boston Harbor.
More ways to explore the area's outdoor wonders
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Difficulty
moderate
Duration
8 Hours
Fitness Level
Be comfortable standing and moving on an open deck for several hours and able to climb a few low companionways; basic mobility is required.
Wildlife
History
Boston Harbor has long been a working port and cultural crossroads; Sail Boston® events celebrate that maritime legacy and international tall‑ship tradition.
Conservation
Pack out what you bring, avoid single‑use plastics, and follow crew guidance to minimize disturbance to wildlife and reduce impact on the harbor.
Classic Harbor Line - Boston
8 Hour Sail Tour (Approximate)
Classic Harbor Line - Boston operates a fleet of elegant vessels offering narrated and themed cruises in Boston Harbor. The company runs the motor yacht Northern Lights and the classic schooners Adirondack III and Adirondack IV, providing public sails and private charters. Trips include seasonal specialty cruises—such as holiday sunset and brunch cruises, a Valentine's jazz and champagne tasting, a fall foliage luncheon, and St. Patrick’s Day Irish music cruises—along with sailing and oyster tours that feature freshly shucked oysters and wine. Classic Harbor Line - Boston serves corporate events, weddings, family celebrations, and reunions with full catering and bar options available on private charters aboard Northern Lights. Public cruises vary from 1.5 to two hours and highlight Boston’s skyline, historic islands, Fort Independence, and the U.S.S. Constitution. Knowledgeable professional crews operate each vessel and offer hospitality, safety briefings, and local commentary. The Adirondack schooners prioritize traditional sailing experiences, while Northern Lights focuses on an elegant yacht atmosphere with live music and seasonal decorations.
The company emphasizes memorable on-water experiences for locals and visitors seeking sightseeing, wildlife spotting, maritime history, and culinary pairings in Boston Harbor. Reservations are available for individual public tickets and private event bookings. Classic Harbor Line - Boston is a visible presence in Boston Harbor’s seasonal cruise offerings and continues to operate within local regulations and harbor navigation practices. Ticketing and schedule information are posted seasonally online and through local partner listings. Accessibility accommodations and group rates are offered when available. Contact details vary by season.
Location
Boston, MA
Departures from Boston Harbor
Vessels
Northern Lights; Adirondack III & IV
Motor yacht and classic schooners
Tours Offered
10 seasonal cruises
Sunset, holiday, brunch, and specialty sails
Private Events
Private charters available
Catering and bar options aboard Northern Lights
Reserve tickets for public sails or request a private charter on Northern Lights or the Adirondack schooners.
Arrive Early for Check‑In
Check in at the ferry terminal at 60 Rowes Wharf at least 30 minutes before boarding to pick up your boarding pass and get briefed by crew.
Wear the Right Shoes
Flat‑soled, closed shoes provide stable footing on deck; avoid high heels to prevent damage to the vessel and reduce trip hazards.
Prepare for Motion
If you’re prone to seasickness, take medication before boarding and bring remedies—the day is long and mostly open to wind and swell.
Protect Against Sun and Wind
Bring sunscreen, sunglasses, a hat, and a light windbreaker—salt air and glare can be intense during an all‑day sail.
Flat‑soled shoes
Provide good grip on wet deck surfaces and protect the vessel’s wood and nonskid areas.
Windbreaker or light jacket
Blocks wind and spray during open‑water waits and keeps you comfortable on cool mornings.
summer
Portable battery pack
There are no outlets aboard; keep cameras and phones charged for a long day of shooting.
Motion‑sickness remedy
The outer harbor can be choppy and you’ll be on the water for many hours—bring what works for you.