Northern Lights Sunset Cruise

$40.28 to $82.68 • 15-minute boarding with 2 hour cruise

Join us for a relaxing cruise and unwind with loved ones, friends, or colleagues. Witness the captivating transformation of Boston's skyline as it glows against the evening sky. Delight in handcrafted cocktails and appetizers from our main deck bar as you glide through the harbor. Enjoy light commentary ...

2 hours
Boat Tour, Cruise / Large Boat, Sunset Cruise
Classic Harbor Line - Boston
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Brunch Cruise aboard Northern Lights

$72.08 to $93.28 | 2 Hour Cruise

Spend your weekend unwinding in style with a delightful 2-hour Brunch Cruise aboard the elegant Northern Lights. From the moment you step aboard our luxurious ship, the bar is open, ready to kickstart your relaxation journey. Indulge in our gourmet brunch buffet while you settle into a cozy seat, soaking ...

Boston
2 hours
Boat Cruise, Boat Tour, Brunch Cruise, Castle, Cruise / Large Boat, Ferry, Fishing, Party Boat, Party Fishing, Sailing, Wedding
Classic Harbor Line - Boston
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Boston Harbor Cruise on Northern Lights

$33.92 to $44.52 | 1 or 1.5 hour Cruise

Step aboard the Northern Lights for an immersive 60 or 90-minute sightseeing adventure across Boston Harbor. Explore the harbor's rich and fascinating history, guaranteed to captivate your attention throughout the journey. Take in the sights from the comfort of our cozy main cabin, complete with ...

Boston
1.5 hours
Boat Tour, Cruise / Large Boat, History Tour, Sightseeing Tour
Classic Harbor Line - Boston
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Schooner Adirondack Oyster Sail

$76.32 | Classic Day Sail with Freshly Shucked Oysters

A Boston Harbor Sailing & Oyster Tour is a perfect blend of maritime adventure and culinary delight. Picture yourself aboard our classic sailboat, gliding across the waters of Boston Harbor with the city skyline as your backdrop. Tour Highlights: ? Scenic Sailing: Depart from Rowes Wharf catching ...

Boston
2 hours
Adirondack Sailing, Beer Tour, Boat Tour, Brewery, City Tour, Day Sail, Ferry, Food Tour, Harbor Tour, History Tour, Party Boat, Party Fishing, Photography Tour, Sailing, Sightseeing Tour, Sunset Sail, Water Activities, Wine
Classic Harbor Line - Boston
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Adirondack Day Sail

$49.82 to $74.20 | 1.5 or 2 hour Sail

Experience the timeless charm of Boston Harbor aboard our classic 2-hour or 1.5-hour afternoon day sails. Step aboard our schooners Adirondack III & IV for an unforgettable journey through the scenic beauty of the harbor. Our sailing vessels, both 80-foot pilot schooners, boast elegant designs with ...

Boston
1.5 or 2 hours
Adirondack Sailing, Boat Cruise, Boat Tour, Brewery, Castle, Cruise / Large Boat, Day Sail, Ferry, Sailing, Water Activities
Classic Harbor Line - Boston
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Adirondack Sunset Sail

$72.08 to $101.76 | 2 hour Sail

Embark on a captivating 2-hour Boston Harbor sunset sail aboard our sister ships, Schooners Adirondack III and II, elegantly styled 80-foot pilot schooners. As the sun descends below the horizon, witness the city's waterfront landmarks bathed in the golden hues of twilight. Renowned as the fastest ...

Boston
2 hours
Boat Tour, Sunset Sail
Classic Harbor Line - Boston
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Boston History Harbor Tour aboard Yacht Patriot

$38.16 | 1.5 hour Cruise

You’re in Boston searching for ‘best boat tour near me’...look no further! Join us aboard the classically-inspired wooden mini yacht, Patriot for an intimate Boston narrated cruise to discover some of the histories and mysteries of Boston’s Harbor and rich waterfront. This 1.5-hour sightseeing ...

Boston
1.5 hours
Classic Harbor Line - Boston
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Boston Sunset Cruise with the USS Constitution Cannon Fire

$59.36 | 1.5 hour Cruise

This is one of the best kept secrets of Boston! Take to the water and experience Boston Harbor at Golden Hour aboard the yacht Patriot. There is no better way to end the day than on a classic yacht at sunset in Boston Harbor. This sunset cruise is the perfect Boston date night idea offering stunning ...

Boston
1.5 hours
Classic Harbor Line - Boston
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Mother's Brunch Cruise aboard Northern Lights featuring Live Jazz!

$82.68 to $93.28 | 2 Hour Cruise

Pamper your mom and grandmother with a serene and picturesque Brunch Cruise aboard the Northern Lights, accompanied by live Jazz music! Treat them to a memorable experience as we embark on a journey through historic Boston Harbor. With ample space for group photos, you can capture cherished memories ...

Boston
2 hours
Boat Cruise, Boat Tour, Brunch Cruise, Castle, Cruise / Large Boat, Ferry, Fishing, Sailing
Classic Harbor Line - Boston
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Northern Lights City Lights Ghost Tour

$40.18 | 1.5 hour Cruise

Haunted Harbor Ghost Cruise with The Histrionic Academy Step aboard Northern Lights, a 1920s-style yacht, for a 90-minute evening cruise that blends Boston Harbor’s history with live, spine-tingling storytelling. In partnership with The Histrionic Academy, two costumed performers guide you past island ...

Boston
1.5 Hours
Classic Harbor Line - Boston
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St. Patrick's Day Brunch Cruise with Live Irish Music!

$93.28 | 2 Hour Cruise

Top of the mornin’ to ya! Looking for things to do in Boston for St Patrick’s Day or for a festive Boston Irish music cruise? We’ve got you covered. Don’t forget the most important meal of the day on our favorite holiday - a Boston brunch cruise with live Irish music to celebrate Boston St. Paddy’s ...

Boston
2 hours
Boat Cruise, Boat Tour, Brunch Cruise, Castle, Cruise / Large Boat, Ferry, Fishing, Sailing
Classic Harbor Line - Boston
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U.S.S. Constitution Turnaround Brunch aboard Northern Lights

$129.32 to $182.32 | 2.5 hour Cruise

Join us for the July 4th turnaround cruise of the U.S.S. Constitution, the oldest (1797) actively commissioned naval vessel in the world . You won't want to miss this truly unique and special event! The turnaround takes place once a year to celebrate our nation's birthday. During the turnaround ...

Boston
2 hours
Boat Cruise, Boat Tour, Brunch Cruise, Castle, Cruise / Large Boat, Ferry, Sailing
Classic Harbor Line - Boston
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U.S.S. Constitution Turnaround Sail on Adirondack

$129.32 to $172.32 | 2.5 Hour Cruise

Join us for the 2.5-3 hour long sail on July 4th to view the turnaround of the U.S.S. Constitution, the oldest (1797) actively commissioned naval vessel in the world. Experience this yearly event like you never have before aboard Adirondack III, a classic 80-foot pilot schooner. She features comfortable ...

Boston
2.5 hours
Sailing
Classic Harbor Line - Boston
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Winthrop Fireworks Cruise on Adirondack

$167.48 to $284.08 | 3 to 3.5 hours

Don't want to deal with all the traffic, crowds, and hype surrounding the 4th of July, but still want to celebrate and enjoy the patriotic holiday? Step aboard the Adirondack III for a cruise to Winthrop to watch the fireworks and then sail back to Boston at the end. Enjoy a complimentary drink ...

Boston
3 to 3.5 hours
Adirondack Sailing, Boat Cruise, Boat Tour, Cruise / Large Boat, Ferry, Fireworks Cruise, Sailing, Water Activities
Classic Harbor Line - Boston
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Winthrop Fireworks Cruise on Northern Lights

$220.48 to $284.08 | 3 Hours

Classic Harbor Line Boston offers some of the best views of the Winthrop fireworks show for the 4th of July in Boston. Our Boston fireworks cruise aboard Yacht Northern Lights is great for friends and family or groups looking to celebrate in Boston on the 4th of July. Join us off of Winthrop, MA, just ...

Boston
3 hours
4th of July Cruise, Boat Cruise, Boat Tour, Cruise / Large Boat, Ferry, Fireworks Cruise, River Cruise, Sailing, Sternwheeler/Riverboat, Water Activities
Classic Harbor Line - Boston
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Harborfest Fireworks Cruise aboard Northern Lights

$103.88 | 2 Hour Cruise

Bostonians know how to celebrate our Independence and it all begins with Harborfest. Join us aboard the Northern Lights with friends and family for 2-hour Harborfest Cruise and fireworks cruise, which offers a crowd-free alternative to the shore line! Wave to your fellow patriots on shore and take in ...

Boston
2 hours
Boat Tour, Cruise / Large Boat
Classic Harbor Line - Boston
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Harborfest Fireworks Cruise aboard Adirondack

$167.48 | 2 Hour Sail

Get the fourth of July week started with a BANG! Wave to your fellow patriots on the shoreline as we cruise around and see the sites of Boston! Following our cruise around the harbor enjoy a spectacular fireworks display on Boston Harbor. Enjoy one complimentary drink with your ticket purchase! Join ...

Boston
2 hours
Boat Tour, Cruise / Large Boat, Sailing
Classic Harbor Line - Boston
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Sail Boston Harbor Cruise on Northern Lights

1.5 hour Cruise

Experience Tall Ships from the Water: 90-Minute Harbor Cruise on Northern Lights Step aboard Boston’s most elegant two-deck yacht for a truly elevated vantage point of the most spectacular maritime gathering of the year. On this 90-minute cruise, you’ll glide out from Rowes Wharf into Boston Harbor, ...

Boston
1.5 hours
Classic Harbor Line - Boston
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Sail Boston Brunch Cruise aboard Northern Lights

2 Hour Cruise

Tall Ships Viewing Brunch Cruise Aboard Northern Lights Spend your weekend unwinding in style aboard Northern Lights, Boston’s most elegant 1920s-style yacht, for a two-hour Tall Ships Viewing Brunch Cruise during Sail Boston® 2026. Step aboard this classic two-deck vessel and enjoy a leisurely brunch ...

Boston
2 hours
Classic Harbor Line - Boston
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Adirondack Day Sail - Sail Boston Tour

1.5 Hour Tour

Sail Among the Tall Ships: 90-Minute Harbor Sail on Schooner Adirondack Feel the wind fill the sails and the sea come alive beneath you as you embark on a true maritime adventure aboard the schooner Adirondack — Boston’s premier sailing vessel. During the Sail Boston® 2026 celebration, this 90-minute ...

Boston
1.5 hours
Classic Harbor Line - Boston
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Sail Boston Harbor Cruise on Patriot

1.5 hour Cruise

Experience Tall Ships from the Water: 90-Minute Harbor Cruise on Patriot Step aboard Patriot, a charming classic wooden yacht, for an intimate and unforgettable vantage point of Boston’s most spectacular maritime event of the decade. On this 90-minute cruise, you’ll depart from Rowes Wharf and glide ...

Boston
1.5 hours
Classic Harbor Line - Boston
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Sail Boston 250 Fireworks Cruise

$103.88 | 2 Hour Cruise

Crowd Free Sail Boston Fireworks Display Boston knows how to celebrate in grand style — and Sail 250 brings that spirit to an entirely new level. Join us aboard Northern Lights for a special 2-hour Sail Boston Fireworks Cruise, offering a crowd-free alternative to the busy shoreline. Enjoy the festive ...

Boston
2 hours
Classic Harbor Line - Boston
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Sail Boston 250 Fireworks Sail

$167.48 | 2 Hour Sail

Kick off Sail 250 week with a spectacular night on the water! Step aboard and cruise past the excited crowds along Boston’s shoreline as we take in the harbor sights and the impressive fleet gathered for this historic celebration. After a relaxing evening on the water, settle in for a breathtaking ...

Boston
2 hours
Classic Harbor Line - Boston
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Labor Day Fireworks Cruise on Northern Lights

$79.50 | 2 Hour Cruise

Illuminate the Harbor Fireworks Cruise on Northern Lights Celebrate the last days of summer with friends and family on a 2-hour Illuminate the Harbor Fireworks Cruise aboard yacht Northern Lights, which offers a crowd-free alternative to the shore line! Avoid the crowds and get front row seats for Boston ...

Boston
2 hours
Boat Cruise, Cruise / Large Boat, Ferry, Fireworks Cruise, Sailing
Classic Harbor Line - Boston
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Labor Day Weekend Harbor Fireworks Cruise Aboard Adirondack

$95.40 | 1.5 hour Sail

Illuminate the Harbor Fireworks Cruise aboard Schooner Adirondack What better way to celebrate the end of summer, but with a stellar fireworks display from the waters of Boston Harbor? Join us aboard the historic and beautiful Adirondack for Illuminate the Harbor Fireworks hosted by Boston Harbor Now. ...

Boston
1.5 hours
Adirondack Sailing, Aquarium, Boat Cruise, Cruise / Large Boat, Day Sail, Evening Cruise, Ferry, Fireworks Cruise, Sailing, Water Activities
Classic Harbor Line - Boston
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Fall Brunch Cruise

$72.08 to $93.28 | 2 Hour Cruise

Weekends are made for relaxing, and there’s no better way to unwind than with a two-hour Fall Brunch Cruise aboard the elegant Northern Lights. Step aboard our classic 1920s-style yacht, adorned with festive autumn décor, and ease into your weekend with a sparkling apple cider mimosa in hand. Savor ...

Boston
2 hours
Boat Cruise, Boat Tour, Brunch Cruise, Castle, Cruise / Large Boat, Ferry, Fishing, Party Boat, Party Fishing, Pirate Ship, Sailing, Wedding
Classic Harbor Line - Boston
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Boston Harbor Fall Luncheon Cruise

$61.48 to $72.08 | 1.5 hour Cruise

Pull out your favorite autumn sweater and join the captain and crew of Northern Lights for a cozy 1.5-hour Fall Lunch Cruise on Boston Harbor. This cruise is the perfect way to celebrate New England’s famous foliage season in comfort and style. Settle in with a hot apple cider and enjoy the crisp harbor ...

Boston
1.5 hours
Boat Tour, Cruise / Large Boat
Classic Harbor Line - Boston
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Seasoned Sailor Pass

Consider the "Patriot" or "Family" Seasoned Sailor Pass for year-long discounts and perks when sailing aboard Schooner Adirondack II and III. This is a Great Gift for others or yourself…time sailing on the water away from the hustle & bustle of Boston! All Passes include an ...

Boston
Private Tours
Classic Harbor Line - Boston
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