Check Availability Buy Tickets Now

TIMEOUT: Best Boston Cruises

“Soak in the city from the water on these top harbor cruises”

-Edited by Jacqueline Cain

Editor, Time Out Boston

Written by: Madeline Bilis
a Schooner Adirondack sailboat cruising past a pier near downtown Boston

We’re One of Boston’s Best Boat Tours!

We have some amazing news. Time Out Boston just featured Classic Harbor Line Boston! We are in their “14 best Boston cruises” list. You can read the full article for yourself. We are so thrilled and honored. They really understand what makes us special.

Read the full article here. 

They highlighted our variety of ticketed cruises. We sail around Boston Harbor all year long. You can choose from two beautiful vessels. Take a cruise on our elegant yacht Northern Lights. She is a cozy and stylish classic. Or sail on our seasonal schooner; the magnificent Schooner Adirondack III. She is a true Boston sight!

We have something for everyone

What kind of cruise suits your mood? You can take a standard sightseeing cruise, perfect for first-time visitors. Or perhaps you prefer a romantic sunset sail? The sky over the harbor is breathtaking. Our offerings go much further — We have so many themed cruises for you!

How about our barbecue and beer series? It is a delicious summer favorite. We also offer festive holiday brunch cruises. These are perfect for family gatherings. Love smooth tunes? Then you will adore our jazz cruises. Or join us for spectacular fireworks cruises.

Imagine seeing Boston from the water. It is a completely different experience. You will glide past the city’s iconic skyline. See the Bunker Hill Monument from the sea. Get a water-level view of the USS Constitution. Our captains share fascinating stories too. You will learn Boston’s rich maritime history.

Our boats offer comfortable, intimate settings where you can relax in style and comfort. Enjoy a refreshing drink from our galley. Feel the cool sea breeze on your face. It is the perfect city escape.

Thank you Time Out Boston

We are deeply grateful for this recognition. Thank you, Time Out Boston! And a huge thank you to our guests. Your support makes all this possible. We love sharing our harbor with you.

Ready to create your own Boston memory? Come sail with us this season. Explore our full schedule of cruises online. Book your favorite trip before it sells out. We truly cannot wait to welcome you aboard.

See you soon on the beautiful Boston Harbor!