Our cruises from Boston, Massachusetts take you from the cultural capital of New England to adventures in some of the world's most sought-after destinations, including the Caribbean, Iceland, and Quebec. Explore everything Boston has to offer—from heritage sites to legendary sports and entertainment venues—before embarking on the experience of a lifetime with Holland America Line.
Featured Destinations to See on Your Cruise from Boston
Whether you venture north to explore the rugged Atlantic coastline or south to the balmy tropics of the Caribbean, our cruises out of Boston will get you there in luxury. Here’s just a sample of the kind of unforgettable stops you’ll make along the way.
Located on a rocky inlet on the Atlantic Ocean, Halifax—Nova Scotia’s provincial capital—is defined by its maritime geography. It's a spirited mix of world-class history and nautical-themed museums alongside bunkers and fortresses that guarded the harbor, plus striking public art and sights, funky shops and excellent pubs serving up folk music (and good pints).
Sydney is the largest city on Cape Breton Island, connected to the rest of Nova Scotia by a causeway. Sydney's first attractions are along the harbor, where visitors can purchase local handicrafts and admire the world's largest violin, located next to the harbor's Cruise Ship Pavilion.
Charlottetown is the capital of Prince Edward Island, Canada's smallest province, as well as its largest city, despite having a population of fewer than 35,000. Despite its modest size, the city boasts an astonishing number of Victorian homes and buildings, as well as magnificent parks just waiting to be explored.
Boston Cruise Information
Find key info on cruises out of Boston here, so you can plan your trip with ease.
Add to Your Boston Cruise
Add a flight, city stay, or celebration to your cruise from Boston.
Holland America Line Flight Ease® offers specially negotiated low prices, a convenient and worry-free way to book air travel, late-arrival protection, and the freedom to change your flights with no change fees.
Find exceptional City Stays & Pre/Post Overland Packages, which offer a seamless experience ashore to add to your cruise.
Life should be celebrated! What better way than with a Holland America Line cruise? Let us create the perfect event while you relax and have the time of your life.
More in Canada and New England
Holland America’s New England and Canada cruises takes you to the ports of New England and eastern Canada to bear witness to fascinating histories and vibrant cultures that continue to thrive to this day.
Learn more about our current cruise deals to Canada and New England including Holland America Line's exclusive private island, RelaxAway, Half Moon Cay.
Visitors can walk the Freedom Trail and visit the Public Garden in Boston, or Mount Royal Park in Montréal.
