5 Best Cruises from Boston

You’ll find great cruise ports all around the United States. From Seattle and San Diego to Miami and Boston, every corner of the country has at least a couple of departure cities for epic cruises. While they obviously all are strategically picked by the major cruise lines, some of them offer just that little bit more. Boston is one of such ports. The best cruises from Boston radiate out at sea in all directions.

5 Best Cruises from Boston

From Boston, you can sail north along the rugged New England and eastern Canadian coasts or to the tropical paradise that is the Caribbean. The city—one the oldest in America—also is a great starting point for cruises across the Atlantic Ocean toward Europe. Plenty of options, in other words, so let’s check out some of the best cruises from Boston below.

Note, however, that these Boston cruises are merely a small sample of what’s on offer. They’re handpicked to showcase the options you have, listed in increasing duration and featuring the variety of destinations that lie within a sailing’s reach from Boston.

Bermuda - Best Cruises from Boston, Massachusetts

1. 5-Night Boston to Bermuda Cruise – Royal Caribbean

On board Royal Caribbean’s Serenade of the Seas, you’ll sail to what is arguably Boston’s greatest cruise destination. It’s definitely one of the most popular, the city being one of very few ports from which you can cruise to the island of Bermuda.

Explore Boston’s historic Freedom Trail before embarking on this 5-night Boston to Bermuda Cruise. After a fun day at sea, you’ll arrive at Kings Wharf in Bermuda, where you’ll stay for two full days of island fun.

  • Duration: 6 days
  • Ports of call: Kings Wharf
  • Price: from $591

Acadia National Park - Best Boston Cruises

2. 7-Day Canada & New England Discovery Cruise – Holland America

If you’ve always wanted to see the glorious coasts of New England and eastern Canada, there are few better options than a cruise like this 7-day Canada & New England Discovery Cruise from Holland America.

This is a one-way cruise from Boston to Montreal. In that week’s journey, you’ll be able to visit Bar Harbor and explore Acadia National Park, sail along the amazing coast of Nova Scotia, and visit Prince Edward Island, famous for its mussels and other seafood. Additionally, the journey takes in the Gulf of St. Lawrence and Quebec City, North America’s most European-like city.

  • Duration: 7 days
  • Ports of call: Bar Harbor, Halifax, Sydney, Charlottetown, Quebec City.
  • Price: from 1,219

St. Maarten, Caribbean - Best Cruises from Boston

3. 9-Day Eastern Caribbean Cruise – Norwegian

On this great Eastern Caribbean Cruise, you’ll leave behind chilly New England and head toward the sunny Eastern Caribbean. Highlights of the itinerary, one of the best cruises from Boston, include a visit to Blackbeard’s Castle in St. Thomas, a day of beach fun in St. Maarten and hiking in Tortola.

This is not a roundtrip cruise, but one way. The Norwegian Dawn will take you from Boston to San Juan, Puerto Rico.

  • Duration: 9 days
  • Ports of call: Thomas, Philipsburg, Basseterre, St. John’s and Tortola.
  • Price: from $479

Barbados beach, Caribbean - Best Boston Cruises

4. 14-Day Southern Caribbean Cruise from Boston – Norwegian

For a much longer Caribbean exploration, consider this 14-day Southern Caribbean Cruise. This is essentially the same itinerary as the cruise above, with a couple of extra tropical destinations thrown in. This roundtrip cruise from Boston travels a bit further south and also visits beautiful Barbados and stunning St. Lucia.

  • Duration: 14 days
  • Ports of call: Thomas, Philipsburg, St. John’s, Bridgetown, Castries, Basseterre and Tortola.
  • Price: from $899

Preikestolen, Norway - Best Cruises from Boston

5. 17-Day Voyage of the Vikings Cruise – Holland America

Lovers of wild landscapes and remote places will relish the opportunity to sail across the Northern Atlantic on this sensational Voyage of the Vikings Cruise. On Holland America’s Zuiderdam, passengers will embark from Boston and spend 2.5 weeks sailing along the most epic coasts between the U.S. and Western Europe.

The itinerary includes such awesome destinations as Acadia National Park, Newfoundland and Labrador, two days in Greenland, Reykjavik and Stavanger. This one-way cruise across the Atlantic ends in Rotterdam, the Netherlands.

  • Duration: 17 days
  • Ports of call: Bar Harbor, Sydney, Corner Brook, Red Bay, Paamiut, Qaqortoq, Reykjavik and Stavanger.
  • Price: from $5,049

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