Your Guide to Cruising from Boston to Bermuda

Bermuda is as close as you can get to a Caribbean-like vibe, scenery and culture without actually being in the Caribbean. In fact, Bermuda is nowhere near the Caribbean, even though it’s often thought of as a tropical vacation island.

This tiny island country—a British Overseas Territory—consists of a few small volcanic islands and lies in the North Atlantic. Located at basically the same latitude as North Carolina, 665 miles east of the Cape Hatteras coast, Bermuda lies more northerly than you may have expected. Perhaps surprisingly, it lies closer to Nova Scotia, Canada than to Puerto Rico, closer to Martha’s Vineyard in Massachusetts than to Miami, Florida.

Situated right in the path of the warm Gulf Stream, however, its climate is fantastic. Bermuda enjoys a subtropical climate, a climate that borders on a tropical one, which is why it’s such a popular cruise and holiday destination. Its accessibility from the American East Coast, of course, helps as well. Actually, Bermuda is one of the greatest cruise destinations from Boston and the East Coast.

Boston to Bermuda: Ideal Cruise in Northeastern America

A very popular journey are Boston to Bermuda cruises. As mentioned earlier, the island lies closer to Massachusetts than to Florida, making Boston arguably the best port for cruises to Bermuda. This alone makes it ideal to hop on a ship in Boston.

It’s the favorite holiday destination among New Englanders, who take advantage of the offerings by three different cruise lines to enjoy Bermuda’s pink sand beaches, vibrant town life and wonderful nature.

Girl Standing on Beach Sunset

From the history-lined Freedom Trail in Boston to the cobblestone of Hamilton, the capital of Bermuda, these cruises are totally recommended if you have a week or so to spare. Besides wonderful nature and beaches, Bermuda has more than its fair share of history. As a former British colony and current Overseas Territory, the island is filled with colonial architecture and historic sites.

A major highlight is St. George, which transports you 400 years back in time, to the early days of British colonization in North America. However, unlike Jamestown and Colonial Williamsburg in Virginia, two of the youngest British settlements in America, St. George wasn’t reconstructed. Instead, St. George is pretty much original. You can see many authentic brick buildings and charming streets that date from the 1600s and 1700s. This historic town is now a UNESCO World Heritage Site.

The economic, cultural, entertainment and touristic hub of Bermuda is Hamilton. You’re definitely encouraged to go for a stroll on Front Street, a gorgeous waterfront road flanked by beautifully colored Victorian homes. Hamilton is also home to several cultural institutions that you might want to visit—examples are the Botanical Gardens, the Historical Society Museum and the Masterworks Museum of Bermuda Art. Also, don’t miss Bermuda Cathedral and fascinating Fort Hamilton, which is a series of fortifications constructed in the 1800s, when American-British relationships were rather tense.

Which Cruise Lines Sail to Bermuda?


Cruise lines that sail from Boston to Bermuda


Currently, there are three major cruise lines sailing to Bermuda. Those are Royal Caribbean, Holland America and Norwegian. They all offer 7-day cruises from Boston to Bermuda, basically following similar itineraries. The sailing time between both destinations is about two days on average.

Of course, those two days at sea aren’t wasted. You’re on a cruise, after all, and the ships used by these three cruise lines are well-equipped with all kinds of entertainment and facilities.

Royal Caribbean

Royal Caribbean operates a 7-night Boston-Bermuda cruise with its ship ‘Serenade of the Seas’. This cruise visits two ports—Boston and King’s Wharf in Bermuda—and lasts a total of eight days, three of which are spent in Bermuda. You’ll spend two full days and three nights at sea on the way out. The return trip to Boston lasts one full day and two nights.

At the moment this article was written, however, there were no sailings in 2017. The next available Boston to Bermuda cruises offered by Royal Caribbean leave on September 23 and October 7, 2018. The big benefit is that, when you book your cruise now, you should be able to save some money. Current prices range from $748 per person for an interior room to $1,628 for a suite. Note that this cruise is one night longer than the cruises below.

Holland America

The second cruise line to offer cruises from Boston to Bermuda is Holland America Line. This renowned company gives you two options. The first one is the classic 7-day Boston-Bermuda roundtrip. The second one is a 14-day voyage that combines that Bermuda cruise with a 7-day sailing to New England and Canada. Both cruises are on the ‘Veendam’ and include three days and nights in Bermuda, plenty of time to explore the island in great detail.

Holland America’s cruises from Boston to Bermuda take place in the early-summer season, basically from early-June to early-July. You’ll pay minimum $649 per person for an interior room and maximum $2,999 per person for the Neptune Suite—this is, of course, for the 7-day journey, not for the 14-day sailing.


Norwegian Cruise Line also has a 7-day Bermuda cruise in its repertoire. With the recently refurbished ‘Norwegian Dawn’, you get to explore this wonderful subtropical island for more than two days and two nights. You’ll spend one full day and two nights at sea on the way out, and two full days and three nights on the way back to the mainland.

This cruise runs from mid-April through early-November. Prices per person range from $699 for an inside room in the low season to $2,899 for a suite in the high season. Of course, there are numerous options in between those extremities.

Best Time of Year to Score Cruise Deals

Generally speaking, the beginning of the year is when many cruise lines do their annual promotions and offer numerous deals. This is before the actual cruise season starts, but it’s a way to get the word out, to attract customers and to get people excited. So, you’re most likely to score a great cruise deal from roughly the beginning of January to late-March.

Best Time of Year to Sail to Bermuda

Boston to Bermuda cruises don’t take place all-year long. They’re available from mid-April through November, but only if you sail with Norwegian Cruise Lines. The other two major cruise lines have pretty limited offerings. Summer—July and August—is obviously the high season, the time of year with the best weather but also with the biggest crowds.

The best time of year to sail to Bermuda is arguably in June. This is right before the busy season kicks off, yet a time that already enjoys excellent weather. Moreover, this is also when the largest number of cruises is available, offered by both Norwegian and Holland America throughout the month. This should theoretically keep the prices down.

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