You don't have to fly to take a cruise.
Some of the best sailings leave right from Boston. My free 12-page guide helps you understand where you can go, what it costs, when to sail, and which options are actually worth considering.
Get the Free GuideWritten by a Boston-area travel advisor who specializes in cruises.
ONE PORT. FOUR WAYS TO GO.
Bermuda · Canada & New England · Québec · Transatlantic
Start closer to home.
For New England travelers, a cruise vacation does not have to begin with an airport.
Boston has sailings to Bermuda, Canada and New England, Québec, and Europe. The challenge is figuring out which itineraries, cruise lines, dates, and prices make sense for the way you actually want to travel.
I created this guide to put the useful information in one place. It is designed to help you make a better first decision before you spend hours comparing ships and sailings.
The questions you need answered before you choose a sailing.
No generic packing list disguised as a cruise guide. This is about understanding the options from Boston and choosing the one that fits.
Where You Can Go
Bermuda, Canada and New England, Québec City, and fall crossings to Europe.
What It Really Costs
A sample cruise budget that accounts for the expenses people often forget, including gratuities and Wi-Fi.
How the Lines Compare
A look at the cruise lines sailing from Boston in the 2026–2027 seasons and the kind of traveler each may fit.
When to Go
A season-by-season look at Boston cruising, plus practical timing considerations when choosing and booking.
Before You Sail
Pre-cruise checklists and a featured 2027 Bermuda sailing that lines up with April school vacation week.
Twelve pages. One much easier place to start.
Most people assume a cruise means flying to Florida. If you live in New England, that can mean adding airfare, an extra hotel night, airport transfers, and another layer of logistics before the vacation even begins.
Boston changes the equation. Put your email in the form and I will send the guide straight to your inbox.
Send me the Boston Cruise Guide
Enter your first name and email below. The free 2026–2027 edition will be sent to you by email.
No spam. Just the guide and occasional Boston cruise information worth knowing about.
Boston cruising deserves better than a list of departure dates.
I am a Boston-area travel advisor, and cruises are a major part of what I plan. One of the things I want local travelers to understand is just how much choice they have without getting on a plane first.
But I also do not believe every cruise line, ship, or itinerary is right for every traveler. The best vacation is the one that fits the people taking it. The guide gives you a useful starting point, and if you decide you want help narrowing the choices, that is exactly what I do.
Make one great vacation decision. I'll handle the rest.
Planning a cruise from Boston?
These resources answer the next questions most Boston cruisers have.
Every Cruise Leaving Boston in 2027
See the 2027 Boston cruise calendar and start narrowing the season, itinerary, and sailing that works for you.
See 2027 CruisesBoston Cruise Parking
What to know if you are driving to the port, including parking options and practical arrival considerations.
Read the Parking GuideHotels Near the Boston Cruise Port
Options for travelers who want to stay in Boston before or after their cruise.
See Boston HotelsWant help choosing the cruise, too?
I can help you compare the ships, itineraries, cabin choices, and tradeoffs, then stay involved from booking through the day you return home.
Request a Cruise Quote