Three 2026 sailings remain
Bermuda,
without the airport.
Sail round-trip from Boston for seven nights on October 18, October 25, or November 1. Fares currently start at $579 per person.
No flight required. No planning fee to book through me.
Choose your week
Three chances to sail south.
Leave from Boston, settle in for seven nights, and skip the flights, airport lines, and baggage carousel entirely.
Sunday departure
Seven-night round trip from Flynn Cruiseport Boston.
Ask about this weekSunday departure
Seven-night round trip from Flynn Cruiseport Boston.
Ask about this weekSunday departure
Seven-night round trip from Flynn Cruiseport Boston.
Ask about this week*Starting fare is per person, based on current availability, and subject to change. Exact pricing depends on the sailing, cabin, number of travelers, and fare terms available when you inquire.
Before you book it on a website
The fare may be the same. The guidance is not.
There is no planning fee to book this cruise through me.
I will help you compare the cabins actually available, explain the tradeoffs, and stay in your corner from the first question through the trip home.
The right cabin
I will tell you which cabins are worth grabbing, which I would avoid, and where spending more will—or will not—make a meaningful difference.
The cruise line, handled
If something needs to be confirmed, changed, or fixed, I deal with the cruise line and its hold music so you do not have to.
Boston made easier
I help you think through parking, nearby hotels, and embarkation-day timing before those small decisions become last-minute stress.
Included when you book through me
My Boston port playbook.
Practical guidance for getting to Flynn Cruiseport with fewer surprises.
You will get my recommendations for cruise-port parking, hotels near the terminal, and the timing details that make embarkation morning feel much easier.
Your advisor, not a booking engine
You can start with a question.
You do not need to know which cabin you want. You do not need to be ready to put down a deposit.
Tell me which week you are considering and who might be traveling. I will follow up personally, answer your questions, and help you decide whether one of these sailings is a good fit.
No pressure. No booking commitment. Just a conversation.
Quick answers
Before you inquire.
Do I need to be ready to book?
No. An inquiry simply starts the conversation. You can ask about a date, cabin type, pricing, or whether this cruise fits the people traveling with you.
Does it cost more to book through you?
There is no planning fee to book this cruise through me. I will confirm the current fare and applicable terms before you make any decision.
Is $579 the final price?
It is the current starting fare per person, not a guaranteed final total. The exact price depends on your date, cabin, party size, availability, and fare terms.
Where does the cruise leave from?
These sailings depart round-trip from Flynn Cruiseport Boston in the Seaport. No flight is required for travelers who can drive or take the train into Boston.
What happens after I send an inquiry?
I will review it personally and follow up to answer questions and learn a little more about your group. Nothing is booked until you choose to move forward.
No commitment required
Interested in Bermuda from Boston?
Tell me which sailing caught your attention and who might be traveling. I will follow up personally to answer your questions and help you decide whether it is a good fit.
Send My InquiryThis opens my short trip-inquiry form. You are asking a question, not making a booking.