Seabourn Quest • Seabourn
12-night St. Lawrence / Quebec One-Way via Portland & Halifax
Oct 16, 2028 → Oct 28, 2028 • Boston → Montreal
From $6,389
$532/night
Great deal
↓25% below typical
Boston
•
New England
Cruise price intelligence
•
United States
Cruises from Boston
Best time
Nov → $117/night ↑6% vs typical
Avoid
Jul → ~$184/night (peak pricing)
Typical
$117-$184/night
Based on 48+ sailings analyzed • Updated daily
Jibhop analyzes departures from Boston to show when fares look unusually low, which sailings stand out right now, and which months tend to price higher.
Browse by departure date, compare itinerary families, and jump into the sailings with the strongest value.
Best current deals from Boston
These departures surface first because they combine stronger-than-typical pricing with fresh tracked fares and standout value signals.
Volendam • Holland America
7-night Canadian Maritimes Loop via Saint-John & Halifax
Aug 15, 2026 → Aug 22, 2026 • Boston ↔
From $1,069
$153/night
Great deal
↓20% below typical
Norwegian Breakaway • Norwegian Cruise Line
7-night New England Loop via Portland & Bar Harbor
Sep 13, 2026 → Sep 20, 2026 • Boston ↔
From $819
$117/night
Good value
↓15% below typical
Norwegian Breakaway • Norwegian Cruise Line
7-night New England Loop via Portland & Bar Harbor
Sep 6, 2026 → Sep 13, 2026 • Boston ↔
From $839
$120/night
Good value
↓13% below typical
Zuiderdam • Holland America
7-night Canadian Maritimes One-Way via Halifax & Sydney
Sep 19, 2026 → Sep 26, 2026 • Boston → Quebec
From $1,369
$196/night
Good value
↓19% below typical
Zuiderdam • Holland America
14-night Canadian Maritimes Loop via Halifax, Sydney & Portland
Sep 19, 2026 → Oct 3, 2026 • Boston ↔
From $2,754
$197/night
Good value
↓19% below typical
Price intelligence calendar
Scan for the cheapest departure dates from Boston, compare how far each day sits versus median pricing, and use density dots to see how many sailings you can choose from.
October 2026
Jump
Cheaper than usual
More expensive
Number of sailings
Colors use median nightly pricing when available
Sun
Mon
Tue
Wed
Thu
Fri
Sat
27
1
$134/night
Near median
28
2
$812/night
↓5% vs typical
29
No departures
30
No departures
1
No departures
2
No departures
3
1
$211/night
↑6% vs typical
4
1
$138/night
Near median
5
No departures
6
No departures
7
No departures
8
No departures
9
1
$180/night
↑44% vs typical
10
1
$217/night
↑9% vs typical
11
1
$174/night
↑26% vs typical
12
No departures
13
No departures
14
No departures
15
No departures
16
No departures
17
No departures
18
1
$131/night
↑20% vs typical
19
No departures
20
1
$114/night
↓8% vs typical
21
No departures
22
No departures
23
No departures
24
No departures
25
1
$120/night
↑9% vs typical
26
No departures
27
No departures
28
No departures
29
No departures
30
No departures
31
No departures
Selected departure day
Tuesday, October 20, 2026
1 sailing from Boston, with the best tracked price at $114/night and a day-level signal of 8% below median.
Day snapshot
- Sailings
- 1
- Best price
- $114/night
- Vs median
- ↓8% vs typical
- Density
- 1 option
Best sailing
Highest-value option for this departure date.
Celebrity Silhouette • Celebrity Cruises
10-night ABC Islands One-Way via Willemstad & Kralendijk
Oct 20, 2026 → Oct 30, 2026 • Boston → Fort Lauderdale
From $1,142
$114/night
Typical price
↓8% below typical
Cheapest months to cruise from Boston
Use the monthly view to spot where nightly pricing compresses, where peak demand kicks in, and which upcoming departure windows still look attractive.
June
Median price/night
$132
6 sailings
Tracked sailings
Near typical
6 priced sailings tracked
July
Priciest
Median price/night
$184
7 sailings
Tracked sailings
↑19% vs typical
7 priced sailings tracked
August
Median price/night
$138
7 sailings
Tracked sailings
Near typical
7 priced sailings tracked
September
Median price/night
$176
10 sailings
Tracked sailings
↑10% vs typical
10 priced sailings tracked
October
Median price/night
$156
8 sailings
Tracked sailings
↑19% vs typical
8 priced sailings tracked
November
Cheapest
Median price/night
$117
2 sailings
Tracked sailings
↑6% vs typical
2 priced sailings tracked
April
Median price/night
$148
2 sailings
Tracked sailings
↑35% vs typical
2 priced sailings tracked
May
Median price/night
$148
5 sailings
Tracked sailings
↑37% vs typical
5 priced sailings tracked
Popular cruise itineraries from Boston
Compare the route families that depart from Boston, then open the itineraries with the best mix of schedule fit and pricing opportunity.
Canadian Maritimes Loop via Saint-John & Halifax (Best Balance)
Canadian Maritimes • Next: Jul 11
From $1,069
3 upcoming sailings
2 ships
View itinerary →
New England Loop via Portland & Bar Harbor (Best Balance)
New England • Next: Aug 30
From $819
3 upcoming sailings
1 ship
View itinerary →
New England Loop via Portland & Bar Harbor (Best Balance)
New England • Next: Aug 23
From $839
2 upcoming sailings
1 ship
View itinerary →
Canadian Maritimes One-Way via Halifax & Sydney (Rare Variant)
Canadian Maritimes • Next: Sep 19
From $1,369
1 upcoming sailing
1 ship
View itinerary →
Canadian Maritimes Loop via Halifax, Sydney & Portland (Best Balance)
Canadian Maritimes • Next: Sep 19
From $2,754
1 upcoming sailing
1 ship
View itinerary →
New England One-Way via Portland & Bar Harbor (Best Balance)
New England • Next: Sep 20
From $819
2 upcoming sailings
1 ship
View itinerary →
Cruise ships visiting Boston
FAQ about cruises from Boston
Short answers for common search intent around cheap cruises, best time to cruise, and booking strategy from Boston.
What is the cheapest month to cruise from Boston?
November currently looks cheapest based on Jibhop's tracked median nightly fares for upcoming cruises from Boston. Use the departure calendar above to compare exact sailing dates, because deal quality can vary within the month.
When do cruises from Boston usually get expensive?
July is currently the priciest tracked month for upcoming departures from Boston. Higher-demand holiday and peak-season windows usually cluster there, so compare nearby departure dates before booking.
What itineraries are most common from Boston?
The most common upcoming itinerary families from Boston include Canadian Maritimes Loop via Saint-John & Halifax (Best Balance), New England Loop via Portland & Bar Harbor (Best Balance), and New England Loop via Portland & Bar Harbor (Best Balance). Open any itinerary card to compare departures, price ranges, and which sailings look stronger value right now.
How far in advance should I book a cruise from Boston?
Start tracking cruises from Boston early, then book when a sailing moves below its typical range or hits a new recent low. If your dates are flexible, use the calendar and cheapest months section first, then set a price alert for the departures you would actually book.
Price alerts
Track prices from Boston
Get alerted when fares drop on cruises from Boston, then come back to the calendar and deal cards when the numbers move in your favor.