Small Ship CANADA & NEW ENGLAND CRUISES

 
Canada & New England in Windstar Style

Canada & New England in Windstar Style

Long before Columbus, Vikings crossed the Labrador Sea from Greenland to settle in L’Anse Aux Meadows. Centuries later, Portuguese fishermen, Basque whalers, French trappers, and English pilgrims would follow and discover a Promised Land where nature nurtures both body and soul. Here, where the sun first kisses North America, explorer Jacques Cartier found a place where “the scenery is indeed worth seeing and can’t be properly described in words.” The ravishing lighthouse-studded coast still inspires awe. Manna from the sea still delights palates. And small cruise ships like ours still ply these waters with a freedom denied to larger cruise ships.

WINDSTAR VOYAGES TO CANADA & NEW ENGLAND

Bermuda Bliss

Port to port
Boston to San Juan
Duration
8 Days
All-Inclusive From?
$3,191
Cruise Only From?
$2,399

Greenland: North Atlantic Odyssey

Port to port
Reykjavik to Boston
Duration
14 Days
All-Inclusive From?
$7,485
Cruise Only From?
$6,099

Quebec and Newfoundland Adventure

Port to port
Montreal to Montreal
Duration
14 Days
All-Inclusive From?
$9,385
Cruise Only From?
$7,999

Southeast Canadian Explorations

Port to port
Boston to Montreal
Duration
11 Days
All-Inclusive From?
$7,388
Cruise Only From?
$6,299

Star Collector: Autumn in Newfoundland and New England

Port to port
Boston to Montreal
Duration
25 Days
All-Inclusive From?
$14,874
Cruise Only From?
$12,399

Star Collector: Fall Leaves & Caribbean Breezes

Port to port
Montreal to San Juan
Duration
19 Days
All-Inclusive From?
$8,780
Cruise Only From?
$6,899

Star Collector: Greenland Fjords, Canadian Maritimes

Port to port
Reykjavik to Montreal
Duration
25 Days
All-Inclusive From?
$12,374
Cruise Only From?
$9,899

Star Collector: North Atlantic Explorer

Port to port
Reykjavik to Boston
Duration
21 Days
All-Inclusive From?
$13,878
Cruise Only From?
$11,799
Quebec and Newfoundland Adventure
Port to port
Montreal to Montreal
Duration
14 days
Day
Port
Day 1
Montreal
Day 2
Quebec City
Day 3
Baie-Comeau, Quebec, Canada
Day 4
AT SEA
Day 5
Cap aux Meules
Day 6
St. Pierre & Miquelon
Day 7
St. John’s
Day 8
St. John’s
Day 9
St. Anthony
Day 10
Red Bay
Day 11
Bonne Bay / Woody Point
Day 12
Havre St. Pierre
Day 13
AT SEA
Day 14
Trois-Rivières, Canada
Day 15
Montreal
ALL DATES &
FARES
Great cruise-only fares or make it an all-inclusive voyage with unlimited select beer, wine, and cocktails, Wi-Fi, and gratuities. From $99 per guest per day.
Date
Ship
All-Inclusive
From
Cruise Only
From
Fri
Sep 25
2026
STAR PRIDE
$9,385
$7,999
Click on the date to view the map and itinerary by date