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
SPECIAL AVAILABLE Mind, Body and Spirit Collection: Bermuda Bliss

Mind, Body and Spirit Collection: Bermuda Bliss

Port to port
New York City to San Juan
Duration
7 Days
All-Inclusive From?
$2,731
Cruise Only From?
$2,038
SPECIAL AVAILABLE Bermuda Bliss

Bermuda Bliss

Port to port
Boston to San Juan
Duration
8 Days
All-Inclusive From?
$2,399
Cruise Only From?
$2,399
SPECIAL AVAILABLE Greenland: North Atlantic Odyssey

Greenland: North Atlantic Odyssey

Port to port
Reykjavik to Boston
Duration
14 Days
All-Inclusive From?
$5,899
Cruise Only From?
$5,899
SPECIAL AVAILABLE James Beard Foundation & Wine Cruise: Southeast Canadian Explorations

James Beard Foundation & Wine Cruise: Southeast Canadian Explorations

Port to port
Montreal to New York City
Duration
12 Days
All-Inclusive From?
$8,687
Cruise Only From?
$7,499
SPECIAL AVAILABLE Quebec and Newfoundland Adventure

Quebec and Newfoundland Adventure

Port to port
Montreal to Montreal
Duration
14 Days
All-Inclusive From?
$6,399
Cruise Only From?
$6,399
SPECIAL AVAILABLE Southeast Canadian Explorations

Southeast Canadian Explorations

Port to port
Boston to Montreal
Duration
11 Days
All-Inclusive From?
$5,299
Cruise Only From?
$5,299
SPECIAL AVAILABLE Star Collector: Autumn in Newfoundland and New England

Star Collector: Autumn in Newfoundland and New England

Port to port
Boston to Montreal
Duration
25 Days
All-Inclusive From?
$9,299
Cruise Only From?
$9,299
SPECIAL AVAILABLE Star Collector: Fall Leaves & Caribbean Breezes

Star Collector: Fall Leaves & Caribbean Breezes

Port to port
Montreal to San Juan
Duration
19 Days
All-Inclusive From?
$6,099
Cruise Only From?
$6,099
SPECIAL AVAILABLE Star Collector: Greenland Fjords, Canadian Maritimes

Star Collector: Greenland Fjords, Canadian Maritimes

Port to port
Reykjavik to Montreal
Duration
25 Days
All-Inclusive From?
$8,899
Cruise Only From?
$8,899
SPECIAL AVAILABLE Star Collector: North Atlantic Explorer

Star Collector: North Atlantic Explorer

Port to port
Reykjavik to Montreal
Duration
21 Days
All-Inclusive From?
$12,559
Cruise Only From?
$12,559
Star Collector: North Atlantic Explorer
Port to port
Reykjavik to Montreal
Duration
21 days
Day
Port
Day 1
Reykjavik
Day 2
Surtsey Island
Day 2
Heimaey Island
Day 3
Seydisfjordur
Day 4
Seydisfjordur
Day 5
Akureyri
Day 6
Isafjordur
Day 7
Grundarfjordur
Day 8
Reykjavik
Day 9
AT SEA
Day 10
AT SEA
Day 11
Prince Christian Sound
Day 12
Qaqortoq
Day 13
Narsaq
Day 14
Nanortalik
Day 14
Tasermiut Fjord Scenic Cruising
Day 15
AT SEA
Day 16
AT SEA
Day 17
St. Anthony
Day 18
Bonne Bay / Woody Point
Day 19
Havre St. Pierre
Day 20
AT SEA
Day 21
Quebec City
Day 22
Montreal
ALL DATES &
FARES
Early Booking Offer 2026 & 2027
Pick Your Perk
Great cruise-only fares or make it an all-inclusive voyage with unlimited beer, wine, and cocktails, Wi-Fi, and gratuities. From $89 per guest per day.
Date
Ship
All-Inclusive
From
Cruise Only
From
Mon
Aug 25
2025
STAR PRIDE
Call For Availability
Mon
Aug 24
2026
STAR PRIDE
$12,559
$12,559
Click on the date to view the map and itinerary by date