Voyage Beyond Horizons
Discover the majestic beauty of the deep blue sea on a luxury cruise.
Loading...Embrace Aquatic Tranquility
Savor the charm of a river journey, where luxury meets nature's tranquility.
Loading...Journey Beyond the Ordinary
Step into a world of breathtaking landscapes and rich cultures with our curated land tours.
Loading...
Windstar Voyages to Canada & New England
Discover the history and beauty of Canada & New England in Windstar Style.
Details & Inclusions
Canada & New England in Windstar Style.
Set sail with Windstar Cruises to explore the stunning coastlines of Canada and New England. From charming seaside villages to vibrant cities, enjoy an intimate, luxurious experience with fewer crowds and personalized service. Discover the region’s rich history, breathtaking landscapes, and unique culture, all while cruising in style aboard small, elegant ships.
Choose your favorite sailing below or contact our Bon Voyage specialists at 1-800-439-7963 and ask our experts how to get extra perks on the new itineraries like shipboard credit & more!
Itineraries
- 21-night Star Collector – North Atlantic Explorer CruiseReykjavik -> Montreal
Cruise Line
Windstar CruisesCruise Ship
Star PrideDeparts
Aug 25, 2025 - Extra Amenities Included14-night Greenland – North Atlantic Odyssey CruiseReykjavik -> Montreal
Cruise Line
Windstar CruisesCruise Ship
Star PrideDeparts
Sep 1, 2025Prices From
$6,444 - Extra Amenities Included25-night Star Collector – Greenland Fjords, Canadian Maritimes CruiseReykjavik -> Boston
Cruise Line
Windstar CruisesCruise Ship
Star PrideDeparts
Sep 1, 2025Prices From
$11,240 - Extra Amenities Included11-night Southeast Canadian Explorations CruiseMontreal -> Boston
Cruise Line
Windstar CruisesCruise Ship
Star PrideDeparts
Sep 15, 2025Prices From
$6,195 - Extra Amenities Included11-night Southeast Canadian Explorations CruiseBoston -> Montreal
Cruise Line
Windstar CruisesCruise Ship
Star PrideDeparts
Sep 26, 2025Prices From
$5,995 - Extra Amenities Included12-night James Beard Foundation: Southeast Canadian Explorations CruiseMontreal -> Boston
Cruise Line
Windstar CruisesCruise Ship
Star PrideDeparts
Oct 7, 2025 - 49-night Star Collector: Grand Caribbean & Americas Explorer CruiseSan Juan -> Juneau
Cruise Line
Windstar CruisesCruise Ship
Star SeekerDeparts
Mar 27, 2026Prices From
$20,903 - 25-night Star Collector: Mayan Monuments & Alaskan Glaciers CruisePuerto Caldera (Puntarenas) -> Juneau
Cruise Line
Windstar CruisesCruise Ship
Star SeekerDeparts
Apr 20, 2026Prices From
$9,204 - 17-night Star Collector: Tequila to Tundra: Sailing North America's West Coast CruisePuerto Vallarta -> Juneau
Cruise Line
Windstar CruisesCruise Ship
Star SeekerDeparts
Apr 28, 2026Prices From
$7,079 - 1-night One Day Pacific Adventure CruiseSeattle -> Vancouver
Cruise Line
Windstar CruisesCruise Ship
Star SeekerDeparts
May 6, 2026Prices From
$314 - Extra Amenities Included8-night Scenic Alaska CruiseVancouver -> Juneau
Cruise Line
Windstar CruisesCruise Ship
Star SeekerDeparts
May 7, 2026Prices From
$5,045 - Extra Amenities Included8-night Scenic Alaska CruiseJuneau -> Vancouver
Cruise Line
Windstar CruisesCruise Ship
Star SeekerDeparts
May 15, 2026Prices From
$5,045 - Extra Amenities Included10-night Alaskan Splendors CruiseVancouver -> Anchorage (Seward)
Cruise Line
Windstar CruisesCruise Ship
Star SeekerDeparts
May 23, 2026Prices From
$6,358 - Extra Amenities Included10-night Alaskan Splendors CruiseAnchorage (Seward) -> Vancouver
Cruise Line
Windstar CruisesCruise Ship
Star SeekerDeparts
Jun 2, 2026Prices From
$6,258 - 12-night Alaskan Splendors CruiseVancouver -> Anchorage (Seward)
Cruise Line
Windstar CruisesCruise Ship
Star SeekerDeparts
Jun 12, 2026Prices From
$6,870 - 10-night Alaskan Splendors CruiseAnchorage (Seward) -> Vancouver
Cruise Line
Windstar CruisesCruise Ship
Star SeekerDeparts
Jun 24, 2026Prices From
$6,558 - 7-night Scenic Alaska CruiseVancouver -> Juneau
Cruise Line
Windstar CruisesCruise Ship
Star SeekerDeparts
Jul 4, 2026Prices From
$5,441 - 7-night Scenic Alaska CruiseJuneau -> Vancouver
Cruise Line
Windstar CruisesCruise Ship
Star SeekerDeparts
Jul 11, 2026Prices From
$5,441 - 10-night Alaskan Splendors CruiseVancouver -> Anchorage (Seward)
Cruise Line
Windstar CruisesCruise Ship
Star SeekerDeparts
Jul 18, 2026Prices From
$6,558 - 10-night Alaskan Splendors CruiseAnchorage (Seward) -> Vancouver
Cruise Line
Windstar CruisesCruise Ship
Star SeekerDeparts
Jul 28, 2026 - 8-night Scenic Alaska CruiseVancouver -> Juneau
Cruise Line
Windstar CruisesCruise Ship
Star SeekerDeparts
Aug 7, 2026Prices From
$5,645 - 7-night Scenic Alaska CruiseJuneau -> Vancouver
Cruise Line
Windstar CruisesCruise Ship
Star SeekerDeparts
Aug 15, 2026 - 11-night Alaskan Splendors CruiseVancouver -> Anchorage (Seward)
Cruise Line
Windstar CruisesCruise Ship
Star SeekerDeparts
Aug 22, 2026 - 25-night Star Collector: Alaska Discovery & Pacific Crossing CruiseVancouver -> Tokyo
Cruise Line
Windstar CruisesCruise Ship
Star SeekerDeparts
Aug 22, 2026Prices From
$9,497 - 35-night Star Collector: Alaskan Adventures & Wonders of Japan CruiseVancouver -> Kyoto (Kobe)
Cruise Line
Windstar CruisesCruise Ship
Star SeekerDeparts
Aug 22, 2026 - 21-night Star Collector Cruise: North Atlantic ExplorerReykjavik -> Boston
Cruise Line
Windstar CruisesCruise Ship
Star PrideDeparts
Aug 24, 2026Prices From
$10,448 - 14-night Greenland Cruise: North Atlantic OdysseyReykjavik -> Boston
Cruise Line
Windstar CruisesCruise Ship
Star PrideDeparts
Aug 31, 2026Prices From
$5,944 - 25-night Star Collector Cruise: Greenland Fjords, Canadian MaritimesReykjavik -> Montreal
Cruise Line
Windstar CruisesCruise Ship
Star PrideDeparts
Aug 31, 2026Prices From
$9,040 - 11-night Southeast Canadian Explorations CruiseBoston -> Montreal
Cruise Line
Windstar CruisesCruise Ship
Star PrideDeparts
Sep 14, 2026Prices From
$5,395 - 25-night Star Collector Cruise: Autumn In Newfoundland And New EnglandBoston -> Montreal
Cruise Line
Windstar CruisesCruise Ship
Star PrideDeparts
Sep 14, 2026Prices From
$9,465 - 14-night Quebec And Newfoundland Adventure CruiseMontreal -> Montreal
Cruise Line
Windstar CruisesCruise Ship
Star PrideDeparts
Sep 25, 2026Prices From
$6,469 - 25-night Star Collector Cruise: Autumn In Newfoundland And New EnglandMontreal -> Boston
Cruise Line
Windstar CruisesCruise Ship
Star PrideDeparts
Sep 25, 2026Prices From
$9,465 - 11-night Southeast Canadian Explorations CruiseMontreal -> Boston
Cruise Line
Windstar CruisesCruise Ship
Star PrideDeparts
Oct 9, 2026Prices From
$5,395
Terms & Conditions
Fares/rates are per person, based on double occupancy for select sail and travel dates; are capacity controlled and subject to availability at time booking and may be pulled without notice. We reserve the right to correct errors. Information and pricing is subject to change without notice. While we do our very best to ensure that information and pricing appearing in this website is complete and accurate, we cannot be responsible for incomplete and inaccurate representations, which may or may not be under our control. In the event of a pricing error, misrepresentation or omission, we reserve the right to adjust the pricing or make any other corrections. Other restrictions may apply. Contact Bon Voyage Travel for complete terms and conditions.