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190 Results

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An aerial view of the Biosphere, a large geodesic dome, on an island in the St. Lawrence River in Quebec, Canada, surrounded by lush green and autumn-colored trees and several bridges.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Oceania Cruises

11-night Autumnal Allure Voyage From New York City, New York

New York City
Newport
Boston
Saint John (Bay of Fundy)
Halifax (Nova Scotia)
+6 more

Aboard

Vista

From

New York City, New York

1 Sailing

Oct 6, 2026

1 Sailing

Oct 6, 2026

Published prices from

$7,899

per person*

taxes & fees included

Two people sit on a rocky outcrop, enjoying a scenic view of Bar Harbor, Maine, with islands scattered across a calm bay and a vast forest below.
Up to 50% off + Kids Sail Free*
Norwegian Cruise Line logo.

10-night Canada & New England Cruise: Bar Harbor & Halifax From Quebec City, Quebec

Quebec City
La Baie
Charlottetown
Sydney (Nova Scotia)
Halifax (Nova Scotia)
+5 more

Aboard

Norwegian Jewel

From

Quebec City, Quebec

1 Sailing

Oct 7, 2026

1 Sailing

Oct 7, 2026

Published prices from

$979

per person*

taxes & fees included

Notre-Dame Basilica in Montreal.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Seabourn logo

12-night Canada & New England Fall Foliage Cruise From Montreal, Quebec

Montreal
Quebec City
Saguenay
Charlottetown
Halifax (Nova Scotia)
+6 more

Aboard

Seabourn Ovation

From

Montreal, Quebec

1 Sailing

Oct 7, 2026

1 Sailing

Oct 7, 2026

A picturesque view of the Reversing Falls Rapids in Saint John, New Brunswick, with a bridge crossing the water and the city's skyline in the background, as seen from a grassy park with a bench.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Azamara logo

12-night New England & Canada Voyage: Boston, Halifax & Quebec City From New York City, New York

New York City
Newport
Cape Cod Canal
Boston
Saint John (Bay of Fundy)
+9 more

Aboard

Azamara Journey

From

New York City, New York

1 Sailing

Oct 7, 2026

1 Sailing

Oct 7, 2026

Published prices from

$2,289

per person*

taxes & fees included

A picturesque view of the Reversing Falls Rapids in Saint John, New Brunswick, with a bridge crossing the water and the city's skyline in the background, as seen from a grassy park with a bench.
Up to 60% off 2nd Guest + Kids Sail Free*
Royal Caribbean logo

9-night Canada & New England Cruise From Baltimore, Maryland

Baltimore
Boston
Portland
Saint John (Bay of Fundy)
Halifax (Nova Scotia)

Aboard

Vision of the Seas

From

Baltimore, Maryland

5 Sailings

Oct 8, 2026 - Oct 7, 2027

5 Sailings

Oct 8, 2026 - Oct 7, 2027

Published prices from

$912

per person*

taxes & fees included

Historic Château Frontenac hotel in Quebec City.
75% off 2nd Guest + FREE 3rd/4th/5th Guests + up to $900 Instant Savings*
Celebrity Cruise Line logo

11-night Boston, Maine & Canada Cruise From Boston, Massachusetts

Boston
Rockland
Halifax (Nova Scotia)
Sydney (Nova Scotia)
Quebec City
+3 more

Aboard

Celebrity Silhouette

From

Boston, Massachusetts

1 Sailing

Oct 9, 2026

1 Sailing

Oct 9, 2026

Published prices from

$2,494

per person*

taxes & fees included

A breathtaking view of the unique, rocky coastline of St. George's, Bermuda, with a tall rock formation rising from the shallow, clear turquoise waters.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Windstar

19-night Star Collector: Fall Leaves & Caribbean Breezes Cruise From Montreal, Quebec

Montreal
Quebec City
Gaspe
Cap-aux-Meules
Sydney (Nova Scotia)
+8 more

Aboard

Star Pride

From

Montreal, Quebec

1 Sailing

Oct 9, 2026

1 Sailing

Oct 9, 2026

Published prices from

$6,991

per person*

taxes & fees included

A historic castle fortress illuminated at night, located on a small island surrounded by calm water under a deep blue evening sky.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Windstar

11-night Southeast Canadian Explorations Cruise From Montreal, Quebec

Montreal
Quebec City
Gaspe
Cap-aux-Meules
Sydney (Nova Scotia)
+5 more

Aboard

Star Pride

From

Montreal, Quebec

3 Sailings

Oct 9, 2026 - Oct 9, 2028

3 Sailings

Oct 9, 2026 - Oct 9, 2028

Published prices from

$4,427

per person*

taxes & fees included

Statue of Liberty and Manhattan skyline.
Princess Cruises logo

14-night Historic America Cruisetour #1A From Washington, District of Columbia

Washington D.C.
Williamsburg
Staunton
Gettysburg
Philadelphia
+7 more

Aboard

Majestic Princess

From

Washington, District of Columbia

3 Sailings

Oct 10 - Oct 24, 2026

3 Sailings

Oct 10 - Oct 24, 2026

Historic Château Frontenac hotel in Quebec City.
Up to 50% off + up to $800 Onboard Credit*
Holland America logo

7-night Canada & New England Cruise: Unesco Sites & Quebecois Nights From Boston, Massachusetts

Boston
Portland
Halifax (Nova Scotia)
Sydney (Nova Scotia)
Charlottetown
+3 more

Aboard

Zuiderdam

From

Boston, Massachusetts

4 Sailings

Oct 10, 2026 - Oct 9, 2027

4 Sailings

Oct 10, 2026 - Oct 9, 2027

Published prices from

$1,409

per person*

taxes & fees included

A scenic view of the Castle Hill Lighthouse in Newport, Rhode Island, with a white and black stone base, overlooking the deep blue Atlantic Ocean under a clear sky.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Princess Cruises logo

7-night Canada & New England Cruise From New York City, New York

New York City
Newport
Boston
Portland
Saint John (Bay of Fundy)
+2 more

Aboard

Majestic Princess

From

New York City, New York

4 Sailings

Oct 10 - Oct 31, 2026

4 Sailings

Oct 10 - Oct 31, 2026

A picturesque view of the Reversing Falls Rapids in Saint John, New Brunswick, with a bridge crossing the water and the city's skyline in the background, as seen from a grassy park with a bench.
Norwegian Cruise Line logo.

7-night Canada & New England Cruise: Bar Harbor & Halifax From Boston, Massachusetts

Boston
Newport
Bar Harbor
Saint John (Bay of Fundy)
Halifax (Nova Scotia)

Aboard

Norwegian Breakaway

From

Boston, Massachusetts

1 Sailing

Oct 11, 2026

1 Sailing

Oct 11, 2026

Published prices from

$589

per person*

taxes & fees included

A panoramic view of the rugged coastline of the Gulf of St. Lawrence, with a sandy beach and small houses near a massive rock formation.
TAUCK LOGO

12-night Shores of Eastern Canada and New England Northbound Cruise/Land Package From New York City, New York

New York City
Newport
Boston
Portland
Halifax (Nova Scotia)
+9 more

Aboard

Silver Shadow for Tauck

From

New York City, New York

1 Sailing

Oct 12, 2026

1 Sailing

Oct 12, 2026

Published prices from

$21,980

per person*

taxes & fees included

Historic Château Frontenac hotel in Quebec City.
Up to 40% OFF + up to $300 Instant Savings + FREE 3rd & 4th Guest*
Princess Cruises logo

10-night Classic Canada & New England Cruise From Boston, Massachusetts

Boston
Portland
Saint John (Bay of Fundy)
Halifax (Nova Scotia)
Sydney (Nova Scotia)
+4 more

Aboard

Sapphire Princess

From

Boston, Massachusetts

1 Sailing

Oct 13, 2026

1 Sailing

Oct 13, 2026

A beautiful autumn landscape in Saguenay with a river flowing under a bridge, surrounded by hillsides adorned with houses and vibrant yellow, orange, and red fall foliage.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Princess Cruises logo

15-night Maple Explorer Cruisetour #2D From Boston, Massachusetts

Boston
Portland
Saint John (Bay of Fundy)
Halifax (Nova Scotia)
Sydney (Nova Scotia)
+8 more

Aboard

Sapphire Princess

From

Boston, Massachusetts

1 Sailing

Oct 13, 2026

1 Sailing

Oct 13, 2026

Notre-Dame Basilica in Montreal.
Up to $5,000 Off + up to $600 Onboard Credit*
Silversea logo

11-night Canada & New England Cruise From Cape Liberty Cruise Port (Bayonne, NJ)

Cape Liberty Cruise Port (Bayonne
Newport
Cape Cod Canal
Boston
Portland
+6 more

Aboard

Silver Shadow

From

Cape Liberty Cruise Port (Bayonne, NJ)

2 Sailings

Oct 13, 2026 - Sep 24, 2027

2 Sailings

Oct 13, 2026 - Sep 24, 2027

Published prices from

$7,800

per person*

taxes & fees included

Historic Halifax waterfront buildings.
Up to 60% off 2nd Guest + Kids Sail Free*
Royal Caribbean logo

9-night Canada & New England Cruise From Cape Liberty Cruise Port (Bayonne, NJ)

Cape Liberty Cruise Port (Bayonne
Boston
Portland
Halifax (Nova Scotia)
Saint John (Bay of Fundy)

Aboard

Independence of the Seas

From

Cape Liberty Cruise Port (Bayonne, NJ)

5 Sailings

Oct 15, 2026 - Oct 14, 2027

5 Sailings

Oct 15, 2026 - Oct 14, 2027

Published prices from

$953

per person*

taxes & fees included

A stunning panoramic view of Alicante, Spain, at sunset, with the historic city nestled at the foot of Mount Benacantil and the Santa Bárbara Castle, with the Mediterranean Sea in the distance.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
MSC Cruises logo

23 nights Caribbean From Palermo, Sicily, Italy

Palermo
Naples
Florence/Pisa (Livorno)
Provence (Marseille)
Barcelona (Tarragona)
+10 more

Aboard

MSC Meraviglia

From

Palermo, Sicily, Italy

1 Sailing

Oct 16, 2026

1 Sailing

Oct 16, 2026

A scenic panoramic shot from the top of the Rock of Gibraltar, overlooking the city, marina, and the Mediterranean Sea under a bright blue sky.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
MSC Cruises logo

26 nights Caribbean From Palermo, Sicily, Italy

Palermo
Naples
Florence/Pisa (Livorno)
Provence (Marseille)
Barcelona (Tarragona)
+11 more

Aboard

MSC Meraviglia

From

Palermo, Sicily, Italy

1 Sailing

Oct 16, 2026

1 Sailing

Oct 16, 2026

Published prices from

$2,599

per person*

taxes & fees included

A beautiful autumn landscape in Saguenay with a river flowing under a bridge, surrounded by hillsides adorned with houses and vibrant yellow, orange, and red fall foliage.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Holland America logo

14-night Atlantic, New England & Quebec With History Channel Cruise From Quebec City, Quebec

Quebec City
Saguenay
Baie-Comeau (Comeau Bay)
Gulf of St. Lawrence
Charlottetown
+7 more

Aboard

Zuiderdam

From

Quebec City, Quebec

1 Sailing

Oct 17, 2026

1 Sailing

Oct 17, 2026

A beautiful panoramic shot from a garden in Funchal, Madeira, Portugal, showcasing meticulously manicured flower beds in geometric patterns with the city and the Atlantic Ocean in the background.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
MSC Cruises logo

22 nights Caribbean From Naples, Italy

Naples
Florence/Pisa (Livorno)
Provence (Marseille)
Barcelona (Tarragona)
Alicante
+9 more

Aboard

MSC Meraviglia

From

Naples, Italy

1 Sailing

Oct 17, 2026

1 Sailing

Oct 17, 2026

A beautiful panoramic shot from a garden in Funchal, Madeira, Portugal, showcasing meticulously manicured flower beds in geometric patterns with the city and the Atlantic Ocean in the background.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
MSC Cruises logo

25 nights Caribbean From Naples, Italy

Naples
Florence/Pisa (Livorno)
Provence (Marseille)
Barcelona (Tarragona)
Alicante
+10 more

Aboard

MSC Meraviglia

From

Naples, Italy

1 Sailing

Oct 17, 2026

1 Sailing

Oct 17, 2026

Published prices from

$2,044

per person*

taxes & fees included

A beautiful panoramic shot of the Ottawa skyline and the Parliament Hill buildings, seen from across the Ottawa River, a landmark tourist destination.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Princess Cruises logo

19-night Maple Explorer Cruisetour #2B From Toronto, Ontario

Toronto
Ottawa
Montebello
Montreal
Quebec City
+10 more

Aboard

Sapphire Princess

From

Toronto, Ontario

1 Sailing

Oct 18, 2026

1 Sailing

Oct 18, 2026

An aerial view of the Royal Naval Dockyard in Bermuda, with a cruise ship docked at the pier, surrounded by a historic stone fortress, buildings, and the turquoise waters of the Atlantic Ocean.
Up to 50% off + Kids Sail Free*
Norwegian Cruise Line logo.

7-night Halifax & Bermuda Cruise From Boston, Massachusetts

Boston
Halifax (Nova Scotia)
Royal Naval Dockyard

Aboard

Norwegian Breakaway

From

Boston, Massachusetts

13 Sailings

Oct 18, 2026 - Jun 27, 2027

13 Sailings

Oct 18, 2026 - Jun 27, 2027

Published prices from

$519

per person*

taxes & fees included

A beautiful image of a narrow, stone-paved street in a medieval Italian village near Livorno, adorned with ivy-covered walls, potted plants, and colorful flowers, giving a feeling of tranquility.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
MSC Cruises logo

21 nights Caribbean From Florence/Pisa (Livorno), Italy

Florence/Pisa (Livorno)
Provence (Marseille)
Barcelona (Tarragona)
Alicante
Gibraltar
+8 more

Aboard

MSC Meraviglia

From

Florence/Pisa (Livorno), Italy

1 Sailing

Oct 18, 2026

1 Sailing

Oct 18, 2026

  • Showing results 1 - 24 of 190


*Rates and offers are per person, in US Dollars, based on double occupancy, capacity controlled, subject to availability and confirmation, and may change without notice. Government taxes and fees are included. Rates and offers are available for select dates and categories only. Additional restrictions may apply. Call 1-800-377-9383 for full terms and conditions.