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166 Results

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A beautiful daytime view of the iconic windmills of Mykonos, Greece, with their white-washed walls and thatched roofs against a vivid blue sky.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Princess Cruises logo

25-night Spain, Italy and Greece Passage Cruise From Fort Lauderdale, Florida

Ft. Lauderdale
Bermuda
Ponta Delgada (Azores)
Seville (Cadiz)
Cartagena (Spain)
+11 more

Aboard

Island Princess

From

Fort Lauderdale, Florida

1 Sailing

Oct 6, 2026

1 Sailing

Oct 6, 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*+ 3 more offers
TCW EXCLUSIVE
Princess Cruises logo

50-night Grand Mediterranean Odyssey Cruise From Fort Lauderdale, Florida

Ft. Lauderdale
Bermuda
Ponta Delgada (Azores)
Seville (Cadiz)
Cartagena (Spain)
+22 more

Aboard

Island Princess

From

Fort Lauderdale, Florida

1 Sailing

Oct 6, 2026

1 Sailing

Oct 6, 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.
Norwegian Cruise Line logo.

5-night Bermuda Cruise: Royal Naval Dockyard From New York City, New York

New York City
Royal Naval Dockyard

Aboard

Norwegian Aqua

From

New York City, New York

1 Sailing

Oct 8, 2026

1 Sailing

Oct 8, 2026

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 night-time view of the iconic Bayonne Bridge in New Jersey, brightly lit against a dark sky, reflecting its lights on the still water of the Kill Van Kull waterway.
Up to 60% off 2nd Guest + Kids Sail Free*
Royal Caribbean logo

5-night Bermuda Cruise From Cape Liberty Cruise Port (Bayonne, NJ)

Cape Liberty Cruise Port (Bayonne
Royal Naval Dockyard

Aboard

Independence of the Seas

From

Cape Liberty Cruise Port (Bayonne, NJ)

2 Sailings

Oct 10 - Oct 24, 2026

2 Sailings

Oct 10 - Oct 24, 2026

Norfolk, Virginia skyline illuminated at night.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Carnival Cruise Line Logo

6-night Bermuda Cruise From Norfolk, Virginia

Norfolk
Bermuda

Aboard

Carnival Sunshine

From

Norfolk, Virginia

2 Sailings

Oct 11, 2026 - Apr 11, 2027

2 Sailings

Oct 11, 2026 - Apr 11, 2027

Published prices from

$669

per person*

taxes & fees included

Blue Mosque and historic Istanbul skyline with Bosphorus Strait.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Regent Seven Seas Cruises.

28-night Ruins, Riviera & Rose Sands Cruise From Piraeus (Athens), Greece

Athens (Piraeus)
Mykonos
Bozcaada (Tenedos)
Istanbul
Mytilene (Lesbos)
+14 more

Aboard

Seven Seas Mariner

From

Piraeus (Athens), Greece

1 Sailing

Oct 12, 2026

1 Sailing

Oct 12, 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.
Royal Caribbean logo

5-night Bermuda Cruise From Baltimore, Maryland

Baltimore
Royal Naval Dockyard

Aboard

Vision of the Seas

From

Baltimore, Maryland

1 Sailing

Oct 17, 2026

1 Sailing

Oct 17, 2026

Published prices from

$1,458

per person*

taxes & fees included

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

Peaceful sunrise over a sandy Florida beach with sea oats in Port Canaveral.
Up to $500 FREE Onboard Credit*+ 4 more offers
TCW EXCLUSIVE
Celebrity Cruise Line logo

13-night Portugal & Bermuda Transatlantic Cruise From Southampton (London), England

London (Southampton)
Vigo
Lisbon
Ponta Delgada (Azores)
Royal Naval Dockyard
+2 more

Aboard

Celebrity Apex

From

Southampton (London), England

1 Sailing

Oct 18, 2026

1 Sailing

Oct 18, 2026

Published prices from

$3,938

per person*

taxes & fees included

Boats on a canal in Fort Lauderdale.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Holland America logo

13-night Cultural Crossing With Brugge & Falmouth Cruise From Amsterdam, The Netherlands

Amsterdam
Bruges (Zeebrugge)
Isle of Portland
Falmouth (Cornwall)
King's Wharf
+2 more

Aboard

Rotterdam

From

Amsterdam, The Netherlands

1 Sailing

Oct 18, 2026

1 Sailing

Oct 18, 2026

A stunning panoramic view of Road Town on Tortola, British Virgin Islands, showing the harbor filled with boats and a small town surrounded by lush green hills overlooking the Caribbean Sea.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Azamara logo

26-night Canada & Caribbean Voyage: Montreal, Quebec & Barbados From Montreal, Quebec

Montreal
Quebec City
Saguenay
Saguenay Fjord
Charlottetown
+19 more

Aboard

Azamara Journey

From

Montreal, Quebec

1 Sailing

Oct 19, 2026

1 Sailing

Oct 19, 2026

A turquoise and white ferry boat cruises through the harbor in Hamilton, Bermuda, with a backdrop of pastel-colored buildings and houses along the waterfront.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Windstar

8-night Bermuda Bliss Cruise From Boston, Massachusetts

Boston
Hamilton
St. George's
San Juan

Aboard

Star Pride

From

Boston, Massachusetts

1 Sailing

Oct 20, 2026

1 Sailing

Oct 20, 2026

Published prices from

$2,854

per person*

taxes & fees included

Alcazaba fortress in Malaga.
Up to $500 FREE Onboard Credit*+ 4 more offers
TCW EXCLUSIVE
Celebrity Cruise Line logo

16-night Spain & Bermuda Transatlantic Cruise From Barcelona, Spain

Barcelona
Cartagena (Spain)
Malaga
Gibraltar
Seville (Cadiz)
+4 more

Aboard

Celebrity Xcel

From

Barcelona, Spain

2 Sailings

Oct 23, 2026 - Oct 29, 2027

2 Sailings

Oct 23, 2026 - Oct 29, 2027

Published prices from

$2,065

per person*

taxes & fees included

Historic El Morro fortress overlooking the ocean in San Juan, Puerto Rico.
Up to $500 FREE Onboard Credit*+ 5 more offers
TCW EXCLUSIVE
Norwegian Cruise Line logo.

13-night Caribbean Cruise: Aruba, Bahamas & Bermuda From New York City, New York

New York City
Royal Naval Dockyard
San Juan
St. Thomas (Charlotte Amalie)
Roadtown
+6 more

Aboard

Norwegian Sun

From

New York City, New York

1 Sailing

Oct 24, 2026

1 Sailing

Oct 24, 2026

Published prices from

$1,179

per person*

taxes & fees included

Plaza Espana in Barcelona, showcasing unique architectural design and vibrant surroundings.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Holland America logo

25-night Mediterranean Cultural Crossing Collectors' Voyage From Piraeus (Athens), Greece

Athens (Piraeus)
Katakolon
Sarande
Valletta
Messina
+14 more

Aboard

Oosterdam

From

Piraeus (Athens), Greece

1 Sailing

Oct 24, 2026

1 Sailing

Oct 24, 2026

Published prices from

$3,919

per person*

taxes & fees included

Plaza Espana in Barcelona, showcasing unique architectural design and vibrant surroundings.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Regent Seven Seas Cruises.

14-night Moonlight Over Bermuda Cruise From Barcelona, Spain

Barcelona
Mediterranean Sea
Malaga
Funchal (Madeira)
Hamilton
+2 more

Aboard

Seven Seas Mariner

From

Barcelona, Spain

1 Sailing

Oct 26, 2026

1 Sailing

Oct 26, 2026

Statue of Liberty and Manhattan skyline.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Azamara logo

16-night Caribbean Voyage: New York, Bermuda & Barbados From New York City, New York

New York City
Hamilton
St. Maarten (Philipsburg)
Roadtown
San Juan
+8 more

Aboard

Azamara Journey

From

New York City, New York

1 Sailing

Oct 29, 2026

1 Sailing

Oct 29, 2026

Cupecoy Beach with white resort buildings, St. Maarten.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Azamara logo

9-night Bermuda & Caribbean Voyage: New York, Bermuda & St. Maarten From New York City, New York

New York City
Hamilton
St. Maarten (Philipsburg)
Roadtown
San Juan

Aboard

Azamara Journey

From

New York City, New York

1 Sailing

Oct 29, 2026

1 Sailing

Oct 29, 2026

Published prices from

$1,999

per person*

taxes & fees included

A stunning view of Castelsardo, Sardinia, with a medieval castle perched on a rocky promontory overlooking a colorful town cascading down to the sea.
Up to $500 FREE Onboard Credit*+ 4 more offers
TCW EXCLUSIVE
Celebrity Cruise Line logo

14-night Italy & Bermuda Transatlantic Cruise From Civitavecchia, Rome, Italy

Rome (Civitavecchia)
Sardinia (Cagliari)
Malaga
Funchal (Madeira)
Royal Naval Dockyard
+2 more

Aboard

Celebrity Ascent

From

Civitavecchia, Rome, Italy

1 Sailing

Oct 30, 2026

1 Sailing

Oct 30, 2026

Published prices from

$19,154

per person*

taxes & fees included

A scenic view of the twin lakes, Lagoa das Sete Cidades, on São Miguel Island in the Azores, with vibrant green vegetation and hydrangeas in the foreground and a small village and bridge in the distance.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Royal Caribbean logo

13-night Spain & Perfect Day Transatlantic Cruise From Barcelona, Spain

Barcelona
Palma de Mallorca
Cartagena (Spain)
Ponta Delgada (Azores)
Royal Naval Dockyard
+2 more

Aboard

Explorer of the Seas

From

Barcelona, Spain

1 Sailing

Oct 31, 2026

1 Sailing

Oct 31, 2026

Published prices from

$1,405

per person*

taxes & fees included

St. Peter's Basilica, Rome cityscape at sunset.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Regent Seven Seas Cruises.

21-night Ionian Mosaic & Atlantic Crossing Cruise From Piraeus (Athens), Greece

Athens (Piraeus)
Mykonos
Katakolon
Mediterranean Sea
Valletta
+9 more

Aboard

Seven Seas Grandeur

From

Piraeus (Athens), Greece

1 Sailing

Nov 1, 2026

1 Sailing

Nov 1, 2026

Sunshine Skyway Bridge near Tampa, Florida at sunset.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Carnival Cruise Line Logo

15-night Carnival Journeys Cruise - Transatlantic From Civitavecchia, Rome, Italy

Rome (Civitavecchia)
Cartagena (Spain)
Malaga
Gibraltar
Bermuda
+2 more

Aboard

Carnival Legend

From

Civitavecchia, Rome, Italy

1 Sailing

Nov 1, 2026

1 Sailing

Nov 1, 2026

Published prices from

$963

per person*

taxes & fees included

Alcazaba fortress in Malaga.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Royal Caribbean logo

14-night Spain & Bermuda Transatlantic Cruise From Barcelona, Spain

Barcelona
Valencia
Cartagena (Spain)
Malaga
Ponta Delgada (Azores)
+3 more

Aboard

Brilliance of the Seas

From

Barcelona, Spain

1 Sailing

Nov 2, 2026

1 Sailing

Nov 2, 2026

Published prices from

$1,683

per person*

taxes & fees included

Plaza Espana in Barcelona, showcasing unique architectural design and vibrant surroundings.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Holland America logo

14-night Cultural Crossing With Andalusia Cruise From Barcelona, Spain

Barcelona
Cartagena (Spain)
Malaga
Gibraltar
King's Wharf
+2 more

Aboard

Oosterdam

From

Barcelona, Spain

1 Sailing

Nov 4, 2026

1 Sailing

Nov 4, 2026

    • Showing results 1 - 24 of 166

*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.