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774 Results

Taxes and fees included in all prices shown

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Oranjestad, Aruba harbor with boats and colorful Dutch architecture.
Up to $500 FREE Onboard Credit*+ 4 more offers
TCW EXCLUSIVE
Holland America logo

16-night Panama Canal Cruise From San Diego, California

San Diego
Cabo San Lucas
Acapulco
Huatulco
Chiapas
+8 more

Aboard

Eurodam

From

San Diego, California

2 Sailings

Oct 8, 2026 - Oct 7, 2027

2 Sailings

Oct 8, 2026 - Oct 7, 2027

Published prices from

$2,849

per person*

taxes & fees included

Oranjestad, Aruba harbor with boats and colorful Dutch architecture.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Royal Caribbean logo

9-night Southern Caribbean & Perfect Day Cruise From Miami, Florida

Miami
Willemstad
Oranjestad
Cabo Rojo
Perfect Day at CocoCay

Aboard

Freedom of the Seas

From

Miami, Florida

4 Sailings

Oct 8, 2026 - Jan 28, 2027

4 Sailings

Oct 8, 2026 - Jan 28, 2027

Published prices from

$1,090

per person*

taxes & fees included

A scenic coastal view in Curaçao featuring houses with orange roofs on a cliffside overlooking a rocky beach with beautiful turquoise Caribbean water.
Save up to 55% on Select Sailings*
Carnival Cruise Line Logo

8-night Southern Caribbean Cruise From Miami, Florida

Miami
Curacao
Kralendijk
Oranjestad

Aboard

Carnival Horizon

From

Miami, Florida

15 Sailings

Oct 10, 2026 - Apr 24, 2027

15 Sailings

Oct 10, 2026 - Apr 24, 2027

Published prices from

$645

per person*

taxes & fees included

An aerial view of the Kralendijk waterfront in Bonaire, showcasing the contrast between the deep blue ocean and the shallow turquoise water near the shore, with sailboats anchored offshore.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Carnival Cruise Line Logo

8-night Southern Caribbean Cruise From Port Canaveral, Florida

Port Canaveral
Kralendijk
Oranjestad
Celebration Key

Aboard

Carnival Venezia

From

Port Canaveral, Florida

1 Sailing

Oct 10, 2026

1 Sailing

Oct 10, 2026

A sunny view of the colorful waterfront of Willemstad, Curacao, with its iconic pastel-colored Dutch colonial buildings lining the Handelskade street and a ship docked in the port.
75% off 2nd Guest + FREE 3rd/4th/5th Guests + up to $900 Instant Savings*
Celebrity Cruise Line logo

8-night Aruba, Bonaire & Curacao Cruise From Fort Lauderdale, Florida

Ft. Lauderdale
Oranjestad
Willemstad
Kralendijk

Aboard

Celebrity Reflection

From

Fort Lauderdale, Florida

5 Sailings

Oct 10, 2026 - Oct 16, 2027

5 Sailings

Oct 10, 2026 - Oct 16, 2027

Published prices from

$1,137

per person*

taxes & fees included

A sunny view of the colorful waterfront of Willemstad, Curacao, with its iconic pastel-colored Dutch colonial buildings lining the Handelskade street and a ship docked in the port.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Royal Caribbean logo

7-night Southern Caribbean Cruise From Colon, Panama

Colon (Panama)
Cartagena (Colombia)
Santa Marta
Willemstad
Oranjestad

Aboard

Grandeur of the Seas

From

Colon, Panama

41 Sailings

Oct 10, 2026 - Apr 22, 2028

41 Sailings

Oct 10, 2026 - Apr 22, 2028

Published prices from

$993

per person*

taxes & fees included

A panoramic view of a long, gray pier extending into the calm turquoise waters of St. Croix, US Virgin Islands, with the town and a lush green mountain in the background.
Up to 60% off 2nd Guest + Kids Sail Free*
Royal Caribbean logo

7-night Southern Caribbean Cruise From San Juan, Puerto Rico

San Juan
St. Croix
St. Maarten (Philipsburg)
St. John's
Fort de France
+2 more

Aboard

Rhapsody of the Seas

From

San Juan, Puerto Rico

40 Sailings

Oct 10, 2026 - Apr 15, 2028

40 Sailings

Oct 10, 2026 - Apr 15, 2028

Published prices from

$511

per person*

taxes & fees included

A sunny view of the colorful waterfront of Willemstad, Curacao, with its iconic pastel-colored Dutch colonial buildings lining the Handelskade street and a ship docked in the port.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Royal Caribbean logo

7-night Southern Caribbean Cruise From Cartagena, Colombia

Cartagena (Colombia)
Willemstad
Oranjestad
Colon (Panama)

Aboard

Grandeur of the Seas

From

Cartagena, Colombia

37 Sailings

Oct 11, 2026 - Apr 16, 2028

37 Sailings

Oct 11, 2026 - Apr 16, 2028

Published prices from

$1,157

per person*

taxes & fees included

Rio de Janeiro panoramic with Sugarloaf Mountain and Guanabara Bay.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Seabourn logo

16-night Trinidad To Rio: South American Expedition Cruise From Bridgetown, Barbados

Bridgetown (Barbados)
Port of Spain
Devil's Island
Cross Equator
Fortaleza
+6 more

Aboard

Seabourn Venture

From

Bridgetown, Barbados

2 Sailings

Oct 13, 2026 - Oct 9, 2027

2 Sailings

Oct 13, 2026 - Oct 9, 2027

Published prices from

$9,599

per person*

taxes & fees included

A view of the historic town of Paraty, Brazil, with boats docked in the harbor, colonial buildings, and mountains in the distance.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Seabourn logo

37-night From The Caribbean To The Antarctic Cruise From Bridgetown, Barbados

Bridgetown (Barbados)
Port of Spain
Devil's Island
Cross Equator
Fortaleza
+13 more

Aboard

Seabourn Venture

From

Bridgetown, Barbados

1 Sailing

Oct 13, 2026

1 Sailing

Oct 13, 2026

A classic, two-story colonial building, the Abbey of Our Lady of Exile, with a red roof, a clock tower, and arches in Port of Spain, Trinidad and Tobago, under a cloudy blue sky.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Princess Cruises logo

14-night Circle Caribbean Cruise From Fort Lauderdale, Florida

Ft. Lauderdale
St. Maarten (Philipsburg)
Basseterre
Fort de France
Dominica
+5 more

Aboard

Coral Princess

From

Fort Lauderdale, Florida

2 Sailings

Oct 15, 2026 - Dec 6, 2027

2 Sailings

Oct 15, 2026 - Dec 6, 2027

Published prices from

$1,094

per person*

taxes & fees included

Oranjestad, Aruba harbor with boats and colorful Dutch architecture.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Cunard

21-night Caribbean Cruise From Miami, Florida

Miami
San Juan
St. John's
Castries
Bridgetown (Barbados)
+7 more

Aboard

Queen Elizabeth

From

Miami, Florida

5 Sailings

Oct 15 - Nov 26, 2026

5 Sailings

Oct 15 - Nov 26, 2026

Published prices from

$1,818

per person*

taxes & fees included

Miami skyline at dusk, showcasing vibrant colors and reflections shimmering in the water below.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Cunard

12-night Eastern Caribbean Cruise From Miami, Florida

Miami
San Juan
St. John's
Castries
Bridgetown (Barbados)
+3 more

Aboard

Queen Elizabeth

From

Miami, Florida

3 Sailings

Oct 15 - Nov 26, 2026

3 Sailings

Oct 15 - Nov 26, 2026

Published prices from

$1,039

per person*

taxes & fees included

Miami skyline at dusk, showcasing vibrant colors and reflections shimmering in the water below.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Carnival Cruise Line Logo

8-night Southern Caribbean Cruise From Miami, Florida

Miami
Celebration Key
Oranjestad
Curacao

Aboard

Carnival Magic

From

Miami, Florida

17 Sailings

Oct 17, 2026 - Mar 25, 2028

17 Sailings

Oct 17, 2026 - Mar 25, 2028

Published prices from

$632

per person*

taxes & fees included

Oranjestad, Aruba harbor with boats and colorful Dutch architecture.
Up to 60% off 2nd Guest + Kids Sail Free*
Royal Caribbean logo

8-night Southern Caribbean & Perfect Day Cruise From Fort Lauderdale, Florida

Ft. Lauderdale
Willemstad
Oranjestad
Perfect Day at CocoCay

Aboard

Allure of the Seas

From

Fort Lauderdale, Florida

1 Sailing

Oct 17, 2026

1 Sailing

Oct 17, 2026

Published prices from

$1,084

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
Oceania Cruises

25-night Canada & Caribbean Isles Voyage From Montreal, Quebec

Montreal
Quebec City
Saguenay
Baie-Comeau (Comeau Bay)
Sept-Iles
+16 more

Aboard

Vista

From

Montreal, Quebec

1 Sailing

Oct 17, 2026

1 Sailing

Oct 17, 2026

Published prices from

$11,949

per person*

taxes & fees included

An aerial view of the Kralendijk waterfront in Bonaire, showcasing the contrast between the deep blue ocean and the shallow turquoise water near the shore, with sailboats anchored offshore.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Princess Cruises logo

12-night Southern Caribbean Islander Cruise From Port Canaveral, Florida

Port Canaveral
Oranjestad
Curacao
Kralendijk
Amber Cove
+4 more

Aboard

Caribbean Princess

From

Port Canaveral, Florida

1 Sailing

Oct 18, 2026

1 Sailing

Oct 18, 2026

A serene hiking path winds through a dense, lush green jungle with a towering tree on the left, capturing the essence of an adventure in nature.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Holland America logo

21-night Panama Canal & Southern Caribbean Cruise: Abc Islands From Fort Lauderdale, Florida

Ft. Lauderdale
Half Moon Cay
Oranjestad
Cartagena (Colombia)
Cristobal (Colon)
+8 more

Aboard

Nieuw Amsterdam

From

Fort Lauderdale, Florida

3 Sailings

Oct 18, 2026 - Mar 21, 2027

3 Sailings

Oct 18, 2026 - Mar 21, 2027

Published prices from

$1,839

per person*

taxes & fees included

A serene aerial shot of Gatun Lake in Panama, featuring a large body of water surrounded by lush, green, forested islands and distant hills under a partly cloudy blue sky.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Holland America logo

12-night Panama Canal Discovery Cruise: Costa Rica & Greater Antilles From Fort Lauderdale, Florida

Ft. Lauderdale
Half Moon Cay
Oranjestad
Cartagena (Colombia)
Cristobal (Colon)
+6 more

Aboard

Nieuw Amsterdam

From

Fort Lauderdale, Florida

6 Sailings

Oct 18, 2026 - Mar 21, 2027

6 Sailings

Oct 18, 2026 - Mar 21, 2027

Published prices from

$1,259

per person*

taxes & fees included

A panoramic view of Fort-de-France, Martinique, showing a bustling bay filled with boats and yachts, with colorful houses nestled on the surrounding green hillsides and the deep blue Caribbean Sea beyond.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Carnival Cruise Line Logo

14-night Journeys - Southern Caribbean Cruise From Port Canaveral, Florida

Port Canaveral
St. Thomas (Charlotte Amalie)
St. John's
Fort de France
St. George's
+5 more

Aboard

Carnival Venezia

From

Port Canaveral, Florida

1 Sailing

Oct 18, 2026

1 Sailing

Oct 18, 2026

Published prices from

$1,167

per person*

taxes & fees included

The iconic Library of Celsus in the ancient city of Ephesus, Turkey, with its magnificent, two-story facade and marble columns standing against a backdrop of cypress trees and green hills.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Windstar

70-night Star Collector: Grand Mediterranean And Latin America Adventure Cruise From Istanbul, Turkey

Istanbul
Myrina
Mykonos
Kusadasi (Ephesus)
Bodrum
+43 more

Aboard

Star Legend

From

Istanbul, Turkey

1 Sailing

Oct 19, 2026

1 Sailing

Oct 19, 2026

Published prices from

$26,638

per person*

taxes & fees included

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

Historic Acorn Street in Boston.
Up to $500 FREE Onboard Credit*+ 4 more offers
TCW EXCLUSIVE
Celebrity Cruise Line logo

10-night Boston To Fort Lauderdale Cruise From Boston, Massachusetts

Boston
Willemstad
Kralendijk
Oranjestad
Ft. Lauderdale

Aboard

Celebrity Silhouette

From

Boston, Massachusetts

2 Sailings

Oct 20, 2026 - Oct 16, 2027

2 Sailings

Oct 20, 2026 - Oct 16, 2027

Published prices from

$899

per person*

taxes & fees included

Historic El Morro fortress overlooking the ocean in San Juan, Puerto Rico.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Royal Caribbean logo

10-night Eastern Caribbean Cruise From Baltimore, Maryland

Baltimore
Grand Turk
St. Maarten (Philipsburg)
Roseau
Fort de France
+4 more

Aboard

Vision of the Seas

From

Baltimore, Maryland

1 Sailing

Oct 22, 2026

1 Sailing

Oct 22, 2026

Published prices from

$1,333

per person*

taxes & fees included

A sunny view of the colorful waterfront of Willemstad, Curacao, with its iconic pastel-colored Dutch colonial buildings lining the Handelskade street and a ship docked in the port.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Royal Caribbean logo

9-night Southern Caribbean Cruise From Miami, Florida

Miami
Willemstad
Oranjestad
Cabo Rojo
Perfect Day at CocoCay

Aboard

Freedom of the Seas

From

Miami, Florida

8 Sailings

Oct 22, 2026 - Feb 24, 2028

8 Sailings

Oct 22, 2026 - Feb 24, 2028

Published prices from

$853

per person*

taxes & fees included

    • Showing results 1 - 24 of 774

*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.