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1134 Results

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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 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 stunning aerial view of the turquoise waters and white-sand beaches around Paradise Island in Nassau, Bahamas, with the Atlantis resort visible in the distance.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Princess Cruises logo

7-night Eastern Caribbean With Turks & Caicos Cruise From Fort Lauderdale, Florida

Ft. Lauderdale
Princess Cays®
Amber Cove
Grand Turk
Nassau

Aboard

Regal Princess

From

Fort Lauderdale, Florida

2 Sailings

Oct 10 - Oct 17, 2026

2 Sailings

Oct 10 - Oct 17, 2026

A sunny, idyllic beach scene in Amber Cove, Dominican Republic, with a small boat and paddle resting under a palm tree beside the turquoise ocean and a clear blue sky.
Carnival Cruise Line Logo

7-night Eastern Caribbean Cruise From Port Canaveral, Florida

Port Canaveral
Nassau
Half Moon Cay
Amber Cove
Celebration Key

Aboard

Mardi Gras

From

Port Canaveral, Florida

24 Sailings

Oct 10, 2026 - May 15, 2027

24 Sailings

Oct 10, 2026 - May 15, 2027

Published prices from

$515

per person*

taxes & fees included

A stunning aerial view of the turquoise waters and white-sand beaches around Paradise Island in Nassau, Bahamas, with the Atlantis resort visible in the distance.
Save up to 55% on Select Sailings*
Carnival Cruise Line Logo

7-night Eastern Caribbean Cruise From Galveston, Texas

Galveston
Key West
Celebration Key
Nassau

Aboard

Carnival Dream

From

Galveston, Texas

10 Sailings

Oct 10, 2026 - Apr 24, 2027

10 Sailings

Oct 10, 2026 - Apr 24, 2027

Published prices from

$683

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

Two colorful striped beach chairs sit on the white sand beach of Great Stirrup Cay, Bahamas, facing the clear turquoise water under a bright blue sky with palm fronds overhead.
Norwegian Cruise Line logo.

7-night Caribbean Cruise: Great Stirrup Cay, Dominican Republic & Tortola From Miami, Florida

Miami
Puerto Plata
St. Thomas (Charlotte Amalie)
Roadtown
Great Stirrup Cay

Aboard

Norwegian Luna

From

Miami, Florida

4 Sailings

Oct 10 - Oct 31, 2026

4 Sailings

Oct 10 - Oct 31, 2026

Published prices from

$549

per person*

taxes & fees included

Peaceful sunrise over a sandy Florida beach with sea oats in Port Canaveral.
Up to 60% off 2nd Guest + Kids Sail Free*
Royal Caribbean logo

6-night Western Caribbean Cruise From Port Canaveral, Florida

Port Canaveral
Nassau
Puerto Plata
Grand Turk

Aboard

Adventure of the Seas

From

Port Canaveral, Florida

1 Sailing

Oct 10, 2026

1 Sailing

Oct 10, 2026

Published prices from

$1,518

per person*

taxes & fees included

Miami skyline at dusk, showcasing vibrant colors and reflections shimmering in the water below.
Royal Caribbean logo

7-night Eastern Caribbean & Perfect Day Cruise From Miami, Florida

Miami
St. Maarten (Philipsburg)
St. Thomas (Charlotte Amalie)
Perfect Day at CocoCay

Aboard

Icon of the Seas

From

Miami, Florida

14 Sailings

Oct 10, 2026 - Apr 10, 2027

14 Sailings

Oct 10, 2026 - Apr 10, 2027

Published prices from

$1,375

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 secluded cove with white sand and turquoise water on Half Moon Cay, Bahamas, surrounded by jagged, rocky cliffs and a serene blue ocean under a partly cloudy sky.
Save up to 55% on Select Sailings*
Carnival Cruise Line Logo

7-night Eastern Caribbean Cruise From Miami, Florida

Miami
Nassau
Half Moon Cay
Amber Cove
Celebration Key

Aboard

Carnival Celebration

From

Miami, Florida

55 Sailings

Oct 11, 2026 - Mar 26, 2028

55 Sailings

Oct 11, 2026 - Mar 26, 2028

Published prices from

$659

per person*

taxes & fees included

A scenic view of Princess Cays, Bahamas, featuring a row of colorful cabanas with thatched roofs, surrounded by swaying palm trees on a white-sand beach.
Up to 40% OFF + up to $300 Instant Savings + FREE 3rd & 4th Guest*
Princess Cruises logo

7-night Eastern Caribbean with Turks & Caicos Cruise From Port Canaveral, Florida

Port Canaveral
Nassau
Princess Cays®
Amber Cove
Grand Turk

Aboard

Caribbean Princess

From

Port Canaveral, Florida

1 Sailing

Oct 11, 2026

1 Sailing

Oct 11, 2026

A stunning underwater view of two sea turtles swimming gracefully in the crystal-clear turquoise waters of the Bahamas, with a small island visible in the background.
Save up to 55% on Select Sailings*
Carnival Cruise Line Logo

6-night Eastern Caribbean Cruise From Port Canaveral, Florida

Port Canaveral
Celebration Key
Half Moon Cay
Amber Cove

Aboard

Carnival Vista

From

Port Canaveral, Florida

16 Sailings

Oct 11, 2026 - May 16, 2027

16 Sailings

Oct 11, 2026 - May 16, 2027

Published prices from

$437

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

6-night Eastern Caribbean Cruise From Miami, Florida

Miami
Half Moon Cay
Amber Cove
Grand Turk

Aboard

Carnival Magic

From

Miami, Florida

35 Sailings

Oct 11, 2026 - Mar 19, 2028

35 Sailings

Oct 11, 2026 - Mar 19, 2028

Published prices from

$458

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.
75% off 2nd Guest + FREE 3rd/4th/5th Guests + up to $900 Instant Savings*
Celebrity Cruise Line logo

7-nights Tortola, St. Kitts & Puerto Plata Cruise From Miami, Florida

Miami
Puerto Plata
Roadtown
Basseterre

Aboard

Celebrity Beyond

From

Miami, Florida

1 Sailing

Oct 11, 2026

1 Sailing

Oct 11, 2026

Cupecoy Beach with white resort buildings, St. Maarten.
Up to $500 FREE Onboard Credit*+ 5 more offers
TCW EXCLUSIVE
Norwegian Cruise Line logo.

17-night Transatlantic Cruise: St. Thomas & Punta Cana From Barcelona, Spain

Barcelona
Alicante
Granada (Motril)
Funchal (Madeira)
St. Maarten (Philipsburg)
+5 more

Aboard

Norwegian Viva

From

Barcelona, Spain

1 Sailing

Oct 14, 2026

1 Sailing

Oct 14, 2026

Published prices from

$1,349

per person*

taxes & fees included

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

A dramatic view of the Sainte-Anne-du-Nord River cascading through a deep, rocky gorge surrounded by dense green forest near Sept-Îles, Quebec.
FREE Beverages, Gratuities, Wi-Fi & More*+ 2 more offers
Explora Journeys Logo

17-night A Grand Journey Of Bright Coastlines & Captivating Havens From Quebec City, Quebec

Quebec City
La Baie
Sept-Iles
Sydney (Nova Scotia)
Halifax (Nova Scotia)
+8 more

Aboard

EXPLORA III

From

Quebec City, Quebec

1 Sailing

Oct 15, 2026

1 Sailing

Oct 15, 2026

Peaceful sunrise over a sandy Florida beach with sea oats in Port Canaveral.
Up to 60% off 2nd Guest + Kids Sail Free*
Royal Caribbean logo

8-night Eastern Caribbean & Perfect Day Cruise From Port Canaveral, Florida

Port Canaveral
St. Croix
St. Thomas (Charlotte Amalie)
San Juan
Perfect Day at CocoCay

Aboard

Adventure of the Seas

From

Port Canaveral, Florida

1 Sailing

Oct 16, 2026

1 Sailing

Oct 16, 2026

Published prices from

$1,937

per person*

taxes & fees included

Cupecoy Beach with white resort buildings, St. Maarten.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Viking

20-night Mediterranean & Atlantic Crossing Cruise From Civitavecchia, Rome, Italy

Rome (Civitavecchia)
Florence/Pisa (Livorno)
Monte Carlo
Provence (Marseille)
Sete
+7 more

Aboard

Viking Sea

From

Civitavecchia, Rome, Italy

1 Sailing

Oct 16, 2026

1 Sailing

Oct 16, 2026

A sunny, tropical beach on Grand Turk Island with multiple hot air balloons flying over the turquoise water and shoreline.
Princess Cruises logo

14-night Eastern/Western Caribbean Adventurer Cruise From Fort Lauderdale, Florida

Ft. Lauderdale
Princess Cays®
Amber Cove
Grand Turk
Cozumel
+3 more

Aboard

Regal Princess

From

Fort Lauderdale, Florida

2 Sailings

Oct 17, 2026 - Mar 20, 2027

2 Sailings

Oct 17, 2026 - Mar 20, 2027

Published prices from

$1,459

per person*

taxes & fees included

Peaceful sunrise over a sandy Florida beach with sea oats in Port Canaveral.
Save up to 55% on Select Sailings*
Carnival Cruise Line Logo

8-night Eastern Caribbean Cruise From Port Canaveral, Florida

Port Canaveral
St. Thomas (Charlotte Amalie)
St. Maarten (Philipsburg)
San Juan
Celebration Key

Aboard

Carnival Vista

From

Port Canaveral, Florida

10 Sailings

Oct 17, 2026 - Dec 31, 2027

10 Sailings

Oct 17, 2026 - Dec 31, 2027

Published prices from

$638

per person*

taxes & fees included

Cupecoy Beach with white resort buildings, St. Maarten.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Royal Caribbean logo

7-night Eastern Caribbean & Perfect Day Cruise From Port Canaveral, Florida

Port Canaveral
St. Maarten (Philipsburg)
San Juan
Perfect Day at CocoCay

Aboard

Harmony of the Seas

From

Port Canaveral, Florida

15 Sailings

Oct 17, 2026 - Apr 10, 2027

15 Sailings

Oct 17, 2026 - Apr 10, 2027

Published prices from

$831

per person*

taxes & fees included

    • Showing results 1 - 24 of 1134

*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.