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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

$430

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

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

$1,337

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

$914

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

An aerial view of a luxurious resort and pristine sandy beach on the coast of Puerto Plata, Dominican Republic, with turquoise waters, lush green hills, and a cityscape in the background.
Up to 50% off + Kids Sail Free*
Norwegian Cruise Line logo.

7-night Caribbean Cruise: Great Stirrup Cay & Dominican Republic From Port Canaveral, Florida

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

Aboard

Norwegian Prima

From

Port Canaveral, Florida

2 Sailings

Oct 18 - Nov 1, 2026

2 Sailings

Oct 18 - Nov 1, 2026

Published prices from

$529

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

Peaceful sunrise over a sandy Florida beach with sea oats in Port Canaveral.
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
Perfect Day at CocoCay
St. Thomas (Charlotte Amalie)
St. Maarten (Philipsburg)

Aboard

Star of the Seas

From

Port Canaveral, Florida

31 Sailings

Oct 18, 2026 - Apr 16, 2028

31 Sailings

Oct 18, 2026 - Apr 16, 2028

Published prices from

$1,216

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.
Up to $500 FREE Onboard Credit*+ 5 more offers
TCW EXCLUSIVE
Norwegian Cruise Line logo.

5-night Caribbean Cruise: Great Stirrup Cay & Dominican Republic From Port Canaveral, Florida

Port Canaveral
Puerto Plata
Great Stirrup Cay

Aboard

Norwegian Getaway

From

Port Canaveral, Florida

8 Sailings

Oct 28, 2026 - Mar 31, 2027

8 Sailings

Oct 28, 2026 - Mar 31, 2027

Published prices from

$329

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
Carnival Cruise Line Logo

7-night Eastern Caribbean Cruise From Port Canaveral, Florida

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

Aboard

Carnival Venezia

From

Port Canaveral, Florida

11 Sailings

Nov 1, 2026 - May 2, 2027

11 Sailings

Nov 1, 2026 - May 2, 2027

Published prices from

$525

per person*

taxes & fees included

An aerial view of a luxurious resort and pristine sandy beach on the coast of Puerto Plata, Dominican Republic, with turquoise waters, lush green hills, and a cityscape in the background.
Up to $500 FREE Onboard Credit*+ 4 more offers
TCW EXCLUSIVE
Celebrity Cruise Line logo

7-night St. Thomas & St. Kitts Cruise From Port Canaveral, Florida

Port Canaveral
Puerto Plata
St. Thomas (Charlotte Amalie)
Basseterre

Aboard

Celebrity Apex

From

Port Canaveral, Florida

11 Sailings

Nov 7, 2026 - Apr 10, 2027

11 Sailings

Nov 7, 2026 - Apr 10, 2027

Published prices from

$1,169

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.

3-night Caribbean from Orlando to San Juan Cruise: Puerto Plata From Port Canaveral, Florida

Port Canaveral
Puerto Plata
San Juan

Aboard

Norwegian Prima

From

Port Canaveral, Florida

1 Sailing

Nov 12, 2026

1 Sailing

Nov 12, 2026

Published prices from

$469

per person*

taxes & fees included

An aerial view of a luxurious resort and pristine sandy beach on the coast of Puerto Plata, Dominican Republic, with turquoise waters, lush green hills, and a cityscape in the background.
Up to $500 FREE Onboard Credit*+ 5 more offers
TCW EXCLUSIVE
Norwegian Cruise Line logo.

7-night Caribbean Cruise: Great Stirrup Cay & Dominican Republic From Port Canaveral, Florida

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

Aboard

Norwegian Escape

From

Port Canaveral, Florida

18 Sailings

Nov 13, 2026 - Mar 26, 2027

18 Sailings

Nov 13, 2026 - Mar 26, 2027

Published prices from

$529

per person*

taxes & fees included

A sunny, tropical beach on Grand Turk Island with multiple hot air balloons flying over the turquoise water and shoreline.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Royal Caribbean logo

5-night Eastern Caribbean Cruise From Port Canaveral, Florida

Port Canaveral
Grand Turk
Nassau

Aboard

Explorer of the Seas

From

Port Canaveral, Florida

4 Sailings

Nov 13, 2026 - Apr 16, 2027

4 Sailings

Nov 13, 2026 - Apr 16, 2027

Published prices from

$448

per person*

taxes & fees included

Peaceful sunrise over a sandy Florida beach with sea oats in Port Canaveral.
Up to $500 FREE Onboard Credit*+ 5 more offers
TCW EXCLUSIVE
Norwegian Cruise Line logo.

7-night Caribbean Round-trip Orlando Cruise: Great Stirrup Cay & Dominican Republic From Port Canaveral, Florida

Port Canaveral
Great Stirrup Cay
St. Thomas (Charlotte Amalie)
San Juan
Puerto Plata

Aboard

Norwegian Getaway

From

Port Canaveral, Florida

1 Sailing

Nov 16, 2026

1 Sailing

Nov 16, 2026

Published prices from

$519

per person*

taxes & fees included

A breathtaking view of the Los Morrillos Lighthouse and the rugged coastline of Cabo Rojo, Puerto Rico, with dramatic cliffs and turquoise water.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Royal Caribbean logo

9-night Southern Caribbean Cruise From Port Canaveral, Florida

Port Canaveral
Nassau
Cabo Rojo
Oranjestad
Willemstad
+2 more

Aboard

Explorer of the Seas

From

Port Canaveral, Florida

2 Sailings

Nov 18, 2026 - Feb 24, 2027

2 Sailings

Nov 18, 2026 - Feb 24, 2027

Published prices from

$861

per person*

taxes & fees included

Historic El Morro fortress overlooking the ocean in San Juan, Puerto Rico.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Princess Cruises logo

9-night Eastern Caribbean Cruise With St. Thomas From Port Canaveral, Florida

Port Canaveral
Grand Turk
Amber Cove
San Juan
St. Maarten (Philipsburg)
+2 more

Aboard

Sky Princess

From

Port Canaveral, Florida

1 Sailing

Nov 20, 2026

1 Sailing

Nov 20, 2026

Historic El Morro fortress overlooking the ocean in San Juan, Puerto Rico.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Princess Cruises logo

8-night Eastern Caribbean Cruise With Puerto Rico From Port Canaveral, Florida

Port Canaveral
Half Moon Cay
San Juan
Amber Cove
Grand Turk

Aboard

Sky Princess

From

Port Canaveral, Florida

7 Sailings

Nov 29, 2026 - Feb 21, 2027

7 Sailings

Nov 29, 2026 - Feb 21, 2027

Published prices from

$1,169

per person*

taxes & fees included

Peaceful sunrise over a sandy Florida beach with sea oats in Port Canaveral.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Carnival Cruise Line Logo

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

Port Canaveral
St. Thomas (Charlotte Amalie)
St. John's
Dominica
Bridgetown (Barbados)
+5 more

Aboard

Carnival Venezia

From

Port Canaveral, Florida

3 Sailings

Nov 29, 2026 - Feb 21, 2027

3 Sailings

Nov 29, 2026 - Feb 21, 2027

Published prices from

$998

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 & Perfect Day Cruise From Port Canaveral, Florida

Port Canaveral
Bimini
Willemstad
Oranjestad
Cabo Rojo
+2 more

Aboard

Explorer of the Seas

From

Port Canaveral, Florida

3 Sailings

Dec 2, 2026 - Jan 27, 2027

3 Sailings

Dec 2, 2026 - Jan 27, 2027

Published prices from

$1,355

per person*

taxes & fees included

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.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Princess Cruises logo

6-night Eastern Caribbean Cruise With Turks & Caicos From Port Canaveral, Florida

Port Canaveral
Princess Cays®
Amber Cove
Grand Turk

Aboard

Sky Princess

From

Port Canaveral, Florida

7 Sailings

Dec 7, 2026 - Mar 1, 2027

7 Sailings

Dec 7, 2026 - Mar 1, 2027

Published prices from

$943

per person*

taxes & fees included

A sunny, tropical beach on Grand Turk Island with multiple hot air balloons flying over the turquoise water and shoreline.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Royal Caribbean logo

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

Port Canaveral
Grand Turk
Perfect Day at CocoCay

Aboard

Explorer of the Seas

From

Port Canaveral, Florida

4 Sailings

Dec 11, 2026 - Apr 2, 2027

4 Sailings

Dec 11, 2026 - Apr 2, 2027

Published prices from

$412

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.

8-night Caribbean Round-trip Orlando Cruise: Great Stirrup Cay & Dominican Republic From Port Canaveral, Florida

Port Canaveral
Puerto Plata
San Juan
Roadtown
St. Thomas (Charlotte Amalie)
+2 more

Aboard

Norwegian Getaway

From

Port Canaveral, Florida

1 Sailing

Dec 14, 2026

1 Sailing

Dec 14, 2026

Published prices from

$709

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

7-night St. Thomas & St. Kitts Holiday Cruise From Port Canaveral, Florida

Port Canaveral
Puerto Plata
St. Thomas (Charlotte Amalie)
Basseterre

Aboard

Celebrity Apex

From

Port Canaveral, Florida

1 Sailing

Dec 19, 2026

1 Sailing

Dec 19, 2026

Published prices from

$1,670

per person*

taxes & fees included

    • Showing results 1 - 24 of 81

*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.