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293 Results

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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.
50% Off+ Kids Sail FREE + FREE Pre-Paid Tips*
Norwegian Cruise Line logo.

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

Port Canaveral
Great Stirrup Cay
Falmouth (Jamaica)
Grand Cayman (George Town)
Cozumel

Aboard

Norwegian Prima

From

Port Canaveral, Florida

3 Sailings

Sep 27 - Oct 25, 2026

3 Sailings

Sep 27 - Oct 25, 2026

Published prices from

$579

per person*

taxes & fees included

Hollywood sign on hills of Los Angeles.
Up to $500 FREE Onboard Credit*+ 4 more offers
TCW EXCLUSIVE
Celebrity Cruise Line logo

17-night Panama Canal Eastbound Cruise From Los Angeles, California

Los Angeles
Puerto Vallarta
Puerto Quetzal
Puntarenas
Panama Canal
+5 more

Aboard

Celebrity Summit

From

Los Angeles, California

1 Sailing

Oct 1, 2026

1 Sailing

Oct 1, 2026

Published prices from

$2,211

per person*

taxes & fees included

Historic buildings in Galveston, Texas.
Carnival Cruise Line Logo

7-night Western Caribbean Cruise From Galveston, Texas

Galveston
Montego Bay
Grand Cayman (George Town)
Cozumel

Aboard

Carnival Dream

From

Galveston, Texas

13 Sailings

Oct 3, 2026 - May 1, 2027

13 Sailings

Oct 3, 2026 - May 1, 2027

A scenic beach in Montego Bay, Jamaica, with a long line of palm trees and resort hotels along the white sand, and a large school of fish visible in the clear blue water.
Save up to 55% on Select Sailings*
Carnival Cruise Line Logo

7-night Western Caribbean Cruise From New Orleans, Louisiana

New Orleans
Montego Bay
Grand Cayman (George Town)
Cozumel

Aboard

Carnival Liberty

From

New Orleans, Louisiana

50 Sailings

Oct 4, 2026 - Apr 30, 2028

50 Sailings

Oct 4, 2026 - Apr 30, 2028

Miami skyline at dusk, showcasing vibrant colors and reflections shimmering in the water below.
Save up to 55% on Select Sailings*
Carnival Cruise Line Logo

6-night Western Caribbean Cruise From Miami, Florida

Miami
Grand Cayman (George Town)
Montego Bay
Celebration Key

Aboard

Carnival Horizon

From

Miami, Florida

14 Sailings

Oct 4, 2026 - Apr 18, 2027

14 Sailings

Oct 4, 2026 - Apr 18, 2027

A scenic shot of the stunning Seven Mile Beach in Grand Cayman, with a wide, sandy beach, calm turquoise water, and resorts with palm trees under a beautiful blue sky.
75% off 2nd Guest + FREE 3rd/4th/5th Guests + up to $900 Instant Savings*
Celebrity Cruise Line logo

7-nights Grand Cayman, Mexico & Perfect Day Cruise From Miami, Florida

Miami
Perfect Day at CocoCay
Grand Cayman (George Town)
Cozumel
Nassau

Aboard

Celebrity Beyond

From

Miami, Florida

2 Sailings

Oct 4 - Oct 18, 2026

2 Sailings

Oct 4 - Oct 18, 2026

Published prices from

$1,430

per person*

taxes & fees included

A scenic shot of the stunning Seven Mile Beach in Grand Cayman, with a wide, sandy beach, calm turquoise water, and resorts with palm trees under a beautiful blue sky.
Up to $500 FREE Onboard Credit*+ 4 more offers
TCW EXCLUSIVE
Celebrity Cruise Line logo

6-night Grand Cayman, Bahamas & Mexico Cruise From Fort Lauderdale, Florida

Ft. Lauderdale
Cozumel
Grand Cayman (George Town)
Bimini

Aboard

Celebrity Reflection

From

Fort Lauderdale, Florida

2 Sailings

Oct 4 - Oct 18, 2026

2 Sailings

Oct 4 - Oct 18, 2026

Published prices from

$2,176

per person*

taxes & fees included

Tropical beach with lounge chairs in Cozumel.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Carnival Cruise Line Logo

10-night Western Caribbean Cruise From Galveston, Texas

Galveston
Grand Cayman (George Town)
Montego Bay
Belize City
+2 more

Aboard

Carnival Miracle

From

Galveston, Texas

5 Sailings

Oct 12, 2026 - Apr 12, 2027

5 Sailings

Oct 12, 2026 - Apr 12, 2027

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

$1,879

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

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

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

Ft. Lauderdale
Grand Cayman (George Town)
Oranjestad
Willemstad
Kralendijk

Aboard

Celebrity Reflection

From

Fort Lauderdale, Florida

3 Sailings

Oct 24, 2026 - Oct 30, 2027

3 Sailings

Oct 24, 2026 - Oct 30, 2027

Published prices from

$1,224

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 Key West, Mexico & Cayman Cruise From Port Canaveral, Florida

Port Canaveral
Key West
Bimini
Grand Cayman (George Town)
Cozumel

Aboard

Celebrity Apex

From

Port Canaveral, Florida

11 Sailings

Oct 31, 2026 - Apr 17, 2027

11 Sailings

Oct 31, 2026 - Apr 17, 2027

Published prices from

$1,281

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

21-night Western & Eastern Caribbean Cruise: Mexico & Leeward Islands From Fort Lauderdale, Florida

Ft. Lauderdale
Half Moon Cay
Falmouth (Jamaica)
Grand Cayman (George Town)
Mahogany Bay
+9 more

Aboard

Rotterdam

From

Fort Lauderdale, Florida

6 Sailings

Oct 31, 2026 - Mar 6, 2027

6 Sailings

Oct 31, 2026 - Mar 6, 2027

Published prices from

$1,784

per person*

taxes & fees included

An aerial view of the historic town of Falmouth, Jamaica, showing a coastal promenade along the turquoise sea, colorful colonial-era buildings, and lush green hills in the background.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Holland America logo

10-night Western Caribbean Cruise: Greater Antilles, Belize & Mexico From Fort Lauderdale, Florida

Ft. Lauderdale
Half Moon Cay
Falmouth (Jamaica)
Grand Cayman (George Town)
Mahogany Bay
+3 more

Aboard

Rotterdam

From

Fort Lauderdale, Florida

7 Sailings

Oct 31, 2026 - Mar 6, 2027

7 Sailings

Oct 31, 2026 - Mar 6, 2027

Published prices from

$949

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*+ 5 more offers
TCW EXCLUSIVE
Norwegian Cruise Line logo.

12-night Panama Canal Cruise: Bahamas & Costa Rica From Miami, Florida

Miami
Great Stirrup Cay
Cabo Rojo
Willemstad
Oranjestad
+5 more

Aboard

Norwegian Sun

From

Miami, Florida

2 Sailings

Nov 6 - Dec 21, 2026

2 Sailings

Nov 6 - Dec 21, 2026

Published prices from

$1,279

per person*

taxes & fees included

The ancient stone ruins of a majestic Mayan temple or pyramid, featuring historic architecture at an archaeological site in Mexico's Costa Maya region.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Royal Caribbean logo

7-night Western Caribbean Cruise From Tampa, Florida

Tampa
Cozumel
Costa Maya
Grand Cayman (George Town)

Aboard

Radiance of the Seas

From

Tampa, Florida

12 Sailings

Nov 7, 2026 - Nov 6, 2027

12 Sailings

Nov 7, 2026 - Nov 6, 2027

Published prices from

$474

per person*

taxes & fees included

Ornate ironwork balconies in the French Quarter of New Orleans, Louisiana.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Royal Caribbean logo

7-night Western Caribbean Cruise From New Orleans, Louisiana

New Orleans
Cozumel
Grand Cayman (George Town)
Falmouth (Jamaica)

Aboard

Mariner of the Seas

From

New Orleans, Louisiana

36 Sailings

Nov 7, 2026 - Apr 15, 2028

36 Sailings

Nov 7, 2026 - Apr 15, 2028

Published prices from

$557

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

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

Ft. Lauderdale
Princess Cays®
Grand Turk
Nassau
Grand Cayman (George Town)
+3 more

Aboard

Regal Princess

From

Fort Lauderdale, Florida

10 Sailings

Nov 8, 2026 - Mar 6, 2027

10 Sailings

Nov 8, 2026 - Mar 6, 2027

Published prices from

$1,949

per person*

taxes & fees included

A vibrant panoramic view of Castries, St. Lucia, with colorful buildings nestled along the harbor and lush green hills in the background under a blue sky with white clouds.
Up to $500 FREE Onboard Credit*+ 5 more offers
TCW EXCLUSIVE
Norwegian Cruise Line logo.

14-night Caribbean: Aruba & Curacao Cruise From Boston, Massachusetts

Boston
St. Thomas (Charlotte Amalie)
Castries
St. George's
Willemstad
+4 more

Aboard

Norwegian Breakaway

From

Boston, Massachusetts

1 Sailing

Nov 8, 2026

1 Sailing

Nov 8, 2026

Published prices from

$1,199

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
Royal Caribbean logo

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

Miami
Perfect Day at CocoCay
Grand Cayman (George Town)
Falmouth (Jamaica)

Aboard

Independence of the Seas

From

Miami, Florida

6 Sailings

Nov 8, 2026 - Apr 25, 2027

6 Sailings

Nov 8, 2026 - Apr 25, 2027

Published prices from

$584

per person*

taxes & fees included

A scenic shot of the stunning Seven Mile Beach in Grand Cayman, with a wide, sandy beach, calm turquoise water, and resorts with palm trees under a beautiful blue sky.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Oceania Cruises

14-night Dutchman's Caribbean Voyage From Miami, Florida

Miami
Grand Cayman (George Town)
Falmouth (Jamaica)
Oranjestad
Willemstad
+5 more

Aboard

Vista

From

Miami, Florida

1 Sailing

Nov 11, 2026

1 Sailing

Nov 11, 2026

Published prices from

$5,649

per person*

taxes & fees included

Tropical beach with lounge chairs in Cozumel.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Holland America logo

17-night Western Caribbean Cruise: Greater Antilles & Honduras From Miami, Florida

Miami
Kralendijk
Willemstad
Oranjestad
Cabo Rojo
+6 more

Aboard

Zuiderdam

From

Miami, Florida

1 Sailing

Nov 11, 2026

1 Sailing

Nov 11, 2026

Published prices from

$1,379

per person*

taxes & fees included

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

8-night Southern Caribbean With Abc Islands Cruise From Fort Lauderdale, Florida

Ft. Lauderdale
Grand Cayman (George Town)
Ocho Rios
Oranjestad

Aboard

Regal Princess

From

Fort Lauderdale, Florida

4 Sailings

Nov 14, 2026 - Feb 6, 2027

4 Sailings

Nov 14, 2026 - Feb 6, 2027

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*+ 4 more offers
TCW EXCLUSIVE
Celebrity Cruise Line logo

7-night Bahamas, Mexico & Cayman Cruise From Port Canaveral, Florida

Port Canaveral
Nassau
Grand Cayman (George Town)
Cozumel

Aboard

Celebrity Apex

From

Port Canaveral, Florida

1 Sailing

Nov 14, 2026

1 Sailing

Nov 14, 2026

Published prices from

$1,127

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

14-night Western & Eastern Caribbean Cruise: Mexico & Bahamas From Fort Lauderdale, Florida

Ft. Lauderdale
Half Moon Cay
Ocho Rios
Grand Cayman (George Town)
Cozumel
+4 more

Aboard

Eurodam

From

Fort Lauderdale, Florida

2 Sailings

Nov 14 - Dec 5, 2026

2 Sailings

Nov 14 - Dec 5, 2026

Published prices from

$1,029

per person*

taxes & fees included

    • Showing results 1 - 24 of 293

*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.