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207 Results

Taxes and fees included in all prices shown

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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

4-night Bahamas Cruise From Miami, Florida

Miami
Celebration Key
Half Moon Cay

Aboard

Carnival Conquest

From

Miami, Florida

62 Sailings

Oct 19, 2026 - Apr 24, 2028

62 Sailings

Oct 19, 2026 - Apr 24, 2028

Published prices from

$283

per person*

taxes & fees included

Miami skyline at dusk, showcasing vibrant colors and reflections shimmering in the water below.
Norwegian Cruise Line logo.

7-night Caribbean Cruise: Harvest Caye, Cozumel & Roatan From Miami, Florida

Miami
Harvest Caye
Roatan Island
Cozumel
Costa Maya

Aboard

Norwegian Aqua

From

Miami, Florida

2 Sailings

Oct 25 - Nov 1, 2026

2 Sailings

Oct 25 - Nov 1, 2026

Published prices from

$549

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
Royal Caribbean logo

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

Miami
Nassau
Perfect Day at CocoCay
San Juan
Puerto Plata

Aboard

Allure of the Seas

From

Miami, Florida

8 Sailings

Oct 25, 2026 - Apr 18, 2027

8 Sailings

Oct 25, 2026 - Apr 18, 2027

Published prices from

$732

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.
Cunard

21-night Caribbean Cruise From Miami, Florida

Miami
Grand Turk
Willemstad
Kralendijk
Oranjestad
+7 more

Aboard

Queen Elizabeth

From

Miami, Florida

4 Sailings

Oct 27 - Nov 26, 2026

4 Sailings

Oct 27 - Nov 26, 2026

Published prices from

$1,818

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*+ 3 more offers
TCW EXCLUSIVE
Cunard

9-night Western Caribbean Cruise From Miami, Florida

Miami
Grand Turk
Willemstad
Kralendijk
Oranjestad

Aboard

Queen Elizabeth

From

Miami, Florida

4 Sailings

Oct 27 - Dec 29, 2026

4 Sailings

Oct 27 - Dec 29, 2026

Published prices from

$879

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.
Royal Caribbean logo

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

Miami
Puerto Plata
Perfect Day at CocoCay

Aboard

Freedom of the Seas

From

Miami, Florida

3 Sailings

Oct 31, 2026 - Jan 4, 2027

3 Sailings

Oct 31, 2026 - Jan 4, 2027

Published prices from

$572

per person*

taxes & fees included

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

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

Miami
Costa Maya
Roatan Island
Cozumel
Perfect Day at CocoCay

Aboard

Icon of the Seas

From

Miami, Florida

13 Sailings

Oct 31, 2026 - Apr 17, 2027

13 Sailings

Oct 31, 2026 - Apr 17, 2027

Published prices from

$1,195

per person*

taxes & fees included

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

12 Sailings

Nov 1, 2026 - Apr 18, 2027

12 Sailings

Nov 1, 2026 - Apr 18, 2027

Published prices from

$521

per person*

taxes & fees included

Tropical beach with lounge chairs in Cozumel.
Save up to 55% on Select Sailings*
Carnival Cruise Line Logo

7-night Western Caribbean Cruise From Miami, Florida

Miami
Cozumel
Celebration Key

Aboard

Carnival Celebration

From

Miami, Florida

17 Sailings

Nov 1, 2026 - Mar 19, 2028

17 Sailings

Nov 1, 2026 - Mar 19, 2028

Published prices from

$701

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*+ 4 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

$1,169

per person*

taxes & fees included

A breathtaking underwater view of a coral reef with multiple schools of fish swimming over the colorful and diverse marine ecosystem near Roatan Island, Honduras.
Up to $500 FREE Onboard Credit*+ 4 more offers
TCW EXCLUSIVE
Norwegian Cruise Line logo.

7-night Caribbean Cruise: Harvest Caye, Cozumel & Roatan From Miami, Florida

Miami
Roatan Island
Harvest Caye
Costa Maya
Cozumel

Aboard

Norwegian Luna

From

Miami, Florida

21 Sailings

Nov 7, 2026 - Mar 27, 2027

21 Sailings

Nov 7, 2026 - Mar 27, 2027

Published prices from

$449

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
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

$554

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*+ 3 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

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

5-night Eastern Caribbean Cruise From Miami, Florida

Miami
Nassau
Grand Cayman (George Town)

Aboard

Freedom of the Seas

From

Miami, Florida

9 Sailings

Nov 14, 2026 - Apr 17, 2027

9 Sailings

Nov 14, 2026 - Apr 17, 2027

Published prices from

$384

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*+ 4 more offers
TCW EXCLUSIVE
Celebrity Cruise Line logo

6-night Bahamas, Mexico & Cayman Cruise From Miami, Florida

Miami
Nassau
Grand Cayman (George Town)
Cozumel

Aboard

Celebrity Xcel

From

Miami, Florida

1 Sailing

Nov 15, 2026

1 Sailing

Nov 15, 2026

Published prices from

$4,694

per person*

taxes & fees included

Historic buildings in Galveston, Texas.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Regent Seven Seas Cruises.

14-night Sapphire Sea Dreams Cruise From Miami, Florida

Miami
Old Bahama Channel
Willemstad
Oranjestad
Kralendijk
+7 more

Aboard

Seven Seas Splendor

From

Miami, Florida

1 Sailing

Nov 15, 2026

1 Sailing

Nov 15, 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.
FREE Beverages, Gratuities, Wi-Fi & More*+ 1 more offer
Explora Journeys Logo

18-night An Extended Journey Through Caribbean Beauty & Ocean Stillness From Miami, Florida

Miami
Merida (Progreso)
Roatan Island
Belize City
Ocean Cay
+6 more

Aboard

EXPLORA I

From

Miami, Florida

1 Sailing

Nov 17, 2026

1 Sailing

Nov 17, 2026

Published prices from

$16,650

per person*

taxes & fees included

Miami skyline at dusk, showcasing vibrant colors and reflections shimmering in the water below.
FREE Beverages, Gratuities, Wi-Fi & More*+ 1 more offer
Explora Journeys Logo

8-night A Journey Through Mayan Marvels, Rich Reefs & Ocean Serenity From Miami, Florida

Miami
Merida (Progreso)
Roatan Island
Belize City
Ocean Cay

Aboard

EXPLORA I

From

Miami, Florida

1 Sailing

Nov 17, 2026

1 Sailing

Nov 17, 2026

Published prices from

$6,900

per person*

taxes & fees included

A stunning shot of a small, natural tunnel in the cliffs of the rugged coastline near Puerto Limon, Costa Rica, with a gnarled tree branch reaching across the top and water flowing through.
Up to $500 FREE Onboard Credit*+ 4 more offers
TCW EXCLUSIVE
Norwegian Cruise Line logo.

11-night Panama Canal Cruise: Jamaica & Costa Rica From Miami, Florida

Miami
Great Stirrup Cay
Cartagena (Colombia)
Panama Canal
Colon (Panama)
+4 more

Aboard

Norwegian Sun

From

Miami, Florida

1 Sailing

Nov 18, 2026

1 Sailing

Nov 18, 2026

Published prices from

$789

per person*

taxes & fees included

A panoramic shot of the colorful waterfront houses and palm trees of Key West, Florida, reflecting on the calm, turquoise water under a clear blue sky.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Holland America logo

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

Miami
Key West
Ocho Rios
Grand Cayman (George Town)
Cozumel
+5 more

Aboard

Zuiderdam

From

Miami, Florida

1 Sailing

Nov 21, 2026

1 Sailing

Nov 21, 2026

Published prices from

$989

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
Holland America logo

7-night Western Caribbean Cruise: Greater Antilles & Mexico From Miami, Florida

Miami
Key West
Ocho Rios
Grand Cayman (George Town)
Cozumel

Aboard

Zuiderdam

From

Miami, Florida

2 Sailings

Nov 21 - Dec 12, 2026

2 Sailings

Nov 21 - Dec 12, 2026

Published prices from

$534

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*+ 4 more offers
TCW EXCLUSIVE
Celebrity Cruise Line logo

7-night Bahamas, Mexico & Cayman Cruise From Miami, Florida

Miami
Nassau
Grand Cayman (George Town)
Cozumel
Costa Maya

Aboard

Celebrity Xcel

From

Miami, Florida

7 Sailings

Nov 21, 2026 - Mar 28, 2027

7 Sailings

Nov 21, 2026 - Mar 28, 2027

Published prices from

$1,039

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
Royal Caribbean logo

7-night Western Caribbean Cruise From Miami, Florida

Miami
Nassau
Falmouth (Jamaica)
Grand Cayman (George Town)
Cozumel

Aboard

Independence of the Seas

From

Miami, Florida

2 Sailings

Nov 22, 2026 - Feb 19, 2028

2 Sailings

Nov 22, 2026 - Feb 19, 2028

Published prices from

$815

per person*

taxes & fees included

An aerial shot of the Florida Keys at sunset, showing a long highway stretching along the thin strip of land, with the calm, turquoise Florida Strait on one side and a lush mangrove coastline on the other.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Regent Seven Seas Cruises.

7-night Fall For The Caribbean Cruise From Miami, Florida

Miami
Roatan Island
Santo Tomas de Castilla
Harvest Caye
Costa Maya
+2 more

Aboard

Seven Seas Grandeur

From

Miami, Florida

1 Sailing

Nov 22, 2026

1 Sailing

Nov 22, 2026

Published prices from

$10,149

per person*

taxes & fees included

    • Showing results 1 - 24 of 207

*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.