Eastern Caribbean Cruise Deals

View of an Eastern Caribbean beach with soft sand and gentle waves lapping at the shore.

Upcoming Eastern Caribbean Cruise Deals

1069 Results

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Boats on a canal in Fort Lauderdale.

Up to $500 FREE Onboard Credit*+ 3 more offers

4-night Caribbean Getaway Cruise With Grand Turk From Fort Lauderdale, Florida

Aboard

Star Princess

From

Fort Lauderdale, Florida

1 Sailing

Oct 20, 2026

1 Sailing

Oct 20, 2026

A turquoise and white ferry boat cruises through the harbor in Hamilton, Bermuda, with a backdrop of pastel-colored buildings and houses along the waterfront.

Up to $500 FREE Onboard Credit*+ 2 more offers

Windstar

8-night Bermuda Bliss Cruise From Boston, Massachusetts

Aboard

Star Pride

From

Boston, Massachusetts

1 Sailing

Oct 20, 2026

1 Sailing

Oct 20, 2026

Published prices from

$2,854

per person*

taxes & fees included

A view of the stunning architecture of the Hassan II Mosque in Casablanca, Morocco, featuring a long series of ornate stone arches and a spacious courtyard.

FREE Beverages, Gratuities, Wi-Fi & More*+ 1 more offer

27-night A Grand Journey Of Colourful Moroccan Shores & Idyllic Caribbean Scenery From Barcelona, Spain

Aboard

EXPLORA I

From

Barcelona, Spain

1 Sailing

Oct 21, 2026

1 Sailing

Oct 21, 2026

Published prices from

$20,150

per person*

taxes & fees included

Historic El Morro fortress overlooking the ocean in San Juan, Puerto Rico.

Up to $500 FREE Onboard Credit*+ 1 more offer

10-night Eastern Caribbean Cruise From Baltimore, Maryland

St. Maarten (Philipsburg)

Aboard

Vision of the Seas

From

Baltimore, Maryland

1 Sailing

Oct 22, 2026

1 Sailing

Oct 22, 2026

Published prices from

$1,642

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

9-night Southern Caribbean Cruise From Miami, Florida

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

$695

per person*

taxes & fees included

An aerial view of a sandbar in Alter do Chão, Brazil, with a few small huts and boats, surrounded by the clear, calm waters of the Tapajós River.

Up to $500 FREE Onboard Credit*+ 3 more offers

Oceania Cruises

57-night Old & New World Discovery Voyage From Fusina, Venice, Italy

Venice (Fusina)

Igoumenitsa (Meteora)

Aboard

Insignia

From

Fusina, Venice, Italy

1 Sailing

Oct 23, 2026

1 Sailing

Oct 23, 2026

Published prices from

$35,549

per person*

taxes & fees included

Split, Croatia harbor with Diocletian's Palace at dusk.

Up to $500 FREE Onboard Credit*+ 3 more offers

Oceania Cruises

32-night Adriatic to Caribbean Isles Voyage From Fusina, Venice, Italy

Venice (Fusina)

Igoumenitsa (Meteora)

Aboard

Insignia

From

Fusina, Venice, Italy

1 Sailing

Oct 23, 2026

1 Sailing

Oct 23, 2026

Published prices from

$20,149

per person*

taxes & fees included

A beautiful panoramic shot from a garden in Funchal, Madeira, Portugal, showcasing meticulously manicured flower beds in geometric patterns with the city and the Atlantic Ocean in the background.

Up to $500 FREE Onboard Credit*+ 2 more offers

Viking

13-night West Indies To Spain Cruise From Barcelona, Spain

Seville (Cadiz)

Funchal (Madeira)

St. Maarten (Philipsburg)

Aboard

Viking Sea

From

Barcelona, Spain

1 Sailing

Oct 23, 2026

1 Sailing

Oct 23, 2026

Published prices from

$3,999

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 $500 FREE Onboard Credit*+ 3 more offers

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

Princess Cays®

Aboard

Star Princess

From

Fort Lauderdale, Florida

21 Sailings

Oct 24, 2026 - Mar 20, 2027

21 Sailings

Oct 24, 2026 - Mar 20, 2027

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*

8-night Southern Caribbean Cruise From Miami, Florida

Aboard

Carnival Horizon

From

Miami, Florida

14 Sailings

Oct 24, 2026 - Apr 24, 2027

14 Sailings

Oct 24, 2026 - Apr 24, 2027

Published prices from

$610

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

7-night Eastern Caribbean Cruise: Amber Cove & Key West From Fort Lauderdale, Florida

Aboard

Eurodam

From

Fort Lauderdale, Florida

2 Sailings

Oct 24, 2026 - Oct 23, 2027

2 Sailings

Oct 24, 2026 - Oct 23, 2027

Published prices from

$1,114

per person*

taxes & fees included

Historic El Morro fortress overlooking the ocean in San Juan, Puerto Rico.

Up to $500 FREE Onboard Credit*+ 4 more offers

13-night Caribbean Cruise: Aruba, Bahamas & Bermuda From New York City, New York

Royal Naval Dockyard

St. Thomas (Charlotte Amalie)

Aboard

Norwegian Sun

From

New York City, New York

1 Sailing

Oct 24, 2026

1 Sailing

Oct 24, 2026

Oranjestad, Aruba harbor with boats and colorful Dutch architecture.

Up to $500 FREE Onboard Credit*+ 4 more offers

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

Grand Cayman (George Town)

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

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

FREE Spa Treatment*

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

St. Maarten (Philipsburg)

St. Thomas (Charlotte Amalie)

Perfect Day at CocoCay

Aboard

Icon of the Seas

From

Miami, Florida

13 Sailings

Oct 24, 2026 - Apr 10, 2027

13 Sailings

Oct 24, 2026 - Apr 10, 2027

Published prices from

$1,289

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.

FREE Spa Treatment*

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

St. Maarten (Philipsburg)

Aboard

Rhapsody of the Seas

From

San Juan, Puerto Rico

38 Sailings

Oct 24, 2026 - Apr 15, 2028

38 Sailings

Oct 24, 2026 - Apr 15, 2028

Published prices from

$511

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

25-night Canada & Caribbean Cruise From Montreal, Quebec

Halifax (Nova Scotia)

Aboard

Silver Shadow

From

Montreal, Quebec

1 Sailing

Oct 24, 2026

1 Sailing

Oct 24, 2026

A night-time view of the iconic Bayonne Bridge in New Jersey, brightly lit against a dark sky, reflecting its lights on the still water of the Kill Van Kull waterway.

Up to $500 FREE Onboard Credit*+ 1 more offer

9-night Eastern Caribbean & Perfect Day Cruise From Cape Liberty Cruise Port (Bayonne, NJ)

Cape Liberty Cruise Port (Bayonne

Perfect Day at CocoCay

Aboard

Oasis of the Seas

From

Cape Liberty Cruise Port (Bayonne, NJ)

1 Sailing

Oct 25, 2026

1 Sailing

Oct 25, 2026

Published prices from

$1,568

per person*

taxes & fees included

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*

6-night Eastern Caribbean Cruise From Port Canaveral, Florida

Celebration Key

Aboard

Carnival Vista

From

Port Canaveral, Florida

15 Sailings

Oct 25, 2026 - May 16, 2027

15 Sailings

Oct 25, 2026 - May 16, 2027

Published prices from

$430

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

6-night Eastern Caribbean Cruise From Miami, Florida

Aboard

Carnival Magic

From

Miami, Florida

34 Sailings

Oct 25, 2026 - Mar 19, 2028

34 Sailings

Oct 25, 2026 - Mar 19, 2028

Published prices from

$450

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.

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

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

St. Maarten (Philipsburg)

Aboard

Celebrity Beyond

From

Miami, Florida

1 Sailing

Oct 25, 2026

1 Sailing

Oct 25, 2026

Published prices from

$1,068

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

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

Perfect Day at CocoCay

St. Thomas (Charlotte Amalie)

St. Maarten (Philipsburg)

Aboard

Star of the Seas

From

Port Canaveral, Florida

30 Sailings

Oct 25, 2026 - Apr 16, 2028

30 Sailings

Oct 25, 2026 - Apr 16, 2028

Published prices from

$1,216

per person*

taxes & fees included

A panoramic view of Gustavia, Saint Barthélemy, featuring a bay filled with luxury yachts and sailboats, framed by lush, green hillsides dotted with houses.

FREE Beverages, Gratuities, Wi-Fi & More*+ 1 more offer

14-night An Extended Journey Of Maritime Soul & Island Zest From Miami, Florida

St. Maarten (Philipsburg)

Aboard

EXPLORA III

From

Miami, Florida

1 Sailing

Oct 25, 2026

1 Sailing

Oct 25, 2026

Published prices from

$19,760

per person*

taxes & fees included

An aerial view of the colorful waterfront of St. John's, Antigua, with a long pier extending into the calm, blue sea and the town's charming buildings and marina in the background.

FREE Beverages, Gratuities, Wi-Fi & More*+ 1 more offer

7-night A Journey Of Caribbean Adventure & Shimmering Tropical Harmony From Miami, Florida

St. Maarten (Philipsburg)

Aboard

EXPLORA III

From

Miami, Florida

2 Sailings

Oct 25 - Nov 22, 2026

2 Sailings

Oct 25 - Nov 22, 2026

Published prices from

$6,185

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

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

Perfect Day at CocoCay

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 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

Cunard

9-night Western Caribbean Cruise From Miami, Florida

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

*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.