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

1048 Results

Taxes and fees included in all prices shown

Sort

Boats on a canal in Fort Lauderdale.

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

7-night Eastern Caribbean Cruise With Bahamas From Fort Lauderdale, Florida

Princess Cays®

Aboard

Star Princess

From

Fort Lauderdale, Florida

11 Sailings

Oct 31, 2026 - Mar 20, 2027

11 Sailings

Oct 31, 2026 - Mar 20, 2027

Boats on a canal in Fort Lauderdale.

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

8-night Eastern Caribbean With Puerto Rico Cruise From Fort Lauderdale, Florida

St. Maarten (Philipsburg)

Aboard

Regal Princess

From

Fort Lauderdale, Florida

5 Sailings

Oct 31, 2026 - Feb 20, 2027

5 Sailings

Oct 31, 2026 - Feb 20, 2027

A wide-angle view of the bustling harbor of Charlotte Amalie, St. Thomas, with many sailboats and yachts docked in the tranquil blue water, and the town's buildings climbing the lush green hills.

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

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

St. Maarten (Philipsburg)

Aboard

Zuiderdam

From

Miami, Florida

1 Sailing

Oct 31, 2026

1 Sailing

Oct 31, 2026

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.

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

11-night Eastern Caribbean Cruise: Windward & Leeward Islands From Miami, Florida

St. Maarten (Philipsburg)

Aboard

Zuiderdam

From

Miami, Florida

1 Sailing

Oct 31, 2026

1 Sailing

Oct 31, 2026

Published prices from

$954

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

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

Falmouth (Jamaica)

Grand Cayman (George Town)

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

$1,654

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*+ 2 more offers

8-night Eastern Caribbean Cruise From Norfolk, Virginia

Aboard

Carnival Sunshine

From

Norfolk, Virginia

13 Sailings

Oct 31, 2026 - Apr 17, 2027

13 Sailings

Oct 31, 2026 - Apr 17, 2027

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 60% off 2nd Guest + Kids Sail Free*

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

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

$450

per person*

taxes & fees included

A golden-hour shot of a sandy beach in Portimão, Portugal, with the clear water of the Atlantic Ocean gently washing over the sand and the large, jagged limestone rock formations of the Algarve coast lit by the sun.

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

38-night Athens to Miami Grand Voyage From Piraeus (Athens), Greece

Athens (Piraeus)

Aboard

Azamara Quest

From

Piraeus (Athens), Greece

1 Sailing

Oct 31, 2026

1 Sailing

Oct 31, 2026

An aerial panoramic shot of the stunning coast of Palamós, Spain, with a beautiful beach, clear turquoise water, and houses built on the hillside.

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

Oceania Cruises

32-night Rivieras to the Caribbean Voyage From Tarragona, Spain

Barcelona (Tarragona)

Provence (Marseille)

Aboard

Allura

From

Tarragona, Spain

1 Sailing

Oct 31, 2026

1 Sailing

Oct 31, 2026

Published prices from

$12,599

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*+ 1 more offer

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

St. Maarten (Philipsburg)

Aboard

Rhapsody of the Seas

From

San Juan, Puerto Rico

37 Sailings

Oct 31, 2026 - Apr 15, 2028

37 Sailings

Oct 31, 2026 - Apr 15, 2028

Published prices from

$530

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

7-night Eastern Caribbean Cruise From Port Canaveral, Florida

Celebration Key

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

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.

50% Off + Kids Sail FREE + FREE Pre-Paid Tips*

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

St. Thomas (Charlotte Amalie)

Great Stirrup Cay

Aboard

Norwegian Prima

From

Port Canaveral, Florida

1 Sailing

Nov 1, 2026

1 Sailing

Nov 1, 2026

Published prices from

$509

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

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

Perfect Day at CocoCay

St. Thomas (Charlotte Amalie)

Aboard

Allure of the Seas

From

Miami, Florida

4 Sailings

Nov 1, 2026 - Apr 11, 2027

4 Sailings

Nov 1, 2026 - Apr 11, 2027

Published prices from

$682

per person*

taxes & fees included

Peaceful sunrise over a sandy Florida beach with sea oats in Port Canaveral.

Up to $500 FREE Onboard Credit*+ 3 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

29 Sailings

Nov 1, 2026 - Apr 16, 2028

29 Sailings

Nov 1, 2026 - Apr 16, 2028

Published prices from

$1,123

per person*

taxes & fees included

Anaga Mountains landscape, Tenerife.

Up to $500 FREE Onboard Credit*+ 5 more offers

14-night Transatlantic Cruise: Bahamas & Spain From Barcelona, Spain

Seville (Cadiz)

Santa Cruz de Tenerife

St. Thomas (Charlotte Amalie)

Great Stirrup Cay

Aboard

Norwegian Epic

From

Barcelona, Spain

1 Sailing

Nov 1, 2026

1 Sailing

Nov 1, 2026

Published prices from

$969

per person*

taxes & fees included

An aerial panoramic view of a winding road overlooking Frigate Bay and the Caribbean Sea, with rolling green hills, a beach, and the town of Basseterre, St. Kitts.

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

14-night Carnival Journeys Cruise - Southern Caribbean From Baltimore, Maryland

St. Thomas (Charlotte Amalie)

St. Maarten (Philipsburg)

Aboard

Carnival Pride

From

Baltimore, Maryland

2 Sailings

Nov 1, 2026 - Jan 10, 2027

2 Sailings

Nov 1, 2026 - Jan 10, 2027

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

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

14-night An Extended Journey Into Island Delights, Hidden Coves & Chic Coastlines From San Juan, Puerto Rico

Aboard

EXPLORA III

From

San Juan, Puerto Rico

1 Sailing

Nov 1, 2026

1 Sailing

Nov 1, 2026

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

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

7-night A Journey Into Caribbean Exploration & Island Delights From San Juan, Puerto Rico

Aboard

EXPLORA III

From

San Juan, Puerto Rico

1 Sailing

Nov 1, 2026

1 Sailing

Nov 1, 2026

Published prices from

$6,750

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

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

St. Vincent (Kingstown)

Aboard

Vision of the Seas

From

San Juan, Puerto Rico

42 Sailings

Nov 1, 2026 - Apr 16, 2028

42 Sailings

Nov 1, 2026 - Apr 16, 2028

Published prices from

$521

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.

Up to 40% Off + up to $1,300 Onboard Credit*

11-night A Journey Across Atlantic Horizons To The Caribbean From Barcelona, Spain

Seville (Cadiz)

Funchal (Madeira)

Aboard

EXPLORA I

From

Barcelona, Spain

1 Sailing

Nov 1, 2026

1 Sailing

Nov 1, 2026

Published prices from

$4,325

per person*

taxes & fees included

A beautiful sailboat rests in the shallow, clear turquoise waters off the coast of Belize City, with lush palm trees and colorful buildings lining the shore.

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

24-night A Grand Journey Of Vibrant Cultures, Mayan Marvels & Idyllic Beaches From Barcelona, Spain

Seville (Cadiz)

Funchal (Madeira)

Aboard

EXPLORA I

From

Barcelona, Spain

1 Sailing

Nov 1, 2026

1 Sailing

Nov 1, 2026

Published prices from

$15,435

per person*

taxes & fees included

Plaza Espana in Barcelona, showcasing unique architectural design and vibrant surroundings.

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

16-night A Grand Journey Of Lively Culture & Stunning Beaches From Barcelona, Spain

Seville (Cadiz)

Funchal (Madeira)

Aboard

EXPLORA I

From

Barcelona, Spain

1 Sailing

Nov 1, 2026

1 Sailing

Nov 1, 2026

Published prices from

$7,625

per person*

taxes & fees included

Alcazaba fortress in Malaga.

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

15-night Spain & Bermuda Transatlantic Cruise From Civitavecchia, Rome, Italy

Rome (Civitavecchia)

Cartagena (Spain)

Aboard

Celebrity Constellation

From

Civitavecchia, Rome, Italy

1 Sailing

Nov 2, 2026

1 Sailing

Nov 2, 2026

Published prices from

$1,082

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

Oceania Cruises

47-night Footsteps of Columbus Voyage From Barcelona, Spain

Palma de Mallorca

Cartagena (Spain)

Aboard

Insignia

From

Barcelona, Spain

1 Sailing

Nov 2, 2026

1 Sailing

Nov 2, 2026

Published prices from

$28,049

per person*

taxes & fees included

Colorful buildings in Las Palmas, Spain.

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

Oceania Cruises

22-night Flamenco to Flamingos Voyage From Barcelona, Spain

Palma de Mallorca

Cartagena (Spain)

Aboard

Insignia

From

Barcelona, Spain

1 Sailing

Nov 2, 2026

1 Sailing

Nov 2, 2026

Published prices from

$12,649

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.