What are the most popular Caribbean cruise destinations?

Caribbean cruises typically visit Jamaica, the Bahamas, Cozumel, St. Thomas, St. Maarten, Grand Cayman, Aruba, Curacao, Barbados, and the Dominican Republic. Depending on your itinerary, you can explore the Eastern Caribbean, Western Caribbean, or Southern Caribbean, each offering unique beaches, culture, and excursions.

Which cruise lines sail the Caribbean?

Avoya partners with all major cruise lines offering Caribbean itineraries, including Royal Caribbean, Carnival, Norwegian Cruise Line (NCL), Celebrity Cruises, Princess Cruises, Holland America Line, MSC Cruises, and Disney Cruise Line. For travelers seeking a luxury experience, Avoya also offers Caribbean sailings with Regent Seven Seas, Seabourn, and Silversea.

When is the best time to take a Caribbean cruise?

The Caribbean cruise season runs year-round, but the most popular months are December through April, when the weather is sunny and dry. Summer and early fall are also great times to cruise, often with lower fares and fewer crowds. Avoya Advisors can help you compare dates to find the best value.

What’s the difference between Eastern, Western, and Southern Caribbean cruises?

Eastern Caribbean cruises often visit St. Thomas, San Juan, St. Maarten, and nearby islands, offering culture and duty-free shopping. Western Caribbean cruises include Cozumel, Jamaica, Grand Cayman, and Belize, with adventure excursions like snorkeling and cave tours. Southern Caribbean cruises visit Aruba, Curacao, Barbados, and Grenada, known for stunning beaches and longer itineraries.

What shore excursions are popular in the Caribbean?

Caribbean shore excursions include snorkeling, scuba diving, ziplining, Mayan ruin tours, dolphin encounters, rum distillery visits, and catamaran sailing. Avoya Travel Advisors can help you book excursions early, ensuring you secure the most popular experiences.

Is it true that Caribbean cruises include private island stops?

Yes, many Caribbean cruises include stops at private islands owned by the cruise lines, such as Perfect Day at CocoCay (Royal Caribbean), Castaway Cay (Disney), and Half Moon Cay (Holland America). These islands offer exclusive beaches, watersports, and activities that enhance your cruise experience.

What should I pack for a Caribbean cruise?

Pack light, breathable clothing, swimwear, sandals, reef-safe sunscreen, and a hat. For excursions, bring comfortable walking shoes, water shoes, and a waterproof bag. Many ships also host formal or themed nights, so include at least one dressier outfit. Avoya Vacation Planners provide cruise-specific packing tips once you book.

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14-night caribbean cruise

$1,461

54% Off List

MSC Cruises – MSC World America

Date:

Nov 07, 2026 View Other Dates

Ports:

Miami → Roatan → Costa Maya → Cozumel → Ocean Cay Msc Marine Reserve Bahamas → Puerto Plata → San Juan → Miami

Departs Nov 07, 2026 from Miami, Florida

Up to 2 deals

View Details

Inside From

$1,461

54% Off List

List Price

$3,146

12-night caribbean cruise

$1,199

Holland America – Nieuw Amsterdam

4.3 (198)

Date:

Nov 08, 2026

Ports:

Departs Nov 08, 2026 from Fort Lauderdale, Florida

Up to 4 deals including Avoya Exclusives

View Details

Inside From

$1,199

7-night caribbean cruise

$3,230

Windstar Cruises – Star Pride

4.5 (95)

Date:

Nov 08, 2026 View Other Dates

Ports:

Departs Nov 08, 2026 from San Juan, Puerto Rico

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$3,230

14-night caribbean cruise

$5,893

Windstar Cruises – Star Pride

4.5 (95)

Date:

Nov 08, 2026 View Other Dates

Ports:

Departs Nov 08, 2026 from San Juan, Puerto Rico

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$5,893

11-night caribbean cruise

$999

Holland America – Rotterdam

4.4 (61)

Date:

Nov 10, 2026 View Other Dates

Ports:

Departs Nov 10, 2026 from Fort Lauderdale, Florida

Up to 3 deals including an Avoya Exclusive

View Details

Inside From

$999

4-night caribbean cruise

$239

44% Off List

MSC Cruises – MSC Meraviglia

3.8 (89)

Date:

Nov 11, 2026

Ports:

Miami → Ocean Cay Msc Marine Reserve Bahamas → Freeport → Miami

Departs Nov 11, 2026 from Miami, Florida

Up to 4 deals

View Details

Inside From

$239

44% Off List

List Price

$427

10-night caribbean cruise

$899

Holland America – Zuiderdam

4.3 (156)

Date:

Nov 11, 2026

Ports:

Miami → Bonaire → Curacao → Oranjestad → Cabo Rojo → Miami

Departs Nov 11, 2026 from Miami, Florida

Up to 3 deals including an Avoya Exclusive

Avoya Exclusive Rate

View Details

Inside From

$899

10-night caribbean cruise

$858

54% Off List

MSC Cruises – MSC Poesia

3.9 (29)

Date:

Nov 12, 2026

Ports:

Departs Nov 12, 2026 from Miami, Florida

Up to 4 deals

View Details

Inside From

$858

54% Off List

List Price

$1,846

7-night caribbean cruise

$601

55% Off List

MSC Cruises – MSC World America

Date:

Nov 14, 2026 View Other Dates

Ports:

Miami → Puerto Plata → San Juan → Ocean Cay Msc Marine Reserve Bahamas → Miami

Departs Nov 14, 2026 from Miami, Florida

Up to 2 deals

View Details

Inside From

$601

55% Off List

List Price

$1,347

7-night caribbean cruise

$649

Holland America – Eurodam

4.3 (283)

Date:

Nov 14, 2026 View Other Dates

Ports:

Fort Lauderdale → Ocho Rios → Grand Cayman → Cozumel → Fort Lauderdale

Departs Nov 14, 2026 from Fort Lauderdale, Florida

Up to 3 deals including an Avoya Exclusive

View Details

Inside From

$649

14-night caribbean cruise

$1,219

Holland America – Eurodam

4.3 (283)

Date:

Nov 14, 2026

Ports:

Fort Lauderdale → Ocho Rios → Grand Cayman → Cozumel → Amber Cove → Grand Turk → Key West → Fort Lauderdale

Departs Nov 14, 2026 from Fort Lauderdale, Florida

Up to 3 deals including an Avoya Exclusive

View Details

Inside From

$1,219

14-night caribbean cruise

$1,591

52% Off List

MSC Cruises – MSC World America

Date:

Nov 14, 2026 View Other Dates

Ports:

Miami → Puerto Plata → San Juan → Ocean Cay Msc Marine Reserve Bahamas → Roatan → Costa Maya → Cozumel → Miami

Departs Nov 14, 2026 from Miami, Florida

Up to 2 deals

View Details

Inside From

$1,591

52% Off List

List Price

$3,326

6-night caribbean cruise

$368

54% Off List

MSC Cruises – MSC Meraviglia

3.8 (89)

Date:

Nov 15, 2026 View Other Dates

Ports:

Miami → Grand Turk → Ocean Cay Msc Marine Reserve Bahamas → Nassau → Miami

Departs Nov 15, 2026 from Miami, Florida

Up to 4 deals

View Details

Inside From

$368

54% Off List

List Price

$794

7-night caribbean cruise

$3,562

Windstar Cruises – Star Pride

4.5 (95)

Date:

Nov 15, 2026 View Other Dates

Ports:

Departs Nov 15, 2026 from San Juan, Puerto Rico

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$3,562

14-night caribbean cruise

$5,693

Windstar Cruises – Star Pride

4.5 (95)

Date:

Nov 15, 2026

Ports:

Departs Nov 15, 2026 from San Juan, Puerto Rico

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$5,693

7-night caribbean cruise

$767

49% Off List

MSC Cruises – MSC Opera

4.0 (5)

Date:

Nov 16, 2026 View Other Dates

Ports:

Departs Nov 16, 2026 from La Romana, Dominican Republic

Up to 4 deals

View Details

Inside From

$767

49% Off List

List Price

$1,505

11-night caribbean cruise

$1,299

Cunard – Queen Mary 2

4.3 (93)

Date:

Nov 17, 2026

Ports:

Departs Nov 17, 2026 from New York City, New York

Up to 3 deals including Avoya Exclusives

View Details

Inside From

$1,299

9-night caribbean cruise

$799

Holland America – Nieuw Amsterdam

4.3 (198)

Date:

Nov 20, 2026

Ports:

Fort Lauderdale → Bonaire → Curacao → Fort Lauderdale

Departs Nov 20, 2026 from Fort Lauderdale, Florida

Up to 3 deals including an Avoya Exclusive

View Details

Inside From

$799

7-night caribbean cruise

$649

Holland America – Zuiderdam

4.3 (156)

Date:

Nov 21, 2026

Ports:

Miami → Key West → Ocho Rios → Grand Cayman → Cozumel → Miami

Departs Nov 21, 2026 from Miami, Florida

Up to 3 deals including an Avoya Exclusive

View Details

Inside From

$649

7-night caribbean cruise

$699

Holland America – Eurodam

4.3 (283)

Date:

Nov 21, 2026

Ports:

Fort Lauderdale → Amber Cove → Grand Turk → Key West → Fort Lauderdale

Departs Nov 21, 2026 from Fort Lauderdale, Florida

Up to 3 deals including an Avoya Exclusive

View Details

Inside From

$699

10-night caribbean cruise

$899

Holland America – Rotterdam

4.4 (61)

Date:

Nov 21, 2026

Ports:

Fort Lauderdale → Falmouth → Mahogany Bay → Belize City → Costa Maya → Cozumel → Fort Lauderdale

Departs Nov 21, 2026 from Fort Lauderdale, Florida

Up to 4 deals including Avoya Exclusives

View Details

Inside From

$899

11-night caribbean cruise

$1,548

52% Off List

MSC Cruises – MSC Poesia

3.9 (29)

Date:

Nov 22, 2026 View Other Dates

Ports:

Miami → Ocho Rios → Cartagena → Colon → Puerto Limon → Roatan → Belize City → Miami

Departs Nov 22, 2026 from Miami, Florida

Up to 4 deals

View Details

Inside From

$1,548

52% Off List

List Price

$3,209

7-night caribbean cruise

$3,030

Windstar Cruises – Star Pride

4.5 (95)

Date:

Nov 22, 2026 View Other Dates

Ports:

Departs Nov 22, 2026 from San Juan, Puerto Rico

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$3,030

14-night caribbean cruise

$5,093

Windstar Cruises – Star Pride

4.5 (95)

Date:

Nov 22, 2026 View Other Dates

Ports:

Departs Nov 22, 2026 from San Juan, Puerto Rico

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$5,093

7-night caribbean cruise

$707

49% Off List

MSC Cruises – MSC Opera

4.0 (5)

Date:

Nov 23, 2026

Ports:

Departs Nov 23, 2026 from La Romana, Dominican Republic

Up to 4 deals

View Details

Inside From

$707

49% Off List

List Price

$1,385

Showing 25 of 6,747 results

Caribbean Cruises Overview

Sailing the Caribbean onboard a cruise ship is a travel experience complete with turquoise waters, swaying palm trees, white sand beaches, black sand beaches, and even a pink sand beach! The Caribbean consists of a myriad of islands sprinkled all the way from the southern tip of Florida to South America, and cruises to the Caribbean are usually divided into three different regions: Southern Caribbean, Western Caribbean, and Eastern Caribbean.

From the sugar plantations of Antigua to the distinct drums of Jamaica, the Caribbean's location has accumulated influences deriving from Europe, Latin America, and Africa, resulting in a diverse and cultural experience for visitors. Snorkel with stingrays, hike through the El Yunque Rainforest in Puerto Rico, visit the cascading waterfall of Jamaica's Dunn's River Falls, watch the sunset atop a Mayan pyramid, and more.

Enjoy the tranquility of the Caribbean from your balcony while watching dolphins swim as you sail between the islands, and once the ship is in port, continue to relax by lying on an exotic beach. More adventurous travelers can kick it up a notch and try snorkeling amongst colorful fish or zip lining over tropical canopies. For the avid scuba diver, there isn't a better place to dive or snorkel than the Cayman and Virgin Islands with their abundance of fish, colored coral reefs, sea anemones, sting rays, and even sights of old ship wrecks to dazzle the enthusiastic swimmers.

The Caribbean consists of an array of exciting destinations including the hustle and bustle of St. Martin, the sea turtles of the Bahamas, the hidden caves of the British Virgin Islands, the flavors of Costa Rica, and the alluring sands of Aruba. Since the islands of the Caribbean are so distinct, the options are endless on how travelers decide to spend their time during the perfect cruise getaway to the Caribbean.

Latest Articles

Your Guide to a Fun-Filled Day Onboard a Royal Caribbean Cruise

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Top 5 Reasons Why Royal Caribbean Is the Perfect Family Cruise Vacation

Get ready to set sail on a fun-filled and adventure-packed cruise onboard a Royal Caribbean ship. From sun-soaked days at Perfect Day at CocoCay to youth programs geared to every age group and more, there is something for everyone to enjoy. Here are the top 5 reasons why it’s the perfect family cruise vacation.

Top 5 Caribbean Destinations You Can Sail to on the New Celebrity Apex

Celebrity Apex is the newest Celebrity cruise ship with incredible Caribbean itineraries that are available to book today. Check out the top 5 Caribbean destinations you can experience while on your Celebrity Cruises vacation.

The Top 5 Ports to Visit on a Dreamy Caribbean Cruise Getaway

From stunning turquoise waters to lush tropical forests and relaxing sandy beaches, explore the top 5 Caribbean cruise ports of Cozumel, San Juan, Bridgetown, Castries, and Grand Turk as you set sail on a tropical getaway. Whether it’s onboard Princess Cruises, Celebrity Cruises, Virgin Voyages, or another amazing cruise line, your escape to paradise awaits.

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