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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8-night caribbean cruise

$3,499

Seabourn – Seabourn Pursuit

5.0 (1)

Date:

Sep 24, 2028

Ports:

Halifax → Bermuda → San Juan → Oranjestad

Departs Sep 24, 2028 from Halifax, Nova Scotia, Canada

View Details

Suite From

$3,499

24-night caribbean cruise

$13,048

Seabourn – Seabourn Pursuit

5.0 (1)

Date:

Sep 24, 2028

Ports:

Departs Sep 24, 2028 from Halifax, Nova Scotia, Canada

View Details

Suite From

$13,048

46-night caribbean cruise + tour

$40,047

Seabourn – Seabourn Pursuit

5.0 (1)

Date:

Sep 24, 2028

Ports:

Departs Sep 24, 2028 from Halifax, Nova Scotia, Canada

View Details

Suite From

$40,047

7-night caribbean cruise

$5,799

Atlas Ocean Voyages – World Navigator

4.6 (92)

Date:

Oct 14, 2026

Ports:

Departs Oct 14, 2026 from Saint Maarten (Phillipsburg), Netherlands Antilles

Up to 3 deals including Avoya Exclusives

View Details

Suite From

$5,799

7-night caribbean cruise

$1,323

Virgin Voyages – Valiant Lady

4.8 (13)

Date:

Oct 31, 2026

Ports:

San Juan → Willemstad → Oranjestad → Fort-de-france → Basseterre → San Juan

Departs Oct 31, 2026 from San Juan, Puerto Rico

Up to 1 deal including an Avoya Exclusive

View Details

Oceanview From

$1,323

7-night caribbean cruise

$1,533

Virgin Voyages – Valiant Lady

4.8 (13)

Date:

Nov 07, 2026 View Other Dates

Ports:

San Juan → Philipsburg → Bridgetown → Castries → Fort-de-france → Basseterre → San Juan

Departs Nov 07, 2026 from San Juan, Puerto Rico

Up to 1 deal including an Avoya Exclusive

View Details

Oceanview From

$1,533

6-night caribbean cruise

$1,014

Virgin Voyages – Valiant Lady

4.8 (13)

Date:

Nov 14, 2026

Ports:

San Juan → Tortola → St. John's → Castries → Basseterre → San Juan

Departs Nov 14, 2026 from San Juan, Puerto Rico

Up to 1 deal including an Avoya Exclusive

View Details

Inside From

$1,014

8-night caribbean cruise

$1,272

Virgin Voyages – Valiant Lady

4.8 (13)

Date:

Nov 20, 2026

Ports:

San Juan → Charlotte Amalie → Willemstad → Oranjestad → Basseterre → Philipsburg → San Juan

Departs Nov 20, 2026 from San Juan, Puerto Rico

Up to 1 deal including an Avoya Exclusive

View Details

Inside From

$1,272

7-night caribbean cruise

$1,113

Virgin Voyages – Valiant Lady

4.8 (13)

Date:

Nov 28, 2026

Ports:

San Juan → Charlotte Amalie → Tortola → Basseterre → St. John's → Philipsburg → San Juan

Departs Nov 28, 2026 from San Juan, Puerto Rico

Up to 1 deal including an Avoya Exclusive

View Details

Inside From

$1,113

7-night caribbean cruise

$1,113

Virgin Voyages – Valiant Lady

4.8 (13)

Date:

Dec 05, 2026 View Other Dates

Ports:

San Juan → Oranjestad → Willemstad → Fort-de-france → Basseterre → San Juan

Departs Dec 05, 2026 from San Juan, Puerto Rico

Up to 1 deal including an Avoya Exclusive

View Details

Inside From

$1,113

7-night caribbean cruise

$1,113

Virgin Voyages – Valiant Lady

4.8 (13)

Date:

Dec 12, 2026 View Other Dates

Ports:

San Juan → Philipsburg → Bridgetown → Castries → Fort-de-france → Basseterre → San Juan

Departs Dec 12, 2026 from San Juan, Puerto Rico

Up to 1 deal including an Avoya Exclusive

View Details

Inside From

$1,113

7-night caribbean cruise

$1,043

Virgin Voyages – Valiant Lady

4.8 (13)

Date:

Dec 19, 2026

Ports:

San Juan → Basseterre → Fort-de-france → Oranjestad → Willemstad → San Juan

Departs Dec 19, 2026 from San Juan, Puerto Rico

Up to 1 deal including an Avoya Exclusive

View Details

Inside From

$1,043

7-night caribbean cruise

$1,836

Virgin Voyages – Valiant Lady

4.8 (13)

Date:

Dec 26, 2026

Ports:

San Juan → Philipsburg → Fort-de-france → Bridgetown → Castries → St. John's → San Juan

Departs Dec 26, 2026 from San Juan, Puerto Rico

Up to 1 deal including an Avoya Exclusive

View Details

Inside From

$1,836

7-night caribbean cruise

$973

Virgin Voyages – Valiant Lady

4.8 (13)

Date:

Jan 02, 2027

Ports:

San Juan → Tortola → Bridgetown → Castries → St. John's → Philipsburg → San Juan

Departs Jan 02, 2027 from San Juan, Puerto Rico

Up to 1 deal including an Avoya Exclusive

View Details

Inside From

$973

7-night caribbean cruise

$973

Virgin Voyages – Valiant Lady

4.8 (13)

Date:

Jan 09, 2027 View Other Dates

Ports:

San Juan → Oranjestad → Willemstad → Fort-de-france → Basseterre → San Juan

Departs Jan 09, 2027 from San Juan, Puerto Rico

Up to 1 deal including an Avoya Exclusive

View Details

Inside From

$973

7-night caribbean cruise

$1,043

Virgin Voyages – Valiant Lady

4.8 (13)

Date:

Jan 16, 2027 View Other Dates

Ports:

San Juan → Philipsburg → Bridgetown → Castries → Fort-de-france → Basseterre → San Juan

Departs Jan 16, 2027 from San Juan, Puerto Rico

Up to 1 deal including an Avoya Exclusive

View Details

Inside From

$1,043

6-night caribbean cruise

$834

Virgin Voyages – Valiant Lady

4.8 (13)

Date:

Jan 23, 2027 View Other Dates

Ports:

San Juan → Tortola → Basseterre → St. John's → Castries → San Juan

Departs Jan 23, 2027 from San Juan, Puerto Rico

Up to 1 deal including an Avoya Exclusive

View Details

Inside From

$834

6-night caribbean cruise

$834

Virgin Voyages – Resilient Lady

4.1 (10)

Date:

Jan 24, 2027

Ports:

Miami → Key West → Grand Turk → Puerto Plata → Miami

Departs Jan 24, 2027 from Miami, Florida

Up to 1 deal including an Avoya Exclusive

View Details

Inside From

$834

8-night caribbean cruise

$1,272

Virgin Voyages – Valiant Lady

4.8 (13)

Date:

Jan 29, 2027

Ports:

San Juan → Oranjestad → Willemstad → Kralendijk → Fort-de-france → Philipsburg → San Juan

Departs Jan 29, 2027 from San Juan, Puerto Rico

Up to 1 deal including an Avoya Exclusive

View Details

Inside From

$1,272

7-night caribbean cruise

$1,473

Virgin Voyages – Valiant Lady

4.8 (13)

Date:

Feb 06, 2027

Ports:

San Juan → Oranjestad → Willemstad → St. John's → Philipsburg → San Juan

Departs Feb 06, 2027 from San Juan, Puerto Rico

Up to 1 deal including an Avoya Exclusive

View Details

Balcony From

$1,473

7-night caribbean cruise

$1,533

Virgin Voyages – Valiant Lady

4.8 (13)

Date:

Feb 13, 2027

Ports:

San Juan → Samaná → Grand Turk → Cabo Rojo → San Juan

Departs Feb 13, 2027 from San Juan, Puerto Rico

Up to 1 deal including an Avoya Exclusive

View Details

Oceanview From

$1,533

7-night caribbean cruise

$1,043

Virgin Voyages – Valiant Lady

4.8 (13)

Date:

Feb 20, 2027

Ports:

San Juan → Tortola → Castries → Bridgetown → Roseau → Philipsburg → San Juan

Departs Feb 20, 2027 from San Juan, Puerto Rico

Up to 1 deal including an Avoya Exclusive

View Details

Inside From

$1,043

7-night caribbean cruise

$1,043

Virgin Voyages – Valiant Lady

4.8 (13)

Date:

Feb 27, 2027 View Other Dates

Ports:

San Juan → Oranjestad → Willemstad → Fort-de-france → Basseterre → San Juan

Departs Feb 27, 2027 from San Juan, Puerto Rico

Up to 1 deal including an Avoya Exclusive

View Details

Inside From

$1,043

7-night caribbean cruise

$1,043

Virgin Voyages – Valiant Lady

4.8 (13)

Date:

Mar 06, 2027

Ports:

San Juan → Philipsburg → Bridgetown → Castries → St. John's → Tortola → San Juan

Departs Mar 06, 2027 from San Juan, Puerto Rico

Up to 1 deal including an Avoya Exclusive

View Details

Inside From

$1,043

6-night caribbean cruise

$894

Virgin Voyages – Valiant Lady

4.8 (13)

Date:

Mar 13, 2027 View Other Dates

Ports:

San Juan → Tortola → Basseterre → St. John's → Castries → San Juan

Departs Mar 13, 2027 from San Juan, Puerto Rico

Up to 1 deal including an Avoya Exclusive

View Details

Inside From

$894

Showing 25 of 6,813 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.

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

Ready for an unforgettable adventure? From exhilarating waterslides to one-of-a-kind entertainment that you can only experience at sea, here is your guide to experiencing all that Royal Caribbean has to offer for a fun-filled vacation.

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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