An Exploration of Caribbean Cruises for 2024

Wildlife Encounters are some of the most rewarding experiences you can have on a cruise

The Caribbean is one of the most popular regions in the world for cruising. If you are looking for Caribbean cruises for 2024, let us tell you you have chosen correctly, as the region offers plenty of adventure, culture, shopping, and fun in the sun. 

With the most popular cruise lines offering 7-night cruises to the Western, Eastern, and Southern Caribbean, it’s easy to feel in doubt as to which sub-region to choose. So, which itinerary is best? It will all depend on the type of experience you and your crew are looking for. 

Eastern Caribbean Cruises

Known for scenic destinations, great shopping all around, and charming architecture, the Eastern Caribbean is the place to go if you are looking for cultural fusion, historical explorations, and lots of fantastic nature. 

Stroll through Charlotte Amalie in St. Thomas, a haven for duty-free shopping, and relax on the soft sands of Magens Bay. Eastern Caribbean Cruises sail from Florida, mostly, on their way through Saint Martin, a dual-nation island where Dutch and French cultures harmoniously coexist, Puerto Rico, Bahamas, the Virgin Islands and more.

In Puerto Rico, Old San Juan’s cobblestone streets lead you through centuries of history, while shore excursions to places like El Yunque Rainforest, Nassau, or the Virgin Gordo Baths, massive stone batholiths sitting in shallow turquoise pools, along with the local delicacies of these Eastern Caribbean islands make it a wonderful 7-day experience.


The Western Caribbean

Venture into the heart of the Western Caribbean, where ancient ruins, vibrant reefs, and lively cultures captivate your senses. With the Mexican Riviera being one of the most visited ports. Here, local scenery includes mangrove jungles, coral reefs, and lagoons, while one of the most popular excursions is a visit to the eco-archaeological site, Xcaret.

Cozumel unveils the mysteries of Mayan civilization as you explore ancient ruins and snorkel in the vibrant underwater world, while the Costa Maya is a gateway to several archaeological sites. Guests loving adventure will be amazed at the ports of call in these Western Caribbean cruises, as Grand Cayman invites you to encounter gentle stingrays at Stingray City, dive into coral gardens, and bask in the sun on Seven Mile Beach. 

Some itineraries take a stop in Jamaica, where the rhythm of reggae in Montego Bay sets the tone for adventure. Climb Dunn’s River Falls, explore the vibrant local markets, and savor the bold flavors of Jamaica’s famous jerk cuisine.

If your chosen itinerary includes Key West, Florida, you will be surprised by the rich history of this legendary island community. From Civil War Forts to Truman’s “Little Whitehouse” Key West has played a pivotal role in American History. The Island has been home to pirates, freedom fighters, wanderers, hippies, artists, authors, and poets. Key West is a wonderful cultural destination.

The Waters surrounding Key West, shelter coral heads and a diverse array of Marine Life. Nearby attractions like Dry Tortugas National Park bring excellent opportunities for Snorkelling and Diving

Again the Western Caribbean is not limited to these ports. The beaches are excellent but for most guests visiting, this is an adventure tourism destination. The opportunities to hike waterfalls, snorkel in hidden lagoons, visit ruins of lost civilizations, or just get completely “sauced” on Duvall Street tend to be the draw.

stephan van de schootbrugge HXDBX1eNMnk unsplash

The Southern Caribbean

To get to the Southern Caribbean from Miami or Ft. Lauderdale by ship, will take a 10-day itinerary at the minimum. However, 7-night options are leaving from Puerto Rico. The Southern Caribbean refers to the Southernmost Islands in the region and even the occasional stop in Colombia. 

Popular ports on these itineraries include Aruba, with its pristine beaches, and Arikok National Park, which invites you to explore a harmonious blend of nature and culture. Being one of the most popular beach destinations in the Caribbean, guests here can enjoy local cocktails at fun little watering holes along the beach. 

In Barbados, dive into turquoise waters, traverse historic Bridgetown, and indulge in the rich flavors of the island’s rum at Mount Gay Distillery. As the largest island in the Lesser Antilles, this former British Colony provides an excellent opportunity to explore local wildlife on land and sea. Guests can dive on a sunken ship, swim with sea turtles, and snorkel on coral reefs.

Grenada, the spice island, entices you with its aromatic allure. Hike through Grand Etang National Park, soak in the vibrant local markets, and unwind on the breathtaking Grand Anse Beach, while Willemstad, Curacao, with is famous Old Town and Harbor being both UNESCO World Heritage Sites, offers plenty of local museums, and the diversity of flavors of the Dutch and Afro-Caribbean cuisine. 

The Southern Caribbean is a great mix of history, culture, watersports, and nightlife. The option for a longer itinerary and the distance traveled, make the Southern Caribbean a more exotic destination to choose from.

So which one is THE BEST?

The answer is not so simple as this one or that one. The Caribbean is a beautiful and culturally diverse destination that can never be fully appreciated in 7-days, and the cruise lines know it.

The easy access from North America makes the Caribbean one of the most repeated destinations in cruising and for good reason. Every next beach or Island holds something new. The best itinerary is in the eye of the beholder. Guests preferring adventure tourism will be certainly charmed by a Western Caribbean cruise itinerary, while those looking to soak up the sun on the best beaches, will prefer an Eastern Caribbean cruise. In general, for exotic ports and longer voyages, Southern Caribbean cruise itineraries are the indisputable winners.

Viking Ocean Ship near Fort St Catherine Bermuda
Viking Sea near Fort St. Catherine, Bermuda.

Luxury Cruise Lines Sailing to the Caribbean

Embarking on a Caribbean luxury cruise is not just about the destination; it’s about the journey itself. Several esteemed cruise lines provide unparalleled experiences, blending opulence, comfort, and curated adventures.

Seabourn Cruises

Seabourn sets the standard for ultra-luxury cruising, and their Caribbean itineraries are no exception. Sail with Seabourn and indulge in personalized service, exquisite dining, and carefully crafted shore excursions. Explore hidden coves, vibrant coral reefs, and charming Caribbean ports in style.

Regent Seven Seas Cruises

Regent Seven Seas Cruises elevates the Caribbean experience with its all-inclusive luxury voyages. From spacious suites to gourmet dining and immersive excursions, Regent ensures an unforgettable journey. Discover the Caribbean’s beauty while enjoying the finest amenities at sea.

Crystal Cruises

Crystal Cruises offers discerning travelers a blend of elegance and adventure in the Caribbean. Their luxury ships provide a refined onboard experience, complemented by enriching shore excursions. Dive into the turquoise waters, explore historic sites, and unwind in unparalleled luxury.

Viking Ocean Cruises

Viking Ocean Cruises brings a touch of Scandinavian elegance to Caribbean waters. Immerse yourself in the region’s diverse cultures and landscapes aboard a Viking ship. With thoughtfully designed itineraries, Viking offers a perfect balance of relaxation and exploration.

Oceania Cruises

Oceania Cruises caters to those seeking a sophisticated Caribbean escape. Indulge in exquisite cuisine, luxurious accommodations, and enriching activities. Their itineraries showcase the Caribbean’s diversity, from the lush landscapes of the Western Caribbean to the historic charm of the Eastern islands.


Azamara’s commitment to immersive travel extends to its Caribbean cruises. With longer stays in port and unique excursions, Azamara allows you to delve deeper into the Caribbean’s wonders. Enjoy boutique-style ships and a personalized approach to luxury cruising.

Silversea Cruises

For those craving an intimate Caribbean experience, Silversea Cruises delivers. Their small luxury ships can navigate hidden gems and secluded harbors, providing an exclusive perspective of the Caribbean. Revel in personalized service and exquisite amenities as you sail the azure waters.

When choosing your Caribbean luxury cruise, consider the unique offerings of these distinguished cruise lines. Each promises an extraordinary voyage, tailored to satisfy the most discerning travelers.

This is a good way to start while planning your upcoming Caribbean Cruise for 2024. Whether you choose the massive amusement park at sea atmosphere of a contemporary cruise line, or the intimate luxury of a small all-inclusive yacht, the best way to find the ideal itinerary is to consult an expert. Take advantage of over 30 years of experience in finding the perfect itineraries for your needs.

+ posts

Mavi Parra is a journalist, content creator, and traveler with over 10 years of experience in various communications fields. Specializing in digital media and advertising, her work focuses on the relationships between travel, culture, and destinations. Currently, she is Luxury Cruise Connection’s content writer, developing engaging content to educate and promote luxury cruise travel.