Southern Caribbean Cruises: Top Islands, Itineraries, and Departure Ports

By Jeff Lowe • January 24, 2026

After sailing on a couple of Eastern Caribbean and Bahamas cruises, Colleen and I have started looking ahead to what might come next.

As we explore our options, Southern Caribbean cruises keep standing out as a natural progression — longer itineraries, more geographically diverse islands, and destinations that feel distinctly different from the ports commonly visited on shorter Caribbean routes.

Southern Caribbean cruises reach farther south into the Caribbean basin, often closer to South America, and that extra distance changes the experience in meaningful ways.

The islands tend to reflect a wider range of European influences, the landscapes vary more dramatically from stop to stop, and the pace often feels less rushed. These itineraries appeal to travelers who want variety and depth rather than simply another beach day.

For anyone considering a Southern Caribbean cruise, understanding the main islands, departure ports, and itinerary styles helps clarify what makes this region so appealing.

What Sets Southern Caribbean Cruises Apart

Southern Caribbean cruises differ from Eastern and Western Caribbean itineraries primarily because of geography. The islands are farther apart and farther from Florida, which typically results in longer sailings. Seven-night itineraries do exist, but many Southern Caribbean cruises last between nine and fourteen nights, allowing ships to reach deeper into the region.

These cruises often feature fewer repeat-style ports. Instead of multiple stops that feel similar, each island tends to have its own personality, shaped by distinct colonial histories, languages, and landscapes. A good example of this variety is found in the ABC Islands — Aruba, Bonaire, and Curaçao — a group of Dutch Caribbean islands located just north of the South American coast that frequently appear on Southern Caribbean itineraries.

Many Southern Caribbean islands also sit outside the primary hurricane belt, which makes them popular choices during the winter cruising season. The combination of longer itineraries, more sea days, and less crowded ports creates an experience that feels more relaxed and destination-focused.

Main Ports of Departure and How They Shape the Cruise

San Juan, Puerto Rico

San Juan is one of the most common departure points for Southern Caribbean cruises. Because it is already located in the eastern Caribbean, ships can reach southern islands more quickly. This allows cruise lines to offer Southern Caribbean itineraries in as little as seven nights while still including several ports.

Cruises from San Juan typically focus on the Lesser Antilles, including islands like St. Lucia, Barbados, Antigua, and St. Kitts. The shorter sailing distances reduce sea days and create an island-heavy itinerary that appeals to travelers who want to maximize time ashore.

Fort Lauderdale and Miami

Southern Caribbean cruises departing from Florida ports generally require longer sailings due to the added distance. These itineraries are commonly ten to twelve nights and often include multiple sea days at the beginning and end of the cruise.

The advantage of departing from Florida is the ability to include a wider range of islands in a single itinerary. Cruises from Fort Lauderdale or Miami frequently combine the ABC Islands with eastern and southern Caribbean stops, offering a broader overview of the region.

Bridgetown, Barbados

Some Southern Caribbean cruises begin and end in Barbados, particularly those focused on the southern Lesser Antilles. These itineraries are usually seven to ten nights and minimize sea days by concentrating on nearby islands.

Barbados departures are well suited for travelers who prefer flying directly to the Caribbean and want an itinerary centered almost entirely on port days rather than time at sea.

Panama (Colón or Panama City)

Southern Caribbean cruises that depart from Panama are less common and typically longer. These itineraries often combine Southern Caribbean ports with a partial or full Panama Canal transit, making them appealing to travelers looking for a more unique routing.

Featured Southern Caribbean Islands

Aruba

Aruba is one of the most recognizable Southern Caribbean destinations and appears on a wide range of itineraries. Located just north of Venezuela, Aruba has a dry climate that delivers consistently sunny weather throughout much of the year. This reliability makes it a favorite among cruisers who want predictable beach conditions.

The island is known for its wide, sandy beaches and calm, clear water, particularly along the western and southern coasts. Aruba also has a well-developed tourism infrastructure, with easy transportation, shopping areas, and dining close to the cruise port. English is widely spoken, and the overall atmosphere feels polished and approachable, making Aruba a comfortable stop for first-time visitors to the Southern Caribbean.

Curaçao

Curaçao offers a distinctly different experience despite being relatively close to Aruba. The island blends Caribbean scenery with strong Dutch influence, most visibly in the colorful waterfront buildings of Willemstad. The historic center, with its pastel-colored architecture and floating bridge, is one of the most visually recognizable cruise ports in the region.

Beyond the city, Curaçao is known for its rugged coastline, hidden coves, and excellent snorkeling opportunities. The island feels more cultural than resort-focused, with museums, local neighborhoods, and food traditions reflecting a mix of European, African, and Caribbean influences. Curaçao often appeals to travelers who enjoy combining sightseeing with relaxed beach time.

Bonaire

Bonaire is quieter and less developed than its ABC neighbors, which is part of its appeal. The island has built its reputation around marine conservation, and much of the coastline is protected to preserve coral reefs and underwater ecosystems.

Cruise visitors are drawn to Bonaire for its snorkeling and diving, which are considered among the best in the Caribbean. The island itself is low-lying and arid, with a peaceful, unhurried feel. Bonaire is often described as a destination for travelers who value natural beauty and tranquility over shopping or nightlife.

St. Lucia

St. Lucia stands out immediately because of its dramatic topography. The iconic Pitons — twin volcanic peaks rising sharply from the sea — dominate the island’s skyline and create one of the most photographed landscapes in the Caribbean.

The island is known for its lush rainforests, waterfalls, and volcanic features, including sulfur springs and hot mud baths. St. Lucia offers a blend of scenic beauty and cultural heritage, with small towns, fishing villages, and historic sites scattered along the coast. For many cruisers, St. Lucia represents the quintessential “postcard” Caribbean island.

Barbados

Barbados occupies a unique position in the Southern Caribbean, both geographically and culturally. Located farther east than most Caribbean islands, it often serves as a gateway to the southern Lesser Antilles. The island reflects strong British influence, which can be seen in its architecture, traditions, and even its love of cricket.

Barbados offers a variety of landscapes, from calm, sandy beaches along the west coast to rugged Atlantic waves on the east. The island is also known for its food scene and rum heritage, adding an extra layer of cultural interest for visitors. Its combination of history, scenery, and accessibility makes Barbados a cornerstone of many Southern Caribbean itineraries.

Grenada

Grenada is frequently referred to as the “Spice Island,” a nickname earned through its long history of nutmeg and spice production. The island is greener and more mountainous than many Caribbean destinations, with rolling hills, waterfalls, and rainforests.

Grenada tends to attract travelers looking for a less commercialized port. Its capital, St. George’s, is known for its picturesque harbor and hillside setting. The island’s relaxed pace and natural beauty make it a popular stop for cruisers who enjoy scenic drives and quieter beaches.

Other Southern Caribbean Stops Worth Noting

In addition to the major islands above, Southern Caribbean itineraries often include smaller or less frequently visited ports. Islands such as Antigua, Dominica, St. Kitts & Nevis, Martinique, and Guadeloupe regularly appear on longer sailings. These destinations add variety through distinctive cultures, colonial history, and landscapes that range from volcanic terrain to lush rainforests.

Some itineraries also include Trinidad, Tobago, or smaller Dutch islands, particularly on extended cruises. While these stops may not always be the headline attractions, they contribute to the sense of exploration that defines Southern Caribbean cruising.

Common Southern Caribbean Itinerary Styles

Southern Caribbean cruises generally fall into a few recognizable patterns. Seven-night itineraries departing from San Juan focus on efficiency, packing multiple southern islands into a relatively short timeframe. These cruises emphasize port days and minimize time at sea.

Eight- and nine-night cruises often highlight the ABC Islands, sometimes combined with a stop in Colombia or the southern Lesser Antilles. Ten- to twelve-night cruises from Florida provide a broader overview, blending Dutch Caribbean islands with stops like Barbados, St. Lucia, and Grenada.

Longer itineraries may include Panama Canal transits or extended stays in southern ports, offering a more immersive experience for travelers willing to spend additional time onboard.

Why Southern Caribbean Cruises Appeal to Many Travelers

Southern Caribbean cruises tend to attract travelers who enjoy longer vacations, cultural variety, and a more relaxed rhythm. The islands feel less interchangeable, and the additional sea days allow for a slower pace between destinations. These cruises also appeal to those who have already experienced Eastern or Western Caribbean routes and are ready to explore a different side of the region.

Looking Ahead to a Southern Caribbean Adventure

As we think about our next cruise, the Southern Caribbean continues to stand out as a destination that offers something genuinely different. From the arid beauty of the ABC Islands to the lush landscapes of St. Lucia and Grenada, the region delivers variety in a way that few other cruise itineraries can match. Whether sailing from Puerto Rico, Florida, or Barbados, Southern Caribbean cruises offer the chance to slow down, explore farther, and experience a richer mix of cultures and scenery — making them a compelling option for anyone ready to venture beyond the familiar Caribbean routes.