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Southern Caribbean Cruises

Explore Bridgetown, Castries, Saint George's, Roseau, and Fort-de-France and dozens of Southern Caribbean ports.

Browse nearly 302 upcoming sailings across 258 itineraries.

258 itineraries · 302 sailings · 27 ports

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Best value departures

Departures in Southern Caribbean that are currently pricing well below their typical tracked rate.

Browse Southern Caribbean cruises

Explore Southern Caribbean cruise routes

See representative route shapes, major ports, and where the most sailings cluster.

Interactive map

Render your Mapbox or Leaflet map here from the supplied route and port JSON.

Popular Southern Caribbean cruise itineraries

Start with the route patterns that define this region.

Southern Caribbean Arc via Tortola, South Friars Bay & Les Trois-Îlets (Best Balance)

Southern Caribbean • Next: Dec 5

$3,569 · 10 upcoming sailings · 1 ship

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Southern Caribbean Loop via Pointe-à-Pitre, Castries & Bridgetown (Port-Heavy)

Southern Caribbean • Next: Dec 12

Price unavailable · 9 upcoming sailings · 3 ships

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Southern Caribbean Loop via Philipsburg, Castries & Saint George's (Best Balance)

Southern Caribbean • Next: Nov 13

$1,123 · 7 upcoming sailings · 1 ship

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Southern Caribbean Loop via Tortola, Basseterre, Saint Kitts & Roseau (Port-Heavy)

Southern Caribbean • Next: Nov 28

$733 · 6 upcoming sailings · 1 ship

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Southern Caribbean Loop via Castries, Bridgetown & Kingstown (Port-Heavy)

Southern Caribbean • Next: Feb 7

Price unavailable · 6 upcoming sailings · 3 ships

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Southern Caribbean Loop via Pointe-à-Pitre, Castries & Bridgetown (Port-Heavy)

Southern Caribbean • Next: Feb 6

Price unavailable · 6 upcoming sailings · 3 ships

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Southern Caribbean Loop via Roseau, Bridgetown & Castries (Port-Heavy)

Southern Caribbean • Next: Nov 7

$619 · 4 upcoming sailings · 1 ship

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Southern Caribbean Loop via Basseterre, Saint Kitts, Castries & Bridgetown (Best Balance)

Southern Caribbean • Next: Dec 22

$1,520 · 4 upcoming sailings · 1 ship

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Southern Caribbean Loop via Saint George's, Port Elizabeth, Bequia & Terre-de-Haut (Port-Heavy)

Southern Caribbean • Next: Nov 8

Price unavailable · 4 upcoming sailings · 1 ship

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Southern Caribbean Loop via Tortola, Philipsburg & Fort-de-France (Best Balance)

Southern Caribbean • Next: Nov 29

Price unavailable · 4 upcoming sailings · 1 ship

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Southern Caribbean Loop via Bridgetown, Saint George's & Kingstown (Port-Heavy)

Southern Caribbean • Next: Nov 21

$729 · 3 upcoming sailings · 1 ship

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Southern Caribbean Loop via Bridgetown, Saint George's & Castries (Port-Heavy)

Southern Caribbean • Next: Jan 16

$761 · 3 upcoming sailings · 1 ship

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Southern Caribbean Loop via Charlotte Amalie, Saint Thomas, Basseterre, Saint Kitts & Roseau (Port-Heavy)

Southern Caribbean • Next: Jan 2

$833 · 3 upcoming sailings · 1 ship

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Southern Caribbean Loop via Philipsburg, Bridgetown & Castries (Port-Heavy)

Southern Caribbean • Next: Nov 7

$1,113 · 3 upcoming sailings · 1 ship

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Southern Caribbean Arc via Spanish Town, Antigua & Saint-Pierre (Port-Heavy)

Southern Caribbean • Next: Nov 7

Price unavailable · 3 upcoming sailings · 1 ship

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Southern Caribbean Loop via Castries, Bridgetown & Kingstown (Port-Heavy)

Southern Caribbean • Next: Dec 13

Price unavailable · 3 upcoming sailings · 2 ships

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Southern Caribbean Loop via Philipsburg, Basseterre, Saint Kitts & Roseau (Best Balance)

Southern Caribbean • Next: Nov 15

Price unavailable · 3 upcoming sailings · 2 ships

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Southern Caribbean Loop via Tortola, Philipsburg & Roseau (Best Balance)

Southern Caribbean • Next: Nov 8

Price unavailable · 3 upcoming sailings · 1 ship

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Southern Caribbean Loop via Charlotte Amalie, Saint Thomas, Cruz Bay, Saint John & Fort-de-France (Port-Heavy)

Southern Caribbean • Next: Feb 28

$629 · 2 upcoming sailings · 1 ship

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Southern Caribbean Loop via Saint Thomas, Roseau & Celebration Key (Best Balance)

Southern Caribbean • Next: Jan 11

$660 · 2 upcoming sailings · 1 ship

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Southern Caribbean Loop via Bridgetown, Roseau & Kingstown (Port-Heavy)

Southern Caribbean • Next: Feb 6

$719 · 2 upcoming sailings · 1 ship

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Southern Caribbean Loop via Tortola, Bridgetown & Castries (Port-Heavy)

Southern Caribbean • Next: Nov 27

$763 · 2 upcoming sailings · 1 ship

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Southern Caribbean Loop via Cartagena & Oranjestad (Best Balance)

Southern Caribbean • Next: Dec 19

$898 · 2 upcoming sailings · 2 ships

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Southern Caribbean Loop via Saint John's, Castries & Bridgetown (Best Balance)

Southern Caribbean • Next: Jan 29

$1,271 · 2 upcoming sailings · 1 ship

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Price intelligence

Get a quick feel for how pricing behaves across Southern Caribbean.

Median future price
$1,788
Cheapest currently available
$613
Tracked priced sailings
140

Median price by departure month

October 2026
$1,661
November 2026
$1,533
December 2026
$1,837
January 2027
$1,131
February 2027
$1,461
March 2027
$1,199
April 2027
$1,906
October 2027
$4,417

Cheapest embarkation ports for Southern Caribbean cruises

San Juan
45 priced sailings
From
$613
Miami
17 priced sailings
From
$660
Port Canaveral
3 priced sailings
From
$1,028
Fort Lauderdale
18 priced sailings
From
$1,123
Southampton
4 priced sailings
From
$1,661
New York
9 priced sailings
From
$1,838
Southampton
8 priced sailings
From
$2,647
Bridgetown
8 priced sailings
From
$2,889
Philipsburg
12 priced sailings
From
$3,569
Panamá, Ciudad de
3 priced sailings
From
$9,617

Top ports

The ports most central to cruising in Southern Caribbean.

Ships sailing this region

Ships with strong presence in Southern Caribbean.

Cruise lines in Southern Caribbean

The operators with the broadest footprint here.

About Southern Caribbean cruises

A quick guide to what cruising this region typically looks like.

Southern Caribbean is one of the core cruise regions on Jibhop, with 258 itineraries, 302 upcoming sailings, and calls across 27 ports. That makes it a strong region for comparing route shapes, ships, and departure options rather than just browsing raw inventory.

The most common cruise lengths in Southern Caribbean tend to be 7 nights, 11 nights, and 14 nights, which gives you a good sense of how this region is usually packaged by cruise lines.

Based on currently tracked pricing, one of the more affordable departure periods appears to be November 2027. That does not mean every sailing in that month is cheap, but it is a useful signal when you are comparing options across the calendar.

The best way to browse this page is usually to start with the popular itineraries section, then use the map and the ports list to narrow your thinking. Once you know which route pattern you like, the individual sailing pages are where exact departure dates and prices become most useful.

Frequently asked questions

Common questions about cruising in Southern Caribbean.

What kinds of cruises are available in Southern Caribbean?

Southern Caribbean currently has 258 itineraries and 302 upcoming sailings on Jibhop, spanning a range of route shapes, ship types, and cruise lines.

How much do Southern Caribbean cruises cost?

Based on currently tracked pricing, the median future sailing price in Southern Caribbean is about $1,788. Exact pricing varies by ship, itinerary, season, and cabin type.

When is the cheapest time to cruise Southern Caribbean?

Based on currently tracked pricing, November 2027 appears to be one of the more affordable departure periods. That is a directional signal rather than a guarantee, since individual sailings can still vary a lot.

Should I browse itineraries or sailings first?

Usually it is better to start with itineraries so you can understand the route patterns that define Southern Caribbean. Once you know which route you like, compare exact sailings for dates, ships, and pricing.