Southern Caribbean Cruises

Southern Caribbean cruises include 251 itineraries, 294 upcoming sailings, and 26 ports. Explore the route patterns, ships, and departure options that define this region.

251
Itineraries
294
Upcoming sailings
26
Ports
23
Cruise lines

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

From $4,198

10 upcoming sailings

1 ship

View itinerary →

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

Southern Caribbean • Next: Dec 12

From $743

9 upcoming sailings

3 ships

View itinerary →

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

Southern Caribbean • Next: Nov 13

From $1,068

7 upcoming sailings

1 ship

View itinerary →

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

Southern Caribbean • Next: Nov 28

From $597

6 upcoming sailings

1 ship

View itinerary →

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

Southern Caribbean • Next: Feb 7

Price unavailable

6 upcoming sailings

3 ships

View itinerary →

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

Southern Caribbean • Next: Feb 6

Price unavailable

6 upcoming sailings

3 ships

View itinerary →

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

Southern Caribbean • Next: Nov 7

From $544

4 upcoming sailings

1 ship

View itinerary →

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

Southern Caribbean • Next: Dec 22

From $1,578

4 upcoming sailings

1 ship

View itinerary →

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

Southern Caribbean • Next: Nov 29

From $2,431

4 upcoming sailings

1 ship

View itinerary →

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

View itinerary →

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

Southern Caribbean • Next: Jan 2

From $699

3 upcoming sailings

1 ship

View itinerary →

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

Southern Caribbean • Next: Nov 21

From $729

3 upcoming sailings

1 ship

View itinerary →

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

Southern Caribbean • Next: Jan 16

From $784

3 upcoming sailings

1 ship

View itinerary →

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

Southern Caribbean • Next: Dec 13

From $847

3 upcoming sailings

2 ships

View itinerary →

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

Southern Caribbean • Next: Nov 7

From $1,113

3 upcoming sailings

1 ship

View itinerary →

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

Southern Caribbean • Next: Nov 15

From $1,372

3 upcoming sailings

2 ships

View itinerary →

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

Southern Caribbean • Next: Nov 8

From $2,269

3 upcoming sailings

1 ship

View itinerary →

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

Southern Caribbean • Next: Nov 7

Price unavailable

3 upcoming sailings

1 ship

View itinerary →

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

Southern Caribbean • Next: Feb 28

From $699

2 upcoming sailings

1 ship

View itinerary →

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

Southern Caribbean • Next: Feb 6

From $731

2 upcoming sailings

1 ship

View itinerary →

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

Southern Caribbean • Next: Nov 27

From $763

2 upcoming sailings

1 ship

View itinerary →

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

Southern Caribbean • Next: Jan 11

From $857

2 upcoming sailings

1 ship

View itinerary →

Southern Caribbean Loop via Cartagena & Oranjestad (Best Balance)

Southern Caribbean • Next: Dec 19

From $890

2 upcoming sailings

2 ships

View itinerary →

Southern Caribbean Loop via Philipsburg, Fort-de-France & Saint George's (Rare Variant)

Southern Caribbean • Next: Jan 17

From $969

2 upcoming sailings

1 ship

View itinerary →

Price intelligence

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

Median future price
$1,944
Cheapest currently available
$544
Tracked priced sailings
221

Median price by departure month

October 2026
$1,726
November 2026
$1,551
December 2026
$1,974
January 2027
$1,452
February 2027
$1,600
March 2027
$1,209
April 2027
$1,681
October 2027
$6,792

Cheapest embarkation ports for Southern Caribbean cruises

San Juan
57 priced sailings
From
$544
Fort-de-France
9 priced sailings
From
$743
Miami
13 priced sailings
From
$847
Pointe-à-Pitre
7 priced sailings
From
$847
Fort Lauderdale
27 priced sailings
From
$1,068
Southampton
4 priced sailings
From
$1,458
Bridgetown
32 priced sailings
From
$1,688
Antigua
6 priced sailings
From
$2,269
Basseterre, Saint Kitts
14 priced sailings
From
$2,269
New York
10 priced sailings
From
$2,458

Upcoming sailings

Exact departures coming up soon in Southern Caribbean.

Princess Cruises

Coral Princess • Princess Cruises

14-night Southern Caribbean Loop via Philipsburg, Basseterre, Saint Kitts & Fort-de-France

Oct 15, 2026 → Oct 29, 2026 • Fort Lauderdale ↔

$138 above typical

From $1,994

$142/night

Typical price

↑7% above typical

P&O Cruises

Britannia • P&O Cruises

15-night Southern Caribbean Arc via Santa Cruz de Tenerife, Philipsburg & Roseau

Oct 30, 2026 → Nov 14, 2026 • Southampton → Bridgetown

Lowest in 180 days $312 below typical

From $1,458

$97/night

Good value

↓18% below typical

P&O Cruises

Aurora • P&O Cruises

24-night Southern Caribbean Arc via Santa Cruz de Tenerife, Bridgetown & Kingstown

Nov 3, 2026 → Nov 27, 2026 • Southampton ↔

$287 below typical

From $2,769

$115/night

Typical price

↓9% below typical

Virgin Voyages

Valiant Lady • Virgin Voyages

7-night Southern Caribbean Loop via Philipsburg, Bridgetown & Castries

Nov 7, 2026 → Nov 14, 2026 • San Juan ↔

Lowest in 30 days $420 above typical

From $1,533

$219/night

Priced high

↑38% above typical

Azamara Cruises

Azamara Journey • Azamara Cruises

7-night Southern Caribbean Arc via Spanish Town, Antigua & Saint-Pierre

Nov 7, 2026 → Nov 14, 2026 • San Juan → Bridgetown

Great balance

From $1,859

$266/night

Norwegian Cruise Line

Norwegian Breakaway • Norwegian Cruise Line

14-night Southern Caribbean Arc via Saint Thomas, Castries & Saint George's

Nov 8, 2026 → Nov 22, 2026 • Boston → New Orleans

$104 below typical ↘ Trending down

From $1,434

$102/night

Typical price

↓7% below typical

Windstar Cruises

Star Pride • Windstar Cruises

7-night Southern Caribbean Loop via Saint George's, Port Elizabeth, Bequia & Terre-de-Haut

Nov 8, 2026 → Nov 15, 2026 • San Juan ↔

Great balance

Price unavailable

Regent Seven Seas Cruises

Seven Seas Mariner • Regent Seven Seas Cruises

22-night Southern Caribbean Loop via Bridgetown, Port-of-Spain & Santarém

Nov 9, 2026 → Dec 1, 2026 • Miami ↔

From $11,242

$511/night

Nicko Cruises

Vasco Da Gama • Nicko Cruises

20-night Southern Caribbean Arc via Mindelo, Belém & Fort-de-France

Nov 12, 2026 → Dec 2, 2026 • Santa Cruz de Tenerife → Bridgetown

$334 above typical

From $4,617

$231/night

Typical price

↑8% above typical

Celebrity Cruises

Celebrity Ascent • Celebrity Cruises

10-night Southern Caribbean Loop via Philipsburg, Castries & Saint George's

Nov 13, 2026 → Nov 23, 2026 • Fort Lauderdale ↔

$425 below typical ↘ Trending down

From $1,422

$142/night

Great deal

↓23% below typical

P&O Cruises

Britannia • P&O Cruises

14-night Southern Caribbean Loop via Philipsburg, Antigua & Basseterre, Saint Kitts

Nov 13, 2026 → Nov 27, 2026 • Bridgetown ↔

$311 above typical

From $2,134

$152/night

Priced high

↑17% above typical

P&O Cruises

Britannia • P&O Cruises

14-night Southern Caribbean Loop via Philipsburg, Antigua & Basseterre, Saint Kitts

Nov 14, 2026 → Nov 28, 2026 • Bridgetown ↔

Lowest in 180 days $108 above typical

From $1,931

$138/night

Typical price

↑6% above typical

Celebrity Cruises

Celebrity Constellation • Celebrity Cruises

11-night Southern Caribbean Loop via Tortola, Saint John's & Castries

Nov 17, 2026 → Nov 28, 2026 • San Juan ↔

From $1,104

$100/night

Costa Cruises

Costa Favolosa • Costa Cruises

8-night Southern Caribbean Arc via Fort-de-France

Nov 18, 2026 → Nov 26, 2026 • Las Palmas de Gran Canaria → Pointe-à-Pitre

$380 below typical

From $688

$86/night

Great deal

↓36% below typical

Princess Cruises

Majestic Princess • Princess Cruises

18-night Southern Caribbean Arc via Philipsburg, Philipsburg & Castries

Nov 19, 2026 → Dec 7, 2026 • Fort Lauderdale → Buenos Aires

Lowest in 90 days $962 below typical

From $2,380

$132/night

Great deal

↓29% below typical

Azamara Cruises

Azamara Journey • Azamara Cruises

7-night Southern Caribbean Arc via Spanish Town, Antigua & Saint-Pierre

Nov 21, 2026 → Nov 28, 2026 • San Juan → Bridgetown

Great balance

From $1,779

$254/night

Windstar Cruises

Star Pride • Windstar Cruises

7-night Southern Caribbean Loop via Saint George's, Port Elizabeth, Bequia & Terre-de-Haut

Nov 22, 2026 → Nov 29, 2026 • San Juan ↔

Great balance

Price unavailable

Celebrity Cruises

Celebrity Constellation • Celebrity Cruises

7-night Southern Caribbean Loop via Tortola, Basseterre, Saint Kitts & Roseau

Nov 28, 2026 → Dec 5, 2026 • San Juan ↔

Lowest in 30 days $199 above typical ↘ Trending down

From $1,048

$150/night

Priced high

↑23% above typical

Princess Cruises

Island Princess • Princess Cruises

12-night Southern Caribbean Loop via Oranjestad, Curaçao & Castries

Nov 30, 2026 → Dec 12, 2026 • Fort Lauderdale ↔

$172 above typical

From $1,551

$129/night

Priced high

↑13% above typical

Princess Cruises

Enchanted Princess • Princess Cruises

14-night Southern Caribbean Loop via Philipsburg, Basseterre, Saint Kitts & Fort-de-France

Dec 3, 2026 → Dec 17, 2026 • Fort Lauderdale ↔

Lowest in 30 days

From $1,722

$123/night

Typical price

↑3% above typical

Celebrity Cruises

Celebrity Ascent • Celebrity Cruises

10-night Southern Caribbean Loop via Philipsburg, Castries & Saint George's

Dec 4, 2026 → Dec 14, 2026 • Fort Lauderdale ↔

↘ Trending down

From $1,413

$141/night

Typical price

↓4% below typical

Azamara Cruises

Azamara Journey • Azamara Cruises

7-night Southern Caribbean Arc via Spanish Town, Antigua & Saint-Pierre

Dec 5, 2026 → Dec 12, 2026 • San Juan → Bridgetown

Great balance

From $1,429

$204/night

Hapag-Lloyd Cruises

MS Europa • Hapag-Lloyd Cruises

15-night Southern Caribbean Arc via Saint-Barthélemy, Portsmouth & Bonaire

Dec 5, 2026 → Dec 20, 2026 • New York → Miami

$2,657 below typical

From $6,039

$403/night

Great deal

↓31% below typical

Seabourn

Seabourn Ovation • Seabourn

14-night Southern Caribbean Arc via Tortola, South Friars Bay & Les Trois-Îlets

Dec 5, 2026 → Dec 19, 2026 • Philipsburg → Bridgetown

Lowest in 30 days $1,832 below typical

From $6,298

$450/night

Great deal

↓23% below typical

Windstar Cruises

Star Pride • Windstar Cruises

7-night Southern Caribbean Loop via Saint George's, Port Elizabeth, Bequia & Terre-de-Haut

Dec 6, 2026 → Dec 13, 2026 • San Juan ↔

Great balance

Price unavailable

P&O Cruises

Britannia • P&O Cruises

11-night Southern Caribbean Arc via Oranjestad, Curaçao & Kingstown

Dec 11, 2026 → Dec 22, 2026 • Bridgetown → Antigua

Lowest in 180 days $175 below typical

From $1,688

$153/night

Typical price

↓9% below typical

P&O Cruises

Britannia • P&O Cruises

28-night Southern Caribbean Loop via Oranjestad, Curaçao & Kingstown

Dec 11, 2026 → Jan 8, 2027 • Bridgetown ↔

Lowest in 180 days $257 above typical

From $4,999

$179/night

Typical price

↑5% above typical

Celebrity Cruises

Celebrity Constellation • Celebrity Cruises

7-night Southern Caribbean Loop via Tortola, Basseterre, Saint Kitts & Roseau

Dec 12, 2026 → Dec 19, 2026 • San Juan ↔

From $678

$97/night

MSC Cruises

MSC World Europa • MSC Cruises

7-night Southern Caribbean Loop via Pointe-à-Pitre, Castries & Bridgetown

Dec 12, 2026 → Dec 19, 2026 • Fort-de-France ↔

Lowest in 180 days $447 below typical ↘ Trending down

From $743

$106/night

Great deal

↓38% below typical

MSC Cruises

MSC Seaview • MSC Cruises

7-night Southern Caribbean Loop via Pointe-à-Pitre, Castries & Bridgetown

Dec 12, 2026 → Dec 19, 2026 • Fort-de-France ↔

Great balance

From $799

$114/night

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 251 itineraries, 294 upcoming sailings, and calls across 26 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, 14 nights, and 11 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 April 2028. 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 251 itineraries and 294 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 $1,944. Exact pricing varies by ship, itinerary, season, and cabin type.

When is the cheapest time to cruise Southern Caribbean?

Based on currently tracked pricing, April 2028 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.