A mix of ports and sea days
For balancing time ashore with time on board.
Cartagena · Oranjestad · Willemstad
Explore this itinerary →
Caribbean
Southern Caribbean Cruises
Routes here bring ports such as Bridgetown, Castries, and Roseau into reach. Choose how much time you want ashore versus on the ship, then compare departure ports and dates.
Popular trip length: 7 nights
Start with the route
Choose your kind of trip
A few different ways to explore Southern Caribbean, drawn from itineraries with upcoming departures.
Start and finish somewhere different
For combining a cruise with stays in two different places.
Antigua · Fort-de-France · Pointe-à-Pitre · Basseterre, Saint Kitts + 1 more
Explore this itinerary →More time exploring ports
For travelers who want a route focused on destinations.
Pointe-à-Pitre · Philipsburg · Saint John's · Basseterre, Saint Kitts + 1 more
Explore this itinerary →Current sailings worth comparing
Departures in Southern Caribbean whose cabin-level price history currently points to favorable pricing. Compare the fare and booking context on each sailing.
No departures in this region currently have favorable pricing based on Jibhop's price history.
Plan your dates and budget
When to go & what it costs
- $2,026
- $1,099–$4,849
- $269
Compare departure months
October 2026 has the lowest median nightly fare in the months shown; March 2027 has the highest.
Oct 2026
$73
Nov 2026
$127
Dec 2026
$179
Jan 2027
$147
Feb 2027
$169
Mar 2027
$186
Apr 2027
$138
May 2027
$100
Jun 2027
$117
Jul 2027
$129
Aug 2027
$131
Sep 2027
$98
Alerts
Get deal alerts for Southern Caribbean
We'll email you when unusually cheap cruises appear in this region.
Where should I start?
Choose your departure port
Balance route choice and cruise fare with the cost of getting to the port.
Get to know Southern Caribbean
Loading map...
Key ports
The ports most central to cruising in Southern Caribbean.
Bridgetown
644 itineraries
1175 sailings
Castries
453 itineraries
798 sailings
Roseau
334 itineraries
567 sailings
Fort-de-France
281 itineraries
518 sailings
Saint George's
283 itineraries
503 sailings
Port Elizabeth, Bequia
176 itineraries
269 sailings
More ports
Kingstown
117 itineraries
189 sailings
Mayreau Island
90 itineraries
143 sailings
Kralendijk
107 itineraries
141 sailings
Cartagena
90 itineraries
126 sailings
Soufriere
69 itineraries
109 sailings
Tobago Cays
42 itineraries
66 sailings
Bonaire
28 itineraries
59 sailings
Les Trois-Îlets
19 itineraries
55 sailings
Scarborough
42 itineraries
45 sailings
Union Island
18 itineraries
42 sailings
Saint-Pierre
34 itineraries
37 sailings
Rodney Bay
40 itineraries
36 sailings
Santa Marta
23 itineraries
31 sailings
Port of Spain
25 itineraries
30 sailings
Portsmouth
5 itineraries
17 sailings
Vieux Fort
6 itineraries
12 sailings
Puerto Limón
10 itineraries
10 sailings
Cabrits
8 itineraries
10 sailings
Ships sailing this region
Ships with strong presence in Southern Caribbean.
MSC Opera
MSC Cruises
120 sailings
$269
Arvia
P&O Cruises
98 sailings
$1,350
Seabourn Ovation
Seabourn
85 sailings
$2,639
Iona
P&O Cruises
75 sailings
$1,417
More ships
MSC Meraviglia
MSC Cruises
58 sailings
$869
Grandeur of the Seas
Royal Caribbean International
57 sailings
$618
Emerald Princess
Princess Cruises
53 sailings
$500
Costa Fascinosa
Costa Cruises
48 sailings
$773
Emerald Azzurra
Emerald Cruises
48 sailings
$3,839
Emerald Sakara
Emerald Cruises
47 sailings
$5,231
Crown Princess
Princess Cruises
37 sailings
$599
MSC World Europa
MSC Cruises
37 sailings
$619
Norwegian Prima
Norwegian Cruise Line
36 sailings
$709
MSC Seaview
MSC Cruises
33 sailings
$1,020
Vision of the Seas
Royal Caribbean International
32 sailings
$502
Caribbean Princess
Princess Cruises
32 sailings
$628
Queen Mary 2
Cunard Line
27 sailings
$1,503
Rhapsody of the Seas
Royal Caribbean International
25 sailings
$484
Cruise lines in Southern Caribbean
Explore more itineraries
- ABC Islands Loop via Cartagena & Oranjestad
- Eastern Caribbean Arc: Basseterre, Saint Kitts, Ocho Rios & Road Town, Tortola
- Eastern Caribbean Loop: Basseterre, Saint Kitts, Roseau & Philipsburg
- Southern Caribbean Arc: San Juan, Saint Thomas & Castries
- ABC Islands Loop via Oranjestad & Bonaire
- Eastern Caribbean Loop: Pointe-à-Pitre, Philipsburg & Saint John's
- ABC Islands Loop via Oranjestad & Kralendijk
- Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Frederiksted, Saint Croix & Philipsburg
- Eastern Caribbean Loop via San Juan, Saint Thomas & Philipsburg
- Eastern Caribbean Loop: Basseterre, Saint Kitts, Roseau & Philipsburg
- Eastern Caribbean Loop: Catalina Island, Bridgetown & Fort-de-France
- Southern Caribbean Loop: Kingstown & Port Elizabeth, Bequia
More upcoming Southern Caribbean cruises
Featured departures
More departures to explore
Upcoming departures with complete itinerary, availability, and current pricing data.
Norwegian Prima
San Juan → Philipsburg → Tortola → San Juan
Dec 27, 2026 · 7 nights
$1,419 · $203/night
Rhapsody of the Seas
San Juan → Charlotte Amalie, Saint Thomas → Roseau → San Juan
Oct 31, 2026 · 7 nights
$484 interior · $69/night
21% below typical · Price trending down
Celebrity Beyond
Miami → Oranjestad → Kralendijk → Miami
Aug 14, 2027 · 8 nights
$1,105 · $138/night
MSC Opera
Bridgetown → Fort-de-France → Catalina Island → Bridgetown
Nov 19, 2026 · 14 nights
$1,358 · $97/night
About Southern Caribbean cruises
Southern Caribbean has 970 itineraries, 1,706 upcoming sailings, and calls across 29 ports.
The most common cruise lengths in Southern Caribbean tend to be 7 nights, 14 nights, and 10 nights.
Based on currently tracked pricing, one of the more affordable departure periods appears to be October 2026.
Frequently asked questions
What kinds of cruises are available in Southern Caribbean?
Southern Caribbean currently has 970 itineraries and 1,706 upcoming sailings.
How much do Southern Caribbean cruises cost?
The median future sailing price in Southern Caribbean is about $2,026.
When is the cheapest time to cruise Southern Caribbean?
October 2026 appears to be one of the more affordable departure periods.