Jibhop
Southern Caribbean cruises

Southern Caribbean Loop via Oranjestad, Curaçao & Kingstown

Bridgetown · Oranjestad · Curaçao · Kingstown · Roseau · Castries · Basseterre, Saint Kitts · Antigua · Philipsburg · Bridgetown · Tortola · Antigua · Grand Turk Island · Ocho Rios · Bonaire · Saint George's

Extended 28-night voyage with 11 sea days and 17 ports. Covers Barbados, Aruba, Curaçao, Saint Vincent and the Grenadines, and more.

28 nights Bridgetown Southern Caribbean 17 ports 11 sea days
Compare departures Explore the route

What this trip feels like

Expansive, immersive and built around life at sea

At 28 nights, this is a multi-month, world-cruise-style voyage rather than a conventional getaway. 11 sea days make the ship your home base between 17 ports across a wide arc of destinations. Expect long ocean passages and the planning commitment of an extended journey.

Long-form pace

17 ports in 28 nights

Long ocean passages make onboard routines a major part of the experience.

Broad destination variety

Bridgetown · Oranjestad · Curaçao + more

Frequent changes of scenery across the itinerary.

Easy logistics

Round-trip from Bridgetown

No open-jaw flights or separate arrival and departure transfers.

Port experience

Bridgetown · Pick your date carefully

Cruise traffic varies substantially by date, so your specific port day can feel very different depending on when you visit.

Best for · Long-form travelers · Sea-day lovers · Multi-region exploration

Think twice if · You want a conventional one- or two-week cruise

Best departures

Best upcoming sailings

Start here. These departures surface first because they combine stronger pricing, useful timing, or a notable warning signal for this itinerary.

Best overall value
P&O Cruises

Britannia

Bridgetown → Oranjestad → Saint George's → Bridgetown

Dec 11 · 28 nights

About average

$4,931 inside · $176/night

All departures

All upcoming departures

Compare all sailings for this itinerary.

Explore in full search view

Itinerary pricing

What this itinerary usually costs

Typical pricing runs around $165/night, with most departures landing in the $117-$236/night band across 1 tracked sailing.

Typical price

$165/night

$4,619 total

Normal range

$117-$236/night

$3,271-$6,618 total

Lowest recent fare

Building history

$4,593 total

Comparison set

1 sailings

Used for itinerary baseline

When should I go?

Not enough departures yet to identify a reliable cheaper season.

Route overview

How this route is built

Compare sailings →

28 nights · 17 port calls · 11 sea days · 14 countries

17 port calls across Barbados, Aruba, Curaçao, Saint Vincent and the Grenadines · Neither especially port-heavy nor sea-day heavy for this trip length.

  1. 1

    Embark in Bridgetown

    Embarkation ports can vary by sailing

  2. 2

    Bridgetown

    Barbados · Southern Caribbean

  3. 3

    Oranjestad

    Aruba · ABC Islands

  4. 4

    Curaçao

    Curaçao · ABC Islands

  5. 5

    Kingstown

    Saint Vincent and the Grenadines · Southern Caribbean

  6. 6

    Roseau

    Dominica · Southern Caribbean

  7. 7

    Castries

    Saint Lucia · Southern Caribbean

  8. 8

    Basseterre, Saint Kitts

    Saint Kitts and Nevis · Eastern Caribbean

  9. 9

    Antigua

    Antigua and Barbuda · Eastern Caribbean

  10. 10

    Philipsburg

    Sint Maarten (Dutch part) · Eastern Caribbean

  11. 11

    Bridgetown

    Barbados · Southern Caribbean

  12. 12

    Bridgetown

    Barbados · Southern Caribbean

  13. 13

    Tortola

    Virgin Islands, British · Eastern Caribbean

  14. 14

    Antigua

    Antigua and Barbuda · Eastern Caribbean

  15. 15

    Grand Turk Island

    Turks and Caicos Islands · Eastern Caribbean

  16. 16

    Ocho Rios

    Jamaica · Western Caribbean

  17. 17

    Bonaire

    Bonaire, Sint Eustatius and Saba · Southern Caribbean

  18. 18

    Saint George's

    Grenada · Southern Caribbean

  19. 19

    Disembark in Bridgetown

    Disembarkation ports can vary by sailing

Loading route map

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

Embark port
Disembark port
Port of call

Other routes to consider

Not quite the right itinerary? Compare routes that trade a little simplicity for more ports, different destinations, or a longer trip.

FAQ

What’s the best month to sail this itinerary?
It depends on weather and crowd levels. Use the sailing list to compare dates and prioritize port days with comfortable conditions.
Are these sailings all the same route?
They can be close but not identical. Look for differences in port order, arrival times, and sea day placement.
How should I choose between two similar sailings?
Compare: (1) ship, (2) port day timing, (3) number of sea days, (4) price vs cabin value, and (5) flight convenience.