Southern Caribbean cruises

Southern Caribbean Loop via Oranjestad, Curaçao & Kingstown (Best Balance)

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

Balanced route with a steady mix of port days and sea days. Covers Barbados, Aruba, Curaçao, and Saint Vincent and the Grenadines and more.

☾28 nights Bridgetown Southern Caribbean 17 ports 11 sea days

Itinerary pricing

What this itinerary usually costs

Typical pricing runs around $169/night. with most departures landing in the $135-$265/night band. across 1 tracked sailings.

Typical price

$169/night

$4,742 total

Normal range

$135-$265/night

$3,775-$7,411 total

Lowest recent fare

$179/night

$4,999 total

Comparison set

1 sailings

Used for itinerary baseline

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.

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All upcoming departures

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When should I go?

Scan monthly pricing to see which departure windows tend to look stronger or weaker for this itinerary.

December 2026
Cheapest
Median price/night
$179
1 sailing
Upcoming departures
5% above itinerary median
1 priced departures tracked

Route overview

How this route is built

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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

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Embark port
Disembark port
Port of call

Alternatives

Compare nearby alternatives

Nearby options in the same planning set, with price and trip-shape tradeoffs called out so you can compare without restarting your search.

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.