Southern Caribbean cruises

Southern Caribbean Loop via Kingstown, Port-of-Spain & Saint George (Rare Variant)

⚓ Kingstown · Port-of-Spain · Saint George · Fort-de-France · Pointe-à-Pitre · Philipsburg · Saint John's · Basseterre, Saint Kitts · Roseau · Fort-de-France · Pointe-à-Pitre · Castries

Port-heavy Southern Caribbean itinerary. Covers Saint Vincent and the Grenadines, Trinidad and Tobago, Bermuda, and Martinique and more.

☾14 nights Bridgetown Southern Caribbean 12 ports 2 sea days

Itinerary pricing

What this itinerary usually costs

Typical pricing runs around $165/night. with most departures landing in the $80-$173/night band. across 1 tracked sailings.

Typical price

$165/night

$2,306 total

Normal range

$80-$173/night

$1,116-$2,420 total

Lowest recent fare

Building history

$2,261 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.

All departures

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.

February 2028
Cheapest
Median price/night
$162
1 sailing
Upcoming departures
Typical value
1 priced departures tracked

Route overview

How this route is built

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14 nights · 12 port calls · 2 sea days · 10 countries

12 port calls across Saint Vincent and the Grenadines, Trinidad and Tobago, Bermuda, Martinique · More port-intensive than many 14-night alternatives.

  1. 1

    Embark in Bridgetown

    Embarkation ports can vary by sailing

  2. 2

    Kingstown

    Saint Vincent and the Grenadines · Southern Caribbean

  3. 3

    Port-of-Spain

    Trinidad and Tobago · Southern Caribbean

  4. 4

    Saint George

    Bermuda · Bermuda

  5. 5

    Fort-de-France

    Martinique · Southern Caribbean

  6. 6

    Pointe-à-Pitre

    Guadeloupe · Eastern Caribbean

  7. 7

    Philipsburg

    Sint Maarten (Dutch part) · Eastern Caribbean

  8. 8

    Saint John's

    Antigua and Barbuda · Eastern Caribbean

  9. 9

    Basseterre, Saint Kitts

    Saint Kitts and Nevis · Eastern Caribbean

  10. 10

    Roseau

    Dominica · Southern Caribbean

  11. 11

    Fort-de-France

    Martinique · Southern Caribbean

  12. 12

    Pointe-à-Pitre

    Guadeloupe · Eastern Caribbean

  13. 13

    Castries

    Saint Lucia · Southern Caribbean

  14. 14

    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.