Southern Caribbean cruises

Southern Caribbean Loop via San Juan, Philipsburg & Fort-de-France (Rare Variant)

⚓ San Juan · Philipsburg · Fort-de-France · Saint George's · Castries

Port-heavy Southern Caribbean itinerary. Covers Puerto Rico, Sint Maarten (Dutch part), Martinique, and Grenada and more.

☾7 nights Bridgetown Southern Caribbean 5 ports 2 sea days

Itinerary pricing

What this itinerary usually costs

Typical pricing runs around $116/night. with most departures landing in the $104-$143/night band. across 1 tracked sailings.

Typical price

$116/night

$812 total

Normal range

$104-$143/night

$726-$998 total

Lowest recent fare

Building history

$945 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

Compare all sailings for this itinerary.

When should I go?

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

January 2027
Cheapest
Median price/night
$174
1 sailing
Upcoming departures
50% above itinerary median
1 priced departures tracked

Route overview

How this route is built

Compare sailings →

7 nights · 5 port calls · 2 sea days · 5 countries

5 port calls across Puerto Rico, Sint Maarten (Dutch part), Martinique, Grenada · More port-intensive than many 7-night alternatives.

  1. 1

    Embark in Bridgetown

    Embarkation ports can vary by sailing

  2. 2

    San Juan

    Puerto Rico · Eastern Caribbean

  3. 3

    Philipsburg

    Sint Maarten (Dutch part) · Eastern Caribbean

  4. 4

    Fort-de-France

    Martinique · Southern Caribbean

  5. 5

    Saint George's

    Grenada · Southern Caribbean

  6. 6

    Castries

    Saint Lucia · Southern Caribbean

  7. 7

    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

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.