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Southern Caribbean cruises

Southern Caribbean Arc: South Friars Bay, Saint-Barthélemy & Castries

South Friars Bay · Saint-Barthélemy · Castries · Terre-de-Haut (Les Saintes) · Saint George's · Bridgetown · Agadir

Balanced itinerary with more sea time than port-packed variants. Covers Saint Kitts and Nevis, Saint Barthélemy, Saint Lucia, Guadeloupe, and more. Includes anchorage-style calls.

19 nights Philipsburg Southern Caribbean 7 ports 11 sea days
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What this trip feels like

Easygoing, familiar and ship-focused

11 sea days give you plenty of uninterrupted time onboard, while South Friars Bay, Saint-Barthélemy, and Castries provide the trip's main day ashore. You're choosing this route for an easy break with minimal logistics, not destination variety.

Relaxed pace

7 ports in 19 nights

Plenty of uninterrupted ship time.

Broad destination variety

South Friars Bay · Saint-Barthélemy · Castries + more

Frequent changes of scenery across the itinerary.

Route logistics

Sails from Philipsburg

Check the exact departure and arrival ports before arranging flights.

Port experience

Saint-Barthélemy · 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 · First-time cruisers · Ship-focused trips · Easy short getaways

Think twice if · You want a port-intensive Southern Caribbean itinerary

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
Seabourn

Seabourn Ovation

Philipsburg → South Friars Bay → Agadir → Lisboa

Mar 17 · 19 nights

About average

$9,089 balcony · $478/night

All departures

All upcoming departures

Compare all sailings for this itinerary.

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Itinerary pricing

What this itinerary usually costs

Typical pricing runs around $559/night, with most departures landing in the $505-$636/night band across 1 tracked sailing.

Typical price

$559/night

$10,612 total

Normal range

$505-$636/night

$9,586-$12,077 total

Lowest recent fare

Building history

$8,369 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 →

19 nights · 7 port calls · 11 sea days · 7 countries

7 port calls across Saint Kitts and Nevis, Saint Barthélemy, Saint Lucia, Guadeloupe · Leans more toward sea time than a port-packed 19-night route.

  1. 1

    Embark in Philipsburg

    Embarkation ports can vary by sailing

  2. 2

    South Friars Bay

    Saint Kitts and Nevis · Eastern Caribbean

    Anchorage
  3. 3

    Saint-Barthélemy

    Saint Barthélemy · Eastern Caribbean

  4. 4

    Castries

    Saint Lucia · Southern Caribbean

  5. 5

    Terre-de-Haut (Les Saintes)

    Guadeloupe · Eastern Caribbean

  6. 6

    Saint George's

    Grenada · Southern Caribbean

  7. 7

    Bridgetown

    Barbados · Southern Caribbean

  8. 8

    Agadir

    Morocco · North Africa

  9. 9

    Disembark in Lisboa

    Disembarkation ports can vary by sailing

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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.