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Southern Caribbean cruises

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

South Friars Bay · Saint-Barthélemy · Fort-de-France · Terre-de-Haut (Les Saintes) · Saint George's · Bridgetown · Rodney Bay · Curaçao · Oranjestad · Bonaire

Port-heavy Southern Caribbean itinerary. Covers Saint Kitts and Nevis, Saint Barthélemy, Martinique, Guadeloupe, and more. Includes anchorage-style calls.

14 nights Philipsburg Southern Caribbean 10 ports 3 sea days
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What this trip feels like

Active, varied and destination-focused

With 10 ports across 14 nights, this trip keeps the focus on time ashore. Expect more destination variety and a busier rhythm, with the ship serving as the link between port days.

Port-forward pace

10 ports in 14 nights

Most days put a destination at the center of the plan.

Broad destination variety

South Friars Bay · Saint-Barthélemy · Fort-de-France + 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 · Destination-led trips · Active days ashore · Travelers who prefer variety

Think twice if · You want long, uninterrupted stretches of time onboard

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 → Bonaire → Bridgetown

Jan 27 · 14 nights

About average

$7,649 balcony · $546/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 $617/night, with most departures landing in the $571-$685/night band across 1 tracked sailing.

Typical price

$617/night

$8,638 total

Normal range

$571-$685/night

$7,989-$9,596 total

Lowest recent fare

$546/night

$7,649 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 →

14 nights · 10 port calls · 3 sea days · 10 countries

10 port calls across Saint Kitts and Nevis, Saint Barthélemy, Martinique, Guadeloupe · More port-intensive than many 14-night alternatives.

  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

    Fort-de-France

    Martinique · 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

    Rodney Bay

    Saint Lucia · Southern Caribbean

  9. 9

    Curaçao

    Curaçao · ABC Islands

  10. 10

    Oranjestad

    Aruba · ABC Islands

  11. 11

    Bonaire

    Bonaire, Sint Eustatius and Saba · Southern Caribbean

  12. 12

    Disembark in Bridgetown

    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.