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Southern Caribbean cruises

Southern Caribbean Arc via Road Town, Tortola, Basseterre, Saint Kitts & Castries

Road Town, Tortola · Basseterre, Saint Kitts · Castries · Bridgetown · Philipsburg

Balanced itinerary with more sea time than port-packed variants. Covers Virgin Islands, British, Saint Kitts and Nevis, Saint Lucia, Barbados, and more.

13 nights New York Southern Caribbean 5 ports 7 sea days
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What this trip feels like

Easygoing, familiar and ship-focused

7 sea days give you plenty of uninterrupted time onboard, while Road Town, Tortola, Basseterre, Saint Kitts, 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

5 ports in 13 nights

Plenty of uninterrupted ship time.

Broad destination variety

Road Town, Tortola · Basseterre, Saint Kitts · Castries + more

Frequent changes of scenery across the itinerary.

Easy logistics

Round-trip from New York

No open-jaw flights or separate arrival and departure transfers.

Port experience

Road Town, Tortola · Expect plenty of cruise traffic

This port regularly handles substantial cruise traffic, although conditions still vary by date.

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
Cunard Line

Queen Mary 2

New York → Road Town, Tortola → Philipsburg → New York

Dec 22 · 13 nights

Exceptional value

$2,573 inside · $198/night

31% below typical · 6-month low

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 $161/night, with most departures landing in the $142-$194/night band across 1 tracked sailing.

Typical price

$161/night

$2,098 total

Normal range

$142-$194/night

$1,852-$2,524 total

Lowest recent fare

$198/night

$2,573 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 →

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

5 port calls across Virgin Islands, British, Saint Kitts and Nevis, Saint Lucia, Barbados · Leans more toward sea time than a port-packed 13-night route.

  1. 1

    Embark in New York

    Embarkation ports can vary by sailing

  2. 2

    Road Town, Tortola

    Virgin Islands, British · Eastern Caribbean

  3. 3

    Basseterre, Saint Kitts

    Saint Kitts and Nevis · Eastern Caribbean

  4. 4

    Castries

    Saint Lucia · Southern Caribbean

  5. 5

    Bridgetown

    Barbados · Southern Caribbean

  6. 6

    Philipsburg

    Sint Maarten (Dutch part) · Eastern Caribbean

  7. 7

    Disembark in New York

    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.