Eastern Caribbean cruises

Eastern Caribbean Loop: Basseterre, Saint Kitts & Road Bay

Basseterre, Saint Kitts · Road Bay · Spanish Town (Virgin Gorda) · Saint-Barthélemy

Port-heavy Eastern Caribbean itinerary. Covers Saint Kitts and Nevis, Anguilla, Virgin Islands, British, and Saint Barthélemy.

7 nights Philipsburg Eastern Caribbean 6 ports 1 sea day

What this trip feels like

Active, varied and destination-focused

With 6 ports across 7 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

6 ports in 7 nights

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

Broad destination variety

Basseterre, Saint Kitts · Road Bay · Spanish Town (Virgin Gorda) + more

Frequent changes of scenery across the itinerary.

Easy logistics

Round-trip from Philipsburg

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

Port experience

Basseterre, Saint Kitts · 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.

All departures

All upcoming departures

Compare all sailings for this itinerary.

Showing 16 upcoming departures.

Itinerary pricing

What this itinerary usually costs

Typical pricing runs around $899/night, with most departures landing in the $875-$920/night band across 16 tracked sailings.

Typical price

$899/night

$6,296 total

Normal range

$875-$920/night

$6,122-$6,438 total

Lowest recent fare

Building history

$5,715 total

Comparison set

16 sailings

Used for itinerary baseline

When should I go?

Prices are usually lowest in spring

March–April departures have historically offered the best value.

January is typically the most expensive time to sail this itinerary.

Typical price / night

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Best value
Mar–Apr ~$904–$916/night
Most expensive
January ~$936/night

Route overview

How this route is built

Compare sailings →

7 nights · 6 port calls · 1 sea days · 4 countries

6 port calls across Saint Kitts and Nevis, Anguilla, Virgin Islands, British, Saint Barthélemy · More port-intensive than many 7-night alternatives.

  1. 1

    Embark in Philipsburg

    Embarkation ports can vary by sailing

  2. 2

    Basseterre, Saint Kitts

    Saint Kitts and Nevis · Eastern Caribbean

  3. 3

    Road Bay

    Anguilla · Eastern Caribbean

  4. 4

    Spanish Town (Virgin Gorda)

    Virgin Islands, British · Eastern Caribbean

  5. 5

    Spanish Town (Virgin Gorda)

    Virgin Islands, British · Eastern Caribbean

  6. 6

    Saint-Barthélemy

    Saint Barthélemy · Eastern Caribbean

  7. 7

    Saint-Barthélemy

    Saint Barthélemy · Eastern Caribbean

  8. 8

    Disembark in Philipsburg

    Disembarkation ports can vary by sailing

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Embark port
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