Eastern Caribbean cruises

Eastern Caribbean Loop via Tortola, Philipsburg & Antigua (Rare Variant)

⚓ Tortola · Philipsburg · Antigua · Saint George's · Castries · Bridgetown

Balanced route with a steady mix of port days and sea days. Covers Virgin Islands, British, Sint Maarten (Dutch part), Antigua and Barbuda, and Grenada and more.

☾14 nights Basseterre, Saint Kitts Eastern Caribbean 9 ports 5 sea days

Itinerary pricing

What this itinerary usually costs

Typical pricing runs around $162/night. with most departures landing in the $136-$193/night band. across 1 tracked sailings.

Typical price

$162/night

$2,269 total

Normal range

$136-$193/night

$1,899-$2,696 total

Lowest recent fare

Building history

$2,369 total

Comparison set

1 sailings

Used for itinerary baseline

Best departures

Best upcoming sailings

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When should I go?

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

December 2027
Cheapest
Median price/night
$232
1 sailing
Upcoming departures
43% above itinerary median
1 priced departures tracked

Route overview

How this route is built

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14 nights · 9 port calls · 5 sea days · 6 countries

9 port calls across Virgin Islands, British, Sint Maarten (Dutch part), Antigua and Barbuda, Grenada · Neither especially port-heavy nor sea-day heavy for this trip length.

  1. 1

    Embark in Basseterre, Saint Kitts

    Embarkation ports can vary by sailing

  2. 2

    Tortola

    Virgin Islands, British · Eastern Caribbean

  3. 3

    Philipsburg

    Sint Maarten (Dutch part) · Eastern Caribbean

  4. 4

    Antigua

    Antigua and Barbuda · Eastern Caribbean

  5. 5

    Antigua

    Antigua and Barbuda · Eastern Caribbean

  6. 6

    Antigua

    Antigua and Barbuda · Eastern Caribbean

  7. 7

    Saint George's

    Grenada · Southern Caribbean

  8. 8

    Castries

    Saint Lucia · Southern Caribbean

  9. 9

    Bridgetown

    Barbados · Southern Caribbean

  10. 10

    Bridgetown

    Barbados · Southern Caribbean

  11. 11

    Disembark in Basseterre, Saint Kitts

    Disembarkation ports can vary by sailing

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Embark port
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Alternatives

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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.