Eastern Caribbean cruises

Eastern Caribbean Arc via Basseterre, Saint Kitts, Road Bay & Spanish Town (Best Balance)

⚓ Basseterre, Saint Kitts · Road Bay · Spanish Town (Virgin Gorda) · Saint-Barthélemy · Philipsburg · Spanish Town (Virgin Gorda) · Saint-Barthélemy · Charlestown · Saint John's · Soufriere

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

☾7–14 nights Philipsburg Eastern Caribbean 12 ports

Itinerary pricing

What this itinerary usually costs

Typical pricing runs around $852/night. with most departures landing in the $761-$889/night band. across 5 tracked sailings.

Typical price

$852/night

$11,924 total

Normal range

$761-$889/night

$10,660-$12,443 total

Lowest recent fare

Building history

$5,783 total

Comparison set

5 sailings

Used for itinerary baseline

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.

When should I go?

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

November 2027
Cheapest
Median price/night
$814
2 sailings
Upcoming departures
Typical value
2 priced departures tracked
February 2028
Priciest
Median price/night
$854
1 sailing
Upcoming departures
Typical value
1 priced departures tracked
March 2028
Median price/night
$846
2 sailings
Upcoming departures
Typical value
2 priced departures tracked

Route overview

How this route is built

Compare sailings →

7–14 nights · 12 port calls · 7 countries

12 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

    Philipsburg

    Sint Maarten (Dutch part) · Eastern Caribbean

  9. 9

    Spanish Town (Virgin Gorda)

    Virgin Islands, British · Eastern Caribbean

  10. 10

    Saint-Barthélemy

    Saint Barthélemy · Eastern Caribbean

  11. 11

    Charlestown

    Saint Kitts and Nevis · Eastern Caribbean

  12. 12

    Saint John's

    Antigua and Barbuda · Eastern Caribbean

  13. 13

    Soufriere

    Saint Lucia · Southern Caribbean

  14. 14

    Disembark in Bridgetown or Philipsburg

    Disembarkation ports can vary by sailing

Loading route map

Render your Mapbox or Leaflet map here from the supplied route and port JSON.

Embark port
Disembark port
Port of call

Alternatives

Compare nearby alternatives

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.