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Eastern Caribbean cruises

Eastern Caribbean Arc via Saint-Barthélemy, Philipsburg & Basseterre, Saint Kitts (Best Balance)

⚓ Saint-Barthélemy · Philipsburg · Basseterre, Saint Kitts · Saint John's · Tortola · Miami · Georgetown, Grand Cayman · Falmouth · Oranjestad · Willemstad · Kralendijk · Cabo Rojo · Nassau

Port-heavy Eastern Caribbean itinerary. Covers Saint Barthélemy, Sint Maarten (Dutch part), Saint Kitts and Nevis, and Antigua and Barbuda and more.

☾20 nights San Juan Eastern Caribbean 13 ports 7 sea days
Start with best departures See timing by month Compare alternatives

Itinerary pricing

What this itinerary usually costs

Typical pricing runs around $400/night. with most departures landing in the $394-$462/night band. across 1 tracked sailings.

Typical price

$400/night

$7,998 total

Normal range

$394-$462/night

$7,887-$9,248 total

Lowest recent fare

Building history

$8,949 total

Comparison set

1 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.

Best overall value
Oceania Cruises

Oceania Allura • Oceania Cruises

20-night Eastern Caribbean Arc via Saint-Barthélemy, Philipsburg & Basseterre, Saint Kitts

Feb 19, 2027 → Mar 11, 2027 • San Juan → Miami

$1,201 above typical

From $9,199

$460/night

Priced high

↑15% above typical

All departures

All upcoming departures

Compare all sailings for this itinerary.

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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.

February 2027
Cheapest
Median price/night
$460
1 sailing
Upcoming departures
15% above itinerary median
1 priced departures tracked

Route overview

How this route is built

Compare sailings →

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

13 port calls across Saint Barthélemy, Sint Maarten (Dutch part), Saint Kitts and Nevis, Antigua and Barbuda · More port-intensive than many 20-night alternatives.

  1. 1

    Embark in San Juan

    Embarkation ports can vary by sailing

  2. 2

    Saint-Barthélemy

    Saint Barthélemy · Eastern Caribbean

  3. 3

    Philipsburg

    Sint Maarten (Dutch part) · Eastern Caribbean

  4. 4

    Basseterre, Saint Kitts

    Saint Kitts and Nevis · Eastern Caribbean

  5. 5

    Saint John's

    Antigua and Barbuda · Eastern Caribbean

  6. 6

    Tortola

    Virgin Islands, British · Eastern Caribbean

  7. 7

    Miami

    United States · US East Coast

  8. 8

    Georgetown, Grand Cayman

    Cayman Islands · Western Caribbean

  9. 9

    Falmouth

    Jamaica · Western Caribbean

  10. 10

    Oranjestad

    Aruba · ABC Islands

  11. 11

    Willemstad

    Curaçao · ABC Islands

  12. 12

    Kralendijk

    Bonaire, Sint Eustatius and Saba · Southern Caribbean

  13. 13

    Cabo Rojo

    Dominican Republic · Eastern Caribbean

  14. 14

    Nassau

    Bahamas · Bahamas

  15. 15

    Disembark in Miami

    Disembarkation ports can vary by sailing

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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.