Eastern Caribbean cruises

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

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, Antigua and Barbuda, and more.

20 nights San Juan Eastern Caribbean 13 ports 7 sea days

What this trip feels like

Active, varied and destination-focused

With 13 ports across 20 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

13 ports in 20 nights

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

Broad destination variety

Saint-Barthélemy · Philipsburg · Basseterre, Saint Kitts + more

Frequent changes of scenery across the itinerary.

Route logistics

Sails from San Juan

Check the exact departure and arrival ports before arranging flights.

Port experience

Saint-Barthélemy · 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.

Itinerary pricing

What this itinerary usually costs

Typical pricing runs around $405/night, with most departures landing in the $394-$496/night band across 1 tracked sailing.

Typical price

$405/night

$8,109 total

Normal range

$394-$496/night

$7,887-$9,915 total

Lowest recent fare

Building history

$9,249 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 →

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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Disembark port
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