Eastern Caribbean cruises

Eastern Caribbean Loop via Saint George's, South Friars Bay & Road Bay (Rare Variant)

⚓ Saint George's · Port Elizabeth, New Jersey · Saint-Pierre · Terre-de-Haut (Les Saintes) · Antigua · South Friars Bay · Jost Van Dyke · Road Bay · Philipsburg · Tortola · Road Bay · Falmouth · South Friars Bay · Terre-de-Haut (Les Saintes) · Oranjestad · Curaçao · Bonaire

Port-heavy Eastern Caribbean itinerary. Covers Grenada, United States, Martinique, and Guadeloupe and more. Includes anchorage-style calls.

☾21 nights Bridgetown Eastern Caribbean 17 ports 4 sea days

Itinerary pricing

What this itinerary usually costs

Typical pricing runs around $580/night. with most departures landing in the $532-$614/night band. across 1 tracked sailings.

Typical price

$580/night

$12,176 total

Normal range

$532-$614/night

$11,166-$12,897 total

Lowest recent fare

Building history

$5,399 total

Comparison set

1 sailings

Used for itinerary baseline

Best departures

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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
$552
1 sailing
Upcoming departures
Lower-priced month
1 priced departures tracked

Route overview

How this route is built

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21 nights · 17 port calls · 4 sea days · 12 countries

17 port calls across Grenada, United States, Martinique, Guadeloupe · More port-intensive than many 21-night alternatives.

  1. 1

    Embark in Bridgetown

    Embarkation ports can vary by sailing

  2. 2

    Saint George's

    Grenada · Southern Caribbean

  3. 3

    Port Elizabeth, New Jersey

    United States · US East Coast

  4. 4

    Saint-Pierre

    Martinique · Southern Caribbean

  5. 5

    Terre-de-Haut (Les Saintes)

    Guadeloupe · Eastern Caribbean

  6. 6

    Antigua

    Antigua and Barbuda · Eastern Caribbean

  7. 7

    South Friars Bay

    Saint Kitts and Nevis · Eastern Caribbean

    Anchorage
  8. 8

    Jost Van Dyke

    Virgin Islands, British · Eastern Caribbean

  9. 9

    Road Bay

    Anguilla · Eastern Caribbean

  10. 10

    Philipsburg

    Sint Maarten (Dutch part) · Eastern Caribbean

  11. 11

    Tortola

    Virgin Islands, British · Eastern Caribbean

  12. 12

    Road Bay

    Anguilla · Eastern Caribbean

  13. 13

    Falmouth

    Antigua and Barbuda · Eastern Caribbean

  14. 14

    South Friars Bay

    Saint Kitts and Nevis · Eastern Caribbean

    Anchorage
  15. 15

    Terre-de-Haut (Les Saintes)

    Guadeloupe · Eastern Caribbean

  16. 16

    Oranjestad

    Aruba · ABC Islands

  17. 17

    Curaçao

    Curaçao · ABC Islands

  18. 18

    Bonaire

    Bonaire, Sint Eustatius and Saba · Southern Caribbean

  19. 19

    Disembark in Bridgetown

    Disembarkation ports can vary by sailing

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Embark port
Disembark port
Port of call

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.