Eastern Caribbean cruises

Eastern Caribbean Loop via Saint George's, South Friars Bay & Road Bay

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, Guadeloupe, and more. Includes anchorage-style calls.

21 nights Bridgetown Eastern Caribbean 17 ports 4 sea days

What this trip feels like

Active, varied and destination-focused

With 17 ports across 21 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

17 ports in 21 nights

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

Broad destination variety

Saint George's · Port Elizabeth, New Jersey · Saint-Pierre + more

Frequent changes of scenery across the itinerary.

Easy logistics

Round-trip from Bridgetown

No open-jaw flights or separate arrival and departure transfers.

Port experience

Saint George's · 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 $540/night, with most departures landing in the $494-$585/night band across 1 tracked sailing.

Typical price

$540/night

$11,337 total

Normal range

$494-$585/night

$10,383-$12,294 total

Lowest recent fare

Building history

$9,859 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 →

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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