Eastern Caribbean cruises

Eastern Caribbean Arc: Castries, Little Bay & South Friars Bay

Castries · Little Bay · Antigua · South Friars Bay · Jost Van Dyke · Philipsburg · Tortola · South Friars Bay · Les Trois-Îlets · Port Elizabeth, Bequia · Saint George's

Port-heavy Eastern Caribbean itinerary. Covers Saint Lucia, Montserrat, Antigua and Barbuda, Saint Kitts and Nevis, and more. Includes anchorage-style calls.

14 nights Bridgetown Eastern Caribbean 11 ports 9 sea days

What this trip feels like

Port-intensive itinerary

Port-intensive itinerary with 11 port calls across 14 nights.

Port-forward pace

11 ports in 14 nights

Most days are port days.

Broad destination variety

Castries · Little Bay · Antigua + more

Frequent port calls throughout the itinerary.

Easy logistics

Round-trip from Bridgetown

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

Port experience

Castries · 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

11 of 11 sailings with enough price history currently have favorable pricing. Median current fare is $707/night.

Median current fare

$707/night

$9,898 total

Lowest recent fare

$543/night

$7,599 total

Pricing signal

11 of 11 favorable

Price history for 11 of 11 sailings

Comparison set

11 sailings

Currently priced departures

When should I go?

Not enough departures yet to identify a reliable cheaper season.

Route overview

How this route is built

Compare sailings →

14 nights · 11 port calls · 9 sea days · 9 countries

11 port calls across Saint Lucia, Montserrat, Antigua and Barbuda, Saint Kitts and Nevis · More port-intensive than many 14-night alternatives.

  1. 1

    Embark in Bridgetown

    Embarkation ports can vary by sailing

  2. 2

    Castries

    Saint Lucia · Southern Caribbean

  3. 3

    Little Bay

    Montserrat · Eastern Caribbean

  4. 4

    Antigua

    Antigua and Barbuda · Eastern Caribbean

  5. 5

    South Friars Bay

    Saint Kitts and Nevis · Eastern Caribbean

    Anchorage
  6. 6

    Jost Van Dyke

    Virgin Islands, British · Eastern Caribbean

  7. 7

    Philipsburg

    Sint Maarten (Dutch part) · Eastern Caribbean

  8. 8

    Tortola

    Virgin Islands, British · Eastern Caribbean

  9. 9

    South Friars Bay

    Saint Kitts and Nevis · Eastern Caribbean

    Anchorage
  10. 10

    Les Trois-Îlets

    Martinique · Southern Caribbean

  11. 11

    Port Elizabeth, Bequia

    Saint Vincent and the Grenadines · Southern Caribbean

  12. 12

    Saint George's

    Grenada · Southern Caribbean

  13. 13

    Disembark in Bridgetown

    Disembarkation ports can vary by sailing

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Embark port
Disembark port
Port of call

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