Eastern Caribbean cruises

Eastern Caribbean Arc: Road Bay, South Friars Bay & Rodney Bay

San Juan · Road Bay · South Friars Bay · Marigot · Road Bay · Terre-de-Haut (Les Saintes) · Fort-de-France · Rodney Bay · Roseau · Little Bay · Antigua · Jost Van Dyke

Port-heavy Eastern Caribbean itinerary. Covers Puerto Rico, Anguilla, Saint Kitts and Nevis, Saint Martin (French part), and more. Includes anchorage-style calls.

16 nights Miami Eastern Caribbean 12 ports 8 sea days

What this trip feels like

Port-intensive itinerary

Port-intensive itinerary with 12 port calls across 16 nights.

Port-forward pace

12 ports in 16 nights

Most days are port days.

Broad destination variety

San Juan · Road Bay · South Friars Bay + more

Frequent port calls throughout the itinerary.

Easy logistics

Round-trip from Miami

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

Port experience

San Juan · 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

0 of 1 sailings with enough price history currently have favorable pricing. Median current fare is $550/night.

Median current fare

$550/night

$8,799 total

Lowest recent fare

$550/night

$8,799 total

Pricing signal

0 of 1 favorable

Price history for 1 of 1 sailings

Comparison set

1 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 →

16 nights · 12 port calls · 8 sea days · 11 countries

12 port calls across Puerto Rico, Anguilla, Saint Kitts and Nevis, Saint Martin (French part) · More port-intensive than many 16-night alternatives.

  1. 1

    Embark in Miami

    Embarkation ports can vary by sailing

  2. 2

    San Juan

    Puerto Rico · Eastern Caribbean

  3. 3

    Road Bay

    Anguilla · Eastern Caribbean

  4. 4

    South Friars Bay

    Saint Kitts and Nevis · Eastern Caribbean

    Anchorage
  5. 5

    Marigot

    Saint Martin (French part) · Eastern Caribbean

  6. 6

    Road Bay

    Anguilla · Eastern Caribbean

  7. 7

    Terre-de-Haut (Les Saintes)

    Guadeloupe · Eastern Caribbean

  8. 8

    Fort-de-France

    Martinique · Southern Caribbean

  9. 9

    Rodney Bay

    Saint Lucia · Southern Caribbean

  10. 10

    Roseau

    Dominica · Southern Caribbean

  11. 11

    Little Bay

    Montserrat · Eastern Caribbean

  12. 12

    Antigua

    Antigua and Barbuda · Eastern Caribbean

  13. 13

    Jost Van Dyke

    Virgin Islands, British · Eastern Caribbean

  14. 14

    Disembark in Miami

    Disembarkation ports can vary by sailing

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Embark port
Disembark port
Port of call

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