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Eastern Caribbean cruises

Eastern Caribbean Arc via Road Bay, Antigua & Christiansted, Saint Croix

Road Bay · Antigua · Christiansted, Saint Croix · Catalina Island · Puerto Plata

Port-heavy Eastern Caribbean itinerary. Covers Anguilla, Antigua and Barbuda, Virgin Islands, U.S., and Dominican Republic.

7 nights San Juan Eastern Caribbean 5 ports 2 sea days
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What this trip feels like

Active, varied and destination-focused

With 5 ports across 7 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

5 ports in 7 nights

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

Broad destination variety

Road Bay · Antigua · Christiansted, Saint Croix + 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

Road Bay · 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.

Best overall value
Explora Journeys

Explora II

San Juan → Road Bay → Puerto Plata → Miami

Nov 15 · 7 nights

No pricing inside

All departures

All upcoming departures

Compare all sailings for this itinerary.

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Itinerary pricing

What this itinerary usually costs

Pricing history is still building for this itinerary.

Typical price

Building history

Normal range

Building history

Lowest recent fare

Building history

Comparison set

Building history

Waiting for more tracked pricing

When should I go?

Not enough departures yet to identify a reliable cheaper season.

Route overview

How this route is built

Compare sailings →

7 nights · 5 port calls · 2 sea days · 4 countries

5 port calls across Anguilla, Antigua and Barbuda, Virgin Islands, U.S., Dominican Republic · More port-intensive than many 7-night alternatives.

  1. 1

    Embark in San Juan

    Embarkation ports can vary by sailing

  2. 2

    Road Bay

    Anguilla · Eastern Caribbean

  3. 3

    Antigua

    Antigua and Barbuda · Eastern Caribbean

  4. 4

    Christiansted, Saint Croix

    Virgin Islands, U.S. · Eastern Caribbean

  5. 5

    Catalina Island

    Dominican Republic · Eastern Caribbean

  6. 6

    Puerto Plata

    Dominican Republic · Eastern Caribbean

  7. 7

    Disembark in Miami

    Disembarkation ports can vary by sailing

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Embark port
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Port of call

Other routes to consider

Not quite the right itinerary? Compare routes that trade a little simplicity for more ports, different destinations, or a longer trip.

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.