Eastern Caribbean cruises

Eastern Caribbean Arc via Cruz Bay, Saint John, Terre-de-Haut & Road Bay

Charlotte Amalie, Saint Thomas · Cruz Bay, Saint John · Terre-de-Haut (Les Saintes) · Puerto Plata · Miami · Puerto Plata · Cayo Levantado · San Juan · Spanish Town (Virgin Gorda) · Road Bay

Balanced route with a steady mix of port days and sea days. Covers Virgin Islands, U.S., Guadeloupe, Dominican Republic, United States, and more.

16 nights San Juan Eastern Caribbean 10 ports 6 sea days

What this trip feels like

Balanced, varied and easy to pace

This route gives you a steady mix of ship time and 10 ports. It suits travelers who want meaningful days ashore without turning every day into an early start and a tightly planned port call.

Balanced pace

10 ports in 16 nights

A steady alternation between time onboard and time ashore.

Broad destination variety

Charlotte Amalie, Saint Thomas · Cruz Bay, Saint John · Terre-de-Haut (Les Saintes) + 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

Charlotte Amalie, Saint Thomas · 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 · A mix of ship and shore time · First-time visitors · Travelers who like a steady pace

Think twice if · You want either an all-ports itinerary or a mostly ship-focused escape

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 $709/night, with most departures landing in the $654-$738/night band across 1 tracked sailing.

Typical price

$709/night

$11,337 total

Normal range

$654-$738/night

$10,465-$11,811 total

Lowest recent fare

Building history

$9,185 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 →

16 nights · 10 port calls · 6 sea days · 7 countries

10 port calls across Virgin Islands, U.S., Guadeloupe, Dominican Republic, United States · Neither especially port-heavy nor sea-day heavy for this trip length.

  1. 1

    Embark in San Juan

    Embarkation ports can vary by sailing

  2. 2

    Charlotte Amalie, Saint Thomas

    Virgin Islands, U.S. · Eastern Caribbean

  3. 3

    Cruz Bay, Saint John

    Virgin Islands, U.S. · Eastern Caribbean

  4. 4

    Terre-de-Haut (Les Saintes)

    Guadeloupe · Eastern Caribbean

  5. 5

    Puerto Plata

    Dominican Republic · Eastern Caribbean

  6. 6

    Miami

    United States · US East Coast

  7. 7

    Puerto Plata

    Dominican Republic · Eastern Caribbean

  8. 8

    Cayo Levantado

    Dominican Republic · Eastern Caribbean

  9. 9

    San Juan

    Puerto Rico · Eastern Caribbean

  10. 10

    Spanish Town (Virgin Gorda)

    Virgin Islands, British · Eastern Caribbean

  11. 11

    Road Bay

    Anguilla · Eastern Caribbean

  12. 12

    Disembark in Miami

    Disembarkation ports can vary by sailing

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Embark port
Disembark port
Port of call

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