Eastern Caribbean cruises

Eastern Caribbean Loop via Puerto Plata, Cayo Levantado & San Juan

Puerto Plata · Cayo Levantado · San Juan · Charlotte Amalie, Saint Thomas · Spanish Town (Virgin Gorda) · Miami · Ocho Rios · Puerto Santo Tomás de Castilla · Roatán · Belize City · Key West

Balanced route with a steady mix of port days and sea days. Covers Dominican Republic, Puerto Rico, Virgin Islands, U.S., Virgin Islands, British, and more.

18 nights Miami Eastern Caribbean 11 ports 7 sea days

What this trip feels like

Balanced, varied and easy to pace

This route gives you a steady mix of ship time and 11 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

11 ports in 18 nights

A steady alternation between time onboard and time ashore.

Broad destination variety

Puerto Plata · Cayo Levantado · San Juan + more

Frequent changes of scenery across the itinerary.

Easy logistics

Round-trip from Miami

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

Port experience

Puerto Plata · 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 $612/night, with most departures landing in the $573-$640/night band across 1 tracked sailing.

Typical price

$612/night

$11,013 total

Normal range

$573-$640/night

$10,312-$11,520 total

Lowest recent fare

$517/night

$9,300 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 →

18 nights · 11 port calls · 7 sea days · 9 countries

11 port calls across Dominican Republic, Puerto Rico, Virgin Islands, U.S., Virgin Islands, British · Neither especially port-heavy nor sea-day heavy for this trip length.

  1. 1

    Embark in Miami

    Embarkation ports can vary by sailing

  2. 2

    Puerto Plata

    Dominican Republic · Eastern Caribbean

  3. 3

    Cayo Levantado

    Dominican Republic · Eastern Caribbean

  4. 4

    San Juan

    Puerto Rico · Eastern Caribbean

  5. 5

    Charlotte Amalie, Saint Thomas

    Virgin Islands, U.S. · Eastern Caribbean

  6. 6

    Spanish Town (Virgin Gorda)

    Virgin Islands, British · Eastern Caribbean

  7. 7

    Miami

    United States · US East Coast

  8. 8

    Ocho Rios

    Jamaica · Western Caribbean

  9. 9

    Puerto Santo Tomás de Castilla

    Guatemala · Central America

  10. 10

    Roatán

    Honduras · Western Caribbean

  11. 11

    Belize City

    Belize · Western Caribbean

  12. 12

    Key West

    United States · US East Coast

  13. 13

    Disembark in Miami

    Disembarkation ports can vary by sailing

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Embark port
Disembark port
Port of call

Other routes to consider

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