Eastern Caribbean cruises

Eastern Caribbean Loop: Puerto Plata, Ocean Cay & Cozumel

Miami · Puerto Plata · San Juan · Ocean Cay · Miami · Roatán · Costa Maya (Mahahual) · Cozumel · Ocean Cay · Miami

Port-heavy Eastern Caribbean itinerary. Covers United States, Dominican Republic, Puerto Rico, Bahamas, and more. Includes private-island style stops.

14 nights Miami Eastern Caribbean 10 ports 4 sea days

What this trip feels like

Active, varied and destination-focused

With 10 ports across 14 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

10 ports in 14 nights

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

Broad destination variety

Miami · Puerto Plata · 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

Miami · Expect a busy cruise port

Multiple ships and thousands of cruise passengers are common here.

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.

Showing 26 upcoming departures.

Itinerary pricing

What this itinerary usually costs

Typical pricing runs around $67/night, with most departures landing in the $58-$100/night band across 26 tracked sailings.

Typical price

$67/night

$944 total

Normal range

$58-$100/night

$807-$1,398 total

Lowest recent fare

$53/night

$744 total

Comparison set

26 sailings

Used for itinerary baseline

When should I go?

Prices are usually lowest in winter

December–February departures have historically offered the best value.

June is typically the most expensive time to sail this itinerary.

Typical price / night

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Best value
Dec–Feb ~$56–$118/night
Most expensive
June ~$177/night

Route overview

How this route is built

Compare sailings →

14 nights · 10 port calls · 4 sea days · 6 countries

10 port calls across United States, Dominican Republic, Puerto Rico, Bahamas · More port-intensive than many 14-night alternatives.

  1. 1

    Embark in Miami

    Embarkation ports can vary by sailing

  2. 2

    Miami

    United States · US East Coast

  3. 3

    Puerto Plata

    Dominican Republic · Eastern Caribbean

  4. 4

    San Juan

    Puerto Rico · Eastern Caribbean

  5. 5

    Ocean Cay

    Bahamas · Bahamas

    Private
  6. 6

    Miami

    United States · US East Coast

  7. 7

    Roatán

    Honduras · Western Caribbean

  8. 8

    Costa Maya (Mahahual)

    Mexico · Western Caribbean

  9. 9

    Cozumel

    Mexico · Western Caribbean

  10. 10

    Ocean Cay

    Bahamas · Bahamas

    Private
  11. 11

    Miami

    United States · US East Coast

  12. 12

    Disembark in Miami

    Disembarkation ports can vary by sailing

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