Eastern Caribbean cruises

Eastern Caribbean Loop via Nassau, Ocean Cay & Puerto Plata

Miami · Nassau · Ocean Cay · Puerto Plata · Miami · Nassau · San Juan · Philipsburg · Charlotte Amalie, Saint Thomas · Miami

Port-heavy Eastern Caribbean itinerary. Covers United States, Bahamas, Dominican Republic, Puerto Rico, 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 · Nassau · Ocean Cay + 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.

Itinerary pricing

What this itinerary usually costs

Typical pricing runs around $127/night, with most departures landing in the $73-$136/night band across 1 tracked sailing.

Typical price

$127/night

$1,778 total

Normal range

$73-$136/night

$1,016-$1,898 total

Lowest recent fare

Building history

$1,031 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 →

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

10 port calls across United States, Bahamas, Dominican Republic, Puerto Rico · 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

    Nassau

    Bahamas · Bahamas

  4. 4

    Ocean Cay

    Bahamas · Bahamas

    Private
  5. 5

    Puerto Plata

    Dominican Republic · Eastern Caribbean

  6. 6

    Miami

    United States · US East Coast

  7. 7

    Nassau

    Bahamas · Bahamas

  8. 8

    San Juan

    Puerto Rico · Eastern Caribbean

  9. 9

    Philipsburg

    Sint Maarten (Dutch part) · Eastern Caribbean

  10. 10

    Charlotte Amalie, Saint Thomas

    Virgin Islands, U.S. · Eastern Caribbean

  11. 11

    Miami

    United States · US East Coast

  12. 12

    Disembark in Miami

    Disembarkation ports can vary by sailing

Loading route map

Render your Mapbox or Leaflet map here from the supplied route and port JSON.

Embark port
Disembark port
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.