Eastern Caribbean cruises

Eastern Caribbean Loop via Grand Turk Island, Ocean Cay & Philipsburg

Grand Turk Island · Ocean Cay · Nassau · Miami · Philipsburg · Saint John's · Charlotte Amalie, Saint Thomas · Puerto Plata

Balanced route with a steady mix of port days and sea days. Covers Turks and Caicos Islands, Bahamas, United States, Sint Maarten (Dutch part), and more. Includes private-island style stops.

14 nights Miami Eastern Caribbean 8 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 8 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

8 ports in 14 nights

A steady alternation between time onboard and time ashore.

Broad destination variety

Grand Turk Island · Ocean Cay · Nassau + 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

Grand Turk Island · 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 $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

$1,111 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 · 8 port calls · 6 sea days · 7 countries

8 port calls across Turks and Caicos Islands, Bahamas, United States, Sint Maarten (Dutch part) · 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

    Grand Turk Island

    Turks and Caicos Islands · Eastern Caribbean

  3. 3

    Ocean Cay

    Bahamas · Bahamas

    Private
  4. 4

    Nassau

    Bahamas · Bahamas

  5. 5

    Miami

    United States · US East Coast

  6. 6

    Philipsburg

    Sint Maarten (Dutch part) · Eastern Caribbean

  7. 7

    Saint John's

    Antigua and Barbuda · Eastern Caribbean

  8. 8

    Charlotte Amalie, Saint Thomas

    Virgin Islands, U.S. · Eastern Caribbean

  9. 9

    Puerto Plata

    Dominican Republic · Eastern Caribbean

  10. 10

    Disembark in Miami

    Disembarkation ports can vary by sailing

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Embark port
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Port of call

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