Eastern Caribbean cruises

Eastern Caribbean Arc via Philipsburg, San Juan & Princess Cays

Philipsburg · San Juan · Puerto Plata · Grand Turk Island · Fort Lauderdale · Princess Cays · Puerto Plata · Grand Turk Island

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

14 nights Fort Lauderdale Eastern Caribbean 8 ports 5 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

Philipsburg · San Juan · Puerto Plata + more

Frequent changes of scenery across the itinerary.

Easy logistics

Round-trip from Fort Lauderdale

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

Port experience

Philipsburg · 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 $118/night, with most departures landing in the $104-$130/night band across 1 tracked sailing.

Typical price

$118/night

$1,649 total

Normal range

$104-$130/night

$1,460-$1,824 total

Lowest recent fare

$108/night

$1,510 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 · 5 sea days · 6 countries

8 port calls across Sint Maarten (Dutch part), Puerto Rico, Dominican Republic, Turks and Caicos Islands · Neither especially port-heavy nor sea-day heavy for this trip length.

  1. 1

    Embark in Fort Lauderdale

    Embarkation ports can vary by sailing

  2. 2

    Philipsburg

    Sint Maarten (Dutch part) · Eastern Caribbean

  3. 3

    San Juan

    Puerto Rico · Eastern Caribbean

  4. 4

    Puerto Plata

    Dominican Republic · Eastern Caribbean

  5. 5

    Grand Turk Island

    Turks and Caicos Islands · Eastern Caribbean

  6. 6

    Fort Lauderdale

    United States · US East Coast

  7. 7

    Princess Cays

    Bahamas · Bahamas

    Private
  8. 8

    Puerto Plata

    Dominican Republic · Eastern Caribbean

  9. 9

    Grand Turk Island

    Turks and Caicos Islands · Eastern Caribbean

  10. 10

    Disembark in Fort Lauderdale

    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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