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Eastern Caribbean cruises

Eastern Caribbean Loop via Grand Turk Island & San Juan

Grand Turk Island · San Juan · Puerto Plata

Balanced itinerary with more sea time than port-packed variants. Covers Turks and Caicos Islands, Puerto Rico, and Dominican Republic.

14 nights Fort Lauderdale Eastern Caribbean 3 ports 11 sea days
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What this trip feels like

Easygoing, familiar and ship-focused

11 sea days give you plenty of uninterrupted time onboard, while Grand Turk Island, San Juan, and Puerto Plata provide the trip's main day ashore. You're choosing this route for an easy break with minimal logistics, not destination variety.

Relaxed pace

3 ports in 14 nights

Plenty of uninterrupted ship time.

Focused destination mix

Grand Turk Island · San Juan · Puerto Plata

A focused set of stops without a new destination every day.

Easy logistics

Round-trip from Fort Lauderdale

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 · First-time cruisers · Ship-focused trips · Easy short getaways

Think twice if · You want a port-intensive Eastern Caribbean itinerary

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.

Best overall value
Princess Cruises

Sun Princess

Fort Lauderdale → Grand Turk Island → Princess Cays → Fort Lauderdale

Feb 14 · 14 nights

$1,374 inside · $98/night

All departures

All upcoming departures

Compare all sailings for this itinerary.

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Itinerary pricing

What this itinerary usually costs

Typical pricing runs around $105/night, with most departures landing in the $87-$111/night band across 1 tracked sailing.

Typical price

$105/night

$1,473 total

Normal range

$87-$111/night

$1,217-$1,548 total

Lowest recent fare

$98/night

$1,374 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 · 3 port calls · 11 sea days · 3 countries

3 port calls across Turks and Caicos Islands, Puerto Rico, Dominican Republic · Leans more toward sea time than a port-packed 14-night route.

  1. 1

    Embark in Fort Lauderdale

    Embarkation ports can vary by sailing

  2. 2

    Grand Turk Island

    Turks and Caicos Islands · Eastern Caribbean

  3. 3

    San Juan

    Puerto Rico · Eastern Caribbean

  4. 4

    Puerto Plata

    Dominican Republic · Eastern Caribbean

  5. 5

    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

Not quite the right itinerary? Compare routes that trade a little simplicity for more ports, different destinations, or a longer trip.

FAQ

What’s the best month to sail this itinerary?
It depends on weather and crowd levels. Use the sailing list to compare dates and prioritize port days with comfortable conditions.
Are these sailings all the same route?
They can be close but not identical. Look for differences in port order, arrival times, and sea day placement.
How should I choose between two similar sailings?
Compare: (1) ship, (2) port day timing, (3) number of sea days, (4) price vs cabin value, and (5) flight convenience.