Eastern Caribbean cruises

Eastern Caribbean Loop via Puerto Plata, San Juan & Princess Cays (Rare Variant)

⚓ Puerto Plata · San Juan · Saint Thomas · Grand Turk Island · Fort Lauderdale · Princess Cays · Grand Turk Island · Nassau

Port-heavy Eastern Caribbean itinerary. Covers Dominican Republic, Puerto Rico, Virgin Islands, U.S., and Turks and Caicos Islands and more. Includes private-island style stops.

☾8 nights Fort Lauderdale Eastern Caribbean 8 ports

Itinerary pricing

What this itinerary usually costs

Typical pricing runs around $126/night. with most departures landing in the $113-$138/night band. across 1 tracked sailings.

Typical price

$126/night

$1,009 total

Normal range

$113-$138/night

$901-$1,103 total

Lowest recent fare

Building history

$939 total

Comparison set

1 sailings

Used for itinerary baseline

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.

When should I go?

Scan monthly pricing to see which departure windows tend to look stronger or weaker for this itinerary.

January 2027
Cheapest
Median price/night
$144
1 sailing
Upcoming departures
14% above itinerary median
1 priced departures tracked

Route overview

How this route is built

Compare sailings →

8 nights · 8 port calls · 6 countries

8 port calls across Dominican Republic, Puerto Rico, Virgin Islands, U.S., Turks and Caicos Islands · More port-intensive than many 8-night alternatives.

  1. 1

    Embark in Fort Lauderdale

    Embarkation ports can vary by sailing

  2. 2

    Puerto Plata

    Dominican Republic · Eastern Caribbean

  3. 3

    San Juan

    Puerto Rico · Eastern Caribbean

  4. 4

    Saint Thomas

    Virgin Islands, U.S. · 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

    Grand Turk Island

    Turks and Caicos Islands · Eastern Caribbean

  9. 9

    Nassau

    Bahamas · Bahamas

  10. 10

    Disembark in Fort Lauderdale

    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

Alternatives

Compare nearby alternatives

Nearby options in the same planning set, with price and trip-shape tradeoffs called out so you can compare without restarting your search.

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.