Eastern Caribbean cruises

Eastern Caribbean Loop via Catalina Island, Spanish Town & Philipsburg (Best Balance)

⚓ Catalina Island · Spanish Town (Virgin Gorda) · Philipsburg · Basseterre, Saint Kitts · Saint John's · La Romana · Catalina Island · Oranjestad · Willemstad · Kralendijk · Saint George's

Port-heavy Eastern Caribbean itinerary. Covers Dominican Republic, Virgin Islands, British, Sint Maarten (Dutch part), and Saint Kitts and Nevis and more.

☾14 nights La Romana Eastern Caribbean 11 ports 3 sea days

Itinerary pricing

What this itinerary usually costs

Typical pricing runs around $119/night. with most departures landing in the $109-$125/night band. across 6 tracked sailings.

Typical price

$119/night

$1,666 total

Normal range

$109-$125/night

$1,533-$1,756 total

Lowest recent fare

$46/night

$649 total

Comparison set

6 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.

November 2027
Cheapest
Median price/night
$46
1 sailing
Upcoming departures
50% below itinerary median
1 priced departures tracked
January 2028
Median price/night
$49
2 sailings
Upcoming departures
100% below itinerary median
2 priced departures tracked
February 2028
Priciest
Median price/night
$69
1 sailing
Upcoming departures
45% below itinerary median
1 priced departures tracked
March 2028
Median price/night
$65
2 sailings
Upcoming departures
100% below itinerary median
2 priced departures tracked

Route overview

How this route is built

Compare sailings →

14 nights · 11 port calls · 3 sea days · 9 countries

11 port calls across Dominican Republic, Virgin Islands, British, Sint Maarten (Dutch part), Saint Kitts and Nevis · More port-intensive than many 14-night alternatives.

  1. 1

    Embark in La Romana

    Embarkation ports can vary by sailing

  2. 2

    Catalina Island

    Dominican Republic · Eastern Caribbean

  3. 3

    Spanish Town (Virgin Gorda)

    Virgin Islands, British · Eastern Caribbean

  4. 4

    Philipsburg

    Sint Maarten (Dutch part) · Eastern Caribbean

  5. 5

    Basseterre, Saint Kitts

    Saint Kitts and Nevis · Eastern Caribbean

  6. 6

    Saint John's

    Antigua and Barbuda · Eastern Caribbean

  7. 7

    La Romana

    Dominican Republic · Eastern Caribbean

  8. 8

    Catalina Island

    Dominican Republic · Eastern Caribbean

  9. 9

    Oranjestad

    Aruba · ABC Islands

  10. 10

    Willemstad

    Curaçao · ABC Islands

  11. 11

    Kralendijk

    Bonaire, Sint Eustatius and Saba · Southern Caribbean

  12. 12

    Saint George's

    Grenada · Southern Caribbean

  13. 13

    Disembark in La Romana

    Disembarkation ports can vary by sailing

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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.