Eastern Caribbean cruises

Eastern Caribbean Arc via Tortola, Basseterre, Saint Kitts & Cruz Bay, Saint John (Best Balance)

⚓ Tortola · Basseterre, Saint Kitts · Saint-Barthélemy · Grand Turk Island · Miami · Cruz Bay, Saint John · Terre-de-Haut (Les Saintes) · Saint-Barthélemy

Balanced itinerary with more sea time than port-packed variants. Covers Virgin Islands, British, Saint Kitts and Nevis, Saint Barthélemy, and Turks and Caicos Islands and more.

San Juan Eastern Caribbean 9 ports 4 sea days

Itinerary pricing

What this itinerary usually costs

Typical pricing runs around $697/night. with most departures landing in the $616-$752/night band. across 1 tracked sailings.

Typical price

$697/night

$9,760 total

Normal range

$616-$752/night

$8,620-$10,521 total

Lowest recent fare

Building history

$8,400 total

Comparison set

1 sailings

Used for itinerary baseline

Best departures

Best upcoming sailings

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When should I go?

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November 2026
Cheapest
Median price/night
$686
1 sailing
Upcoming departures
Typical value
1 priced departures tracked

Route overview

How this route is built

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9 port calls · 4 sea days · 7 countries

9 port calls across Virgin Islands, British, Saint Kitts and Nevis, Saint Barthélemy, Turks and Caicos Islands

  1. 1

    Embark in San Juan

    Embarkation ports can vary by sailing

  2. 2

    Tortola

    Virgin Islands, British · Eastern Caribbean

  3. 3

    Basseterre, Saint Kitts

    Saint Kitts and Nevis · Eastern Caribbean

  4. 4

    Saint-Barthélemy

    Saint Barthélemy · Eastern Caribbean

  5. 5

    Grand Turk Island

    Turks and Caicos Islands · Eastern Caribbean

  6. 6

    Miami

    United States · US East Coast

  7. 7

    Cruz Bay, Saint John

    Virgin Islands, U.S. · Eastern Caribbean

  8. 8

    Cruz Bay, Saint John

    Virgin Islands, U.S. · Eastern Caribbean

  9. 9

    Terre-de-Haut (Les Saintes)

    Guadeloupe · Eastern Caribbean

  10. 10

    Saint-Barthélemy

    Saint Barthélemy · Eastern Caribbean

  11. 11

    Disembark in San Juan

    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.

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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.