Eastern Caribbean cruises

Eastern Caribbean Loop via Basseterre, Saint Kitts, Tortola & Philipsburg (Best Balance)

⚓ Bridgetown · Basseterre, Saint Kitts · Tortola · Philipsburg · Fort-de-France · Antigua · Castries · Saint George's

Balanced route with a steady mix of port days and sea days. Covers Barbados, Saint Kitts and Nevis, Virgin Islands, British, and Sint Maarten (Dutch part) and more.

☾14 nights Bridgetown Eastern Caribbean 9 ports 5 sea days

Itinerary pricing

What this itinerary usually costs

Typical pricing runs around $158/night. with most departures landing in the $138-$174/night band. across 2 tracked sailings.

Typical price

$158/night

$2,216 total

Normal range

$138-$174/night

$1,933-$2,436 total

Lowest recent fare

Building history

$1,499 total

Comparison set

2 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
$152
1 sailing
Upcoming departures
19% above itinerary median
1 priced departures tracked
February 2028
Priciest
Median price/night
$179
1 sailing
Upcoming departures
5% below itinerary median
1 priced departures tracked

Route overview

How this route is built

Compare sailings →

14 nights · 9 port calls · 5 sea days · 8 countries

9 port calls across Barbados, Saint Kitts and Nevis, Virgin Islands, British, Sint Maarten (Dutch part) · Neither especially port-heavy nor sea-day heavy for this trip length.

  1. 1

    Embark in Bridgetown

    Embarkation ports can vary by sailing

  2. 2

    Bridgetown

    Barbados · Southern Caribbean

  3. 3

    Basseterre, Saint Kitts

    Saint Kitts and Nevis · Eastern Caribbean

  4. 4

    Tortola

    Virgin Islands, British · Eastern Caribbean

  5. 5

    Philipsburg

    Sint Maarten (Dutch part) · Eastern Caribbean

  6. 6

    Fort-de-France

    Martinique · Southern Caribbean

  7. 7

    Antigua

    Antigua and Barbuda · Eastern Caribbean

  8. 8

    Antigua

    Antigua and Barbuda · Eastern Caribbean

  9. 9

    Castries

    Saint Lucia · Southern Caribbean

  10. 10

    Saint George's

    Grenada · Southern Caribbean

  11. 11

    Disembark in Bridgetown

    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.