Eastern Caribbean cruises

Eastern Caribbean Loop via Tortola, Basseterre, Saint Kitts & Bridgetown

Tortola · Basseterre, Saint Kitts · Bridgetown · Castries · Philipsburg · Saint Thomas

Port-heavy Eastern Caribbean itinerary. Covers Virgin Islands, British, Saint Kitts and Nevis, Barbados, Saint Lucia, and more.

7 nights San Juan Eastern Caribbean 6 ports 1 sea day

What this trip feels like

Active, varied and destination-focused

With 6 ports across 7 nights, this trip keeps the focus on time ashore. Expect more destination variety and a busier rhythm, with the ship serving as the link between port days.

Port-forward pace

6 ports in 7 nights

Most days put a destination at the center of the plan.

Broad destination variety

Tortola · Basseterre, Saint Kitts · Bridgetown + more

Frequent changes of scenery across the itinerary.

Easy logistics

Round-trip from San Juan

No open-jaw flights or separate arrival and departure transfers.

Port experience

Tortola · 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 · Destination-led trips · Active days ashore · Travelers who prefer variety

Think twice if · You want long, uninterrupted stretches of time onboard

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.

Showing 16 upcoming departures.

Itinerary pricing

What this itinerary usually costs

Typical pricing runs around $183/night, with most departures landing in the $173-$201/night band across 16 tracked sailings.

Typical price

$183/night

$1,284 total

Normal range

$173-$201/night

$1,209-$1,409 total

Lowest recent fare

Building history

$949 total

Comparison set

16 sailings

Used for itinerary baseline

When should I go?

Prices are usually lowest in winter

December–February departures have historically offered the best value.

December is typically the most expensive time to sail this itinerary.

Typical price / night

Loading...
Best value
Dec–Feb ~$174–$258/night
Most expensive
December ~$258/night

Route overview

How this route is built

Compare sailings →

7 nights · 6 port calls · 1 sea days · 6 countries

6 port calls across Virgin Islands, British, Saint Kitts and Nevis, Barbados, Saint Lucia · More port-intensive than many 7-night alternatives.

  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

    Bridgetown

    Barbados · Southern Caribbean

  5. 5

    Castries

    Saint Lucia · Southern Caribbean

  6. 6

    Philipsburg

    Sint Maarten (Dutch part) · Eastern Caribbean

  7. 7

    Saint Thomas

    Virgin Islands, U.S. · Eastern Caribbean

  8. 8

    Disembark in San Juan

    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

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.