Port-forward pace
4 ports in 6 nights
Most days put a destination at the center of the plan.
Eastern Caribbean cruises
Eastern Caribbean Loop via Road Town, Tortola & Basseterre, Saint Kitts
Road Town, Tortola · Basseterre, Saint Kitts · Saint John's · Castries
Port-heavy Eastern Caribbean itinerary. Covers Virgin Islands, British, Saint Kitts and Nevis, Antigua and Barbuda, and Saint Lucia.
6 nights
San Juan
Eastern Caribbean
4 ports
2 sea days
What this trip feels like
Active, varied and destination-focused
With 4 ports across 6 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.
Broad destination variety
Road Town, Tortola · Basseterre, Saint Kitts · Saint John's + 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
Road Town, Tortola · Expect plenty of cruise traffic
This port regularly handles substantial cruise traffic, although conditions still vary by date.
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.
Itinerary pricing
What this itinerary usually costs
Typical pricing runs around $139/night, with most departures landing in the $129-$144/night band across 2 tracked sailings.
Typical price
$139/night
$834 total
Normal range
$129-$144/night
$774-$864 total
Lowest recent fare
$139/night
$834 total
Comparison set
2 sailings
Used for itinerary baseline
When should I go?
Not enough departures yet to identify a reliable cheaper season.
Route overview
How this route is built
6 nights · 4 port calls · 2 sea days · 4 countries
4 port calls across Virgin Islands, British, Saint Kitts and Nevis, Antigua and Barbuda, Saint Lucia · More port-intensive than many 6-night alternatives.
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Embark in San Juan
Embarkation ports can vary by sailing
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6
Disembark in San Juan
Disembarkation ports can vary by sailing
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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.
More port time
Add Philipsburg + Bridgetown
Eastern Caribbean: Philipsburg, Basseterre, Saint Kitts & Bridgetown
7 nights · 6 ports · 1 sea day
+1 night +2 ports
Much more time ashore for only one extra night.
Compare this route →
From $949
More variety
Add Philipsburg + Bridgetown
Eastern Caribbean: Philipsburg, Castries & Bridgetown
7 nights · 6 ports · 6 countries
+1 night +2 countries
A much broader Eastern Caribbean experience.
Compare this route →
From $989
Longer trip
Make it 7 nights
Eastern Caribbean: Lighthouse Point, Florida, San Juan & Tortola
7 nights · 3 ports · 4 sea days
+1 night +2 sea days
More time onboard without changing the trip's overall pace much.
Compare this route →
From $1,530