Port-forward pace
5 ports in 7 nights
Most days are port days.
Eastern Caribbean cruises
Eastern Caribbean Arc: Tortola & Road Bay
San Juan → Road Town → Basseterre, Saint Kitts → Saint-Barthélemy → Road Bay → Miami
Port-heavy Eastern Caribbean itinerary. Covers Virgin Islands, British, Saint Kitts and Nevis, Saint Barthélemy, and Anguilla.
7 nights
San Juan
Eastern Caribbean
5 ports
1 sea day
What this trip feels like
Port-intensive itinerary
Port-intensive itinerary with 5 port calls across 7 nights.
Broad destination variety
Tortola · Basseterre, Saint Kitts · Saint-Barthélemy + more
Frequent port calls throughout the itinerary.
Route logistics
Sails from San Juan
Check the exact departure and arrival ports before arranging flights.
Port experience
Basseterre, Saint Kitts · 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.
Itinerary pricing
What this itinerary usually costs
0 of 1 sailings with enough price history currently have favorable pricing and 1 are priced high. Median current fare is $771/night.
Median current fare
$771/night
$5,400 total
Lowest recent fare
$771/night
$5,400 total
Pricing signal
0 of 1 favorable
Price history for 1 of 1 sailings
Comparison set
1 sailings
Currently priced departures
When should I go?
Not enough departures yet to identify a reliable cheaper season.
Route overview
How this route is built
7 nights · 5 port calls · 1 sea days · 4 countries
5 port calls across Virgin Islands, British, Saint Kitts and Nevis, Saint Barthélemy, Anguilla · More port-intensive than many 7-night alternatives.
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Embark in San Juan
Embarkation ports can vary by sailing
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Disembark in Miami
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
Same length +1 port
Much more time ashore without making the trip longer.
Compare this route →
From $1,319
More variety
Add Rodney Bay + Little Bay
Eastern Caribbean: Rodney Bay, Little Bay & Antigua
0 nights · 5 ports · 5 countries
−7 nights +1 country
A much broader Eastern Caribbean experience.
Compare this route →
From $3,439
Longer trip
Make it 8 nights
Eastern Caribbean: Basseterre, Saint Kitts, Little Bay & Rodney Bay
8 nights · 3 ports · 5 sea days
+1 night +4 sea days
More time at sea.
Compare this route →
From $4,798