Relaxed pace
5 ports in 15 nights
Plenty of uninterrupted ship time.
Eastern Caribbean cruises
Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Road Bay & Saint-Pierre
Charlotte Amalie, Saint Thomas · Road Bay · Saint-Pierre · Basseterre, Saint Kitts · Philipsburg
Balanced itinerary with more sea time than port-packed variants. Covers Virgin Islands, U.S., Anguilla, Martinique, Saint Kitts and Nevis, and more.
15 nights
Miami
Eastern Caribbean
5 ports
10 sea days
What this trip feels like
Easygoing, familiar and ship-focused
10 sea days give you plenty of uninterrupted time onboard, while Charlotte Amalie, Saint Thomas, Road Bay, and Saint-Pierre provide the trip's main day ashore. You're choosing this route for an easy break with minimal logistics, not destination variety.
Broad destination variety
Charlotte Amalie, Saint Thomas · Road Bay · Saint-Pierre + more
Frequent changes of scenery across the itinerary.
Route logistics
Sails from Miami
Check the exact departure and arrival ports before arranging flights.
Port experience
Charlotte Amalie, Saint Thomas · 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 · First-time cruisers · Ship-focused trips · Easy short getaways
Think twice if · You want a port-intensive Eastern Caribbean itinerary
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 $737/night, with most departures landing in the $696-$773/night band across 2 tracked sailings.
Typical price
$737/night
$8,477 total
Normal range
$696-$773/night
$8,003-$8,884 total
Lowest recent fare
$745/night
$5,960 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
15 nights · 5 port calls · 10 sea days · 5 countries
5 port calls across Virgin Islands, U.S., Anguilla, Martinique, Saint Kitts and Nevis · Leans more toward sea time than a port-packed 15-night route.
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Embark in Miami
Embarkation ports can vary by sailing
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Disembark in San Juan or 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 Kingstown + Saint George
Eastern Caribbean: Kingstown, Saint George & Fort-de-France
14 nights · 11 ports · 3 sea days
−1 night +6 ports
Much more time ashore in a shorter trip.
Compare this route →
From $1,662
More variety
Add Ketchikan + Juneau
Eastern Caribbean: Ketchikan, Juneau & Victoria
40 nights · 18 ports · 12 countries
+25 nights +7 countries
A much broader Eastern Caribbean experience.
Compare this route →
From $3,016
Longer trip
Make it 33 nights
Eastern Caribbean: Los Angeles, Cabo San Lucas & Puerto Quetzal
33 nights · 13 ports · 20 sea days
+18 nights +10 sea days
More time onboard without changing the trip's overall pace much.
Compare this route →
From $2,242